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Stephanie's Toy

By: cuckoldwishes



I think it's something every man thinks about at least once in his life. What would it be like to wear panties? They are soft, silky... sexy. When I first started wearing panties, was just a couple minutes at a time. I would wear them around, check out how they made my ass look and then I would masturbate and fall asleep. Over time I became accustomed to wearing them and I got braver. I would wear them to the store, to run errands, and even to work a couple times. At first I took meticulous care not to get caught I would always wear another pair of men's underwear over them and I would check constantly to make sure they were not showing. I was extremely paranoid and aroused. The pressure they placed on my penis and balls (and on my ass crack on thong days) made me constantly aware of them and made me think other people were aware too. But over time I became lax. I got use to wearing them everywhere and I realized that no one knew what I was doing. 

In the summer of 2010 I slipped into a pair of frilly pink undies and headed to work like usual. I remember thinking to myself that morning that I needed to stop. "It's no wonder you are 28 and single," I told myself in the mirror. Really, my panty fetish had nothing to do with it. I hadn't ever been close enough to a girl for that to matter. It's not that I'm an unattractive person, just kind of small. And from what I gather, women like their men tall. My shyness and self-esteem issues didn't help either. I parked in my normal parking spot and hurried to a meeting that I was already late for. During the meeting I daydreamed, like I always do, until some question brought me out of my trance. I stumbled through the morning in a daze mostly, making copies, answering question, pushing reports. It was all routine, and boring. 

Around 10 or 11 that morning I was in the break room when the unthinkable happened. My button popped off my pants and they fell straight to my ankles. I struggled with my pants, trying to fasten them before anyone saw but it was too late. I hear a girly voice from behind me.

"Oh my God! You are gay," she said. 

I spun around to see Stephanie standing behind me. Stephanie was a 22 year old intern who had only been with the company a couple months. She was beautiful. I had been secretly harboring a crush on her but could never get up the nerve to talk to her. She had long blonde hair, bright blue eyes and a perfect figure. And at 5'3 she was one of the few girls who I was actually taller than. I watched in horror as this sexy bomb shell to pictures of me on her phone.

"I can't believe this," she said "Everyone tried to tell me but I just thought you were shy!"

"No, please" I stammered "I'm not gay. Please don't tell anybody."

She looked at me with amusement in her eyes "Maybe I'll keep it to myself," she said "half laughing " but what are you going to do for me?" she asked.

"I'll do anything." I told her" You want the job, right? Well I'm good friends with your supervisor. Ill make sure you get it but please just don't tell anyone."

She pondered it for a moment, "Well, that's a start... but this is just too good. We are going to have to think of something else too. Where do you live? I'm going to visit you tonight."

I reluctantly gave her my address and phone number. We left the break room and avoided her as much as possible for the rest of the day. I was a paranoid mess the rest of the day. I thought every time I saw somebody that they knew what had happened. Around 3 pm I received a text from Stephanie. It was a picture of a man in panties. The caption said " I saw this and thought of you ;) " . I deleted it as quickly as I could and tried to get back to work. My hands were shaking so badly that I couldn't type on my computer and my thoughts were so scattered there was no way I could concentrate. I told my boss that I wasn't feeling well and took the rest of the afternoon off. I drove slowly to my home contemplating the horrors of the day and praying to God that Stephanie kept her word. By the time I got home I was numb. I sat on my couch in silence for several hours. I tried to calm myself down. "It's ok, " I said "nothing terrible has happened. Someone saw you in your panties and the world didn't end. That's a good thing..." 

Around 6pm I received another text from Stephanie. "I'm hungry, have something ready when I get there. I'll be over in about an hour."

"K," I responded simply. Dread welled up in my stomach. Over the past few hours I had nearly convinced myself that this had been a bad dream but then here I was, making dinner for the girl who held my life in her hands. She arrived exactly an hour later.

I answered the door to her after the first knock. As soon as the door opened she waltzed right in. "This is a nice place you got here, and man something smells good. I think we should eat before we talk business." I felt my face pale. I stared at her blankly. "Don't worry," she said "I haven't told anybody.. Yet. Fix me a plate please, I need to use the bathroom."

For the next half hour we sat in virtual silence. The food was good, I know it was but everything just tasted bland to me. "Cheer up," she told me "This isn't going to be so bad, we are going to have fun. You'll see." The look she gave me almost made me believe her. After dinner we settled in the living room. 

" Okay! " she said excitedly. " This is what I've decided. First of all, I'm going to be moving in. This internship doesn't pay you know and my lease is almost up on my apartment. So before I leave I will need a key to our house. You can help me move this weekend. From now on you are going to be my little toy, to dress up and play with how I want. I expect you to do everything I say. Also, whenever we are at home I want you to wear those cute little panties you have, and no pants. And I think this goes without saying but if you piss me off or refuse to do any of these things then I'll tell everyone at the office and ruin your life forever. Oh and I still expect you to get me that job, how does that sound?"

"I ..." I stuttered. I really didn't want to agree to any of those things but what choice did I have." Okay, "I said "but if I do this, will you delete the pictures?"

"Umm, no." she said. "Those pictures are the only insurance I have that you will keep your part of the deal. In fact I was thinking we might do another little photo shoot tonight. How does that sound?"

"No way!" I said "Then you will just have more blackmail to use against me!"

"Um, yeah.. " she said " that's sorta the point. But come on. You know it will be fun. And plus, you don't really have a choice."

