10 comments/ 119242 views/ 21 favorites Becoming Paula By: tgirl4u I work in an office with 15 coworkers about 11 of them are women. I get along well with my coworkers and go out of my way to be helpful. I find it is more fun to work with friends than to work with strangers. My name is Paul and I work in an insurance claims office processing claims and making recommendations for our supervisor who signs off on the claims. In the office I am well respected and enjoy my coworker’s support. There is nothing I would not do for the people I work with. I also help my coworkers with their workloads when we are swamped, as I am a fast, accurate worker. I only wish that support extended to my life away from work. I am basically a lonely guy once I leave the office. I can’t seem to impress women with my masculinity. I am 25, 5" 4' and about 115lbs with dark auburn hair and green eyes and I don’t cut a dashing figure, my voice even betrays me. My coworkers are more likely to refer to me as somewhat pretty, rather than handsome or dashing. The “girls” as I call them at work often lunch with me. It is hard to believe but they treat me like one of the girls, and they involve me in their “girl talk.” You know what I mean they talk about clothes, makeup, sex and guys around me they will even elicit my opinions, but let some other guy sit down with us and the timbre of their conversation changes. They are more than somewhat protective of me from guys who use to poke fun at me. There is even a mother figure named Ginny, we all love her, she is about 38, and leads the “girls” in an assault against anybody who would torment any of us. She has read the company harassment riot act many times. Things settled down since I have proven my value and gained their respect or at least they fear the wrath of Ginny. Our supervisor Charles encourages us to get to know each other when times are slow and anytime we are on break. The “girls” would often ask about how I was doing, my love life and family and such. It was easier for me to smile and lie saying things were great, and such. Come 5:00 p.m. though I have to face the world and leave the protective environment of my office. I have tried dating services and singles bars. Nowadays I just save my money and drink at home, not that I drink all that much. In my off times, I often go to the mall and just walk, just to be around people. I have found that there are a lot of people doing just the same thing. Things began to change though, when I was at the Mall one Saturday afternoon. I had stopped outside on shops and looked up at the mannequins in the window, not really seeing but just out of rote. That is when I heard, “Oh Paul” called out. I turned and saw Ginny and two of the “girls” Barbra and Rachel come rushing to me. I waved at them and we exchanged hugs all around. They asked what I was up too and I said just walking around, getting a little exercise. Rachel jumped in and asked if I was window shopping. I said yes. I do a lot of that. Barbra said, “oh really I bet you would look good in that.” All three of the girls were giggling at that comment, and I was stumped until I turned around and saw that it was a dress shop we were standing outside of. I must have turned ten shades of red and I started to turn to escape but was caught by both arms and the girls said we were just kidding Paul, chill out dude. Ginny said, “why don’t you come with us Paul.” In this matter I didn’t feel I had any say in, because I was just whisked away arm in arm between Barbra and Rachel. They pulled me into the dress shop we were outside of they were like a pack of wolves circling carrion looking for the right morsel to eat. They picked several outfits each and left three purses on my arms as they went to the dressing rooms. They would model them for me then change and come out. This went on from store to store. I was even dragged into a lingerie store. They asked me what I thought about this and what I thought about that, luckily, they didn’t come out to model for me. I noticed that I got a lot of stares from the patrons there, especially since I had three purses on my arms. I wouldn’t admit it to them but I was enjoying being with them. After about three or four more stores and carrying several bags for the girls, we wound up in one of the restaurants in the mall. I helped the girls with their chairs I really think they would have stood there till I did. They all three were looking at me as we began talking. Talking, they were grilling me. They asked why I was at the mall. I tried lying to them but they didn’t buy it. I finally broke down and told them I came there to be around people and that this is the type of thing I do with my free time. I told them that I had not had a date in three years and it was either hang here or hang at home. Then I broke down and told them my whole story. When I first stated school, I was tall for my age. I was nearly 5 feet by the end of the second grade but my growth slowed down and even the girls started out growing me. From the third grade through high school, I grew a little more than 4". I was never very athletic, I didn’t run well, throw, or any of the things boys did. I was teased about my size and called sissy, fag and such. Even some of the teachers treated me poorly, but there were some teachers who were like Ginny who would look out for me without my asking, and some of the girls my age would also look out for me. College wasn’t much better but there wasn’t as much physical harassment. I admitted that I couldn’t even get a date from the less attractive girls. If I had been a girl, I would have been a pretty girl. The only date I had during college was with Carla, a confirmed Lesbian. Carla was the masculine partner and I dressed as a girl the feminine partner, for a Halloween party for her sorority and nobody figured out