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Are You Gay Ch. 01

By: Scribler



Are you gay? They were three simple words that could drive a man into a rage. It was a question on your manhood and on how others around you viewed you. Just that question in the eye of your lover, boss or a family member could cause enormous heartaches and sometimes, physical pain. 

I feared that question mostly because I was perceived as gay on many occasions, even though I never had a gay thought in my head. Several men have approached me over the years looking to date me. Most were polite when I told them I wasn't gay though a few laughed and told me to quit kidding myself. Most of time this happen I would laugh it off, but every once in a while it would really hurt. 

One day after a particular incident with a construction worker I had had enough. I asked my best friend Fran what was wrong with me. Why did everyone think I was gay? 

Fran was always known to be quite blunt when anyone asked a question and she was blunt with me as well. "If you really want to know the truth you're too feminine. God Ted to make a better girl that I do." That's not saying much as anyone would make a better girl than Fran. 

Fran when on to tell me that the reason was because of the way I dressed, and how I carried myself. She told me that I was always well dressed and even after being out all day I was always perfectly groomed. 

I knew that was true and even though I stood five six and weighted less that a hundred pound I always took pride in my appearance, but I never thought that was a detriment. I liked my clothes clean and neat. My auburn hair though it was rather long, down past my shoulders, was always well washed and neatly combed. My nails were well manicured and I even went to a manicurist to keep them that way. Fran always laughed at me when I went to have my nails done. She told me I should have them painted and get it over with. 

I loved Fran to death and I would do anything I could for her but when it came to femininity she didn't know her ass from a hole in the ground. If she ever wore makeup I never saw it. She dressed like a man and as far as I could tell she never went out with one. 

Fran was a lesbian through and through. Under the word dyke in the dictionary you would most likely find Fran's picture. She wore only jeans and when she dressed up she wore suits. Granted they were woman's suits but they still had pants. She wore bras but I always heard how much she hated them and she would take them off as soon as possible. 

The real reason I'm telling this story is what happened to me at work. The man I worked for never asked about my sexual preference. Though there was times he would stop telling a joke when I came into the room. Most of the women treated me like anyone else though a few tried to set me up on dates with some one they knew. More than a few were with other men. I learned to ask what the other person looked liked. 

For the most part I didn't have any problems at work and for four years everything seemed to be going my way. That was until the company was sold and the new owners took over. Thinking back that was the day my life changed completely. I didn't know it until the day Ms. Brant came to work. 

She came to my office two months after the sale was final. She tried being cordial by stopping and saying good morning or evening as the time of day dictated. She seemed to know everyone's name and she use your name as she spoke to you. All in all she was very friendly and quite warm. 

She was also very attractive and she always wore beautiful suits. High heels were her shoes of choice. But her smile was her best feature though I'm sure many of the men would have said it was her big beautiful breasts. 

I found myself look forward to each morning when I would see her come in. I never missed and opportunity to watch her as she walked passed. I knew she was well out of my league, as I was too short. Also I didn't have the power or the finances to date anyone in her league. 

I also thought that she had noticed me on several occasions. A few times I would look up from my terminal and see her looking at me. Not in a stalking sort of way but in an interested way as if she was checking me out. When I did catch her she would smile warmly before moving on. I also knew my future was not so certain as the next two weeks would a test to. 

Her first act was to terminate my manager and set herself up in his office. She then started going though personnel records. We all knew she was looking to cut the fat and everyone was on guard. You knew when she walked though the office, as the normal low rumble of voices would soon lead to total silence. She instilled fear in all of us. Two weeks after she took over the office the day we had all feared had come. 

It was a Friday morning and I'm sure we were all looking forward to the weekend. I knew I was as had made plans with Fran and her lover for a get away to the mountains for some sight seeing of the fall colors. It was something I looked forward to every year. 

That Friday was the day we were all called to Ms. Brant's office. Some people went back to work quite happy while others went back to their desks to start cleaning them out. Four of the five people I worked with were terminated by noon. The fifth handed in her resignation two weeks earlier for a position with another company. 

By four o'clock I was the only one left in my department and by this time the work force in the office had been whittle down to about half of what it was. I had thought I escaped the ax when I received a phone call that I was wanted in Ms. Brant's office. 

As I walked into Ms. Brant's outer office I saw her secretary was packing a box with her personal belongings. She was crying as she told me to go right in. I was sure this was the end and I would soon be unemployed. 

I knew Ms. Brant was in her late twenties to early thirties. Though from looking at her you couldn't tell she was a day over twenty-five. She stood six foot tall, in her heels she was even taller. She was very well dressed. Always wearing expensive business suits that were well tailored and looked like they were made for her. She always wore high heels that accentuated her long thin legs. Her blond hair was long though she always kept it pined up and out of the way. She had beautiful blue eyes that seem to look at your very soul when she spoke to you. 

You could say I was quite taken with her beauty, but I was taken more with the way she dressed and the way she carried herself. I could tell she was quite confident in her abilities to manage. She was a very attractive woman and I was attracted to her. But I also knew I was not her type as I was sure she was attracted to men that were powerful, quite well off financially and not to mention taller than she was. 

When I entered her office she looked up and smiled at me as she told me to come in. Her smile was warm and inviting and I almost forgot why I was there in the first place. Though I quickly remember I was being terminated along with rest of my department. 

Ms. Brant stood as I entered her office and before I walked in three steps she was standing in front of me offering her hand while saying. "Please come in Mr. Stein. Please have a seat." She told me as she pointed toward the leather sofa off to one side. 

I took a seat on the sofa as Ms. Brant sat in a leather wingback chair. Once she was seated she said. "You may have notice the office has been in quite a turmoil today. It's a nasty job I have terminating so many employees at one time. Believe me I don't like doing it but if I didn't do it someone else would have too." 

Ms. Brant picked up a folder and said, "I see from you personnel record that you've worked here for four years now and you haven't called in sick once in four years. That's very commendable. I also noticed that we owe you six weeks of vacation time. Don't you like taking vacation?" 

"It's not that I don't like it I just never had any where to go. Is that a problem," I asked defensively. 

Ms. Brant smiled and said, "It's not a problem, in fact it maybe an advantage seeing you can be trusted to always be here." Ms. Brant sat back and studied me of a few seconds before saying, "I'm sure you have noticed that your department has been downsized. In fact all the billing will now be handled by the home office so we have eliminated that group here."

I was sure she could see my disappointment on my face as I took in this bit of news. I had hoped I was exempt seeing I was the last to be called into her office and she seemed to have checked me out as far as my employment goes. 

Ms. Brant had kept an eye on me and just when I was about to thank her she said, "I need to ask you a personal question and if you don't want to answer you don't have to. I do have an opening I think you would like and I think you would enjoy but I need to know if you're gay?" 

For a brief second I thought I might say yes thinking she wouldn't fire me if I was. I really needed this job as I had school loans and a car loan to pay plus I had rent. But in the end I couldn't do it. So I said, "No Ms. Brant I'm not." 

I could see surprise look on her face before she said, "Really, I thought you were." As soon as she said it she realized what she said, "I'm sorry I shouldn't have said that." 

"It's okay Ms. Brant I hear that a lot," I told her. 

Brant smiled and said, "I'm not surprised. I've noticed you every day for the last two weeks. Each time I see you, you look so well groomed I could swear you had just showered and dressed. When it's time to leave you look just like you did when you came in that morning. I can't say that about everyone." 

I thought this over and I thought I still had a chance so I asked, "So your telling me I have to be gay to be considered for the position you spoke of?" 

"Well not so much that you're gay as what you would have to wear in order to take the position. You see I will be traveling extensively on business and a straight male would be a problem, as it would look unseemly. You see I have an image to protect. I can't be see as a woman that has a male assistant who could also be a lover. My last assistant was female and I had hoped to replace her with some one that was as good if not better at her job. I thought you could be that person but seeing you're straight I doubt you would want to dress the way I want you too." 

"Ms. Brant I can dress anyway you want. This sound like a job that too good to pass up. I know I'm just what you're looking for," I told her." 

Brant smiled and said, "You probably are what I'm looking for but I don't think you can handle what I want you to wear. It's not something I could ask." 

"Can't you at least give me a try? I know I can do this," I told her desperately. 

Brant thought for a few minutes before saying, "Let me explain what the job entails then you can see the clothes I want you to wear. I really don't think you will like it but I give you a try. First off I will need you to travel with me. You will keep my appointment book and see to it I am where I should be at all times. You will make sure my clothes are clean and well pressed. I will also expect you to be at my beckoning call at all hours of the day and night. I will also want you to perform certain tasks that a normal assistant would never dream of performing. 

"For all this you will have a ten thousand-dollar a year clothing allowance so you are always impeccable dressed. Your salary will start at eighty thousand a year. There are bonuses that I'm sure you will qualify for. The work isn't hard though I expect you to do whatever I want went I want." 

I was floored at how much she was going to pay me. It was twice what I was making at the job I was doing so I said, "This sound to good to pass up I hope you give me a try I know I can do this for you." 

After she thought it over Brant said, "I was certain you would be the person I was looking for but like I said the clothes I would expect you to wear would be the deciding factor. I'll let you take them home and try them on for the weekend. If you can't wear them bring them back on Monday and I'll process your termination papers. If you decide you can live with the clothes wear them on Monday so I can see how you look. Besides wearing them you have to look good in them." 

Brant walked to a closet and took out a large shopping bag from one of our department stores. She handed the bags to me and said, "I'm a pretty good judge when it comes to size. I sure these will fit you. Try them on and see me on Monday." 

When I walked out of her office I saw I was the only one left in the office. I took the bag straight to my workstation and started looking through the bag. I realized right off that the clothes in the bag were woman's clothes and they were of the same quality that Ms. Brant was wearing. I assumed that she had given me the wrong bag so I went back to her office. 

As I got back to her office, Ms. Brant was on her way out so I quickly said, "I'm sorry Ms. Brant but I think you gave me the wrong bag. I believe these are your clothes." 

Brant touched my cheek and said sadly, "Now you see the problem I was wrestling with. These are the right clothes if you don't think you can handle wearing them then leave them and come back on Monday. Good night Ted." With that said she was gone. 

I was stunned by her words. With out realizing it I took the bag back to my workstation. Just for the heck of it I went through the bag once more. I was hoping I had missed something. I was hoping that they really were men's clothes. 

Once I went through all the boxes I knew for certain they were woman's clothes. I had to admit they were well made and they were perfectly cut, but I couldn't wear them, it wasn't possible. Besides I could never look like a girl in them. 

There was navy blue skirt with a matching jacket. A white silk blouse and a dark blue scarf. There were stockings, panties and a bra with silicon breast forms. There was also a pair of three inch navy blue pumps. There was everything I would need for one outfit, but how could I possibly wear it. 

I'm not sure why but I took the clothes home with me. It wasn't like I was going to wear them but I thought I shouldn't leave them in the office over the weekend. 

When I walked into my apartment Fran was waiting for me. "Well it's about time I thought you were going to get here right after work. I was hoping to pick up JoJo at her salon," Fran told me. JoJo was Fran's new lover and she had talked me into taking JoJo with us. 

"Sorry it was a terrible day at work. The ax finally fell and I lost my job along with just about everyone," I told her as I set the bags on the floor. 

Fran laughed and said, "So you went shopping to drowned your sorrows. I swear you really are a girl aren't you?" 

Normally this sort of teasing between Fran and I wouldn't have bothered me but today it hit a nerve. "Look that's enough about me looking like a girl. I really wish I was one some times, just so I could stop hearing the jokes." Before I said anything else I walked into my bedroom. 

A few minutes later Fran came into the bedroom with a glass of bourbon. "Look I'm sorry I teased you I guess your taking this pretty hard. I'll call JoJo and tell her we have to cancel this weekend. She can come over and well get stinking drunk and howl at the moon." She handed me the glass and picked up the phone near my bedside table. 

By nine that evening I was quite inebriated, JoJo and Fran were nearly as drunk as I was. By that time I had told both girls what had happen with the exception of the position that Brant had offered me. 

Fran said slurring her words, "I can't believe she didn't offer you something else. Doesn't she know you never missed a day in four years." 

With out thinking I said, "She did offer me a job but I can't take it." 

"Even if it's for less than your making, it's still better than unemployment. At least until you find a better job," JoJo told me. 

"Actually it's for twice what I'm making now," I told them. 

Fran leaned over the table and said. "You're fucking nuts. How could you turn down a job making twice what you are? Either that or you're a fucking liar." 

Fran was a belligerent drunk, were I was a mellow drunk so I calmly said, "If I took the job I would have to wear the clothes in that bag. I can't do that." 

"Shit I'd wear a clowns costume for that kind of money. Hell I'd wear a dress," Fran told us with a laugh. 

JoJo staggered over to the bag and started puling out what was inside. "Hey careful with that stuff I have to return it on Monday," I told JoJo. 

When JoJo pulled out the jacket she said, "This is pretty good stuff. So why can't you wear it?" When she pulled out the skirt she said, "Oh I guess I see why you can't." 

When Fran took a look at what was in the bags she said, "Hell let's try it on you I'd bet you would look pretty cute in it." 

"I don't think that's going to happen," I told her. 

Fran and JoJo started teasing me about what I would look like in the clothes as we continued drinking. I'm not exactly sure what happen after that but when I woke the next morning I'm not sure I wanted to know. 

When I woke up I found myself in bed with Fran and JoJo. Both girls were completely naked and I was wearing the panties and bra from the bag. My lips felt sticky and my eyes felt heavy as if there was something on them. Both girls were wound around me and I had a hell of a time getting out of bed. 

When I finally reached the bathroom I looked in the mirror and saw I had eye shadow on as well as mascara. There was also a tint to my lips as if I had on lipstick but it wore of over night. 

When I lowered the front of the panties to pee I realized that my pubic hair was gone. I also noticed that my legs had been shaved. I never had hair on my chest but I did under my arms and when I looked that was gone too. I knew the girls had something to do with this but I really didn't remember any of it. 

I took off the panties and the bra and laid them on the counter top before climbing into the shower. As soon as I did I heard JoJo come in the bathroom telling me she had to go and she hoped I didn't mind see we were all girls here. She obviously remembered what happen. 

After my shower I put on a pair of boxers and a robe before going into the kitchen to make some coffee. JoJo was already in the kitchen wearing a satin robe and she had the coffee brewing. She handed me a cup as she made her way to the kitchen table. 

When I got half the coffee down me I asked, "What happen last night?" 

JoJo asked, "Do you really want to know?" When I told her I did JoJo dropped a stack of Polaroid's on the table and said, "There you go by the way you owe me for the film." 

The first picture was of me shaving my legs. The second and third picture was of Fran shaving my under arms. The fourth was where JoJo shaved my pubic area. The next ten were of me with different articles of clothing on till I was completely dressed in the suit. The last three were of JoJo putting make up on me. 

Once I saw all the pictures I could see why some one would think I was a girl. I looked pretty good in the clothes but I could see the makeup was wrong for the suit. It looked to heavy and definitely sluty. The clothes on the other hand look perfect on me. Ms. Brant really did pick out the right sizes. 

After I studied the pictures for a while JoJo said, "Yea I see it too. With the right makeup and a new hairstyle your own mother wouldn't know you."

From what I was looking at and what JoJo was telling me I thought it was worth a try, but I held back and said, "You can't be serious I could never look like a girl." 

JoJo laughed and said, "I can make you look like one. Give me a few hours and I guaranty you'll look like a real girl." 


Are You Gay Ch. 01



I had my doubts so I said, "You really think you can make look like a girl." 

JoJo knew she had me hooked so she said, "I'll tell you what. Give me a hundred dollars so I can get all the things you will need. Like makeup earrings and a few more pairs of undies and I will not only turn you into a beautiful girl but I'll also teach you how to apply the makeup so you can do on your own." 

I had nothing better to do and I had no other options for the immediate future. So I gave JoJo the hundred, she quickly got dressed and left the apartment. She was only gone a few minutes before she was back. 

She handed me a bottle of hair remover and said, "While I'm gone I want you to cover yourself in this from neck to toe. Leave it on for about fifteen minutes before you wash it off. You should also use it on your beard area as it will remove any stubble and leave your skin smooth. You'll have to do this once ever few days. Girls don't have a five o'clock shadow. I'll be back in an hour or so." 