She was right about that, I knew. I slowly nodded my consent. "Okay, "she said. " Lose the pants. You are not allowed to wear pants inside this house again!" 

Slowly I un did my pants and lowered them to the ground. I was still wearing my pink panties from earlier. "Ugh! You need to take care of that." She said, indicating my pubes. "I can see your pubes sticking out the top of your undies, not cute. Go shave that off then you're going to show me the rest of your panty collection. I know you have more than one pair right?" I nodded and hurried off to shave.

Thirty minutes later I was clean shaven and back in my panties. "Much better," Stephanie said "doesn't that feel better?" she asked rubbing my cock through my underwear. "Now you can really feel the lace on that little dicky, huh?"

My cock grew under her touch, 'Yeah.." I said to her "it feels better."

"Good, now take me to the rest of your collection". I showed Stephanie to my room and showed her to my underwear drawer. "Wow," she exclaimed, "you may have more panties than me. Why don't you try these on for me." She said, handing me a blue thong. I slipped into them and stood for her to inspect me. "very nice," she said. "Now try these," she said handing me a pair of black lace panties. "Oh, I like those. Bend over for me so I can take a picture of your bum." I stared at her blankly and didn't move. I felt awkward being asked to pose in compromising positions. Stephanie sensed my hesitance and called me over to sit with her on the bed.

She stroked my arm and looked me in the eye, " Look," she said " I know you are feeling vulnerable and uncomfortable right now but if you just relax a little and try to have some fun I promise this will get better. Think about it. What would you be doing if I wasn't here?" I thought for a moment before she continued. "You would be dressed up just like you are now strutting around by yourself. Isn't this so much better? Getting caught may be the best thing that ever happened to you. Now you have someone who knows your dirty little secret and accepts you anyways. Now isn't this better than masturbating by yourself into panties and falling asleep?"

I thought about what she said. She was right. I hadn't really lost anything from this deal. The only thing that was different was now I had a smoking hot 22 year old girl to share it with. I was very nervous about the blackmail but she hadn't asked me to do anything outrageous. And somehow the idea that I had to do whatever she told me to made it more fun. "Your right," I said

"Good!" she exclaimed excitedly. "Now get over there and show me that ass!"

I walked back across the room and bent over so Stephanie could have a clear view off me. I heard the cameral go off. "Damn, girl!," she said. "You've got a nice ass! I know girls who would kill for an ass like that." I looked in the mirror and realized she was right. From the waist down I had a great figure. If people only saw my ass and legs I could pass as a girl easily. "Okay," she said "Just a couple more shots and I'll leave you alone for tonight." 

Stephanie picked out a couple more pairs of panties for me to try and snapped plenty of pictures. About half an hour later she was finished and I was allowed to pick out a pair to sleep in. 

"Can I ask you a question?" Stephanie asked.

"Sure," I said.

"When was the last time you were with a woman?"

The question hung in the air and I struggled to find an answer " I... uhh..." I stuttered.

Stephanie's eyes grew big as she realized what I was trying to say. "You're a virgin!" she said "Now I get why you are so shy."

"Yeah," I replied.

"Okay, well let me ask you this, what all have you done with a girl?" Stephanie asked.

"Well, I made out with a couple of girls when I was in college and I ate a girl out one time, but I wasn't very good at it." It took all I had to answer her question.

"Wow," she said "I am truly amazed. Okay well I'm going to get out of here. I'm getting tired. Try to get some sleep tonight." After I showed her out I headed to my room and collapsed on my bed. I was drained. Emotionally and physically exhausted. I laid in the dark for a while thinking about my situation. 

A little before midnight, my phone dinged, indicating that I had a message. It was from Stephanie. The message read "I hope we can keep this arrangement friendly but never forget that I have these. I own you ;)" Attached was a picture of me wearing black lace panties. The left margin it now had the caption, "Little girls love wearing pretty panties" 

TO BE CONTINUED

Stephanie's Toy Ch. 02



As promised, Stephanie moved in the following week. My life changed rapidly after that. Being Stephanie's toy turned out to be a lot of work. She put me on a strict diet and exercise routine. We woke up at 5 every morning. Three days a week we ran and three days a week we did yoga. The seventh day we spent stretching. As for the diet, I was restricted to basically a vegetarian meal plan. I ate tons of vegetables, fruits and soy. I was allowed occasional chicken products. 

We also played dress up a lot. I was her life size Barbie doll. We had a lot more photo shoots together. The first day Stephanie moved in she decided I needed to wear makeup. I resisted but in the end she won. I sat cross legged on the ground while she painted my face. The makeup felt weird. It was heavy and uncomfortable and I kept forgetting not to scratch my face and messing it up. 

"Do you like wearing make up?" Stephanie asked.

"No," I said defiantly. But my cock betrayed me. It was rock hard. Since I was only allowed to wear panties, there was no way to hide my excitement.

"Okay, sure. I believe you," she said with a knowing smile.

It took about half an hour to finish my makeup and when she finished I looked ridiculous. I looked like a clown in panties. I immediately wanted to wash it off but Stephanie forced me to wear it for the rest of the night. She said it was good practice.

There were nice parts about Stephanie moving in. For one thing she cooked. Stephanie loved to cook and she was good at it. She made all of our meals every day and I was just responsible for the clean up. And it was nice having someone else around the house. I can't tell you how many lonely hours I spent wishing I had someone , anyone, to talk to.