I was a guy. Carla made a convincing guy and I made an even more convincing girl. The girls in the sorority liked me. When they weren’t hunting studs, they would hang around me. I was even asked if I would be interested in pledging the next semester (This broke up Barbra, Rachel and Ginny till they saw my reaction). That was my date’s joke on them. While I was dressed up Carla and I would make out, but just like Cinderella, at the stroke of midnight I turned back into Paul and she acted like she didn’t know me. I hadn’t noticed but the tea we had for dinner had been replaced with Margaritas. I was on my third when I finished my story. I didn’t know why I had said so much, it was like a dam had broken and the girls had been so attentive while I talked. Ginny broke the silence and said, “you really would have made a very pretty girl, I just love your face and eyes, what eyelashes you have. You were really invited to pledge that sorority?” I said, “yeah one of the members even called me after they learned about the deception and asked me to think it over, but I think it was just to tease me. I am trusting you with this story please don’t hurt me with it.” Barbra spoke up, “we would never do that to a friend and believe us we are your friends. Have you ever thought about becoming a woman?” My face must have turned crimson. I could feel my face flush with heat. Barbra saw my discomfort and said, “I am sorry Paul, please forgive me for asking. It’s just you seem so feminine at times and we are comfortable around you, it’s like your one of us.” “I like all of you and there is nothing that will change that,” I said. They giggled and looked at each other in a knowing manner. “We think you are a great guy to Paul, we enjoy working with you,” Rachel said, Barbra and Ginny agreed. Ginny spoke up and said, “I don’t know about you girls but it is getting time for me to go.” I picked up the tab for the girls, which I got a round of hugs and kisses and they got up and left. I was left wondering where all I could not believe I had talked so much. I have never told anybody, so much about me. I was afraid it would come back and haunt me, but I trusted them and hoped that they would not hurt me. At the same time it felt good finding someone to listen to me and seemed to care about what I felt. Sunday came and went and soon it was time for work again. I arrived at work and it was like the previous week. The “girls” were no different from before and I was glad and it was good being at work. On Wednesday Sharon another of the girls came by and asked me if I would like to join a few of our coworkers for drinks on Friday after work. I said that, “I should be able to make it.” I have gone out with them drinking on Fridays before it was no big deal. It was a labor day weekend and we were closed on Monday and I didn’t want to be alone on the start of it. Friday came and the day just flew and we were headed to the local watering hole. Sharon said, “I took the bus Paul, I was wondering if I could ride with you?” I told her, “I would be happy to give you a ride and glad for the company.” When we got to the bar there were about ten people from our department there. I didn’t drink much seeing that I would be driving Sharon and myself home. After a couple of hours the crowd from work was dwindling down until it was just Sharon and I. We left at 10:00 p.m. and I drove her home. I parked outside her place and she asked if I would walk her to her door, there had been some late night assaults in the area. When we got to her door, she invited me in for coffee. I thought that this was my lucky day, I had not thought of Sharon as a possible date, but my prospects were looking up. Inside she led me to her kitchen and started a pot of coffee. Sharon said, “I will be right back, I need to visit the lady’s room.” I sat at the breakfast bar and watched the pot perking. Then I heard feet coming back to me. I turned and there she was standing there with about seven other girls from work. I could not but wonder what was going on. I honestly nearly wet my pants, behind Sharon were Barbra, Rachel, Ginny, Peggy, Donna, Marcy, and Carol. Sharon poured coffee for us. I was surrounded. Ginny approached and said, “we thought about what you told us and we want you to understand we would never hurt you, you are such a sweet guy.” Barbra came over to me and put a pill and a glass of water beside me. She looked into my eyes and said, “Paul, we want to have fun with you till Tuesday. If you are agreeable, we want you to take this pill, it is a sedative and you will be out for about six hours. We want to do something to you, if when you wake you don’t feel it is right, well no harm is done. If you like what we do then we could really have some fun. We don’t want to tell you what we have planned but we promise you that you will not be hurt and nothing will be done that cannot be undone. You are a very important person to us, and nothing will change that.” I sat there for a second looking at that pill and thinking, these girls were my best friends I had. Did I trust them enough to turn myself over to them? Would I like what they would do to me, what would they do to me? Deep down I thought I already knew the answer to those questions. I remembered almost every word I had said to them and I had enjoyed being with them then. I asked Sharon where her bathroom was saying I wanted to think for a few minutes. She took me to her bathroom and left me there. I emptied my bladder and took care of the other business there. I then looked in the mirror above the sink as I washed my hands. I opened her medicine cabinet and saw an unopened toothbrush I took it and brushed my teeth and found some mouth wash to rinse with. As I turned to leave, I saw a satin robe hanging on the door and decided to test my conclusions. I took all my clothes off