Just after JoJo left Fran came into the kitchen. She looked at all the pictures lying on the table and the bottle of hair remover in my hand and asked, "Where's JoJo and what are you doing with that hair remover?" 

"She went to the store. She'll be back in an hour or so," I told her as I looked toward the floor. I just couldn't look Fran in the face.

Fran chuckled and said, "I guess you decided to take the job after all. Come on I'll help you with this." Fran took the bottle from my hand and pulled me toward the bedroom. 

Once in the bedroom I asked, "Your okay with this aren't you?" 

Fran took off my robe and said, "I can see why you think you're doing this, but I think you're more curious about the clothes and the life style then you are about the money. I've always thought deep down inside you wanted to be a girl."

As Fran started applying the hair remover to my back I asked, "Why would you say that? What have I ever done to make you think that?" 

"Look at the way you dress. All your clothes hint at you feminine side. You never wear anything that is strictly masculine. Lets face it a girl could wear your clothes and no one would ever know she was wearing men's clothes. Your hair is long, far longer that most men wear it in today's world. If you were really were upset when a gay man asked you out on a date you would have cut your hair long ago," Fran told me as she applied the hair remover to my chest and arms. 

After Fran told me to remove my boxers she said, "You may not know this but you always turned me on. I never l knew why until JoJo told me why and it all made sense. She told me I like feminine women, which is true. She told me subconsciously I saw you as a feminine woman even though I knew your were a man. 

I knew she was right though I couldn't admit it. I think you will love this job and I doubt you'll ever turn back." 

After Fran had me completely cover in the hair remover I asked, "So you really think I'm gay?" 

Fran laughed as she went into the bathroom to wash her hands and said, "No Ted I don't think your gay. I think your bisexual like JoJo is but I also think you're a transvestite. That's a guy who dresses like a girl. I really believe once you start wearing girl's clothes you'll never want to take them off." 

I knew Fran teased me about this all the time but I also knew when she was serious and at this moment she was very serious. As I applied the hair remover to my beard area I said, "I don't think your right about me. I mean I'm really only doing this for the money and the job." 

When the fifteen minutes had elapsed Fran turned on the shower and once it was warm she removed her clothes and climb in with me. This was the first time I had ever seen Fran naked except this morning when I woke up. I never realized how beautiful Fran was until now. She always seemed to hide her physical beauty under her clothes and now I saw she was quite attractive. 

Her breasts were firm and rather large. I would say a D cup if I had to guess. She had large areolas and half-inch long nipples when they were erect like they were now. She had a flat hard tummy that was due to all the sit-ups she did on a daily basis. Even though she was only a few inches taller than I was, her legs looked longer and I could see they were muscular. Once she removed her drab manly clothes she was quite a looker as they say. 

Fran scrubbed the hair remover off of me with a washcloth. I enjoy the feeling and before I knew it my cock was hard. Fran took my cock in her hand and said. "I guess you're not gay but sadly I am. This doesn't do anything for me now if you had a slit instead of a cock I would have made a move on you years ago." 

I kissed Fran cheek and said, "If I thought I had a chance I would have made a move on you as well. I didn't want to lose our friendship by trying." 

Fran dropped my cock and finished washing the hair remover off of me. I in turn washed Fran before we exited the shower. We toweled each on the off before Fran but on her clothes and I put on a clean pair of boxers and a tee shirt. Fran and I sat and had a cup of coffee together before JoJo finally came back. 

She came in caring a large box and dropped it on the sofa. She pulled out a pair of pink satin panties and a matching bra and said. "Sorry I took so long but I went to my shop to pick up a few things we're going to need, Here put these on they will help you get into the mood. I know there not the same quality as the other set but you can't wear them all the time." 

By this point my mind had been made up I was going to see this through and give it my best shot. I really wanted this job and this was the only way I was going to get it. I put the panties and the bra on and inserted the breast forms. 

JoJo when right to work on my hair as Fran went out to get us something to eat. JoJo started by combing out my hair then took some big rollers and rolled my hair up into them. When I asked what she was doing she said. "Your hair is too straight I giving it a body wave to give it some bounce. Later I'll cut it once I know how it curls." 

When JoJo was done curling my hair she put on the perming foam before placing a plastic bag over my hair. She then went over to the box and took out a small pair of scissors several combs a hand mirror and a pair of tweezes. She straddled my legs with hers and sat on my lap while saying, "I hope this is okay with you. This is so much more comfortable than standing while I shape your eyebrows." 

I told her it was okay then she handed me the mirror and said, "You should learn how to do this. You can have it done professionally but you really should learn how to do it yourself." 

JoJo showed me how to pluck the hairs from my eyebrows and what shape I was looking for after she trimmed my eyebrows down. After a few minutes of plucking she said. "I think you get the general idea. Seeing this is your first time and we have a lot of hairs to pluck I think I'll use the wax to get it over with."

Out of the box JoJo pulled out a hot wax heater and plugged it in. While we waited for the wax to heat up JoJo checked my hair to see if it was done yet. She then started taking everything else out of the box. She pulled out several jars and bottles as well as tubes. She told me what each one was for and what I should do with them. 

When the wax had liquefied she painted it on to the area she wanted to remove. She also put on a piece of cloth over the wax. I was surprised at how hot the wax was and it seemed to burn my skin. But that wasn't near as bad as when she ripped the cloth off. If JoJo hadn't been sitting on my lap I would have come out of my chair. 

When she saw my reaction she said, "Sorry I guess I should have told you it might hurt. I don't have to do that at the shop, as most real girls know what it feels like. Now let me do the other one and I'll be all done." 

The seconded eye brow hurt as much as the first and I was thankful I only had two. When she was done she showed me what they looked like. My eyebrows were really red, but I could see my eyebrows were now two fine line arches that went over each eye. I have looked at other woman's eyes before and I realized my eyes looked the same if not better then most. They looked as good as Ms. Brant's eyes looked on Friday. 

JoJo checked my hair and said, "Let's go wash out your hair now and we'll see how it turned out." 

JoJo and I went over to the kitchen sink where she washed the permanent out of my hair. She used a blow dryer to dry it as she brushed it out. She then took a plastic apron out of the box and wrapped it around me before she started cutting my hair. 

By this time Fran had come back with the sandwiches she had gone out for and she started to eat. JoJo ate as she cut but I wasn't allowed to eat till JoJo was done. When she was done she handed me the mirror and said, "I know how picky you are about your grooming so I gave you a style that will be easy to take care of. Just brush it out when you get a chance and it should fall into place. Maybe later we'll put in some high lights, though you really don't need much, you have beautiful hair. Now go ahead and eat then I'll teach you how to apply makeup." 

While I ate JoJo went over to Fran and started kissing her. Fran responded warmly and before I knew it JoJo had her top off and Fran was sucking on one of her breasts. I could see JoJo's hand was on Fran's breast and she was pinching her nipple. At the same time JoJo looked over at me and she smiled knowing I had been watching them. 

After I was done eating my sandwich JoJo pulled away from Fran and said, "That was nice but I think I should get back to our new girl. She still has a lot to learn." 

JoJo came over to me without putting on her tee shirt and sat back down on my lap. She then started to tell me about make up and how to put it on. She started on my left eye explaining each step. When she was done she had me do the other eye. 

I thought it was rather easy but once I tried it on my own. I soon learned that it was more difficult than I imagine. My hand shook as I tried to brush on the mascara and this caused me to put on too much. The eyeliner was easier, but it still took a steady hand. Before she would let me put on the eye shadow I had to clean off both eyes and try again. 

It took me about five tries before I was able to get it the way she had done it the first time. I then moved on to the eye shadow. I had thought this wouldn't be near as bad, but I was wrong when it came to blending and shading. After JoJo said my eyes looked perfect she made me do each eye again three times before we moved on to the rest of my face. 

My next step was powder and blush. Each had to look natural and this part was rather easy. My lips were next. This too took some time learning as JoJo showed me how to apply lip-gloss and then to add lip liner to make my lips seem bigger. After I had my lips down JoJo had me scrub my face and do it all over again. 

After I had completely redid my makeup three more times with out making one mistake she called Fran over and asked. "Don't you think she's beautiful. I know how you like girls that wear makeup. So you should be a good judge on how she looks." 

Fran leaned in and studied my face. After a minute or two she said, "She's perfect. I always knew she would make a better girl that a boy. Too bad she has a dick instead of a slit I'd love to take her to bed." 

I saw a smile grow on JoJo's face as she thought of that. I knew JoJo was the adventurous one of the two. Fran told me that JoJo was what she would consider kinky and though Fran wasn't she still let JoJo have her way on occasions. But before anything else was said JoJo told me it was time to do my nails. 

My nails were rather easy for me seeing JoJo glued them on and she didn't want to take them off so I could do them. She told me I should just have them done by someone good when I had the chance. Unless Ms. Brant wanted me to do hers then I would have to learn. When both my fingernails and my toenails were done and dried JoJo told me to get my suit so she could watch me as I put it on. 

When I came back with the outfit I went to put on my panties first but JoJo told me to put on the stockings and the garter belt first. She told me this would make going to the bathroom a lot easier. 

I never put on stockings before, well I couldn't remember doing it. So I really had no idea what to do with them. JoJo told me to ball them up on my fingertips and slide my foot into them. It took me two tries to get them straight on my foot before I could start sliding them up my legs. 

I was amazed at how sensuous the stockings felt as they slid up my legs. By the time I had both of them on, my cock was rock hard and sticking straight up. I turned my back to JoJo and Fran to try and get myself under control. I heard JoJo giggle and I knew she knew the stockings had aroused me. No matter what I thought of I couldn't get my hard on to go down. I could barely concentrate on the garter belt as I tried to clip it together. Even that was sensuous. By the time I had all six of the garter straps attached to the stockings I was ready to burst. 

JoJo came over to me and said, "What's that matter sweetie do you have a problem?" With out turning around toward her I managed a weak yes. JoJo giggled and said, "I knew you would just love being turned into a girl. Your cock is so hard you could almost cum with out touching it can't you." 

After I said yes she turned me around and said. "Oh look Fran her little girlie cock is so hard she couldn't get her pretty panties on if she had tried. Would be okay if I took care of this problem for her?" 

I couldn't believe she was actually saying this in front of Fran. I looked at Fran knowing she was a jealous lover when it came to her girlfriends. But Fran just smiled and said. "Sure as long as she get a taste too." 

I had no idea what Fran was getting at and I really didn't care as I watched JoJo drop to her knees in front of me. It wasn't until she sucked my cock into her mouth that I realized JoJo was going to blow me. 

JoJo took my cock straight into her mouth and started sucking. I felt her tongue whip around the shaft as her lips moved up and down my shaft. I knew I couldn't last long, as it had been a long time since I had anyone else touch my cock. And the way she was sucking me left little doubt that JoJo had done this before. But what caused me to blow my load was when JoJo's mouth moved down my cock till I felt the head touch the back of her throat. Then I felt her throat open as the head of my cock pass through it. 

It was the most amazing thing I ever felt and I instantly groaned as I fired the first of several loads into her throat. As soon as I started cuming JoJo pulled back and let me cum in her mouth as she pumped my cock with her hand. I could barely remain standing as each time I fired a load into her mouth my knees wanted to collapse under me. 

When I had stopped cuming JoJo stood in front of me and slid her arms around my neck. I pulled her into my arms to kiss her in thanks for what she just done. When our lips met I felt JoJo's mouth open, so I opened my to receive her tongue. What I got was not what I had expected. Instead of JoJo's tongue I felt something trickle into my mouth. It was warm and slick and it tasted strangely familiar though it tasted like nothing I tasted before. It took me a few second to realize JoJo was feeding me my own cum. 

I tried to pull away but JoJo held my lips firmly to hers. I also tried to push it back into JoJo's mouth. JoJo moaned deeply at this before pushing it back into mine. I tried once more to push it back into her mouth but she quickly pushed back into mine. There was nothing else I could do but swallow what was in my mouth. 

After I swallowed down my cum JoJo pulled her lips from mine and said sadly, "Oh I thought you were going to snowball with me. I really like it when a guy does that. I especially like it when someone like you does it. If I ever blow you again I want you to snowball with me until it gets so big we have to swallow." 

I was slightly dumbfounded as she said this. I was also a little unnerved having just swallowed my own cum so I said, "What do you mean by snowball and why did you let my cum go into my mouth?" 

JoJo laughed and said, "Snowballing is what we just did. You came in my mouth and I pushed it into yours. But to do it right you have to push it back into mine and I push back into yours. We keep it up till it mixes with our saliva and gets bigger. When both our mouths are filled to the brim we have to swallow or lose it. To answer your second question any time I blow someone he will get a taste of it. Whether he wants to or not, if he doesn't like it I'll never blow him again. Beside it's the only way Fran will let me blow someone. So if you don't want to taste your own don't let me blow you. It's not poison you know." 

I could tell JoJo was upset with me so I said, "I'm sorry I shouldn't have complained. Thank you it was very nice of you to do that for me." 

JoJo smiled when she heard my apology and said, "Your welcome sweetie. You don't mind I tried to snowball with you?" 

I blushed and said, "I guess not, I never did that before so I wasn't expecting it." 

JoJo kissed me again and said, "Okay play time is over and you girly cock should be manageable now. Now finish getting dressed I still have a lot to teach you." 

JoJo had become my instructor and I was glad of it. I knew there was no way I could have figured this all out on my own. Most likely I wouldn't have even thought of taking the job. With her tutelage I felt not only was this possible but I was confident I could land the job. 

I slid my panties on and was about to put on the bra when JoJo stopped me by saying. "Honey your going to have to tuck that away. If you don't it'll ruin the way your skirt lays."

At first I didn't know what she was talking about till she pointed at my cock. The only thing I could do with it was push it back between my legs. Once I had it out of the way I pulled my panties up as tight as I could to keep it there. 

I then put on my bra breast forms and the blouse that went with the suit. The skirt came next and JoJo told me to put on my heels before my jacket. The heels were a tight fit even though they appeared to be the right size. The length was correct but the width was tight. JoJo told me it was the way girl's shoes were made and I would have to live with it. 

Once I had the jacket on the girls made me walk back and forth in front of them. Each time one or the other would tell me what I was doing wrong and tell me how to correct it. After about two hours I was getting it the way they wanted it and I was even swing my hips like a real girl. 

Fran ordered a pizza and after the walking lessons I was given eating lessons. At first I didn't think I needed lessons on how to eat but JoJo quickly showed me that girls ate differently than boys did. They ate slower and took smaller bites. JoJo had Fran order a salad so she could show me how to eat with a knife and fork. Even that was different than I would have done it. 

I was given lessons on sitting as well as crossing my legs. I had to always remember to keep my legs together. I had to remember to smooth out my skirt when I sat so I didn't wrinkle it. I also had to have lessons on how to pick stuff up from the floor as well as tables. 

By midnight I was totally exhausted and I felt like I had received enough information to open my own library. JoJo saw I was exhausted so the told me to take a shower and put on the nightie that was in the box she bought. She told me she wanted me to stay in character all weekend to reinforce all the information I was given. 

I thanked JoJo for her hard work because I knew she had spent a lot of time on me. "Your welcome honey. I had fun too. I always wanted to turn a man into a girl. I've read books on it and I always thought it would be fun. Now get in the shower." The last was told to me as JoJo slapped my bottom. 




Are You Gay Ch. 01



Once I had my outfit off and on hangers I went into the bathroom to clean off my makeup. Before I had it all washed off JoJo came in with a plastic bag that had a long hose attached to the bottom of it. 

When I asked what that was for she said, "You know how us real girls have to douche to keep ourselves clean and free of infections. I think you should have to do the same thing. Only your pussy is different than mine, so you have to use a different type of douche. Here I'll show you how it works." 

As JoJo started to fill the bag I took a good look at it. I realized right off that it was an enema bag. I had seen once before when I was younger and I had a problem going to the bathroom. I remembered that event and I also remembered I didn't like it so I said, "I really don't think I need that." 

JoJo smiled and said, "Maybe not tonight but someday your lover may want to make love to you and you have to be clean for him. You don't want his cock getting nasty, do you? Besides it very healthy lots of people do it every day. Now please do this for me and I may give you something special." 