Stephanie also loved to watch porn. And even better, she didn't like to do it alone. Two or three times a week we would sit together on the couch and watch porn. While she watched a huge variety of different pornos, her favorite genre seemed to be lesbian and interracial porn. As we watched she would release my cock from my pants and stroke me. ( I would have gladly stroked my own cock but she didn't want me to. "Little girls don't play with little dickies" she would tell me in a childish voice.) 

"How do you think he feels?" she asked me, indicating the hung black man on the screen.

"Powerful," I responded "and horny." I watched as he drove his massive cock deep into a petite young blonde girl. The girl moaned and cried as his cock pushed deeper and deeper into her.

"And her?" Stephanie asked. "How do you think she feels?" I examined the look of ecstasy on the girl's face. Her lips were opened slight apart, her eyes were closed. Her makeup was slightly smeared and her hair was messed. 

"She looks like she's enjoying it," I replied

"Well yeah, obviously but how does she feel?" she said

"Um ... good, I guess. She feels his cock inside of her, she wants his cock inside of her. She's horny," I said.

"No, No, No. A woman's existence is not centered on her vagina. Look past her genitals and look at her as a whole. Here Ill help you." Stephanie was facing me now. I was still transfixed on the screen. She spoke into my ear while I watched. "She feels desired." She started. "She feels wanted. Look at how he drives into her. It's almost like nothing else in the world exists. Only her. She feels sexy. Watch how she pushes back against him, absorbing his manhood. Watch how he pulls her hair, slaps her ass. She feels... owned, by him. Possessed. She is his property right now. But that's how she likes it. She wants to be owned by him... controlled by him. She feels safe in his strong arms. Protected. More than anything, she feels alive. Watch her while she cums again. She is lost, given in completely to this moment. To life."

Now I was the one moaning. My pulse quickened as she stroked my cock. "How would you like to be her? How would you like to give up all power and become controlled by someone else? Owned. Possessed. How would you like to desired? Sexy?" she whispered the last words into my ear. Then she bit my ear lightly and squeezed the head of my cock. I lost my load in her hand and all over my panties. "I thought so," Stephanie smiled and kissed me on the cheek. "Alright that's enough fun for one day. I'm going to bed, Goodnight."

________________________

The atmosphere in the house made it easy to forget that real life was going on; deadlines, late night, inventory, audits. Life was getting hectic at the office for both me and Stephanie. We often worked well into the night and more than once I was the last person to leave the office.

It was getting close to the end of Stephanie's internship and the stress was piling up on her. Even though she had me to help her she still wasn't guaranteed the job. She had a lot to do and learn and she had to prove herself. 

It was around 8pm. I came home after another long day at the office. When I walked into the house I could hear soft sobbing coming from Stephanie's room. I pushed the door open.

"Stephanie? Sweety are you okay?" She was sitting on her bed crosslegged, surrounded by paper work. When she saw me she quickly tried to wipe the tears from her eyes.

"Im fine." she said. " Sorry, Im just a little overwhelmed. This paperwork is so confusing. I don't even know what I'm looking at. I don't know where to start." I sat beside her on the bed and put my arm around her shoulders. Stephanie rested her head against me and cried while I held her.

" Ill tell you what," I said. " Why don't you go take a shower and get ready for bed. Ill finish these reports up for you. And then tomorrow after work I can teach you how to do these the easy way."

"Really?" she said " Are you sure you don't mind?"

"Really," I said. " I said I would help you get the job right? Go to bed. I will take care of it." I held her for a while longer. I felt strangely at ease. It was a while before either of us spoke. Stephanie broke the silence.

"You know, I think you need a new name. A girly one that you can go by around the house. I think that would make me feel better."

"Okay," I said " what did you have in mind?"

"I was thinking Brooke. I think you look like a Brooke to me."

" Sure," I said. " You can call me whatever you want."

An hour later I was sitting in my room filling out the reports. They were actually not hard but I could see how Stephanie struggled with them. I worked late into the night to get everything finished and filled. My mind kept wandering as I worked. I couldn't keep my mind off of Stephanie. It had broken my heart to see her cry like that and I would have done anything to help her. I wondered about the extent of our relationship. What was she to me anyway? A captor? Freind? Maybe more? I secretly hoped that Stephanie had feelings for me. I knew that I was falling in love with her.

The next day at work was a great day for Stephanie. She had impressed everyone with the work she had done. In the break room, her supervisor raved about her to everyone. I took secret joy in knowing that it was actually my work that he appreciated. Two weeks later it was announced that Stephanie got the job. Everyone was extremely excited. We were happy to welcome her to the team.

______________________

It was Saturday night. I was sitting quietly in my room on my bed. I was wearing my favorite panties and painting my toenails with bright pink polish. Stephanie had given me several bottles of polish and told me I needed to start practicing. She had been much more forceful lately. There was a knock at my bedroom door. A moment later Stephanie poked her head in. " Hey!" she said " What are you doing tonight?"

"Um, nothing I guess. Why?" I answered.

"Great," she said " I'm going out with some friends tonight and we need someone to DD for us. So get dressed. We are going to the club."

After she left I slipped a pair of pants over my panties and picked out a decent shirt. Then I left the safety of my bedroom. I could hear the girls down the hallway. I walked to Stephanie's room and saw three of the most beautiful women I had ever seen. 

"Here he is," said Stephanie "This is my roommate."

"So this is pantie boy?" asked one of the girls. All four of them giggled when she said it. I just stood there dumbfounded. I had lost my voice.

"Yep," Stephanie said "that's the one."

"You told them?" I asked in a strangled voice " You promised you would never tell!"