and neatly folded them neatly and put the robe on securing it around my waist with the robe’s belt. I was a little frightened, but I picked up my clothes and headed back. There were a few gasps and giggles as I approached the girls I put my clothes on the table and picked up the pill and water and took it. “Now what,” I asked. The girls all had big smiles on their faces they all hugged me and kissed my cheeks. They led me to the bedroom and had me lay down. Barbra asked, “so you think you figured it out don’t you?” “I think so, but I am not sure,” I told them. “I hope you don’t mind me using your robe Sharon, and I owe you for a toothbrush also. I wanted to freshen up before you girls did whatever.” Sharon said, “that’s fine you just made our job much easier and that it looked good on us.” I could see the girls getting ready as I started to get drowsy. I told them that it wouldn’t be much longer. It had been about 20 minutes since I had taken the pill. Barbra came over and held my eyelid open and looked at me, and then there was nothing. I woke up a little groggy no longer on top of the covers and not wearing the robe. I felt a weight on and pressure around my chest, my legs felt smooth and my penis felt a little uncomfortable. There was a girl on either side of me sleeping. I carefully maneuvered my self out from between them without disturbing them. I stood and notice I was wearing a long sleeve pastel silk sleep shirt that was tickling my skin. I saw that I apparently had tits, saw that I had long red fingernails and felt that all my hair below my ears was gone. I tiptoed into the bathroom and pulled the sleep shirt up and a pair of panties down and another panty of sorts that restrained my penis between my legs. I sat down and peed. Tucking my penis back, I pulled the panties up. I stood in front of the mirror and pulled up the shirt and saw a pastel yellow satin and lace panty and bra set with silicone breast forms. I left the bathroom and saw the rest of the girls sleeping on the floor and on the couch. A clock on the wall said 4:35am. I worked quietly and started a pot of coffee. I was on my second cup when Sharon came into the kitchen moving groggily. “Morning Paula, you are up early this morning. How did you get out of bed without waking us?” Sharon asked. “I was careful I didn’t want to disturb any of you,” I replied, “you all looked so tired.” “Dang Paula. You should have been out for two more hours. So what do you think so far,” Sharon asked? I started to reply when I finally noticed my toenails were painted a nice shade of pink that matched my nails, and said, “so far so good.” Sharon came over and we hugged, she just held me there and whispered in my ear, “We love you, Paula, please don’t forget that please.” My eyes were watering and a tear rolled down my face and I whispered back, “I know Sharon I love all of you.” More of the girls started wandering in slowly and I got hugs and kisses from them. About 7:00 a.m. everybody was up and discussing what they did, and their plans for the day. Sharon and Ginny made us all breakfast and I made more coffee. At 8:00am the girls felt my face, it was very smooth. I told them I never had much facial hair. They had me sit down in a chair and had me take off the sleep shirt. One combed back my hair and put on a stocking cap carefully tucking stray hairs under it, and another, trimmed my side burns all the way off and two more started applying makeup. This went of for about 20 minutes. A wig with long auburn locks was mounted on my head and I was handed a black lace and satin bra and panty set. I unhooked the bra that I was wearing the girls giggled as I uncovered my silicone breasts. I pulled off the outer panty and pulled on the black panty and hooked the bra, a 36 B, without assistance. I was handed a long sleeve black silk front button blouse with black pearl buttons. This was a new experience because the buttons were on the left side and the long fingernails on my hands. I was handed a pair of off black pantyhose, which I stretched, and pulled them on. I was handed a padded girdle to give me hips and a pink leather mini skirt. I pulled the skirt over my hips and reached under the hem and pulled the hem of my blouse down. I buttoned the skirt and then zipped it, and smoothed the skirt down. It tightly hugged my bottom and the hem was about 6 inches above my knee. To complete my look I put on a pair of black patent leather pumps with a 3 inch heel. I turned to the girls and strutted my stuff in front of them. I reminded them that I had done this before, even my voice was convincing. I moved to the couch and sat between Barbra and Sharon smoothing my skirt under me, knees together, then crossing my legs at the knee, to a round of applause and giggles. Several of the girls were saying how naturally I adopted to the role. I stood and walked back and forth for them and sat back in the chair head up and shoulders back, my chest out, knees together feet crossed at the ankles. A necklace, a lady’s watch, rings, and bangles came out next. I saw Peggy with a camcorder taping all of this, and I started to panic, but they assured me that it was ok. They had me stand and introduce myself to the camera. I then walked around some more turning and posing for the camera. They hooked the camera up to Sharon’s TV and rewound and played the tape for me. It showed me on the bed sleeping and then showed my transformation step by step till they dressed me in the sleep shirt and covered me on the bed. It then showed me sitting in the chair and getting my hair done, my face made up and getting dressed, concluding with my little show. I had not seen them taping earlier but the transformation was stunning. I looked and sounded as good as the other girls. They then gave me the tape (I didn’t notice that the VCR was running in record