Just the thought of getting another blowjob from JoJo was enough to overcome my trepidation. After I agreed to the enema JoJo told me to bend over the counter top so she could insert the nozzle. At first the warm fluid felt oddly comforting as it started to fill my anal cavity, but that didn't last long as I started feeling my insides start to cramp up. The cramps lasted until I had taken in the entire enema and I was allowed to remove the nozzle to expel the fluid. My discomfort didn't stop there, as I had to endure three more enemas before JoJo said I was clean. 

JoJo put the enema bag away and told me to get into the shower. I was only in there a minute or two before the shower curtain was moved aside as JoJo and Fran stepped into the shower with me. "I hope you don't mind but we shouldn't waste the water." JoJo told me as she took the washcloth from my hand and started washing my chest. At the same time Fran took another washcloth and started washing JoJo's back. 

The shower lasted longer than I would have normally showered but in the end all three of us were squeaky clean and my hands had been on each of their bodies in their most intimate places. Toward the end JoJo started sucking my right nipple as she took my cock in hand and stroked it while Fran sucked my left nipple and massaged my anus. I never had my anus massaged like that before but I found it delightful. 

Just before I was ready to cum again both girls pulled away and JoJo said. "Mm that was nice but I'm starting to wrinkle I think its time to get out." 

Reluctantly I followed JoJo and Fran out of the shower where we dried each other off before we started applying moisturizer to each other. JoJo made sure she got every inch of my body covered in moisturizer including my cock and my asshole. I did the same to Fran while she did her best doing JoJo. 

When we left the bathroom JoJo took my hand and pulled me into the living room where she said, "Put on your nightie and then some light make up. Just mascara and some lip-gloss before bedtime this will remind you, you are girl." JoJo started putting on makeup as well before she said, "Fran loves it when I wear makeup to bed. It reminds her she's the masculine lesbian where I am the feminine one. Now when you're dressed and your makeup is on come into the bedroom so I can see." 

JoJo went back to the bedroom while I did my makeup. It took me a while for my cock to become soft enough so I could get it into the panties of the nightie. Once I was dressed I went back to the bedroom to show JoJo. 

I found JoJo and Fran on my bed kissing. Fran had her hand between JoJo's legs and I could tell she was playing with JoJo's clit. JoJo meanwhile was playing with Fran's tits and she had Fran's nipples red and swollen. 

JoJo must have felt my presence as she pulled her lips from Fran's and looked at me, "Oh that very nice honey. Doesn't she look sexy like that Fran?" 

Fran smiled at me and said, "Yes she does almost good enough to eat." 

"Thank you." I told then before I said, "I don't want to disturb you two any longer so I'll grab a pillow and a blanket and I'll sleep on the sofa." 

JoJo shimmied over on the bead and said, "There's plenty of room for all three of us isn't that right Fran." 

Fran smiled and said, "Yes there is so why don't you join us Teddie." 

I wanted nothing better than to be in bed with both those beautiful girls but I said, "I could see you two were going to make love and I don't want to intrude. I'll just get a pillow and blanket."

JoJo looked at Fran and some sort of signal past between them. Fran got up off the bed came to me and said, "We would really like it if you would join us. We want to teach you how girls make love to each other." 

Fran started pulling my hand as she steered me over to the bed. I really couldn't believe my luck. Not only did I have one beautiful girl in my bed but I had two. This was better that any wet dream I ever had. 

Fran pushed me down on the bed so I was in the middle with JoJo on my right and Fran on my left. I soon had JoJo kissing me while Fran ran her hands over my chest and legs. When JoJo released my lips Fran started kissing me. Their kisses were very sweet but they were also forceful. Each time I tried to force my tongue into one of their mouths my tongue was pushed back out. 

While Fran was kissing me I felt JoJo lift my nightie so she could suck on my nipples. I learned in the shower that I really like this and soon felt my cock becoming harder and trying to push it's way from between my legs. It was JoJo's hand that pulled off my panties so my cock could be freed. I did my best to bring them both pleasure with my hands but I'm sure I failed miserably. 

After a few minutes of this JoJo pulled her head out from under my nightie and asked Fran, "Well lover what will it be heads or tails?" 

Fran pulled her lips from mine and said, "Oh definitely heads. I'll do tails later." 

Both girls pulled away from me before JoJo straddled my waist and eased my cock into her pussy. I would like to say it was tight but I would be lying as it wasn't really tight and I'm only average in size. Her pussy was wet and oh so hot. I could tell she had been looking forward to this. Once JoJo was settled on my cock Fran straddled my head and brought her pussy down onto my mouth. 

My tongue went straight to her hole as I started licking her fragrant bush. Fran had other ideas as she said, "No Teddie lick my clit don't worry about my hole. The hole's only for peeing and fucking. My clit is where you should devote your talents." 

Fran settled down again and I started licking her clit. I was surprised that it was so big and I found it easily. At the same time I could feel JoJo started to ride up and down on my cock. Her pussy muscles squeezed my cock each time she pulled off and I was sure it wouldn't take long for me to fill her pussy with cum if I concentrated on what her pussy was doing. So I kept my mind on what I was doing to Fran's clit. 

While I licked and sucked Fran's clit I'm sure she came a few times. Every once in awhile I could hear her start to gasp and then her legs would tense up as moisture would pour out of her cunt and on to my face. It wasn't long before my face was completely drenched in her juices. Each time she came I could feel her lean over toward JoJo. At the same time JoJo would slow her up and down motion. I could only imagine that they were kissing at that time. 

All this helped, as I lasted longer that I had hoped. It didn't stop the my orgasm from rising and I was soon filling JoJo's pussy with cum. I'm almost sure JoJo and I came at the same time as she slowed to a stop and I could feel her tremble. A few seconds later Fran rolled off me to my left as JoJo rolled of me to my right. The three of us lay there panting for breath. 

Once our breathing returned to normal I felt JoJo's thumb and fore finger surround my limp cock. I then felt her drag her fingers up till they came off my cock. JoJo brought her fingers to my mouth and said, "Here baby lick my finger clean." 

When I looked at them I could see they were covered in cum. At first I didn't want to touch them but JoJo told me not to disappoint her. It was the last thing I wanted to do so I opened my mouth as she pushed her finger in side. My cum tasted different this time. This time it had her flavor as well. It tasted better than it did when she feed it to me earlier and I quickly cleaned her finger till there was nothing left. JoJo watched me the whole time I had cleaned her fingers and I could see she was quite pleased with me. 

When I was done she pulled her finger from my mouth and said to Fran, "I think it's time you introduced Teddie to Freddie." 

Fran ran her hand over my tummy and said, "You think she's ready for that?" 

JoJo looked down at me and said, "I think our little girl is ready for anything." 

"Who's Freddie," I asked and I'm sure they both heard the fear in my voice. I really thought it was a boyfriend of theirs.

JoJo pulled my face toward hers and said, "He's not a who but a what. Now don't fret yourself just kiss me. 

Fran rolled out of bed and went to her suitcase. Mean while JoJo started kissing me and at the same time she started pinching one of my nipples. 

I never knew my nipples were sensitive until today, but after all the sucking and all the pinching of my nipples I learned I like it and I melted into JoJo's kisses. 

It only took Fran a few minutes to come back to the bed and when she did I was shocked. Fran had an eight-inch dildo projecting from her pelvis. I could see it was held in place by a triangular piece of leather. It also had several straps that went around her waist and between her legs. 

When Fran stepped close to the bed JoJo grasped the dildo in her hand and said, "Teddie honey I want you to meet Freddie. Freddie makes me feel like a woman. I'm sure he will make you feel like one too. Here take him in your hand and feel him. He feels almost real." 

I didn't want to touch it, I didn't want to have anything to do with it. I stayed frozen in place until JoJo took my hand and brought it to the dildo. Subconsciously my finger wrapped around the cock as if I was going to jerk it off. 

I looked at JoJo and I could see she was quite pleased that I didn't pull away so she said, "Doesn't it feel good in your hand, jerk it off a little. I know Fran loves it when I do that." 

I slid my hand up and down the dildo and I could see it had some effect on Fran. Her eyes closed slightly and a smile played on her lips. JoJo then said to me, "I'll tell you a secret. There is a six-inch dildo inside Fran's pussy that is attached to the strap on. When you pull on Freddie you're also pulling on hers. Go ahead and jerk Fran off some more." My hand pushed and pulled on the dildo and I could see Fran's smile become bigger. 

Just when Fran started to moan JoJo said, "Let me show you what I like to do, Fran really loves this." 

JoJo slid off the bed and pulled on my hand for me to follow. She knelt in front of Fran and pulled me down to my knees with her. She grasped the dildo in her hand and started to lick the head. After getting the head really wet she slid it into her mouth. I watched as her mouth moved up and down Fran's dildo and I could see this had some effect on Fran as she started to rock her hips and moan at the same time. 

This was really amazing to watch, but what amazed me even more was when JoJo took more of the cock into her mouth. I watched as JoJo's mouth slid down the dildo till there was only an inch or two left out side her mouth. I knew she had to have at least two or three inch of dildo in her throat. I was impressed by her talent and even more impressed when she didn't gag or choke as she pulled it back out. Her head bobbed up and down a few more times, till she went down on it again. This time she took it all in till her lips pressed against the leather triangular piece. 

JoJo continued to suck on the dildo for a few minutes till she pulled it out of the mouth and said slightly out of breath, "You should try it. I'm sure you'll really like it like I do." 

I chuckled self-consciously and said, "I could never do that it would choke me." 

JoJo grind and said. "No don't worry you don't have to deep throat it right away. Get use to it first." 

I really didn't want to do it but for some reason I didn't want to disappoint JoJo. So reluctantly I knelt up and took the dildo in my hand. It did feel real though it was a lot bigger than I was. To get things started I stuck my tongue out and licked the head just a little. I'm not sure what effect it had on Fran but I heard her groan slightly as she watched me. So I lick it some more and again Fran moaned. 

After I licked the dildo for a few minutes I heard JoJo say from behind me. "Now wrap your lips around it and suck it." 

I realized that it wasn't so bad and it really wasn't a real cock so I followed JoJo's instruction and took the dildo in my mouth. My mouth felt quite full and I didn't think I could take anymore of it but I slowly became use to it. In less that a minute, I was moving my lips up and down the dildo as if I was really sucking it. Surprisingly it didn't feel that strange and when I heard Fran moan I started to enjoy it. 

With JoJo telling me how pretty I looked with a hard cock sticking out of my mouth I got into it and before I knew it I was sucking on it like I had been doing it all my life. But when it hit the back of my throat I gagged and pulled it out of my mouth. 


I gasped for breath as JoJo said, "That was wonderful. You really enjoyed sucking Fran off like that didn't you." I nodded my head with out thinking so JoJo said, "Do it again and I'll teach you how to deep throat." I was really leery about this as I dam near puked just touching my throat. But JoJo persisted and soon I had the dildo in my mouth one more time. 

I was soon sliding my lips up and down the dildo once more. I felt JoJo press her tits in to my back and say, "Now relax your throat and will yourself to stay calm. When you're ready slid your sweet lips down the cock and let it ease into your throat. I know you can do it sweetie." 

I did what JoJo told me but at the last second I panicked and gagged again. I tried again and this time I felt the head of the dildo opened my throat and force it's way in. It only lasted a second but I didn't gag. When I pulled back I felt extraordinarily proud of myself. 

JoJo was proud of me too and she said excitedly, "That's it love you did it didn't you. Do it some more honey so you get use to it. Once you realize that your not going to gag you can suck anyone's cock." 

Deep down inside I knew this was wrong, as a man shouldn't be sucking on a cock or even a dildo for that matter. For some reason I didn't care I just wanted JoJo and Fran to be happy. I took me a while but soon I was sucking the whole thing down my throat and I could feel that JoJo was very pleased with me. 

After I had demonstrated I could suck cock JoJo pulled me off the cock and started kissing me. After a few minutes of this she said, "God honey you made me so hot watching you suck my lover's cock. I need you to lick my pussy now." 

JoJo jumped onto the bed and rested her back against the headboard. She had me lie on my tummy between her spread legs before she let me start to lick her clit. But JoJo wanted more so she said, "No Honey lick my hole first, lick me clean." 

I notice when I started licking her hole that there was a strange flavor. I could easy make out her secretion but there was something else there. It tasted familiar but I couldn't place it. It took me a few minutes but it finally hit me that it was my sperm I tasted. JoJo was still leaking the load I had injected into her when she road me earlier. By this time I really didn't care, as I had eaten so much of it. 

I licked JoJo sweet pussy for a while before she asked me to concentrate on her clit. When I had turned my attention to JoJo's clit I felt someone touch my ass. I had to assume it was Fran as she was the only one in the room besides JoJo and I. I knew it wasn't JoJo as she held my head with both her hands as if to guide me in my oral attention to her. 

Since Fran had played with my asshole earlier in the shower I didn't worry, as I had liked what she did. As I licked JoJo's clit I felt Fran's finger on my asshole. I could feel it was slick as if she had wet it with her mouth. When I felt her pushed the tip of her finger into my hole I stopped licking JoJo but JoJo noticed and said, "Don't stop sweetie I'm almost there. 

Just when JoJo started cuming and she squeezed my head between her legs I felt Fran's finger slide into me. I gasped at the sudden intrusion but it surprisingly felt good so I didn't stop licking JoJo. Fran must have figured I was okay with her finger so she slid in a second. Initially it was uncomfortable but that feeling quickly left and I started to enjoy it. 

When JoJo was on her second orgasm I felt Fran slid in another finger. As Fran worked her fingers in and out of me I could barely concentrate on what I was doing with JoJo. When Fran slid in the third finger I groaned deeply as I started sucking JoJo's clit, this drove JoJo into orgasm again. Fran finger fucked me till JoJo came again but this time Fran pulled her fingers out of me. 

I groaned out in frustration, as I felt empty without Fran's fingers. I wanted to tell her to put them back but JoJo held my head tightly to her wet pussy. I thought relief would come when I felt my legs being spread apart. I really thought Fran was just changing positions. 

I felt Fran settle on the bed between my spread legs and I waited for her fingers once more, but what I felt was not her fingers. I felt the cheeks of my ass being spread apart before I felt something wide and rubbery being pushed into my ass hole.

I really didn't know what it was until I felt my asshole being forced open. When I realized it was Fran's dildo I tried to pull away but JoJo was ready for me. She clamped my head between her legs and said, "Go with it honey I promise you'll love it once you get use to it. Don't fight it you'll only cause yourself pain." 

I had heard anal sex hurt a lot and I was terrified Fran was going to rip me open. But I really couldn't do anything as JoJo had my head between her vise like legs and Fran was pushing down on my back to hold me in place. As the head of her dildo forced my hole open I tried to stop it by clamping my asshole shut. That only caused me severe pain and I cried out into JoJo's pussy. 

"Just relax and it'll stop hurting baby. Believe me when I say you love getting fucked once you get use to it." JoJo told me soothingly. 

Once I realized that it was going to happen I tried to relax. I tried to will my asshole to open. As I did so, I felt the pain subside slightly as the head of Fran's dildo slid into me with a pop. As soon as she was in me Fran stopped moving so I could get use to her being in me. When JoJo felt the tension leave my body she released her grip on my head and allowed her legs to open. The fight had been drained out of me so I laid my head on JoJo's thigh and asked why. 

"Why did we do this. We did it because we knew you would love it and we knew you would eventually want to try it." JoJo told me. 

"So you think I'm a fag too," I asked though not to anyone in particular. 

"A fag no sweet heart. I think you're a sissy boy that just wants to please those around him. That's really not a bad thing as long as those you are around want that sort of person. I also know you are submissive and you want to please everyone. I think that's what your Ms. Brant wants. So you should be quite happy with each other. Now if you really don't want to try anal sex say so and Fran will pull out. If you do just start licking my clit again." 




Are You Gay Ch. 02



Normally I would wake up each morning at six so I could be ready to leave the apartment by six forty five. It only took me a half-hour to get to work but I always arrived early in case I had a problem with traffic. 

This Monday I woke around five. I wanted to have enough time to be sure I was perfect when I left the apartment. I took a long hot shower and used the hair remover on my beard just to be sure. I went over my whole body with moisturizer before using the talcum powder that JoJo had bought for me. After drying and brushing out my hair I went in to the living room to get dressed. 

I first put on my stockings and the garter belt before putting on my panties like JoJo had told me. I also made sure to tuck my manhood back. After slipping on my skirt and my bra I started on my makeup. The blouse came next followed by my heels and the jacket. The scarf I tied loosely around my throat to hide my Adams apple. 