"No," Stephanie corrected me " I promised not to tell anyone at the office. Relax. They don't know anyone you know. Your secret is safe."

"Yeah," piped in one of the other girls " don't get your panties in a wad!" The girls laughed hysterically at her comment. I could feel my face reddening and my cock stiffening. 

"Brooke," Stephanie said to me, " I would like you to meet, Ashlee, Chloe and Maria. Girls, this is my room mate, Brooke." 

I mumbled a greeting to the girls and then left the room quickly. I could hear them laughing again as I fled. I was humiliated. And there was nothing I could do about it. I waited patiently while they finished getting ready then we loaded up in my car and headed to the club.

We arrived at the club a little before 9 pm. It was packed. Stephanie told me to grab drinks for everyone and find a table. While I waited in line the girls hit the dance floor. It took nearly 40 minutes for me to get service. I couldn't help but wonder if I would get faster service if I had breasts. I pushed through the crowd and found a table for us in the far back corner of the building. I watched the girls while they danced with guy after guy. Periodically they would return to the table for shots and then run back to the floor. It was my job to keep the drinks coming.

The girls seemed to be the center of attention. Every guy around them was trying to get their attention. I watched as Stephanie moved her hips against the crotch of a tall latin man. I felt the fire of jealousy well up in my stomach as I watched him rub his hands down the front of her dress. I thought about saying something to him. Telling him off for trying to take advantage of her. I imagined how grateful Stephanie would be when I saved her from this brute. But all illusions of being the hero faded when I caught a glimpse of Stephanie's eyes. Her eyes were filled with passion, fire and lust. The man continued to force himself on her. Stephanie kept pushing him away but I could see in her face she wanted him to keep trying.

The song ended and Stephanie left the dance floor. I was grateful to see her headed my way. When she reached the table I gave her a drink and told her how beautiful she was. She just smiled at me. We sat together in silence through a couple of songs. Then I felt Stephanie's breath on my ear. It made me shiver.

"Look at them," she said, indicating her friends. " Look how sexy they are when they move."

Chloe was the person I had the clearest view of. I watched as she seductively danced with a muscular black man. She was extremely sexy.

"What do you want, Brooke?"" Stephanie asked me. " Do you want to be with a girl like that? Or do you want to BE a girl like that?"

"I want to be with her." I responded instantly. " Stephanie, I know we play these games but my desire to be a woman ends after I orgasm. Its all just pillow talk. You know that."

" Oh really?" she said. " They why don't you get out there and find a girl to dance with? There are hundreds of beautiful women here and yet you sit here quietly waiting. For what Brooke?"

I didn't have an answer for her.

" Watch her, Brooke." Stephanie told me. " Think about how you would feel if you were here. Look how tightly her dress hugs her hips, Look at her ass in those heels. Watch how her hair falls over her shoulder. How do you feel? Sexy? Hot? " Stephanie's hand moved to my lap and she gripped my now erect cock. "Look how she moves. Watch her rotate her hips. Look how she leans back against her partner, teasing him with her body. "

I watched intently as Stephanie stroked my cock. Chloe's eyes had the same look in them that I had seen in Stephanie not so long ago. Lust. The man she was dancing with was trying hard to slip a hand under her dress but she stopped him, just as Stephanie had. The man also had lust in his eyes. I could seen in his face that he would do absolutely anything for a chance to be with this girl. Even if for only a few moments. Chloe had cast a spell on him and he was powerless to resist.

" How would you like to feel like that?" Stephanie asked me. " How would you like to feel sexy, desired. How would you feel if someone wanted you as badly as that man wants Chloe right now? Do you think you can achieve that as a man? Do you think any girl in this club wants you like that?" Stephanie stopped stroking my cock. " Now, Brooke, look at Chloe and ill ask you again. Would you rather be with her? Or be her?"

I watched Chloe's dance partner as he guided her hips with his hands, felt up her ass, grabbed her breasts. I couldn't answer Stephanie's question.

"Thats what I thought," she said and then disappeared back onto the dance floor.

The night wore on. Ashley and Chloe were ready to head home but Stephanie and Maria wanted to stay a while longer. It was decided that I would take Ashley and Chloe the their houses and Stephanie and Maria would catch a cab later on. I left with the two girls and saw to it that they made it safely home. We actually had a very pleasant conversation. Now that the shock of my secret had passed, I found that it was much easier to talk to them. I was actually grateful to have more people to talk to. It was nice not having to hide things from people. After I dropped off the girls I headed back to the house and got ready for bed.

As I fell asleep I kept thinking about Stephanie's question. Do I want to be with a sexy, beautiful girl? Or do I want to be a sexy beautiful girl.

______________________

I was awoken by a loud crash around 3 am. I heard Stephanie's laugh from the living room. She was drunk and probably knocked something over. I was just glad she had made it home safe. I heard footsteps down the hall and her door opened. I closed my eyes and tried to drift back to sleep. But something made else caught my attention. A male voice. Jealousy filled me again

I put my ear against the wall that is shared between our rooms. I could hear talking but no words. There was definitely a man in there. I could hear Stephanie laughing then I heard nothing. The house was quiet. I wondered what had happened. Did he leave? is she asleep?

Then I heard it. The bouncing of the bed springs. The noise grew louder as he picked up the pace. Then I heard Stephanie's voice again. Well, I heard her moans. I felt betrayed. I could have almost cried. Even as upset as I was my cock still managed to stiffen. I stroked myself and listened to the lovemaking next door. Stephanie's moans were much louder now. I could hear her clearly through the walls. I came in my hand long before they were done. After I had cum exhaustion took over. I fell asleep to the sound of Stephanie's pleasure, less than 10 feet away.