mode but they were good to their word and never used it against me). The rest of the girls started to get dressed for a day of shopping. I was handed a purse with some things already in it and a lady’s wallet which I place my credit cards, checkbook, and other things. I even put my driver’s license and insurance card in it. I was going to have some fun I had a lot of money to spend since I was a very frugal spender and I was enjoying my self. I thought, too bad this is only a long weekend, but I figured I had a new hobby. I had not felt this good in a while. We hit the mall with a vengeance it was not as bad as TV portrays it but we were on a mission. It surprised the girls when the first place I went to was a lingerie shop. The girls really enjoyed it. They had me try on so much. Barbra brought me a corset with a full cup while I was in the changing room. She just marched in past the curtain and said, “you just got to try this on.” The corset was a blue satin print with black lace. It had a hook and eye closure in the front and laced up in the back. I thought it looked like some medieval torture device. Barbra loosened the laces in the back and unhooked the front. After I took my bra off, she hooked up the front. I thought this wasn’t too bad until she started lacing the corset. I was in pain. The corset was taking my breath away. Just when I thought, it couldn’t get any worse it did. I nearly passed out. They took my 29" waist down to 25 inches. Ginny handed me a pair of stockings she had purchased Barbra had to help me to put them on as I could not bend to do it. She ran the garters through my panty and hooked them to the stockings. After putting my shoes back on and assuring my self that my manhood was still covered up, I pulled me out of the changing room. All the girls were there with a sales lady. I looked in a full length mirror. Something strange happened inside me as I looked at myself. I could not believe how good I looked. They had me turn around model it for them. I strutted my stuff, like a model on a runway. I received a round of applause and curtsied. The girls said, “you gotta buy that.” I nodded and asked the sales lady if I could wear it out. She took the sales tag off and with a plier type device took the anti theft tag off. Barbra measured me with the corset on and I was a 36C-24-36 with it on. Becoming Paula I put my blouse on and my skirt leaving the girdle off and the skirt was a little loser at the hips but comfortable at the waist and zipped up much easier. When I looked in the mirror, I looked so much better corseted underneath. We paid for our purchases (the girls picked up some things for them selves). We left in a group. While looking for the next shop, I saw an earring shop. I stopped and asked Gina if she thought Paul could pass at work with pierced ears. She stopped and consulted with the girls about the company’s dress code. This had not come up before and I did not want to get them pierced and have to take the earrings out and have the holes close up. Gina got on the cell phone and made a call to a girl she knew in HR, and after a short talk she said, “go for it, one in each ear but keep a set of plain gold or silver studs for work.” We went and I had my ears pierced with a set of gold studs. I bought about a dozen more earrings. One pair of earrings were a ½ carat TW diamond studs, which I put on. Ginny smiled knowingly, and the girls were wondering what was going on, but I was getting enthused about it. Ginny knew but even at this point I had not realized what had happened, but I knew when it had happened as I looked at myself with the corset. From there we hit a shoe store where I bought about a dozen pairs of shoes mostly heels with some leisure and sports shoes. Then I bought dresses and skirts and blouses, shorts, hosiery, jewelry and lastly makeup, plenty of makeup. I was the last of our party to realize that, Paul was on the path to where he would cease to exist. We stopped to eat at 2:00pm I sat down and asked Ginny, “what am I going to do come Tuesday?” She hugged me and said, “your going to call a doctor I know and set up an appointment and in two or three months we are going to change your name at work from Paul to Paula. We are going to be there for you. I already asked Lisa in HR that question. She is on her way down here to meet you now. You are going to change your appearance at work slowly. Barbra and I will help you map it out. Then in December you will come out, and God help the employee that tries to hurt you Love.” I heard a chorus of, “Amens,” the girls had eavesdropped on our entire conversation. Lisa showed up after we finished eating I was sitting there with butterflies in my stomach chatting with the girls when Ginny tapped me on the shoulder. Ginny told the girls to wait here and Ginny and I went on a walk with Lisa. I nearly creamed when I saw Lisa. She was the prettiest girl I have seen. We were about the same height and weight she had this marvelous silky black hair and he skin was darker than mine and bright blue eyes that sparkled. Lisa calmed some of my fears about my job. Lisa said, “you are a good worker and our company policy supports Life changes and punishes harassment vigorously. There is no problem with you coming to the office as you are dressed, but you should wait and set up the ground work first with doctors’ statements and such. When you are ready, notify HR and they will complete the change.” Ginny said, “we will throw you a coming out party in December. There is still a lot for you to learn Paula.” Lisa joined us as we hit the mall again. One of the girls said, “lets go clubbing tonight. Girls.” Ginny said, “then Paula needs some glad rag’s girls.” So we hit another dress shop, where I purchased three nice cocktail dresses. I was in seventh heaven. All nine of us wound up back at Sharon’s