I open the purse that came with the suit and put in my lip-gloss a small bottle of perfume my drivers license in case I needed an ID for something. I put in my credit card my bankcard and all the cash I had in my wallet. 

When I thought I had everything I would need JoJo came out of the bedroom and asked to look in my purse. The only thing she said I was missing was my compact and a pen in case I had to write something. 

JoJo kissed me on the cheek and said, "Good luck today though I doubt you need it. If she doesn't hire you she's a fool. Make sure you call me and let me know what happens. Here's my cell number." She handed me a piece of paper with her number on it and kissed my cheek again. She then looked at my ears and said, "Oh god I nearly forgot." 

JoJo went over to the box she had brought on Saturday and took out what looked like a gun but only barely. She put something into the gun and brought it over to me. She put the gun up to my earlobe and said, "Now hold still this may sting a little." JoJo pulled the trigger and I felt a sting to my earlobe as I heard the gun go pop. I knew JoJo had just pierced my right ear. She did my other ear lobe before saying. "They're only cubic zirconia, but they look like real diamonds." I thanked her after she told me how to take care of the holes. 

I left the apartment at six twenty well, ahead of my normal time. I drove well under the speed limit so I wasn't stopped but I still arrived at my office almost an hour early. 

I stopped in a coffee shop to kill some time and I also wanted to see if the girl behind the counter could see I wasn't a real woman. I didn't see anything in her face that would say she realized what I was. Then again her face didn't seem to notice much of anything that happen around her. 

Once I had my coffee I decided to make my way up to the office and wait there for Ms. Brant to come in. Normally I would just walk passed the security guard as he knew me and didn't ask for an Id. This time he stopped me in my tracks. 

"Excuse me miss do you have an ID," He asked as he stepped in front of me. 

I thought about showing him my ID but quickly discarded that idea as it had my old picture so I said, "I'm here to see Ms. Brant." 

The guard looked me up and down for a second before saying, "Ms. Brant isn't here yet and I can't let you up with out her okay. You can sit over there in the lobby till she gets here or you can come back later." 

"I'll wait in the lobby thank you," I told him just before I turned and walked over to the seating area of the lobby. I could feel his eyes on me as I walked away. 

While I sat and waited for Ms. Brant to come I watched as all my former colleagues walked past on their way up stairs. The guard didn't stop a one of them, as he knew them all. 

At twenty minutes after eight Ms. Brant came into the lobby. Though she looked right at me and even smiled at me she walked right past me. When the guard saw her he said, "Ms. Brant that young lady is waiting to see you do you want me to send her up or should I have her see someone else?" 

Brant looked over at me and said to the guard. "I'll speak to her Paul." I was surprised that she knew his name, I've worked here four years and I didn't know his name. 

I stood as Brant approached and when she was close she asked, "I'm Lisa Brant may I help you?" 

I was surprised she didn't recognize me right off so I said. "Yes ma'am you told me to come in this morning dressed like this if I wanted the job." 

Brant looked at me closely and then she looked at what I was wearing. I don't think she knew whom I was at first then her eye got big and she said. "Ted is that you?" 

"Yes ma'am the guard wouldn't let me up with out ID," I told her in a low whisper so no one could hear us. 

Brant spoke softly when she said, "He probably doesn't recognize you. Come along and we'll talk in my office." 

I followed behind Brant past the guard who tipped his hat and on to the elevator. Several other people got onto the elevator with us so we couldn't speak there either. All the way up to the eighteenth floor where our offices were I was so nervous I could almost hear my knees knocking. 

Once we were off the elevator I followed behind Brant to her office. When the door was closed she said, "I don't mine telling you I'm quite surprised by this. I really thought you would turn me down." 

I thought she was telling me she didn't want me so I said, "I'm sorry I thought you were serious." 

She realized I was feeling rejected and she quickly said, "No I was serious. After looking over your employment history and what courses you took in school I was sure you were the person I was looking for. In fact I was still going to offer you the job if you didn't wear these clothes. But I must say you look wonderful in them. By any change do you like wearing them?" 

I knew I could say no, I only wore them to get the job. That would have been a lie, so I said, "I know this may sound a strange but I really like wearing girls cloths. Beside girls have so much more to choose from than boys do." 

Brant smiled before saying; "I know exactly what you mean. Now please make us a pot of coffee before we sit and talk over your duties. When Mr. Simon gets here you can take your paper work down to personnel and start your hiring process." 

As I made the coffee I could feel Brant's eyes on me the whole time. I made sure to do everything the way JoJo taught me. I'm sure ever thing I did was the way a real girl would do it. When the coffee was made I asked how she took it. I then carried both cups over to her desk before taking the seat she offered me. 

Once I was seated and had a drink of my coffee Brant asked, "You have to tell me where did you learn how to be a girl. You told me you aren't gay and I assumed you never cross dressed before by your reaction to the clothes I gave you." 

I told her about Fran and JoJo and how they taught me all weekend. After my explanation Brant said, "Well they are excellent teachers. I didn't recognize you down stairs and even though I know who you are I still have a hard time believing it." 

After I told her I would pass on her compliment she reached into her desk draw and pulled out a cell phone, a leather date book and several sheets of paper. She handed me the cell phone and said, "This you will keep with you at all times. I have a spare battery for it so always keep a fully charged one on hand. The book is my appointment book that you will always keep up to date and make sure I follow it religiously." 



She wrote on the three sheet of paper before handing them to me and said. "Once Mr. Simon gets here take those to personnel and then come back here. Unless I expressly tell you other wise I want you at my side all the time. In fact from now on consider yourself my right hand." 

We heard a knock on the door so Brant said, "Show Mr. Simon in and then go to personnel. We'll talk more after I'm done with Mr. Simon." 

When I got up I picked up the papers the phone my purse and the appointment book and went to answer the door. Five minutes later I was in the personnel office filling out the normal paper work when I was asked to step before the camera to have my picture taken. I was then handed an employee ID and the girl asked where she should send the passport when it came in. 

I didn't know I was getting one so I told her. "I guess Ms. Brant's office will do." 

The girl look confused before she said, "I'll have it shipped to the main headquarters then." I nodded assuming it would get to me eventually. 

I was just heading back to Brant's office when the cell phone went off. It was Brant telling me to hurry as she was done and it was time to leave. I walked as quickly as I could back to her office. Once there she handed me her brief case and said good bye to Mr. Simon. I was right behind her as we walked back to the elevator. 

Once on the elevator Brant asked, "What name should I call you? I can't call you Ted now can I?" 

"No Ms. Brant you can't, Fran and JoJo have been calling me Teddie and I kind of like it," I told her. 

"Mm yes Teddie is a nice name and when we're alone like this you can call me Lisa seeing we will be together a lot." 

When we got off the elevator Lisa introduced me to the guard saying, "Paul this is Teddie Stein she is my new assistant. So if she ever comes here with out me you can send her right up." 

The guard tipped his hat and said, "Very good Ms. Brant I'll see she doesn't get stopped again." Lisa thanked him and we left the building. 

Lisa and I walked out of the building. There was a long black limousine parked in front of the building. Lisa walked right up to the driver who tipped his hat to her before she said, "James this is my new assistant, Teddie Stein." To me she said, "Teddy this James Klein my driver." 

The driver and I shook hands then he held Lisa's hand as she got into the car after telling him, "We need to go to the Chambers street store first, before we go to the main headquarters. 

"Of cause ma'am but you do know the traffic is pretty bad this time of the morning," The driver told her once she was in the car. 

"That's okay James Teddie and I have a lot to talk about before we get there," Lisa told him just before he held my hand as I got into the car. 

Once the car was on the road Lisa asked, "Teddie is they're anyone in your life like a girlfriend or a lover. I know you're not married and you told me you aren't gay but is there someone at home waiting for you every night?" 

"No there's not, I live alone and I don't have anyone. I mean there is Fran who is a close friend, but she has JoJo," I told her. 

Lisa smiled and said, "That's good because I'm going to need you with me most of the time. In fact I would like you to move into my house with me so you can be close. My last assistant live with me, it worked out great for us. How do you feel about traveling?" 

"I never traveled much. In fact except for coming here from Kansas I've never traveled at all," I told her. 

"My last assistant complained I traveled too much and that was the reason she left me. She said I spend half my life in airplanes. She was probable right but that's the nature of this business if we don't have the designs that are popular someone else will and our customers will go to them. So do you think you can handle traveling several times a month?" 

I didn't have to think about it for very long as I said, "I think I can handle it. I know I would like to try." 

Lisa smiled and took my hand in hers and said, "That's wonderful and how do you feel about moving in with me? I guess you could keep your apartment but you won't be there very often." 



"I guess that would be okay I'll have to but my things in storage for the time being." When I said this Lisa seemed quite glad.

She then looked at my hands and asked, "Did you do your nails? They are simply beautiful."



I looked at my nails and said. "No JoJo did them for me she taught me what needed to be done to keep them up but she said I should get them done professionally when I had the chance." 

Lisa looked at her own nails and said. "You said this JoJo owns a salon can you see if I can get an appointment for today or tomorrow. I've been looking for someone that was good since my last assistant left. She was a whiz at doing nails and I can't find anyone that's as good as she was." 

"Let me give her a call to see if she has anything available for today." I told Lisa as I started dialing JoJo's number. 

The first thing JoJo asked was if I got the job when I told her I did she seemed happier than I was. I then asked about an appointment. JoJo hemmed and hawed before she told me the only thing she could do was stay open late to fit her in. When I asked Lisa she told me that would be fine if it was okay with JoJo. 

By this time we had arrived at the Chambers street store. Once we were inside Lisa introduced me to Helen who was Lisa's personnel shopper. Helen now became my personnel shopper as well. 

We started in the business section and by the time we left I had twelve new suits. In the lingerie section I was out fitted with all manner of panties, bras, slips, stockings, garter belts, bustier, camisole, chemise and a several corsets that Lisa said I just had to have. By the dresses they picked out ten dresses, eight skirts, fifteen blouses and twelve sweaters. In the sleep wear section they picked out ten long nightgowns and ten short nightgowns, eight satin robes and three silk robes. Of cause I had to have shoes for each outfit as well as handbags and other accessories. In the jewelry department Lisa picked out several pairs of earrings, three watches and several rings. 

When we left the store we had just enough time to get to the board meeting that was being held at four o'clock at the main headquarters. All my new clothes were sent to Lisa's home by courier. 

By this point I knew Lisa was pretty important to the company. I figured she was a vise president and she had something to do with buying clothes for the stores. It wasn't until we got to the boardroom that I found out how important she really was. 

The boardroom was a large room that had several windows that look out over downtown. There was a large round table with enough chairs around it to seat twenty people though there were only ten other people in the room. As Lisa made her way to her seat she stopped at each person shook their hand and asked about his or her family. She not only knew their spouse's name but the name of their children as well. 

Just before she sat in the CEO's chair she said, "Ladies and gentlemen I would like to introduce Teddie Stein. She is my new personnel assistant." Some of them smiled at me but that was about all. Lisa then told me to sit in the chair directly behind her.

I really didn't know what I was suppose to do so I took out the appointment book and took notes on the meeting in case Lisa wanted a reference. I could see that there were no yes men or women at the meeting. Each topic of discussion was vehemently discussed at length until Lisa made her decision. Once she did all discussion ended. 

At a quarter to six I knew we had to get going if we wanted to make Lisa's appointment with JoJo. So I leaned over and whispered to Lisa, "You have a six thirty appointment. We should be going unless you want me to cancel." 

With out taking her eyes off of the person who was talking at the time Lisa nodded her head slightly. I went to seat back just as Lisa said, "Fred please bring that up at the next meeting. I'm sorry everyone, but I have another appointment that I must get too." Lisa stood and walked out of the meeting with me hot on her heels. 

The elevator quickly filled with other board members who tried to talk with Lisa but I could see she didn't pay them much attention. The meeting was over and that was that. As we got into the limo I told James where we needed to go next. Once on the roads I said, "I'm sorry I disturbed the meeting, but." 

That was all I got out before Lisa stopped me by saying, "You didn't disturb the meeting and you did exactly what I'm paying you for. I want you to interrupt when I'm late. I need to be at every appointment and I expect you to get me there. From now on you do what you must to get me out the door. Besides, the way you did it was perfect. It actually looked like I remembered the appointment."  

We pulled in front of JoJo's salon with five minutes to spare. I had never been here before and I was quite impressed with it. It was an upscale place that seemed to cater to the well to do. 

When we walked in the receptionist said, "Good evening you must be Ms. Brant and Miss Stein. JoJo is in the back waiting for you please come this way." 

We followed the receptionist back to one of the beautician's stations. JoJo had her back to us as the receptionist said. "JoJo Ms. Brant is here." 

"Thank you Amanda you may go now please lock the door on your way out." JoJo told her with out turning her back. 

As soon as the receptionist was gone JoJo turned around. Lisa took one look at JoJo before she ran to her and threw her arms around JoJo's neck. They kissed a few times before Lisa said, "Jolene where have you been I've looked everywhere for you." 

"I've been hiding mostly from you," JoJo told her. 

I was dumfounded but I managed to say, "You two know each other?" 

Lisa barely looked at me before she said, "Jolene use to be my assistant before she left one night and never came back."

JoJo pulled Lisa's arms off of her and said, "You know why I left. If I didn't you would never have gotten someone to replace me. You would have tried to talk me out of leaving just like you did the last three times I quit." 

"So you knew who Lisa was when I told you about the job," I asked JoJo. 

"Yes of cause I did. I figured if I trained you and Lisa hired you I could come out of hiding. Besides with all the traveling your going to do I won't have to worry about you and Fran becoming an item. I love her more than you know and when I heard you both professing your love for each other I knew I had to get you away from her. It's not that I don't like you, but I love Fran too and I don't want to lose her," JoJo told me but I could hear a sadness that boarded on embarrassment in her voice 



JoJo looked at Lisa's nails and said, "My god who have you been going to, these nail look like hell." 

"Tell me about it. I can't find a decent nail person in the entire city. After looking at Teddie's nails I hoped she could do them, but I should have know they were your work," Lisa told her as JoJo led her over to the nail table.

JoJo smiled at this compliment and said, "That's very kind of you. You can come any time you like after all I could never have bought this place if it wasn't for you." 

"You've earned every penny I ever gave you and more besides. And I know some of those pennies you loved making," Both girls laughed at this. 

As JoJo started removing Lisa's old nail polish she said, "Have you told Teddie everything about the job?" 

"I told her about the traveling and I wanted her to move in with me what else is there," Lisa asked. 

JoJo laughed and said, "What about the deal closings. She should know about that too." 

I saw Lisa blush deeply before she said, "I didn't think she would be involved with that. After all she's not a real girl." 

JoJo laughed again and said, "You know as well as I do most of those guys wear the clothes they sell. I think Teddie would be a great closer." 

I could see Lisa was thinking before she said, "You think so. She told me she's not gay."

"Oh I don't think she's gay either but I know for a fact she's bisexual. She loves getting fucked in the ass by Fran with her strap on. I'm pretty sure she'll love it from a real cock just as much," JoJo told Lisa. Now it was my turn to blush. 




Are You Gay Ch. 02



Lisa looked at me and asked, "Is that true Teddie do you like getting fucked? How about sucking cock do you like that too?" I thought about denying it only briefly before nodding my head. "Well maybe you could help me close the deals. But I think you should get breast implants first. Obviously you enjoy dressing like a girl you should look like one when you're undressed." 

By the time Lisa and I left the shop JoJo and Lisa had told me quite a bit about what I would be expected to do. Lisa would join in as well and for the most part she would close the deals herself but I could join in any time I wanted. 

Lisa and I went out to dinner before going to her house. As soon as she showed me to my room I started putting away all my new clothes. When I was only half way done Lisa came into the bedroom wearing a white negligee and caring two glasses of wine. She handed me a glass and said, "To your new life I hope it is filled with pleasure and love." 

After I drank from the glass Lisa asked, "Have you checked the appointment book for tomorrow yet?" 

"Yes. You have an appointment at two in the afternoon with Mr. Peterson. Other wise there isn't anything else," I told her as I started putting away my clothes again. 

"That's right Mr. Peterson is my insurance salesman. The rest of the day and all week I'm not scheduled to do anything. On Friday we leave for Milan after that we go to Hong Kong. We should be back here the Monday after next. So why don't you leave the rest of this until tomorrow and sit with me. In fact why don't you get a nightgown on." 