TO BE CONTINUED



Stephanie's Toy Ch. 03



THIS STORY CONTAINS THEMES OF FEMINIZATION, CROSSDRESSING AND FEMDOM. IF YOU DO NOT LIKE THESE TOPICS THEN PLEASE DO NOT READ THIS STORY. I APPRECIATE ALL CONSTRUCTIVE CRITICISM BUT RUDE COMMENTS WILL BE DELETED. THANK YOU AND ENJOY ;)



I stared at myself in the mirror. Over the past few months my body had changed a lot. I had never been fat but I did have a little meat on my bones. A lot of it was muscle. My shoulders and arms were much bulkier than now and my waist was rounder. Now I was extremely slim. EXTREMELY slim. I had cut down from about 160 LBS to less than 130. The diet and exercise plan Stephanie had me on had worked to well as far as I was concerned. But she insisted that I cut down even more. The goal weight that Stephanie had set for me was 120. I didn't think it was possible for me to weigh that much but now I was very close. I knew it wasn't healthy for a man to be that skinny but Stephanie insisted and I had no choice. The frustrating thing was that no matter how hard I tried, I could not seem to lose the weight that had gathered around my hips. I had squatted and lunged and sat up a million time but the weight persisted. If I could just drop the hips I would be at the weight Stephanie had set for me. 

I turned away from the mirror and slipped into a pair of black satin underwear. Then I pulled out a mini-skirt and pulled it on over my panties. The fabric felt soft soft and silky against my freshly shaven skin. I looked at the mirror and marveled at how the skirt clung to me. I could pass for a girl if it hadn't been for the obvious bulge in my crotch. Not that I was hard or anything. I couldn't get hard anymore. Stephanie had locked me in a chastity cage to prevent me from touching myself. "Pretty little girls don't play with their penises," she had told me. She said she did it for my own good. She liked the way I acted when I was locked. I was more submissive, less rebellious , more attentive and more emotional. I was more like a girl, she said. I asked her if I could take it off just for today but she said no. Stephanie liked to see my little bulge. I couldn't help but wonder if the cage was affecting my health though. I had heard that men who do not have regular ejaculations were more prone to prostate cancer. Stephanie said that was just a rumor. We did have our play time once a week and sometimes she let me cum so I figured that was good enough. There were other worrying signs though. I had started to have a hard time getting hard. It took a lot of effort and sometime I couldn't no matter how much I tried. The weird thing was I was still horny even without a boner. A few times I had even orgasmed when I was soft! Aside from that I felt like my penis and balls had gotten smaller. They had a shrunken look about them. I raised my concerns to Stephanie but she assured me it was all in my head.

I picked up a matching top for my skirt and slipped it over my head and the I fixed my wig in place. Up until a few weeks ago I was only allowed to wear nothing but panties inside the house. That included times when Stephanie's friends were over (Which had become more and more often). It was extremely embarrassing to be demasculinized like that infront of so many beautiful women. But the worst part was when she would bring men home. The would look at me with amusement when she introduced me to them as Brooke.I would just hang my head in shame and watch them disappear into her room together. Then I would listen intently as the sounds of their fucking filled the house. The jealousy that I felt the first time Stephanie had brought home another man was still there. But somehow I got a sick pleasure out of listening to her fuck. Her moaning and cries drove me wild. I liked to imagine that it was me that was making her cry out like that. Stephanie had crushed that dream though. She made it clear that she was not interested in dating men who wore panties.

A few weeks ago Stephanie had decided to change the rules though. I was now supposed to dress and act as fully as a girl whenever we were at home. It was actually a relief. Now I could cover myself up a little bit, though Stephanie still banned the wearing of pants and long dresses. It was all skirts and short shorts for me but it was better than nothing. In addition to that I also had to start doing my makeup. Stephanie had helped me a few time but now she said it was up to me. She also made me spend and hour a day taking online voice acting lessons and made me talk in my "girl voice" at all times. The voice was the most frustrating thing. Sounding like a girl was not easy but Stephanie assured me that I would get better over time. 

Inside the house I had become Stephanie's pet. I was a slave to her every command and her best girlfriend. Her power over me had grown immensely over time. It was now far beyond the blackmail that had gotten me into this mess. She still had the pictures, I knew, but that was not what was keeping me there anymore. Nor was the cage that she had locked around my cock. She still told me from time to time that she would send the pictures out if I disobeyed her and she threatened that I would never see my cock again but we both knew that even without the blackmail and without the cage, she owned me. She had become an integral part of my life and I could not see life without her. It was weird but I loved her. Actually it was more than that even, I was IN love with her. And she knew it, and she used it against me every day.

Outside of the house things were normal. No one at the office knew about Stephanie and I. Infact none of the knew we were even friends much less living together. She had risen fast in the company. She had received two promotions since being hired on. Everyone loved her. If she kept going she might even take my job. 

The game's Stephanie and I played never left the safety of our home, that was until today. We were going shopping. And I was going dressed as a woman. When Stephanie had first told me I was in shock. There was no way I could pull it off. I didn't actually look like a girl and my voice would never pass for a woman's. But Stephanie wouldn't hear it. She said I was just being paranoid and told me if I didn't talk then no one would doubt my voice. I put the finishing touches on my makeup. I stared at my face in the mirror and couldn't believe what was happening. I looked nothing like a girl. My face was broken out, my eyebrows looked ridiculous, my chin was too sharp my cheeks to sunken. There were wrinkles under my eyes and my nose was way too big. There was no way anyone would think I was a girl. Someone was going to see me. Someone would point out that I was a man and I would be embarrassed publicly. Someone who I knew was bound to be there and if I was seen my life would be over. I pleaded with Stephanie to leave me at home but she insisted.