place at 5:30pm and most left saying they would be back at 8:00pm. Sharon had me undress, let out about an inch of tightness from my corset. Lisa looked me up and down in my corset, stockings and panty saying, “if you had not told me I would never have guessed you were a guy” Sharon rewound the tape she had copied earlier and showed Lisa. Lisa was mesmerized by the video. She came over to me and threw her arms around my neck and planted the most sensuous kiss on me than I ever had. If the heels I had on did not have such a tight toe box, she would have curled my toes. It went on for three minutes, four minutes, five minutes and after six minutes we came up for air. Lisa looked at me with lust in her eyes and said that she needed to go get dressed. Sharon jumped in and said, “Why go, you are about the same size as Paula if it is ok with her we got enough of her clothes to dress you up in and makeup to boot. Ok girls, showers.” Ginny headed to the shower while Sharon and Lisa got me undressed, and took off my wig. Lisa giggled when she saw that my tits were glued on, and commented that my hair would look so good when it grew out. The three of us hit the shower after Ginny got out. Lisa started kissing and rubbing my tits as Sharon soaped my back. I started soaping Lisa’s chest and massaging her nipples with one hand and I worked my other hand down to her mound and her wet pussy. Sharon reached between my legs and soaping and pumping my cock which was growing by the minute till I spurted all over Lisa. Lisa gasped as an orgasm rippled through her body. I soaped Lisa’s back as we kissed and still played with her clit and pussy. I slipped down and started eating her honey and Sharon and Lisa started kissing and playing with me sandwiched between them. Lisa, had two or three more orgasm’s and I turned and started on Sharon’s pussy while fingering Lisa. We abandoned the shower when we were hit with cold water as we had used up all the hot. Sharon and Lisa were still going at each other while I dried. After we were dry all except for our hair Sharon went to her bedroom to dress Lisa went to the living room where Ginny started passing out clothes. I learned that, that really tight panty was called a gaff and she had me put that back on along with a black lace panty over it. She handed Lisa a blue silk bra and panty set from my bags that fit her just right. Then they attacked me with the corset, lacing it up tight but not as tight as earlier. Lisa then put on a matching lace garter belt and stockings. I was able to get my stockings up by myself and attached the garters I dressed in my green chiffon dress that came to 4 inches above my knee and buttoned up the back and my 4 inch black strappy heels. Lisa wore my royal blue satin dress but she and borrowed shoes from Sharon. Ginny helped me put my wig on while Sharon and Lisa were drying their hair. Ginny then dressed in a black silk dress that had spaghetti straps, a strapless black lace bra, panty garter belt and stockings and black 3 inch pumps. Ginny got out my makeup and started applying it to my face. Sharon handed me a mirror so I could see what Ginny was doing. Ginny explained each step but never slowed down because it was getting late. Lisa took over the makeup as Ginny went to make up herself. She and Sharon had already done their own makeup. We were finished as the girls started arriving. Lisa tucked my compact and lipstick in my purse saying that I would need it later. Peggy took my cassette for her camcorder back and taped us all, then one of the other girls took over so Peggy could stand next to me. Lisa asked for a copy of that tape for herself. Lisa whispered in my ear, “your mine tonight Paula,” and she walked away. Ginny came over and said, “I see you have made a new friend. Lisa is a very nice person. The two will make a nice couple.” I gave Ginny a big hug and told her, “thank you.” I asked, “whose idea was it to do all this?” She said, “Barbra and I came up with the idea. We both saw it in you. We have seen it since we met you. After talking with you last week, we thought we would paint you into a corner and see if you would see it too. You would have had room to deny it if we were wrong and it would have just been a game. You took to it as a fish in water though, girl.” We piled into three cars and went to a club where there was music and dancing. We got there early enough to get some good tables. We drew a lot of attention from the guys and many of us danced with them Ginny, Lisa and I were the last ones to be asked. I tried to pass but Lisa pushed me into. It was a fast song so I wasn’t too worried about it but just as we got to the dance floor. The music got slow. The guy was a couple of inches taller than I even in my heels. He pulled me in close. I had only slowed dance once before and that had been when I was dressed as a girl, years before but I did well I think. I got passed around a little on the dance floor and it was about an hour later before I got back to our table. The girls applauded me and I curtseyed to them and they said, “go girl.” Lisa got up and handed me my purse and we headed to the ladies room. I was glad because my bladder was about to burst. When we entered the ladies room I was in front of Lisa, she pinched me on my butt. I entered one stall and took care of my business. I then went to the mirror and powdered my nose and reapplied my lipstick. Lisa joined me at the mirror and gave me a quick kiss when no one was looking and she copped a feel of my butt. I turned and fingered her pussy through the dress, causing her to mess up her lipstick a little. She had an evil grin on her face but things were put on hold by other ladies coming in. She whispered in my ear, “I am going to rape you, girl when I get you alone in my apartment, lets go Paula.” “Promises, promises,” I mocked