I didn't like leaving the mess but I couldn't tell Lisa no so I grabbed one of my new nightgowns and went into the bathroom. My room was more like a suite of rooms as I had my own bathroom, a walk in closet that was more like a room that was made into a closet plus there was a big bedroom. 

The bedroom was large as it had a queen size canopy bed. The room also had a sofa and an armchair. There was a TV and a stereo system. It had a large writing deck and a makeup table. 

The bathroom was really nice in it had a large garden whirlpool tub. A large shower that had six different spray jets and it even had a steam jet. There were two vanities each with two sinks, though I doubt I'll ever use all four sinks at once. There was also a commode and a bidet. All the plumbing fixtures were gold and the floor and walls were made from pink Italian marble. 

The shower I took was luxurious and I didn't want to get out but I did. It wasn't until I saw myself in the mirror that I realized with out the clothes I was still a boy and for some reason I didn't like what I saw. I also realized I didn't have any make up with me. I looked though all the draws and the only thing I found was an enema bag. 

I'm not sure why but I felt I had to use it I didn't feel clean any longer. I filled the bag with warm water and some soap I found and then filled myself. After two more enemas I felt I was clean. But I still didn't have any makeup. 

When I put on the baby blue nightie I still didn't feel right as I felt some how naked. When I walked back into my bedroom Lisa saw my depressed look and asked what was wrong. After I told her about my lack of makeup she said. "Oh not to worry sweet heart you can use mine our skin tone is about the same so I should have everything you need." 

I followed Lisa into her bedroom and saw her rooms looked somewhat like mine except she had a king-size bed. Lisa pointed me over to her makeup table where I found everything I needed. Lisa lay on her bed while I made up my face and when I was done she called me over to the bed. 

She had me lay on the bed next to her and said. "There is one part of the job I didn't tell you about. Jolene and I found it quite by accident but it's something I want to do with you. You see Jolene and I was pretty lonely, as there aren't many men or women for that matter that would like their girlfriends gone all the time. I know we could have gone out and picked up men for the night but that was usually an unpleasant way of getting laid. So Jolene and I turned to each other. It was a lot of fun and it's something I've missed. Do you think you could have sex with me with out loving me?" 

I wanted to tell her that was an absurd question but I didn't, I merely leaned over and kissed her on the lips. Lisa responded by kissing me back and next I knew I was on my back and Lisa was practically on top of me. We kissed for quite a while as our hands roamed over each other's body. Lisa's breasts were so firm they felt like ripe melons and her nipples felt so big I thought they were going to burst. Each time I rolled them between my fingers she moaned sweetly into my mouth. 

We kissed for a long time till Lisa pulled up my nightie and started kissing my chest. She even sucked on each of my nipples before working her way down to my tummy. She managed to pull off my panties and pulled my cock from between my legs just before I stopped her. I pulled her back up and lay her down on her back before she could start sucking my cock. I wanted this to be as pleasant for her as it was for me. 

I pulled off her negligee and started kissing her neck as I worked my way down to her breasts. Her breasts were beautiful, as they seem to stay on her chest instead of sagging to the side like most women's. Her nipples were rock hard and to my surprise I found she had small rings pierced though each nipple. As I sucked each nipple I played with the rings which seem to drive Lisa crazy. 

After I devote quite a bit of time on Lisa's breasts I moved down her flat hard tummy and licked her sweet little navel. It too was pierced with a small gold ring. She wasn't wearing any panties and I could see she lacked any pubic hair on her mound. It looked so sweet and innocent that I just had to kiss it. 

I got between her legs and started licking her clit. I did sneak down a little to lick her hole just to see how it tasted. Her secretion tasted so sweet I didn't want stop licking her hole. I knew from Fran that the part that a woman wants licked is her clit. 

As soon as I started licking her clit Lisa started humping my face with her pussy. I had a hell of a time keeping up with her and I only barely was able to keep up. I don't know if I was that good or Lisa was excited for some other reason but she had an orgasm almost instantly. 

I continued to lick and suck her through two more orgasms till she begged in a high pitched squeal, "Please fuck me... Fuck me now." I gave her hard little clit a few more licks and a hard suck before I knelt up and slid the head of my cock into her wet hole. 

Lisa wasn't that tight but she was certainly wet and it felt like I was sliding my cock into a pool of warm water. Lisa moaned as I slid my cock into her and she begged me to fuck her once my hips met her widely spread legs. 

I started to fuck Lisa with a slow steady rhythm but she was having none of that. Her hips started moving and before I knew it we were fucking like the room was on fire. About half way through Lisa grabbed me and pulled me close and in one move she swung us around till I was on the bottom and she was astride my hips. She started pounding up and down on my cock like a jackhammer and almost instantly she started screaming that she was cuming. I felt her moisture rain down on my balls as she continued to pound away on me. 

When I couldn't hold my orgasm off any longer I told Lisa I was going to cum. She never stopped her up and down motion but she start to diddle her clit. I knew she wanted to cum once more so I bore down and held off long enough to hear her scream that she was cuming. At same instant I released my load into her wet box. 

Lisa fell on top of me as the aftermath of her orgasm rippled through her. She panted and shook for a few minutes before she lay still in my arms. She had a smile on her lips and her eyes were closed. 

I thought she passed out but moments later she said, "That was fantastic. You blew me a way. I don't think I ever had such wonderful orgasms." 

You could imagine the boost my ego got. I've never been told I was fantastic and for the most part I never made a woman cum more than once. I sure never made one cum as often as Lisa did. 

I realize what it was when she said, "You drove my senses crazy. You felt like a girl with your smooth skin and your smell but in the end you had a cock. A real live cock to fuck me with it, it was out of this world." Even if it wasn't my virility, I was proud of myself as well as my ability to make her orgasm so many times. 

Lisa rolled off of me and said, "I have to go clean up. I don't want to leave a puddle." 

Before I even thought of what I was saying I said, "I can do that for you." 

Lisa looked surprised but said, "Okay the bathrooms over there." 

"I was thinking of doing it another way," I told her as I rolled over and slid between her legs. 

I knew this move surprised Lisa as she said, "What are you going to do." When my tongue started licking up the drips of cum she melted and said, "I can't believe your doing that but don't stop it really fells good." 

I cleaned Lisa's pussy of any stray cum before I slid my tongue in her hole to get out as much as I could. Lisa was soon panting and I felt her flex her pussy muscles to drive out some more cum from her pussy. Just when I thought I got it all I started stroking her clit with my finger, this drove Lisa quickly to another orgasm. With her own cum draining out of her she also flushed the remainder of my cum from her. 

While Lisa basked in the afterglow of her orgasm I got off the bed and went into the bathroom. I washed off my face and my genitals before taking two clean washcloths and wetting them with warm water. 

I went back to the bedroom where Lisa lay peaceful on the bed. I went over to her and with one wash cloth I wiped her pussy clean. With the other I gave her a quick sponge bath. I then took the wash cloths back to the bathroom before I redid my makeup.

When I climbed back on the bed Lisa pulled me into her arms and kissed me deeply. When she released me she said, "That was the sweetest thing anyone ever did. Even Jolene who told me she loved me never treated me that way. You made me feel so special thank you. " 

We kissed some more before we cuddled up to each other. After a few minutes of silence I asked how she became a CEO at such a young age. Lisa giggled and said, "That was easy I own the company." 

Lisa went on to tell me how her father started the first chain the year she was born. He knew quality and he knew how to sell. With in two years his one store expanded into three and by the time Lisa was going off to college the chain had grown to twenty stores in five states. 

When Lisa was a sophomore in college both her parents had died in an auto accident in Milan. According to the will she would inherit the chain when she graduated from college or on her twenty-fifth birthday. In the mean time, her uncle would manage the business. 

Lisa was no ones fool and she kept an eye on the business. She went to the stores whenever she could and even worked in one for a time. She knew her uncle was skimping on the quality and the loyal customers were quickly leaving for other stores that offered better quality. 

On the day of her graduation when her uncle offered her his congratulations Lisa informed him that he was fired and she was taking over the business. There was a big fight and her uncle told her she had to take it before the board of directors. She told him she owned sixty percent of the stock and her vote was the only one that counted. 

Even though her uncle had called a board meeting the following day, with out telling Lisa. She walked in with two security guards and had her uncle escorted off the premises. She then turned to the board and told them that she was taking over and if they didn't like it they could follow her uncle. 

The chain was in a shambles and Lisa knew if she didn't do something fast she could lose everything. When she went to buy clothing for the stores she learned quickly that she could get a better deal if she put her body into the purchasing price. At first she didn't like screwing the whole seller's agents but she quickly learned she liked the sex. At the time it was all she was getting. 

When Jolene came into the picture they had a competition on which one could get the better price and soon Lisa was paying Jolene a commission on how much she saved the company. Jolene did quite well as she bought the salon out right with the money she made. 

I was impressed with Lisa, as she was only a few years older than I was and she had accomplished so much. I also learned that she was a whiz remembering names. She could remember anyone's name once she heard it. This made her a hit with her employees, as they felt she cared about them. But she also made her stores a great place to work and her employees showed their gratitude by working hard and doing more for the customer. 

To get the customers back to the store Lisa looked over the sales record and found who had not been to the store in the previous year. She wrote a hand written letter to each customer. She told them about the change in management and she also extended an invitation to come back and shop. She offered a thirty percent discount to each customer on their purchases for one day. 

It was a very bold move and one that seemed to pay off as the sales for that month skyrocket. The down side was profits dropped off that month and for the next but in the end Lisa turned the company around. 

Over the next five years Lisa bought three other chain stores, one of them was the one I worked for. She not only kept every thing in the black but she also had very little debt. Even her uncle who owns ten percent of the company stock has said that having Lisa take over was the best thing to ever happen. 

When Lisa was finished telling me about herself she said, "I guess its time to go to sleep though we don't have to get up early I still have worked to do from here." 

"I guess that's my cue to leave. I'll go back to my bedroom," I told her as I started to get up.

Lisa grabbed my arm and said, "You don't have to leave unless you want to." To answer her I pulled the cover sheet over us and I lay down along side her.

We kissed for a while before Lisa asked. "Have you given any thought to getting breast implants? I guess you shouldn't if you ever want to go back to being a man some day."

I knew I could never go back. I loved the clothes and I loved the sex. I also knew not once did anyone ask if I was a guy or if I was gay. I felt truly comfortable in my new role and I couldn't see changing it. "I like what I am now and getting implants would only make me better. I can't ever see me going back," I told her. 

Lisa smiled and said, "I don't think you should go back either. I'll call a plastic surgeon I know and see if he can do you. He did a wonderful job on my breasts and I'm sure he'll do yours too." 

"You don't think he'll mind I'm not a real girl." I asked. 

Lisa laughed and said. "Honey all he cares about is money and sex. He's an artist when it comes to surgery but he's can't keep his hands to himself. I don't mind telling you he was a good fuck and he really knows how to use what he's got. His biggest problem is he wants to fuck anything in a skirt." A few minutes later Lisa and I kissed good night and went to sleep in each other's arms. 

When I woke up the next morning Lisa was already out of bed. I went back to my room and took a quick shower before getting dressed in a paisley pink dress. I of cause wore stockings garter belt panties and a bra with my breast forms. After slipping on a pair of two-inch heels and brushing my hair I went back to Lisa's room to put on my make up. 

I had just finished my make up when Lisa came into the bedroom. "Oh good you're all ready up. Max will be here in a little while, he said he wanted to have a look at you," Lisa told me. When she saw my confused look she said, "I'm sorry, Max is the surgeon I told you about. He lives close by with his fifth wife and he figured he'd stop by here before he went into the office. In fact he should be here any minute." 

I knew this was going to cost a lot of money and I tried to remember what I had in my saving account. Lisa saw this as hesitation on my part so she said, "I'm not trying to push you into this. I just thought you could see him before we left on our trip."


"I would like to see him, but I don't know how much I can afford. I don't have that much saved up and I'm sure this will cost quite a bit," I told her. 

Lisa smiled and said, "It won't cost anything to talk to him and I'll cover your expenses. You can work it off on the trip. I'm sure with a nice set of tits you won't have any problems making the money back." Before I could answer her we heard the doorbell ring. "That'll be him come on down stairs."  

When Lisa open the door for the doctor I was standing right next to her. He was quite handsome in a Nordic way with blond wavy hair and deep blue eyes. He stood around six foot tall and weighted around one fifty if that. From what I could see he wasn't overly muscular but I also could see he could turn any woman on. He had an air of confidence that seem to precede him. If I were a girl I would be quite taken with him. 

By the way he smiled at Lisa and I, I knew he knew what kind of an affect he had on woman. To tell the truth I was not as immune to his charms as I would have liked to be. He caused a nervous flutter in my stomach that I couldn't explain. When Lisa introduced us and he took my hand I felt an urge to giggle. 

He smiled at me a second time and said, "When Lisa said she wanted me to meet you I had no idea you would be so pretty. If she didn't tell me you were really a boy I never would have guessed." 

I told him thank you to Lisa he said, "I really hate to hurry this up but I need to get to the office. I have three surgeries to do and if I get behind I play hell catching up. Do you have some where I can examine Teddie." 

Lisa took Max's arm and said, "You can use my study. I'll bring you both coffee." 

Lisa showed us to her study where she left us. Max told me to take off my dress and my bra while he took a pad of paper out of his brief case and started writing. I took off my dress but I was very self-conscience about it. I could actually feel myself starting to blush. 



Once I had my dress off and my bra I stood with my hands over my chest as if I was hiding my breasts. I think I was hiding the fact I didn't have any. Max came over to me and instead of looking at my chest he started on my face. He checked my nose and my cheeks before moving down to my throat. I could see he was quite professional in his approach and I soon relaxed as he started looking at my chest. 

He placed his hand on my chest right where my breast would be if I had any and tried to bunch up the skin before he said, "You have a lot of elasticity in your skin which is good. That means it will stretch to fit the implants. Do you have any idea what cup size you would like." 

"I really don't, know I haven't given it much thought, but my bras are all C cup. I like the way they fit and they seem to look good on me. I think I'll stay with that," I told him. 

Max smiled and said, "I think your right, though I like big breasted woman on someone as short as you are I think D cups would be too big. You might also think about having you nose trimmed down it's not that big but it has a masculine look to it. I could also increase you lips if you like to give them a feminine look though you probably could go with out it." 

Before I could say anything Lisa came into the room carrying a tray of coffee and some toast on a plate. She set the tray on the desk and asked, "Well what's your verdict Max?" 




Are You Gay Ch. 02



Max wrote a note on the pad and said, "She a perfect candidate for sexual reassignment surgery." `

"I don't think she wants to go all the way Max," Lisa told him. I thought the same thing. 

"That's the way I have to write it up. I think it would be quite easy," He told Lisa. To me he asked, "When would you like it done." 

I thought for only a second and said. "Lisa and I have to go to Milan this Friday I guess it'll have to wait till we get back the Monday after next." 

Max's cell phone started to ring so he took his cell phone walked over to the window and started talking. Lisa handed me the plate of toast saying she thought I would be hungry. I took a piece and brought it to my mouth just as Max said, "Don't eat that yet." He held his hand over the phone's mouthpiece and asked, "Have you eaten at all since midnight?" I told him no which he said good and told me not to eat for a few minutes.

When he got off the phone he said. "One of my surgeries just canceled and if you want I can do you today. You'll still be able to fly on Friday though you may be a little sore. If you think you're ready you can come with me and Lisa can pick you up around four." 

 I didn't need to think very long before I asked Lisa if it was all right that I go. "Of cause Teddie. I only have the one appointment and this would be easier then when we get back, but are you sure you want to do this?" Once I told her I was sure she said to Max, "Any thing she wants she can have and send the bill to me." 

I barely got dressed again before Max took my hand and walked me out to his car. Once we were driving he asked what I wanted done besides the breast implants. "That thing you said about my nose but I don't want my lips enlarged," I told him. 

"Good I really didn't think you needed it but I had to mention it. When we get there I'll turn you over to Margaret. She has dealt with transsexuals before and she is quite sweet with them. She'll take your vitals and give you a shot. The next thing you will remember is waking up in the recovery room." 

Max took my hand in his and said reassuringly, "Like I said earlier you may be a little sore for a few days and you'll have some bandaging on you nose but other wise you should feel no ill effects." 