"We are going shopping for YOUR cloths. How can I do that without you there. You have to try stuff on thats the way it works now get ready!" Stephanie had used her stern voice. It was a conversation ender.

I left my room and let Stephanie know I was ready and then together we left the safety of our home.

Stephanie drove us to the mall. "Don't worry," she said " just think about the good parts about this. Won't it be nice to have your own wardrobe? then you wont have to wear my old clothes anymore. Look if anyone tries to talk to us I'll just tell them you are mute. We can text back and forth and no one will ever know the difference.

Victoria's Secret was the first store we came to so we stopped there first. Paranoia was running rampant in my head. I felt like I had just entered a forbidden place. Stephanie looked through their sales racks and asked my opinion on several bras and thongs. A woman walked over to us and I almost cried. I just knew she was going to say something. My palms were sweaty and my face paled. 

"Can I help you find something?" she asked politely.

"No thanks. We are fine for now," Stephanie respond.

"Okay, just let us know if you need anything," The lady smiled at me and walked off. I almost died of a heart attack. 

We picked out a few new things and left. I didn't need much since I already had my own underwear collection. The next store we went too was Forever 21. Together, Stephanie and I picked out a couple of cute dress and skirts for me to try on. I walked to the men's fitting room out of habit. Luckily Stephanie grabbed my wrist and reminded me that I was not a man. The lady at the counter didn't notice.

"Room three is open," she said. And I walked back to the women's fitting room. It was a weird feeling. I had never been in a woman's fitting room before. It was the same as a man's, of course. But I just had the feeling that I didn't belong there. The other women in the rooms didn't even give me a second glance. I felt like a spy who had just infiltrated enemy lines. I laughed at myself and then tried my cloths on. I decided that I wanted to buy all of them.

Stephanie was waiting for me at the register. We checked out and headed to another store. And then another. Every time we interacted with someone my confidence grew. No one knew that I was a man. I started to loosen up and It actually became fun. I tried on dozens of outfits and loved every second of it. Stephanie seemed proud of me. "See?" she said. "I told you so."

After a full day of clothes shopping we headed to the food court for a bite to eat. We were sitting at a table chatting when Stephanie said, "Don't look now, but I think those guys are checking us out."

"Checking you out maybe," I responded. But then when I looked I could see she was right. We were sitting in front of a table full of guys and everyone one of them had their eyes on us. Not on her, on US.

"Oh my god, You're right," I whispered in my best girl voice.

"I told you so,' She said smiling. "You make a better girl than you think you do."

After we finished our food we headed to the car and left. I talked to her excitedly the whole way home. I couldn't believe how well it went.

"How did you feel when those guys were checking you out?" Stephanie asked.

I blushed and didn't answer right away.

"Well?" she said.

"I felt good," I started. "I felt pretty. It really made me feel better about myself. And I was proud of myself for pulling it off. Really happy," I told her. I had gotten better at answering these sort of questions. Like any boy, I was not very good at expressing my emotions but Stephanie's games had helped me to be able to better express myself.

She just smiled at me and said, "I told you so."

+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++

The next weekend Stephanie decided we needed to go to the club. I was nervous about it. It would be different from the mall. There would be men there. Horny men who wanted to touch me. I wasn't interested in men and wasn't thrilled about the idea of them groping me all night but Stephanie said it wasn't about that.

"It's about feeling sexy and pretty and shaking your ass with the girls," she explained

" But what do I do if someone wants to dance?" I asked.

"Then dance," she said.

" But what if I can't move like a girl?" I asked.

"Listen," Stephanie said. " Dancing is easy. just close your eyes and move to the beat thats all you have to do. Swivel your hips and you will be fine. And if you get nervous when dancing with a guy just let him guide you. Close your eyes, listen to the music, feel for his body and move with him. Its easy, I promise."

I wasn't so sure.

I carefully picked out my outfit. I wore a short black dress, and pink heels. I meticulously fixed my hair and makeup and borrow some of Stephanie's jewelry to wear. I was impressed with my overall appearance but I was still nervous that someone would find me out. I couldn't quite pull off the dress because I had no breasts. We made it look as best as we could and then we headed to the club.

I had been in this club a dozen times before now. I was a regular DD for Stephanie and her friends but tonight was different. Tonight I was a girl. I felt a hundred eyes on me as we walked in. The club was packed. We went to the bar first to grab a drink. I was amazed at how much faster I got service as a girl. No more long lines for me. We stood at the bar for a minute. Before we could even finish our drinks we had men around us. I was surprised that I seemed to be getting as much attention as Stephanie was. I watched as a guy drug Stephanie to the dance floor. Several men offered to buy me drinks and asked me to dance but I politely declined. Another thing that surprised me was that my girl voice was working. I wasn't sure if it was because it had gotten better or because it was so loud that the guy couldn't tell the difference. Either way it was a blessing.

Eventually Stephanie returned to the bar. She grabbed me by the hand and drag me onto the dance floor. " Come on," she said. "Loosen up." 