back at her. We got back at the table and had some drinks all of us danced the night away. I became very comfortable dancing with whoever asked. We all had a great time, as we were leaving Ginny asked us all to get together Sunday at 7:00pm. We headed to Sharon’s place where Lisa picked up some clothes for me, a blouse, skirt, shoes, undies and my makeup. When we got to Lisa’s apartment she led me to her bedroom and helped me undress we hung the dresses up and we were striped naked. She took my wig off and led me to the bathroom. Lisa said, “we won’t have to worry about the water going cold I have a large water heater.” When the water got warm, we entered the shower and she first washed our makeup off our faces. Then we started soaping each other down. Out lips met and our tongues did battle. Her breasts were supple and firm and had large nipples that I massaged them. She was moaning at my touch. I trailed kisses down her throat to her nipples kissing one then the other sucking them into my mouth. She forced in them further pulling my head closer to her. My hand slipped between her thighs and my fingers found her love nest and played with her clit, lightly rolling it between my fingers and lightly pinching it. He knees buckled and she gasped as I kneaded it lightly. I knelt before her and sucked her clit into my mouth and danced my tongue around it. She convulsed in an orgasm as my tongue hit it and soon was building up to another one. I stood and lifted one of her legs at the knee and positioned my cock at the entrance to her pussy and entered her slowly. She came almost as soon as I was all the way in. The muscles of her vagina gripped me tightly and spasmed. When she began to relax her vagina, I started pumping her slowly. Her breath was becoming more ragged as my pace picked up. She was bucking wildly meeting me thrust for thrust. I worked a finger to the opening of her anus and thrust in the tight little hole, she slammed her hips forward into me and we both climaxed. “Not bad for a girl Paula,” she whispered as she clung to me. When finished our shower and were wrapped in towels, we sat on the floor with her between my legs and I dried and combed out her hair. When we got to the bedroom, she put my wig back on my head and picked up my corset, telling me that, “you are going to need buy three more corsets or they were going to get funky,” as she started to warp it around me. “I am not going to let you go uncorseted for a while Paula,” and then kissed me as she hooked it up. Turning me, she laced me up tight but not overly so and had me put on my stockings. She put her garter belt on and her stockings and we laid on the bed cuddling and kissing our legs entwined. I rubbed my nylon-encased thigh across her pussy and she trembled. She slid down my body and took my semi rigid cock in her mouth her tongue running over and around it she sucked it and started to engulf it within her mouth, it sprung back to life as if resuscitated and was soon rigid again. She then straddled it and eased her pussy down on it. She rode my cock like a cowgirl on a horse till I exploded within her, sending her into another orgasm and she collapsed on my chest. We fell asleep with my withered cock still inside her. I was oblivious to anything till the sun came pouring in her window. Lisa was wrapped up in my right arm. Her left leg hung over my leg. Her breasts were buried in my chest. I disengaged my self, I needed to go pee. Afterwards I managed to remove my corset and looked in the mirror I was a wreck. I took off my wig and stocking cap and grabbed a quick shower and shaved my face, legs and underarms. After I grabbed a bra and panty set we brought and put them on tucking my penis back and pulling my panties up. I then put my bra on. I sat in front of a mirror to her vanity and got my makeup out I took some cleanser for my face and neck. I took some moisturizer and worked it in all over my body. I started then with some light foundation feathering it down my throat. With my blush I highlighted my cheeks. I took my eyeliner and followed the base of my lash and then tried to remember how to work the shadow on my lids for a daytime look. I then took my mascara and stroked my eyelashes till they were longer, fuller, and thicker. Lastly I put on my lipstick. I got up and turned and ran into Lisa, she had come up behind me while I was putting my makeup. I had been so intent on doing it right, that I had not noticed her. She looked at me closely inspecting the job I had done, and said, “You did very well for a beginner not bad at all. You need some help with your choice of colors and blending them but an acceptable job.” She put the stocking cap back on my head the wig following. She then brushed out my hair till it fell like she wanted it, and kissed me deeply. As our lips parted, she said, “you messed up your lipstick Paula,” as she scampered off to the bathroom. I repaired the damage done and headed to the kitchen. I found the coffee and coffee pot and began brewing a pot. I found some eggs in the fridge and some other fixings and started to whip up some omelettes. I started some biscuits also. I felt some arms come up my side and hug me as I was putting the omelets on the plates. Lisa kissed my ear and sent shivers down my spine. Lisa whispered in my ear, “I love you, Paula. You are an incredible person.” I turned tears in my eyes and hugged Lisa closely. “Thank you, Lisa, I love you too.” I grabbed the plates and carried them to the table. Lisa grabbed some silverware and napkins, while I grabbed some glasses and some O.J. Lisa poured some coffee into two cups and I fished the biscuits out of the oven when the timer went off and breakfast was set. I told Lisa my life story as we ate and she listened intently. When I told her, I dressed as a girl for a sorority Halloween party as an