It didn't take us long to get to his office where he did the surgery and I was handed over to his nurse Margaret. She was very nice and quite surprised when she asked what sex I was. She had to erase the check mark for female that she had already marked. I then stripped out of my clothes and was given a hospital gown to wear. After I was given a shot I was told to lie on the gurney. By the time I fell asleep they were wheeling me into the operating room. 

It seemed like only a moment later when I was waking up in the recovery room. The only way I knew I had the surgery was by the bandages around my nose and the pain in my chest. Lisa was there and she smiled down at me. 

Twenty minutes after I woke up I was told I needed to walk around. I was still woozy from the anesthesia and I needed Lisa's help. With in an hour I was walking on my own and once Margaret saw me she said I could go home. I was given some pain pills and I signed my release paper before I was allowed to get dressed. Lisa helped me on with my panties and my dress. We forego the stockings and garter belt. I slipped on a pair of slippers that Lisa had brought and we left the clinic. James drove us home where Lisa took me right to my bedroom. 

She helped get dressed in a baby doll nightie and put me to bed. She then left the bedroom but was back shortly with a bowl of chicken noodle soup and some juice. "I'm sure you don't feel like eating but you really should. You haven't had anything in twenty hours." 

She was right I didn't feel like eating but she sat on the edge of the bed and spoon-fed me till the bowl was gone. After the soup was gone she pulled the TV over so I could see it from the bed. She left once more and when she returned she was in a nightie. She climbed onto the bed and watched TV with me. It was strange when I thought that Lisa was my boss and she was being so caring. I now knew why her employees loved her. 

When I woke up on Wednesday I was feeling a lot better. My chest still hurt but not as much as it did the day before. My nose didn't hurt but it felt like I had a head cold. When I took shower I finally saw and felt my breast for the first time. They looked like two balls on my chest and the skin around them was tight like a drum. I was sure the skin would stretch and relax but my nipples looked small compared to most breasts. When I put on a bra they conformed to the bra nicely and they looked as real as any other. 

After my bra was on I put on my stocking a garter belt and a pair of French cut panties. I also selected a short loose skirt and a crop top sweater. I put on a pair of sandals before I went into Lisa's room to use her make up. I knew I would have to go to the store to get some makeup before the trip. I had a hard time with my makeup due to the bandage on my nose but in the end I looked pretty good in spite of the bandage. 

I went looking for Lisa after I got her appointment book and the cell phone. I knew I probably didn't need it in the house but she did tell me to carry both of them at all times. 

I found Lisa in her study and when I knocked on the open door she turned and said, "Oh your up how are you feeling this morning?" 

"I feel fine a little sore but all in all okay," I told her as I walked into the room.

Lisa giggled and said, "You sound like you have a cold but you look good. Are you hungry? I was going to fix myself something to eat would you like to join me." 

It wasn't until she mentioned food that I was suddenly very hungry. "I think I could eat something," I told her as she stood and came over to me.

Lisa took my hand and said, "I'll bet you are you only had a bowl of soup in the last thirty hours or so. Leave the cell phone and the appointment book here. We'll get to those after breakfast." 

Lisa and I went into the kitchen and made breakfast together. When we sat down to eat I asked, "You told me one of my jobs was to make sure your clothes were clean? If that meant I had to wash you clothes, then I should get at it?" 

Lisa stopped me by saying, "No I don't want you to wash them. I meant while we're gone, you should see to it that I always have clean clothes. In the hotels we stay at there are dry cleaning services and you should see to it that our clothes are sent out if they need it and returned before we leave. I have a housekeeper that does the laundry here. She will see to it that our clothes are clean and put away. She will also send out what needs to be dry cleaned. Don't worry about the house she will take care of it. The only thing I asked you to do is rinse off your dishes and put them into the dishwasher. I hate dirty dishes lying around." 

While I thought this over I could see Lisa was deep in thought as well, finally she said. "What you really are is a companion. Some one I can talk to and vent my feeling with. I will ask your opinion on many different things and I want you true opinions. I don't want a yes man or girl I want some one that will tell me how they feel. Also if there is something you want to do or see while we're on our trips don't be afraid to bring it up. I'm jaded on traveling I seem to have done it most of my life. So I forget there are things to see and do in some of these countries we go to." 

When we were done with our meal Lisa asked if there was anything I need before the trip. "I need make up and more than I have back at my apartment. I guess I'll need luggage too, something that will hold a lot of clothes," I told her. 

"Luggage is not a problem. I have several steamer trunks. They are the best when it comes to traveling. We can use the same makeup but I can understand why you would want your own. We'll go out later and get what you need or you can go by yourself if you want," Lisa told me as she helped me put away the dirty dishes.

Lisa and I went back to her study and worked on her itinerary for the next three hours. I penciled everything in until I was sure the times were firm then rewrote each entry in pen. 

When Lisa told me we were going to Milan I assumed we would stay in Milan. In all actuality we would go to different cities near Milan though we would spend each night in the same hotel. When she said Hong Kong she really meant the orient as we would only stay three days in Hong Kong before flying to Taiwan Singapore and then to Japan. 

As we got the itinerary iron out we both realized we would be gone longer then she said. We wouldn't be back for three weeks. We would stay home a week before going to Paris for fashion week. 

When the itinerary was done Lisa said, "Doing that makes my head hurt. Let's go out for your makeup. I'll get changed." I asked if I should call James. "No I'll drive. 

Before Lisa went up to get changed she was wearing a pair of shorts and an old football jersey. When she came down she was wearing a different pair of shorts and a crop top tee shirt that looked like it was three sizes too small. I could also tell she wasn't wearing a bra, as her nipples stuck out making little bumps on her shirt. She had also changed the navel ring from the small ring she had in on Monday to one that was a pendent. I had a problem taking my eyes off of it. 

Lisa saw where I was looking and asked, "Do you think my navel is sexy?" 

"Absolutely. I've always thought pierced navels were sexy. Yours is the sexiest one I've seen," I told her.

Lisa kissed my cheek and said, "Thank you honey. I got it to piss off my dad and it worked. He was so mad at me I thought he was going to disinherit me. He called me a slut and a told me I was cheap. But the best part was when my mother told him it was no big deal he said I looked too dammed sexy with it. I almost laughed but I held it back. I never let him see it after that day. I told him I would take it out if he insisted but he told me to keep it as the damage was already done. I always wore long shirts after that around him. I think he hated the fact that I grew up and wasn't his little girl anymore. That was the reason I wanted to piss him off, it was because he always treated me like a little girl. I don't think he saw me as an adult till that day." Whenever Lisa talks about her parents I could always hear sadness in her voice. 

Lisa had three different cars in her garage that she could choose from. She wound up taking the Porsche. As Lisa pulled out of the garage and on to the street I knew she knew how to drive the car. She seemed to fly down the road and took turns on a dime. It didn't take us long to get to one of the malls.

We hit three different stores in the mall and by the time we were done we had more makeup than I thought we could use in a year. I thought about buying some jewelry before Lisa stopped me and told me to wait till we were overseas. 

As we were heading toward the car Lisa said, "There is one piece of jewelry you can buy better here than over seas. Well actually it would be safer here." I asked her what she was talking about so Lisa said, "A navel ring like mine. Your belly is flat and hard like mine and I think it would look great pierced." 

"Does it hurt," I asked not knowing what else to say.

Lisa smiled and said, "A little I'm sure not as much as it did yesterday." Lisa already knew I was going to do it. 

When we got back in the car we drove over to a tattoo parlor where Lisa pulled the car to a stop. Without asking me she got out of the car and went inside. I was close behind ready to have my body pierced. 

We took about ten minutes to choose a ring, The tattoo artist told me I should start small till I get use to it being there. It took another five minutes for the artist to get ready and about thirty seconds to actually have my navel pierced. There was a small stab of pain when he slid the needle into me but other wise it wasn't too bad. Lisa stayed next to me and held my hand while he did it. All in all it cost me seventy-five dollars for about a half-hour.



When the artist was done and paid he said to Lisa, "How about you I could do your nipples. 

Lisa pulled up her top and showed him her pierced nipples. She had changed the small rings to larger rings and now there was a fine gold chain running from one nipple to the other. When the guy got a good look at her tits she said. "Sorry all ready done." 

The artist smiled at her and said, "There are other places I could pierce on you." 

"Sorry you're not getting a look down there and no one's coming anywhere near that with a needle," Lisa told him as she went out the door. 

Once we were in the car I asked, "Did you enjoy showing him your breasts." 

Lisa smiled and said, "Hell yes did you see the look on his face. Besides I love showing my tits to strangers. But only when I'm in the mood and today I definitely in the mood." I thought she was going to show off more but she drove straight home. 

Once we were back at the house we started packing for the trip. We went through her closets and picked out eight or nine business suits four cocktail dresses and three dresses she could wear to elegant dinners. We also packed five skirts three knit tops a few tee shirts a dozen blouses in different colors. We packed about thirty pair of panties thirty bras a dozen pair of stockings and fifteen garter belts. 

She also threw in a few bustier and two corsets while telling me that several of the salesmen liked when she wore them. This all went into one steamer trunk and I instantly knew why she liked the trunks. From my closet we packed much the same thing as we did in hers. Makeup cases were next though Lisa had one that still had all the makeup she took on her last trip. All she needed to do was replace what was used up.

When I looked at the trunks I saw how heavy they were and asked, "How are we going to get these down stairs and to the airport?" 

Lisa laughed and said, "We're not. Tomorrow to big strong men will carry them down and put them on a truck. The next time we see them they'll be in our hotel rooms in Milan. The same thing will happen when we fly to the orient. This way we don't have to deal with customs. All we will carry is our makeup cases and our purses of cause." 

After we were all packed Lisa ordered pizza and when it came we sat in her bedroom and ate it. Seeing I had surgery the day before Lisa didn't want to take any chances so we abstained from sex that night.  

Thursday morning I woke up with Lisa next to me. When I got out of bed she opened her eyes and said, "Can I shower with you this morning?" 

How could I say no to her, so we went into her bathroom and showered together? Her bathroom was about the same as mine was though her shower was a little bigger and she had a bigger tub. 

Lisa washed my hair first before moving to my back, which she scrubbed with a large sea sponge. When she started to wash under my arms she said, "Oh this is were he made the incision. That's so much better than around the areola like mine was done. Obviously Max has learned some new techniques." 

When Lisa was finished with my back I turned and started washing her front. At the same time she was washing my front. When my hand slid down her tummy and touched her mound Lisa moaned sweetly. This told me that Lisa was horny so I slowly rubbed her pussy for a few minutes before I concentrated on her clit. 

By the time I touched her clit it was erected and sticking out of its hood. At the same time I took one of her nipples into my mouth and started sucking on it. Lisa moaned deeply as she reached over and took cock in her hand. She only jerked off my cock for a few seconds before she let it go as she started cuming.

As the first ripple of her orgasm rippled through her Lisa wrapped her arms around me and pulled me into her arms. I could feel her whole body tremble as I continued to stroke her clit. Her nails dug into my back as she bit into my shoulder. At the same time our breasts slid together like four water balloons. 

When her orgasm subsided she stepped back and asked, "Do you think you can fuck me from behind with out getting hurt?" I wasn't sure if it would hurt but I was willing to give it a try. 

Lisa turned around and bent over at the waist. I stepped up behind her and slid my cock into her pussy. We moaned in unison as my cock slid into her hot wet pussy. As soon as I reached bottom I started fucking her. Lisa was pretty hot too, as she started moving her ass back and forth on my cock. 

We had a nice rhythm going and I could feel my orgasm start to rise when Lisa braced herself on the tile wall and screamed that she was cuming. I knew I couldn't last much longer the way her pussy was squeezing my cock. I held out just long enough for her to cum one more time, before I started filling her pussy with hot cum. I groaned as each load of sperm squirted into her wet depths and I swear Lisa moaned as well. 

As my cock started to shrivel I stepped back and pulled my cock free of her. Lisa stood upright but still braced herself with the wall. When she could breath somewhat normally she asked, "That didn't hurt you did it? I mean your breasts." 

I looked down at my breasts and they didn't hurt and I was not positive but I don't think they actually move during the sex. I looked up at Lisa and said, "I feel fine well great actually. I didn't hurt myself if that's what you mean. 

Lisa bent over and kissed me on the lips before saying. "I'm glad. At least we know we can do that much. Hopefully Max will tell us your okay to travel today." 

"Max is coming over today," I asked nervously. 

Lisa heard the nervousness in my voice and said, "There's nothing to be nervous about honey. He's just coming to look at your nose and your breasts before we fly out. I'm sure everything is going to be okay." 

I wasn't exactly sure why I was nervous but I was sure it wasn't because I was worried about my operation. For some reason Max made me nervous when he was around. I was very confused over this reaction to Max. 

I didn't have time to think about it as Lisa asked me to wash her hair. Her hair was beautiful, even when it was wet I could feel the richness of it and the fullness. When she let it fall free it was almost to her waist. It was blond though it wasn't one color but many. So all I could figure out was it was natural. 

Once her hair was washed we stepped out of the shower and dried off. I found my robe from the night before and put it on before going back to my bedroom to get dressed. As I was leaving Lisa said, "You know you don't have to get dressed up every day. I mean you don't have to wear stockings all the time. You can even wear shorts if you like." 

When I got back to my bedroom I used the hair remover on my beard. I didn't feel any thing but I wanted to be sure I didn't develop any hair growth. I then put on my panties and a bra. I decided to try a pair of shorts, but once I had them on the bulge between my legs was too visible so I switched to a skirt. For a top I put on a short V-neck tee shirt that stopped a few inches below my breasts. For shoes I put on a pair of white tennis shoes. 

After putting on my makeup I went back to Lisa bedroom, but she was already gone. As I walked down stairs I smelt coffee so I assumed she was already in the kitchen. When I walked into the kitchen Lisa was standing at the stove while another lady was seated at the table. 

She was an older lady of around forty five to fifty. She had black hair with streaks of gray that was tied into a bun. Her complexion reminded me of a southern European from Spain or Portugal. She wore a dark mid calf length dress with heavy flat-soled shoes. 

As soon as Lisa saw me she said, "Teddie I would like you to meet Nana. Nana this is Teddie my new personnel assistant." 




Are You Gay Ch. 03



I was awoken with kisses. Lisa was gently kissing my lips till I opened my eyes. "It's time to get up sweetie. James will be here in three hours to take us to the airport," Lisa told me once she saw I was awake. 

I barely sat up when Lisa placed a large tray in front of me before climbing onto the bed to sit next to me. On the tray was breakfast and even though I had to go to the bathroom I held it so we could eat breakfast in bed together. 

Once breakfasted was over I went to the bathroom and just as I was about to step into the shower Lisa joined me. We showered together as we played with each other. Lisa went down on her knees and sucked my cock for a few minutes. She then stood and offered me her pussy from behind like the day before. This time I lasted longer and I was able to bring Lisa to three orgasms before I filled her pussy with hot sperm. We dried each other off and powdered each other before I left for my bedroom to get dressed. 


Once in my bedroom I went into my bathroom to give myself a rectal cleansing before getting dressed. With Lisa's blessing I wore a blue knee length dress and open toed blue three-inch pumps. Under it I wore a baby blue panty and bra set with a matching garter belt to hold up my sheer tan stockings. I did my makeup and brushed out my hair. For accessories I wore a thin gold chain around my neck a gold tennis bracelet two rings on my right hand and a pinky ring on my left. I also changed my earrings for small hoops. 

After getting dressed I checked my makeup case to make sure I had everything I would need. I also put in my enema kit and supply of soap. In my shoulder bag I put in the appointment book the cell phone my credit cards and the one that Mike gave me. I made sure I had my passport and any cash I had on hand. I didn't have much, though I could always get some later. 

Once I was sure I had everything I took my makeup case and went back to Lisa's bedroom. She was still there putting on her makeup. Seeing we would go straight to the airport then to the hotel once we arrived in Italy after a six-hour flight Lisa chose to dress comfortably. She chose a suede skirt and a light sweater. Of cause she wore stocking and three-inch heels. Her hair she left down pulled into a long ponytail. 

When Lisa saw me she smiled and asked, "All ready for your first trip. Have you taken everything you need?" 

"I think so," I told her.