I was never a good dancer so I was nervous. I followed Stephanie's lead and tried to dance like a girl. I put my hands over my head and swiveled my hips to the beat of the music. Then I felt hands on my hips and a large body behind me. I was startled and didn't know what to do. I looked to Stephanie for guidance. She just smiled and indicated to me to keep going. I looked behind me to see who it was. It was a black man. He was about 6 foot tall and heavily muscled. He had a tight grip on my waist and he was guiding my hips. I looked him in the eyes and smiled. My heart was beating fast. I didn't know what to do next. The whole world slowed down and I felt like everyone was staring at me. I closed my eyes and let him guide me like Stephanie had said.

It wasn't so bad. I began to loosen up a bit and I moved my hips by myself. I could feel him growing hard against my ass. I rotated my hips against him. I felt his hands on my hips guiding me, pushing me against his cock harder. I felt like he was trying to fuck me through my clothes. I laid my head back against him and lifted my hands over my head. He then started moving his hands all over my body. He rubbed my stomach and thighs. I could feel his breath on my neck as he pushed his hand under my dress. I stopped him from going to far. Then he spun me around to face him. He looked me in the eyes and pulled me close. I wanted badly to look away from his gaze but somehow I couldn't take my eyes away from his. I felt his hands run down my back and rest on my ass. He pulled me close to him and I felt his cock against my front side. It was thrilling.

Song after song ended and I continued to dance with him. I couldn't help but wonder where this was going. It obviously couldn't go too far but it was only a matter of time before he became more aggressive with me and I wasn't sure how I could stop him. Luckily Stephanie bailed me out. She grabbed me by the hand and pulled me. I was torn inside. I knew I had to go with her, nothing could go any farther with this man, but I was really disappointed to have to leave. We headed for the car. Stephanie could sense my disappointment I think.. 

She said "Don't worry, I have a surprise for you at home.

When we arrived back at the house Stephanie instructed me to sit on the couch. Then she disappeared into her bedroom. When she reappeared she was wearing a see through lace gown. She had a DVD in one hand and a key in the other. "Are you ready?" she asked.

I was. It had been over two weeks since we had played this game and twice that long since I had been allowed to cum. She seductively went to her knees in front of me. She pulled down my panties and revealed my locked cock then she slipped the key into the lock and freed me. All the while she was talking to me. "I'm so proud of you," she said. "You have been such a good little girl. I have been saving this for you and now I think you are ready. But only if you promise to keep being a good girl."

"I promise," I said.

"Okay," she said stroking my cock to life. " I want you to tell me what the girl in the video is thinking and feeling." She sat on the couch beside me and pressed play on the DVD player. My cock was half hard in her hand. The image that appeared on the screen surprised me. It was Stephanie's room. It was empty but I could hear voices. Then the door opened and Stephanie entered with a man. I recognized the man as the guy Stephanie had first brought home a few months ago. My jealousy raged inside of me and my cock stiffened. I watched as Stephanie embraced the man. Their kiss was fiery. Stephanie looked so small and innocent next to him. And he looked massive and powerful. They struggled with their clothes for a second and then each was standing in the room naked. The man forced Stephanie down onto her knees and she took his massive member into her mouth.

"Tell me," Stephanie whispered.

"She feels powerless," I said. " She is out of control of her body. She feels dirty and slutty. She likes being on her knees. It makes her feel even smaller compared to him. She wants to please him." On screen I watched as Stephanie bobbed up and down on his cock. With his massive hands he forced his rod far down Stephanie's face. It looked painful but Stephanie didn't stop. She wanted more. The man let her up and put her on her knees on the bed. Her pussy was presented to him at the perfect height. From behind he pushed his cock inside of her. I heard Stephanie gasp as he entered her

I continued, " She isn't thinking anymore. She is letting him control her. She has no thoughts. She loves being treated like a slut. She loves his hands in her hair and around her neck. She feel like a child when he slaps her ass. She is so small, and helpless. She feels safe under his body, protected. She is comfortable.She can feel his full balls slapping against her" The man flipped Stephanie over and entered her missionary style. The moans increased and I watched Stephanie's body spasm as she had orgasm after orgasm. Finally her man began to moan. He pushed his cock deep inside of her and unloaded his cum. Stephanie had her arms and legs wrapped around him and held him in place. The two laid there for several seconds, intertwined.

"What is she feeling now," Stephanie asked me.

"She feel content. Happy to have pleased him. She feels like a woman."

"Very good," Stephanie told me. There was cum oozing out of my penis and onto my pretty new dress.

TO BE CONTINUED



Stephanie's Toy Ch. 04



"Have you noticed anything different about your body since I've moved in?" Stephanie asked.

It was breakfast time. I was finishing up my fruit. That was pretty much all I was allowed to eat in the mornings. Stephanie and I had just finished our routine workout. This morning was yoga. I wasn't thrilled about yoga when we first started but it had really grown on me. What use to be hard, I now found very relaxing.

"I'm a lot skinnier," I answered her. That was the truth. At 127 pounds I was as light as a feather. But I still needed to lose 7 pounds to meet Stephanie's goal for me. I didn't think it was possible.

"Any thing else?" she asked.

"Not really..." I answered her, unsure what she was getting at.

Stephanie looked slightly disappointed with my answer. We finished our breakfast and got ready to head to the office. Stephanie was up for review today. She would be getting promoted again soon. If she got the promotion she would be making as much money as I did. I was amazed at how fast she had risen. I secretly wondered if maybe her good looks had helped her any.

I was searching for a new pair of panties in my room when I felt Stephanie's gaze on my back. She was standing in my doorway.