escort for a lesbian member she chocked on a biscuit she was nibbling on. She cracked up when I mentioned to her that I was invited to join the sorority, and that the invitation was still open after they found out I was a guy. I told her what had happened since college and up to last week. Then I explained how I wound up in these clothes. Lisa came over and sat on my lap and kissed me and thanked me for telling my story. We just cuddled for a while not saying much at all. She took my hand and led me back to her bedroom and told me to clean my face again. I went in the bathroom and saw my corset hanging over the shower curtain rod dripping. She had washed it and hung it up to dry. I looked in the mirror and saw that my waist looked narrower than it had been on Friday. My face clean I returned to her vanity where she was finishing her makeup. She looked up at me and smiled, I reached down to her with my face and kissed her. She had not put on lipstick so there was little damage to her makeup. She got up and went to her dresser and got an elastic waist nipper. It would have been tight on her on me it was really tight, but still not as bad as the corset was the first time. She said, “we need to keep your waist trained until you get you down to size.” I just groaned, was there never to be any relief she just kissed my cheek. You can wear this to work under your clothes Paula. I just hung my head down. Lisa popped me really hard on the butt and told me head up back straight, chest out. “Yes mistress,” I joked. For the next two hours I applied my makeup and cleaned it off moisturized my face and repeated the process over and over and over. Then she showed my how to put on an evening and night time makeup over and over and over. Finally I applied a daytime look again which she approved of highly. I sat and looked at the job I had done, and tried to memorize it. Lisa came up behind me and said, “guess what,” holding the corset. I stood and groaned as she took of the nipper and wrapped the corset around me, she then went to work tightening it up tighter and tighter until the two sides met in the middle. The only consolation I had was it could never get tighter. She tucked the breast forms into the cups of the corset. I learned to lean from the hips to put on my stockings and attaching them to my garters. She had me put on a white silk camisole on and then a sheer white silk blouse that buttoned up the back. She had me button it up myself. It took several minutes but I finally got the job done. Next came a knee length black cotton skirt, and the only shoes I had, were my 4 inch heels. Lisa dressed in less than half the time it took me and we headed to Sharon’s place. We stopped at the mall and I bought three more corsets and four waist nippers and Lisa bought three corsets matching mine. When we got to Sharon’s house, the girls had a school set up for me do this don’t do that on and on ad nauseam. I noticed Ginny and Lisa talking while I was being grilled and then they hugged each other closely. I saw some of the girls picking up my many bags and going out the door but I was not allowed to rest. Finally at about 10:00pm Lisa and I drove to my house. It was not as nicely appointed as her apartment but had more space although the rooms were not as large as her single bedroom I had three bedrooms a good size kitchen and dinning room and a large living room, definitely though a bachelor pad. I didn’t tell her but it was also paid for. She found a suit case and selected some of my male clothing and put them in the bag. She didn’t load any of my underwear though. We then returned to her place. She helped me out of one corset into another and showed me how to wash them. This corset she told me would be a leisure corset and would not be laced as tightly. I helped her into to her matching corset. We cleaned the makeup off our faces and she showed me more skin care techniques. In her bedroom, she opened a bottle of wine and lit some candles. We laid on the bed, sipping the wine and she opened up to me and told me her story we talked for hours until about 3:00am when she fell asleep in my arms. I awoke first on Monday Labor Day at about 8:00am. I got undressed and showered and put my wig on put a waist nipper on, and a matching white lace bra and panty set, a satin robe and a pair of heeled mules that had ostrich feathers. I did my makeup and looked at Lisa who was still asleep. I started the coffee and went to the living room, and turned the TV on and drank my coffee. About 9:00am I started breakfast when it was almost done I woke Lisa up with a kiss. She returned my kiss and then smelled breakfast and said, “Paula, I could get use to this you are great.” Becoming Paula She got up and hit the bathroom as I set the table and brought two plates of food and two cups of coffee. She came into the kitchen and started eating telling me, “you are a good cook, can you do as well with lunch and dinner?” I told her, “cooking is one thing I do very well.” At noon we got dressed both of us wore corsets that matched and casual dresses panty hose and flats. We went to a diner for lunch and hit the grocery store to stock Lisa’s pantry for two people instead of one. We got the groceries home and I stocked the shelves, and loaded the fridge. At 6:00pm I made a light dinner and we prepared to go to bed early. We kissed for a long time and I played with her pussy and clit. It is hard to suck a nipple through a corset. I was soon ready to enter her but I drew down to her pussy and ate her out big time, kissing her licking her massaging her clit with my fingers. After several orgasms I placed my cock at the entrance to her pussy and rubbed the head of my cock all over. I then entered her and fucked her for all I was worth I was surprise how long I was lasting but all good things must come to an end. She had