Lisa went over everything she thought I should have and when she saw I had everything she could think of she said? "Well I guess you have everything. Come on lets go wait downstairs. James should be here anytime now." 

We placed our make up cases by the front door and went into Lisa's study to get her brief case. She checked the contents of the briefcase once more before closing and locking it. We sat for a few minutes and chatted till James knocked on the front door. 


When Lisa answered the door James merely tipped his hat before bending over and picked up the two makeup cases by the door. I grabbed Lisa's brief case and followed Lisa out to the limo. Lisa didn't tell James where we were going and James didn't ask. 

When Mike told Lisa that the plane would be on the tarmac and we could board when we liked I should have know we weren't taking a commercial flight. But it wasn't until the limo pulled up to a small private jet that I realized what was going on. 

The plane we boarded was a two-engine Lear jet. It wasn't very spacious, as there was only room for ten people at the maximum. For the two of us plus the three-person flight crew it was sufficient.

As soon as we stepped aboard the flight attendant said, "Good afternoon Ms. Brant we will be ready to leave as soon as you and your assistant are buckled in." 

"Thank you Anna we'll be ready shortly," Lisa told the young flight attendant. At the same moment we heard the twin engines whine to life. 

Lisa and I sat next to each other as the flight attendant briefed me on the emergency procedures. Once that was done she called the cockpit to inform the pilot that we were ready to leave. We still had to wait behind the other commercial jets to take off but in less than twenty minutes we were air born. 

Once the plane had leveled off I turned to Lisa and asked, "Is this your plane?" 

Lisa laughed and said, "No, this is the boards idea of safety. With all the hijacking and terrorism in today's world the board asked that I take a private jet instead of a commercial one. They wanted me to buy my own jet but I decided that to charter one in the long run was cheaper. In the long run this is much easier, as we don't have to contend with airport security and we don't have to worry about delays and cancellations." 

The flight was pretty boring as the first part was over water and there was nothing much to see. When we reached Europe it was dark out and there was even less to see with the exception of lights from the cities we past over. We landed in Milan six hours after take off, but with the six-hour time difference it was it was near midnight. 

Another difference with taking a charter jet was the fact we didn't have to go through customs. More to the fact was they came to us. Once the plane landed customs came on board before we were allowed to deplane. They went over the plane with dogs and inspectors while men with submachine guns waited out side the plane. After everything was checked and our passports were stamped we were allowed to leave. 

Once we were in the car Lisa handed me her passport telling me I would need it when I checked us in at the hotel. At the same time Lisa told the driver in clear Italian to take us to a restaurant. I had no idea Lisa spoke Italian and it then dawned on me that my resume said I took Italian and French in college. This was true but I haven't spoken a word of it since leaving school. 

I explained this to Lisa, who said, "I figured as much that's why you're going to check us in. Most hotels have English speaking staffs but I want you to practice your French and Italian. You'll also find that Spanish will come easily as all three languages are similar." I knew that was the case but I worried I would screw up. Lisa saw my fears and said, "Don't worry I keep an ear open. If it looks like your doing something wrong I correct you." 

I understood why I would need to speak all three languages but I also worried about Chinese and Japanese. She couldn't expect me to learn those as well could she. I asked her about these languages Lisa giggled and said, "Of cause not honey. In Hong Kong I use an interpreter but mostly everyone there speaks English. After all it was a British possession until recently. In Japan as most ever other oriental countries I use interpreters. But here as well as France I like to speak the language and so should you. After all you did spend quite a bit of money learning it in college." 

From that moment on Lisa talked in Italian each time the told me to do something or to asked me a question. If I became confused or if I didn't know what she was saying she would repeat what she wanted in English but I quickly learned she would be pleased if I worked it out before she repeated herself. By the end of the week I was doing pretty well. Not near as good as Lisa but I was doing far better than I would have thought. I could also see that Lisa was pleased with my progress. 

Even though it was late we still had a wonderful meal at the restaurant before going to the hotel. At the hotel it took me some time to get our room keys and get us checked in. Lisa told me it wasn't my fault so much as the staff had problems. Once we were signed in I was handed a very thick envelope and the two room keys. The envelope had Lisa's name on it. She took the envelope with out even looking at it as we followed the bellhop to our rooms. Once inside the rooms Lisa open the envelope took out a large bundle of Euro dollars, from the bundle she peeled off a few bills and tipped the bellhop. 

Once the bellhop was gone Lisa pointed to the envelope and said, "That's for tips and anything we have to pay for in cash. Mostly we'll use our credit cards but you can't tip with plastic. Get to know the exchange rate and tip accordingly. Keep a few hundred in your purse for mad money." 

I could tell Lisa was tired so I went into her bedroom and found the three steamer trunks. I open one but it was empty so I moved to the second one. The second trunk was Lisa's. I took her nightgowns and her lingerie out and put into one of her dresser draws. I hung up her suits and dresses and put her shoes in the bottom of her closet. Her makeup case I put into her bathroom. 

When I turned to my trunk I couldn't get it to my room so I started taking the hanging stuff to my room when Lisa said, "Where are you going with that?" I told her but she stopped me by saying, "You're going to spend most nights in here with me so you might as well leave your clothes here. It will make getting dressed a lot easier wouldn't it?" 

After I emptied my trunk Lisa and I went into the bathroom and took a shower together. After putting on nightgowns we climbed into her bed and went to sleep. Due to the late hour and the long travel we were too exhausted to make love so we went right to sleep. 

When we awoke Saturday it was late in the afternoon and thankfully we had nothing planed with the exception of a cocktail party later that evening with several of the whole sellers. Lisa wore a black knit dress that clung to her every curve. It was short stopping just inches below the tops of her silk stockings. Under her dress she wore a form fitting corset and black lace panties. The cups of her corset cradled her breast. Even though her breasts were supported they still appeared to be unfretted. 

I wore a very short cocktail dress made of red satin. The hem stopped only three inches below my stocking tops. I had to wear a red satin corset to squeeze into the dress, as it was very tight and the added restriction of the corset gave me curves I didn't have. I wore a red satin thong that was tight enough to keep my cock and balls between my legs. The six garter straps that were attached to the bottom of the corset held up my sheer nylon stockings. On my feet I wore three-inch stiletto heeled red leather sandals. 

Even thought it was a party and both Lisa and I dressed to the nines I still had to carry her appointment book and the phone. Mostly it was so I could keep Lisa from making an appointment at a time she had another appointment scheduled. This proved quite a juggling acted as each whole seller wanted to be first and all had other things to do later in the week. But I learned quickly to stick to the schedule and ignore everyone's pleadings. 

By the end of the night everyone knew all about me from my shoe size to my dress size. The only thing no one knew was the fact I had a penis between my legs. At least I didn't think anyone did. I danced with just about every one there as each tried to cajole me into changing they're appointments. Once it was learned I held the appointment book and Lisa would ask me about changing one time for another I was the center of everyone's attention. 

By the end of that evening my feet were sore from the constant dancing and my Italian had become a lot better. I still didn't speak as well as Lisa did but I carried my own thought most of the night. I also had to fend off repeated suggestions of going to their rooms for a drink. I knew what this meant and Lisa had warned me to refuse all offers until we were in to the negotiation phase. 

To tell the truth some of those offers were very hard to refuse. Some of the men were very handsome and I could feel myself becoming aroused by their presents. Others were not as handsome. They were older had receding hairlines but they treated me with respect and desire that I couldn't ignore. Even that was arousing and I found myself draw to them. 

A few, I found myself quite drawn to and if it weren't for Lisa I would have left the party with them. When she saw I was becoming too attracted to one she would hold my hand and whisper in my ear to calm down. This was usually enough for me to remember what we were doing. 

At the end of the night Lisa and I left the party together even though several of the men followed close behind. Once we were back in our room Lisa kissed me deeply and said, "You were wonderful you had them eating out of you hand. I think this is going to be a very profitable trip for you." 

Lisa unzipped my dress and pushed me onto the bed. Once she pulled off her dress she straddled my legs with hers and started kissing me. We made love while still wearing our corsets stocking and heels. The only things we managed to remove were our panties. Lisa rode my cock till I came inside her she then sat on my face so I could clean her pussy and I brought her another orgasm. She then mounted me again and this time I lasted a long time before filling her once more. Our lovemaking lasted the rest of the night and as the sun started to light up the sky we fell into a deep sleep.

On Sunday Lisa and I woke to a knock on out hotel door. It was just after one and the sun was shining thought our French doors that led out to the balcony. The balcony gave us a view of the foothills of the Alps. 

When Lisa open the door to the hall outside our suite she stepped aside as four different bellhops came thought the door loaded down with packages. As I watched from the bedroom door each hop placed his burden on the floor near the sofa. They then turned to Lisa and offered her an envelope before tipping their hat and leaving the room. 

Once the hops were gone I came out of the bedroom wrapped in a bathrobe and asked, "What is all this about?" 

Lisa smiled handed me a stack of envelopes and said, "Presents from our whole sellers. Or should I call them bribes." 

As I looked over the envelopes I saw they came from the men I met the night before. When I looked at the packages I saw that each package was a box that prominently displayed the manufacture the whole sellers represented. 

I was in a quandary. I wanted to see what they sent but I knew it was a bribe like Lisa told me. I knew keeping them would me we were indebted to the whole seller. So I said, "I guess we should send them back." I'm sure it sounded more like a question than a statement.

Lisa laughed and said, "Why on earth would you want to do that?" When Lisa saw my confused look she said. "This is how they do business around here. First they wine and dine you like last night. Then they offer gifts to entice you. This all leads up to the negotiations of the price. Believe me the first time I came here to buy clothes I sent back the gifts they sent me. After that I was treated rudely and I couldn't negotiate a price to save my life. Only when I played the game their way did I make out better and now I can deal with the best of them. If you feel you can't accept their tokens then give them away to charity." 

"I'm sorry I didn't know. So it's okay if I look at what they sent," I asked almost itching to look in the packages. Lisa saw the look in my eyes and told me it was quite acceptable. 

I felt like a kid at Christmas as I open each package. From one whole seller I received two leather jackets one in red and one in black. From another I received three dresses, one silk, and two satin. I also received over twelve pairs of shoes from three different manufactures. Most were heels though there were a few pairs of sandals. And each heel was over four inches in height. All my heels were three inches or less and these four inch ones looked almost too high.

Lisa made out pretty well too as she had received as much as I did and a few more things besides. She wasn't impressed with the generosity of the whole sellers as she was in the quality of the product. I watched as she checked out the sewing of the seam and the hems. She also paid particular attention to the quality of the fabric. 

Lisa told me that this was the best the manufacture had to offer and if she could find a flaw that would mean the quality was not to her standard. She showed me what to look for and what would be acceptable. She even put on a few pairs of the shoes to see how they felt. I did the same and at first they were to high but I got use to them quickly. In the end Lisa told me the quality was first rate and she could see buying quite a bit from each manufacture. 

When she was finished inspecting the merchandise Lisa called room service for a light meal, as we would be going to dinner in a few hours. We then went into the bathroom and showered together. Once our meal arrived, Lisa and I discussed what would happen that evening. 

"Tonight we will have dinner with Giovanni Borelli at his villa. He is a manufacture of fine leathers and textiles. He makes some of the best suits I have ever seen. We will see his clothing line wore by guests at his party. He won't leave you out of the conversation, though mostly he will be talking to me, as I will be the one that makes the decision on what I'm buying. Some time during the party he will probably take us off by ourselves to talk over prices. Jolene and I were quite competitive in our dealings with Giovanni but I'm not sure how he will respond to you. So lets play it by ear though don't be disappointed if I don't bring you into the negotiations." 

By seven that night Lisa and I was dressed for dinner. Lisa wore an off the shoulder dark blue dress. It was knee length and loose so that it puffed out as she walked. I wore a satin pastel tube dress that left my shoulders bare and clung to me like a second skin. I had to wear a corset to give me a figure that would look good in the dress.

The villa was expansive and from what I could gather was very old. The front steps were made of white marble and were worn as if they had been there for centuries. The front door also bespoke of the age of the villa, as they were heavy oak doors with worn ornate figures embossed on the surface of the door. 

As soon as we walked into the villa Giovanni greeted us. He kissed Lisa's hand warmly as he welcomed her to his home. He then turned his attention to me and said, "You must be Lisa's new assistant. I am Giovanni Borelli and this is my humble home." He told me as she kissed my hand. 

Though older he was quite handsome. His hair was very dark almost black though he did have a few gray hairs mixed in. He stood six foot three and looked thin. He had brown eyes that seemed to hold your gaze and his lips where full. 

I barely told him my name when he turned to Lisa and took her hand in his though he never let mine go. He held our hands as he walked us into the reception room. Once there he started introducing us to his guests. 

I could see right off that his guest were really models there to show off his clothing line. For the most part they weren't you normal tall weed-like models like you see on runways. Though some were, most looked like average women that you could see on any street corner. I learned this was the way Lisa like to see clothes modeled, so she knew what looked good on certain body types. 

After all the guests were introduced Giovanni left Lisa and I alone as we looked over what was offered. As she checked out each outfit Lisa, had me right down her thoughts of the outfit. She also asked my opinion on each outfit. When Lisa was done with her selection as if on cue we were called into dinner. 

Lisa sat to the right of Giovanni while I sat to his left. Lisa and he discussed each outfit though price was never discussed. Lisa told him how many she wanted and in what sizes. As far as I could see he never wrote anything down nor did Lisa. Their discussion lasted though the entire meal though it sounded like they were talking about the weather. 

It wasn't until we were eating the main coarse that I noticed a hand on my thigh. I knew it had to belong to Giovanni, as he was the only one close enough to get his hand on my thigh. At first I was going to move away, but after a second thought I stayed still thinking that this was part of the game. I was never sure if I was right though Giovanni did smile at me when I looked his way. That mischievous grin made me swallow hard as I could see lust in his eyes. 




Are You Gay Ch. 03



Through the rest of the meal Giovanni's hand danced along my thigh and thankfully the dress was tight enough that he couldn't get his hand under my skirt. Also I had to thank that my penis was tucked between my legs so when Giovanni or Gee as he asked me to call him didn't feel my cock when he placed his hand on my crotch. 

After dinner and desert were served he asked Lisa and I to come with him to his study. I figured at this point, Lisa would leave me in the dinning room, but she motion for me to follow her. 

Once in Gee's study he sat at his computer and started punching in numbers and quantities. After he had everything entered into his computer he told Lisa the price before saying, "Of cause I always give you a ten-percent discount because you are such a beautiful lady." 

Lisa corrected him by saying, "You always give me a twenty percent discount and I negotiate for another five percent." 

Gee laughed and said, "This is true but that was when Jolene and you ganged up on me. Now Jolene is no more and there is only you but I will give you fifteen for old times. 

Lisa walked around Gee's desk before sitting on his lap. She ran her finger through his hair and said in a hush tone, "Surely I'm worth twenty percent aren't I?' 

Gee laughed and said, "Well I guess you are but how about your new assistant. Is she going to join us?" 

Lisa thought quickly and said, "Teddie is not like Jolene and I she's a little different." 

Gee smiled and said, "I'm sure she is. She's very beautiful though she is how do you say, a boy."

I could see the shock on Lisa's face and I'm sure my face reflected the same shock. Gee laughed and said, "You didn't think her beauty could fool me did you Lisa? Surely you know my attention to detail would pick out her Adam's apple bobbing each time she swallowed. So now that I know what she is will she be joining us or not?" 

Lisa got over her shock quickly and I could see she knew an advantage when she saw one, "She may join us for the right price, say thirty percent." 

Gee laughed heartily and said, "Lisa you are a shroud business woman. Thirty percent it is. Let me say good night to my guest and we will complete the transaction in my bedroom. 

Lisa got off his lap and Gee typed something into his computer. He then left us alone in his office. Lisa came over to me and asked, "You are okay with this aren't you? I mean its okay I agreed for you to join in?" 

To tell the truth I was still shocked that he knew, but also I was surprised he wanted me all the same. Before I thought about my answer I said, "It's okay with me. I mean what ever you need me to do, I'll do." 

Lisa kissed my lips and said, "I understand you're a little apprehensive. I know he will be you first man but Gee is a wonderful lover and I'm sure you will enjoy him as much as I do. If you really don't want to do this I'll understand and I'll except the offer less the fifteen percent he was going to give for you to join us." 