two more orgasms and I collapsed after mine. We cuddled for a while and I stroked her hair. She looked at me with that evil grin on her face again and got up. A few minutes later I felt her fingers playing wit my anus and they were cold and slick. I started to turn and look at her but she turned me away from her. She pushed on finger and then two fingers into me stretching her fingers and pumping them in and out and stretching me. “On your knees, Paula,” she said as she guided me into position. She moved her hands to my waist and I felt something hit my butt cheeks and then center on my anus. It was cold and wet. The pressure started to grow and I felt something slowly enter my anus. The pain started to grow and Lisa told me to relax. As I did, I felt myself being slowly impaled then a sharp pain hit me and I felt about two inches of penetration. I relaxed again and the pressure increased again slowly after a couple of minutes her body came into contact with mine the pain was exquisite I came close to passing out. The pain slowly passed and I relaxed. Lisa asked, “are you ready for me to fuck you, Baby?” “Oh yes Lisa, fuck my ass,” I groaned. She then slowly pulled out of and pushed back in first an inch or two then she started longer strokes and faster strokes till soon she started slamming into me making me grunt a fire started to grow in my belly. I started to convulse and shiver I started cumming all over her bed and it was like fireworks went off in my head and I collapsed on the bed with Lisa collapsing on top of me. She pulled out of me and rolled me on my back. “Was that good Paula,” she asked? “Oh god yes,” I gasped and I saw a huge strap on dildo. We fell asleep with me in her arms. I awoke at 5:00 and got up and went to her bathroom sat and peed and showered I have never had as many showers in three days before but I guess it was part and parcel with being a woman. Shower before bed, shower in the morning shower during the day if needed. My anus was a little tender. I shaved, brushed my teeth and put on a waist nipper and a pair of panties and pantyhose. Then I got a shirt and pants from the closet and finished with my dress shoes I thought I need to get a smaller belt. I took my lady’s wallet and put it my coat pocket. I went into the kitchen and started making breakfast. I heard the alarm go off and Lisa said morning Paul, as she headed into the bathroom. By the time I had the table set and breakfast on the table Lisa was dressed In a 3-piece business suit, skirt, vest, jacket and white blouse with her hair up in a bun. She kissed me and sat down to eat. I told her I was going to call a doctor an ob/gyn about hormones today. Lisa asked me to make one for her to at the same time. I said sure honey. Lisa drove us to the office and we parted she told me it would be best if we didn’t hang around together at work but that my ass was hers when we got home. Before we left the car, she looked at me and told me she was desperately in love with me. I told her she was the most important thing in my life and I loved her. We kissed and made our separate ways to work. I got to my workstation and started my day. Ginny came by and I told her I was going to call her doctor today and make an appointment. Ginny asked me to make one for her also. At 10:00am I called Doctor Susan Parker’s office and told them that I wanted to make an appointment for me and two friends for the same day and times. I told her Ginny for a regular female exam, Lisa for a regular female exam and me for female hormones for a transgender male. The receptionist didn’t show any emotion on the phone but gave us three consecutive 10:00, 10:15 and 10:30am appointments with me the last, two weeks from today. I called and told Ginny and ran it down to her. She said she would tell Lisa. I called Charles my supervisor and told him I had a physical on the 18th and needed all day off. I was told it would be no problem. The next two weeks were a blur Lisa and I made love every day, some days me penetrating her, others her taking me and then other days going both ways. I was totally into being a woman. The girls became closer to me. The ground work was started for my sex change. On the 18th Lisa went to work and told me she would se me at the doctor’s office. I stayed at home. I got ready to go to the doctor’s office put on my bra, panty and panty hose and a sundress, with flats. When I got there, I was given forms to fill out. Ginny and Lisa arrived about 15 minutes till ten and one by one we were called weighed, BP taken, temp and pulse etc. given green gowns and put in separate rooms. Finally the doctor and nurse came into the room I was in and we had a long chat. Afterwards I was poked and prodded felt bled, urine taken, sperm taken, and so on. I then found out what those things were for on the exam table as I was old to put my feet in the stirrups. My scrotum, testicles and penis were examined in an embarrassing manner told to get dress and to was led to her office when I was dressed. As I sat and waited the doctor came in and told me that Ginny and Lisa asked to sit in, and she wanted to know if it was ok with me. I said yes they are my best friends in the world. The nurse led them in and we sat and talked Lisa looked at the doctor and pointed at me. She spoke to me and gave me a prescription for hormones and a referral to a psychologist. The doctor looked at me and said that she had good news for me also. I was going to be a mommy. I gave her a funny look. The doctor just smiled and I looked at Lisa who fluttered her eyes coyly at me and my jaw dropped and hit the floor. Ginny jumped up and hugged us both. Lisa transferred division so we could marry in November, in December I went from Paul to Paula. We moved into my home and let her apartment go. Late in April my daughter was born, we named her Ginny.