I knew that fifteen percent was a lot of money and if I joined in I would get ten percent of that fifteen percent. The money really wasn't the driving force behind my decision though it was a factor. So I said, "I want to know what a real cock is like and I want to join you." Lisa kissed me and thanked me before Gee came back into the room. 

"Well ladies shall we go to my bedroom." Lisa took my hand and walked me over to where Gee was standing.

As soon as I was close enough to him he took me in his arms and kissed me on the mouth. His tongue probed my lips till I open my mouth to let it in. His kiss was forceful and so manly that I couldn't do anything but melt into his arms. When our kiss ended I could barely stand upright. If it weren't for his arms around me, my wobbly knees would have failed me. 

He then turned his attention to Lisa who eagerly kissed him as hard as he kissed me. When their lips separated he turned and slid his left arm around me and his right around Lisa as we walked down the hall and up one flight of stone steps to his master bedroom. 

This was truly a master's bedroom. The walls were made of stone and there was a huge fireplace along one wall that had a small fire burning inside of it. There was a huge bed on the opposite wall that was bigger than any bed I ever saw before. It was almost twice the size of the queen bed I had back at home. 

Before I could take in the rest of the room Gee pulled me into his arms once more and kissed me again. It was as powerful as the first and again I felt weak in the knees. At the same time I felt Gee slowly pulled down the zipper on the back of my dress and when our lips parted I felt the dress slid down my legs. 

Gee stepped back and said. "Even with out the dress you still look beautiful."

He next took Lisa into his arms and kissed her while pulling her zipper down. When he stepped back her dress joined mine on the floor. Lisa and I turned our attention to disrobing Gee. While I undid his buttons on his shirt Lisa undid his belt and the clasp on his pants. When she had his zipper undone she dropped to her knees and pulled his shoes and sock off before taking off his pants. 

My fingers fumbled nervously with his shirt buttons till I finally was able to pull his shirt off. I actually expected his chest to be hairy but I was wrong. His chest and his stomach were as smooth as my own. His chest rippled with muscles where mine had breasts. I ran my hand over his chest just to feel what it was like. His chest was hard yet so soft it didn't give under my hand but the skin felt like velvet. When my hand slid down to his belly he pulled my head close to his and kissed me once more. 

When our lips separated once more he pushed down on my shoulders and gently forced me to my knees. Lisa was already there and her lips were wrapped around his cock. It was a nice circumcised cock that wasn't as big as the dildo Fran and Lisa used on me. 


When Lisa open her eyes and saw me next to her she pulled her lips off his cock and asked, "Do you want a taste?" 

With out hesitation I took his cock in my hand and pointed it at my mouth. It felt familiar in texture but it felt different at the same time. It seemed harder than the dildoes I was used to but it was also softer and very warm. 

I could feel Lisa and Gee watching me to see what I would do so with it. With a lick of my lips I took the head into my mouth. This felt so different from the dildo that it didn't feel the same. When I licked at the head it felt like smooth velvet and there was a drop of precum that oozed out of the tip. There was a slight manly odor that seemed to surround me and I like the smell. 

I wet my lips and slid them down his cock a few inches. I didn't want to take too much as I fear I would gag but I became accustomed to it quickly and before I knew it my lips were sliding up and down his cock like I had been doing it all my life. 

I was amazed at the feelings I was feeling. Not only did I like his cock in my mouth, for some reason I felt like this was something I was meant to do. I felt like I was truly doing something that felt natural like I was suppose to do this. It was at that moment I fell in love with sucking cock. 

I sucked for all I was worth for a few minutes. I was about to take him into my throat when Gee stepped back leaving my mouth empty. I looked up toward him to see if I had done something wrong when he said, "Let's go over to the bed were we can get comfortable." 

Gee held out his hands so he could help Lisa and I to stand up. Lisa was still wearing her panties and her garter belt seeing she didn't wear a bra that night. She was also wearing her stockings and her heels. I was wearing my corset panties stockings and heels. 

Once we were along side the bed, Gee sat down with Lisa and I standing in front of him. He put his hands on waistband of Lisa's panties and said, "Let see what you two girls are hiding from me."

Gee pulled Lisa's panties down till she was able to step out of them. Gee slid his hand between her legs and said. "As always you pussy is so sweet. Now lets see what Teddie has hidden." 

I actually felt embarrassed when Gee started to pull my panties off of me. Seeing my cock was tucked back between my legs I still held my secret as he pulled my panties off of my feet. It wasn't until he reached between my legs and pulled my cock out that I was exposed for what I was. 

Gee continued to play along as he said "What a pretty clit you have Teddie it looks so big for such a little girl." 

What Gee did next surprised me as well as Lisa. He bent over took the head of my cock into his mouth and started sucking it. I became hard instantly and his lips felt so good I though I was going to cum instantly. I could tell this wasn't his first time sucking cock, as he seemed to do it so naturally. 

He sucked me for a few minutes before he pulled my cock from his mouth and asked, "Which one of you two beauties am I going to fuck first?" 

I was about to tell him to do Lisa first but Lisa jumped in with, "Make love to Teddie first. She's never been with a man before. She's only had a few dildoes in her so she should go first." I could see the excitement in Lisa's eyes as she told Gee this. It almost seemed like she wanted to see me get fucked.

Gee pulled me close to him and asked, "Is that true honey are you a virgin?" I told him with a man I was. Gee rolled me over so I was lying on the bed on my back before he said, "I'll be very gentle with you Teddie. A girl should always remember her first man with fondness." 

Gee started kissing me, his kisses were as wonderful as the first time he kissed me. At the same time I felt Lisa kissing and sucking my right breast. She was soon joined by Gee on my left. Lisa's delicate hand wrapped around my cock and started to stroke me as Gee's hands massaged my balls. When Gee moved down my body Lisa stayed where she was, to give attention to both my breasts while Gee licked my nut sack. 

When I felt Gee spread and raise my legs I took my knees into my hands as I offered him my asshole. His tongue moved between my crack and soon he was licking my asshole. His tongue delved deeply into me and I was moaning like I was in pain but I was far from it. By this time Lisa had stopped sucking my breast but her hand continued to slowly stroke my cock. 

When Gee stopped licking my asshole and knelt between my legs I knew he was going to fuck me. I wasn't the least bit scared, I just knew I was going to love it. Lisa handed him a bottle of lube. Where she got it from I had no idea but at that moment I was grateful she had it. 

A moment later I felt Gee's finger slide into me and once more I moaned in pleasure. Lisa kissed me and said. "Just relax love I know your going to love this." 

A little while later I felt the head of Gee's cock at the entrance to my asshole, when he pushed into me I forced my asshole to open to accept him into me. This time there was no pain and only the sweet feeling of being penetrated. I wanted to push back to meet his thrust but I couldn't as I was being held down but Gee's hands. 

Gee sunk his cock into me about half way before he stared to fuck me. His trusts were slow and shallow at first, but I quickly asked him to fuck me deeper. With in a few minutes he was as deep as he could go. I felt his hips slap my ass cheeks each time he bottomed out. 

It was like when Lisa and Fran fucked me but for some reason it was better. As I looked up at him I could see his muscles ripple each time he thrust into me. There was pleasure in his face unlike when Lisa fucked me and I knew I was giving him that pleasure. 

I didn't want this to end as I wanted him to fuck me forever but I knew that wasn't possible. When Gee's breathing became short and the sweat was pouring off of him I knew he was going to cum. At first I was disappointed that this wonderful feeling would soon come to an end but I also wanted to feel his seed fill me. I wanted to feel his hot sperm being pumped into me. 

When Gee told me he was going to cum I cried, "Do it, fill me with you cum pump your load in to my pussy." 

Gee bellowed like a hurt bull as he slammed his cock deep into my ass. The next thing I felt was warmth spreading deeply inside of me. At the same instant my orgasm hit me and before I knew it I was pumping cum out my cock and into the air. Lisa's hand was still on my cock as she pumped each load out of me. I barely stayed conscious as Gee fell onto of me before he kissed me deep and lovingly. 

We lay still for a while and during that time I felt Gee's cock become soft. No matter how tight I tried to squeeze it with my anus it still slipped from my grasp. Once his cock slipped out of me Gee rolled over on to his back. Lisa was kissing me almost instantly and she whispered in my ear that she loved watching me become a woman. 

After a few minutes Gee pulled Lisa to him and started kissing her. It was at that time I realized my corset was covered in sperm and I could also feel it starting to leak out of my asshole. I now knew why every woman I had sex with went to the bathroom right after. While Gee and Lisa were occupied I went to the bathroom to clean up.

I found a washcloth and cleaned the sperm off of my corset and I washed my cock and balls off as well. I then sat on the commode and tried to push out as much cum as I could before straddling the bidet and cleaned my bottom. When I felt I was as clean as I was likely to get I took a second washcloth and after wetting it I went back into the bedroom.

While I was gone Lisa had managed to straddle Gee's face and I could see she was grinding her pussy onto his mouth. I also saw that Gee's cock had not come back to harness as yet and I was determined to do something about that. 

I lay back on the bed so my head was close to Gee's cock and I took the washcloth and cleaned his cock off. If it wasn't for the lubricant I would have used my mouth but I was sure the lube left a nasty taste behind. 

Once his cock was clean I leaned over and licked his hairy balls with my tongue. They too seemed soft and his scrotum was loose and pliable. Once his balls were wet with my saliva I went to work on his floppy cock. 

I picked his cock up with my index and thumb and held it as I licked the velvety head. As soon as my tongue touched his head I heard Gee moan from between Lisa's legs. I licked his cock some more before taking the spongy head into my mouth. 

I sucked gently on his cock as I lowered my lips a few inched to his hairy pubic bone before letting it slip from my mouth till just the head was still inside my mouth. I did this a few times before I felt his cock come to life. 

After a few minutes of gentle sucking his cock was firmer though not quite erect. I then started moving my mouth up and down his cock faster till it was rock hard. When I tried to take the head into my throat I was surprised how easy it was. 

The head of his cock was not as firm as the dildo was and it easily conformed to my throat as it entered. When it enter I heard Gee groan and his cock seemed to expand in my throat. I was thrilled that not only could I deep throat his hard cock, but also I didn't seem to gag on it. 

I lovingly sucked his cock for a few minutes until I knew he was as hard as he could get. When I pulled my mouth off of him I said, "Lisa do you want some of this or should I bring him off with my mouth?" 

Lisa turned and saw Gee was now hard and said, "If you don't mind, I would love to ride him." Lisa got off of Gee's face and straddled his waist before saying, "Maybe Gee would like you to fuck his face now. He seemed to like sucking you earlier." 

I looked up at Gee and saw his face was covered in Lisa's cream. He smiled at me and nodded his head, which I took to mean he wanted to suck me off too. I knelt along side his head and offered him my half-hard cock. At the same time Lisa sunk down on his cock as they both groaned in pleasure. 

As soon as Lisa was moving up and down on Gee's cock he sucked my cock into his mouth. I could feel his strong tongue rub the underside of my cock and in less that a minute he had me fully erect. His mouth moved up and down on my cock to the same beat that Lisa was using on his cock. But when Lisa started moving faster he couldn't keep up. 

To help him out I started moving my hips as I thrust my cock in an out of his mouth. Lisa saw this and shouted for me to fuck his mouth like he fucked my ass. At first I couldn't do this but Gee nodded for me to do it. So I held on to his head and started fucking his mouth. 

I didn't go too deep, as I was afraid I would hurt him but it still felt good and Gee was doing a great job applying suction. At the same time his hand moved up and started squeezing my right breast while his other hand slipped between my legs to caress my ass cheeks. 

It didn't take too much of this to get me on the brink of orgasm, but I didn't want to cum in his mouth with out his okay. When I knew I couldn't stand it much longer I shouted I was going to cum in case he wanted me to pull out. But Gee slipped his fingers between my ass cheeks and slid two of them into my asshole. That was all I needed as I started pumping load after hot load of thick cum into his mouth. Gee continued to suck as I drained my balls into his mouth. At the same time Lisa cried out she was cuming and she said that Gee was filling her pussy with cum at the same time. 

Once my orgasm was spent I pulled my rapidly softening member from Gee's mouth and collapsed on to the bed next to him. As soon as my cock was free of his mouth Lisa laid down on Gee and they kissed deeply. I was sure that Lisa could taste my sperm in his mouth. They kissed for a long time before Lisa rolled off of Gee and lay in his arm on his right side. 

Gee slid his left arm under me and pulled me into a kiss. I could taste the remains of my orgasm in his mouth and for some reason that sent a pleasurable chill up my spine. After our kiss ended I lay with my head on his shoulder. Lisa lay opposite me and we held hands across his hard stomach. 

After a few minutes rest Lisa said, "I should go clean up so Teddie and I can go back to our hotel." 

As Gee's hand held tightly onto my hip he said to Lisa, "Why don't you two stay here tonight. I wouldn't mind the company." 

"You know the rules Gee. This was business, very pleasurable business but business all the same. I never spent the night unless it's for pleasure only. Now please let me up so I came get cleaned up," Lisa told him. 

Gee released his grip on me and Lisa and I got off the bed. Since I had cleaned up earlier all I needed to do was wash my face and brush out my hair before returning to the bedroom to put my dress back on. 

Lisa took a little longer and Gee left the bedroom only to come back a few minutes later wearing a pair of silk boxers and a silk robe. Gee helped me with my zipper and I helped Lisa with her zipper. Once we were dressed Gee walked us to the front door.

Before he opened it he kissed Lisa and I, to me he said, "You are a very beautiful girl don't let anyone tell you differently." I thanked him and kissed him once more before he opened the door to let us out. 

It was after two in the morning by the time we made it back to the hotel room. Neither Lisa nor I said anything to each other on the drive back. When we got back into the room we stripped off our clothes and jumped into the shower together. It wasn't a long shower as we were both tired. 

Once we were in nightgowns and in bed together she kissed me and asked, "Well did you enjoy yourself tonight? You're not sorry you had sex with another man are you?"

I laughed and said. "Not at all. Ever since I started dressing I wanted to know what have sex with a man was like. I thought it would be different. You know like my mind would fight it but it didn't and I loved every minute of it. I love having sex with you, but I can't wait till I have sex with another man again." 




Are You Gay Ch. 03



Lisa kissed me again before saying, "I like having sex with you too as you can give me everything I need, but there is nothing like having sex with a real man, especially one that knows how to make love to a woman." 

I know her statement should have hurt me, but I really wasn't. I wasn't a real man any longer if I ever was for that matter. I had breasts like a woman and I dressed like one. I smell like one and my mannerisms are that of a woman. How could she or anyone for that matter see me as a man? I was much happier this way and I didn't want to change back in to the man I once was. Why Lisa saw me this way was unknown to me but I was glad she did. I was finally happy with myself. 

The rest of our stay in Milan was almost as exciting as the night we spent with Gee. Word spread quickly through the whole sellers I wasn't a real girl and they bargained with Lisa for my favors. Even sellers that never cared for Lisa and Jolene sexually were soon offering discounts in exchange of a night with me. Most of the men were bisexual and the others were gay through and through. 

By the time we left Milan I had earned enough commission to pay Lisa off for the surgery, which was quite substantial and I still had enough to put several thousand dollars into the bank. 

The orient wasn't profitable at all for me as the wholesalers only cared about money. Sexual favors were not a consideration. I did pick up quite a bit of jewelry and some very sexy clothing though they weren't of the quality we found in Milan. 

It has been three years since I went to work for Lisa and we are quite happy with each other. She tells me I'm the best assistant she ever had and that includes Jolene. The main reason is I love to travel with her and I look forward to every trip. The sex between us is pretty much constant though if there is a man around we never let him go to waste. 

Peter and Paul are my apostles too. They're bisexual, though neither knew the other was until I came into the picture. Now Lisa and I look forward to the days they come to pick up our steamer trunks and I make sure they don't come on days when Nana is there to clean. 

I had my name legally change to Teddie Stein so I could get a driver's license, though it still says I am a male. But I don't care, as I never get stopped and most people think it's a mistake. 

My life is better by far than it was before I met Lisa and I don't want it to ever change. I've even found a few things I can wear to minimizes the bulge between my legs so now I can wear shorts that are kind of tight and even a bikini if it has a small skirt. A few men, though I would never leave Lisa, have even proposed me to but my life is too perfect to even think about anything else. 

In answer to the question from the beginning of this story no I am not gay but I am bisexual and proud of it.