"I want you to quit your job." I looked at her and stood in silence for a moment.

"What?" I asked her, wondering if I had heard right.

"Quit your job," she said again.

I thought about the years of hard work I had put in to get where I was. I thought about my benefits, and my retirement. I thought about my colleagues at the office. There was no way I could quit.

"Why would I quit my job?" I asked her.

"Because, you don't need it anymore. I make nearly as much money as you do now. I can pay our bills no problem. And then you will be free to do other things." 

"What other things?" I asked her.

"Well I thought you might take a job at the mall or something like that. You could work retail. And then you would be able to live as girl full time. Even at work. I worked with a transexual at Sally's when I was in college. No one cares. It will be great."

I looked at her in disbelief. There was no way I could do what she was asking. It was to much.

"I can't live as a girl full time," I told her. "I know we have a lot of fun playing these games at home but thats all. This doesn't extend into our real life. What about my friends? My family? I can't just stop being a man."

"You don't have any family," She said. "Your parents are dead. You have one aunt who lives across the country and a brother who you haven't heard from in nearly ten years. And what friends do you have. People from the office? They are not your friends. If you quit today life would go on as if you were never there. They are just acquaintances. I am the only important person in your life."

I struggled to find words. That was harsh. I felt tears forming in my eyes and I fought to keep them back. "It's not just that," I said. " I'm not a woman, I'm a man. I have a penis, my voice is scratchy, I don't have breasts."

"Look at your self," Stephanie commanded me. " You look just like a girl. And you would look even more like a girl if you worked in a place where you could grow your hair out. You haven't noticed it yet but I have. And I'm not the only one either. I've heard people at work talking about how feminine you look. Your body is changing."

I looked at her blankly. She must have sensed my confusion.

"Look," she started. " I know this has all been just a game to you and that's the problem. This isn't a game this is your life and its time you realized it. And the only way for you to accept this is to completely immerse yourself in feminine culture. Everything I have done over the last seven months has been to shape you into a woman. Our work outs, our diet, everything. I plan every meal meticulously. Every bite you eat is designed to increase your estrogen levels and decrease testosterone. And the multivitamins you take in the morning? They are estrogen pills." Stephanie paused and I studied her face not sure what to think.

"Your lying," I told her. "This is just another game."

"No, I'm not," She said " Look at your hips. Look at all that fat around your hips you can get rid of. You weigh less than 130 pounds and yet you still have fat around your hips. Do you think thats a coincidence? No. Your body has started storing fat like a woman. And your erectile problems? That isn't because of the cage I make you wear. Its because of the estrogen in your body. Have you notice how fine your facial hair has been latley? You barely have to shave these days. And how does your chest feel. Tender maybe? A little swollen?"

My hand went instinctively to my breast. I had notice they were a little sore a few days ago but I didn't think anything of it.

"You are growing breasts. They may never be as big as mine or some other girls but you will have breasts. Your own natural breasts. All this time you have thought you were playing the part of Brooke but really that is who you are. You are Brooke. And the only way you will ever be happy is if you accept it. And thats why you need to quit your job. Stop pretending to be a man. It's time." 

I stood quietly for several seconds trying to make sense of what I had just heard. Everything she had said was true but I raked my mind for another explanation. There was no way this was happening to me. I wanted to lash out at her but I couldn't.. Tears started falling from my eyes. This was the last thing I needed. To cry like a girl.

Stephanie tried to hug me, "It's ok sweetheart," She told me. "Everything will be okay if you just trust me."

I pulled away from her and shoved her hard out of my way."Fuck you!" I yelled at her and then ran out the door.

+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++

I drove with no where in particular to go. My mind was numb. I didn't have any idea what I should do or where I should go. I knew that I should probably to work but Stephanie would be there and I didn't think I could face her. If I saw her I might cry again. It wasn't even that I was mad at her anymore. Or that I was angry about what she was doing to me. I mean, I was angry but I had a very hard time staying mad at her. But I did feel bad about shoving her and yelling at her. I knew it was stupid . I had every right to do that and more but somehow none of this was her fault. I blamed myself for everything. I needed to apologize to her. There was nothing more in the world that I wanted, than to have her hold me and tell me everything would be okay. I started to cry again.

"Man," I thought to myself. "I really am acting like a girl."

I eventually did head to work. I was about an hour and a half late. I walked through the door to the office apologizing to everyone. "Sorry," I said. " Flat tire and I lost my phone or I would have called."

People were staring at me. It was eerie. "Whats wrong?" I asked, but no one answered. Behind me I heard snickering and whispers. I felt like the eyes of the whole building were on me. I pushed passed the cubicles and made my way to my office at the end of the hall. Thats when I saw it.

On my door someone had taped up pictures. Dozens of pictures. All of them of me wearing nothing but panites and an occasional pair of heels. I felt the blood run to my face. I was stunned. I couldn't believe she would actually do this to me. The world around me was a fog. I hear the laughter but it was far off and indistinguishable. I hear someone call out my name but I ignored it. "Nice panties!" they said. I turned around and made for the door. Tears were streaming down my face again. On the way out I saw Stephanie in the crowd. She wasn't laughing like the rest. Her face was solemn and sad. I left the building and never looked back.

I went back home after the office. My mind was a mess. What was I to do now? Many possibilities went through my head. Pack my things and leave was the first one. Go somewhere where no one know you and start over. But then the car and house were in my name. I couldn't just abandon it. And plus I had no money so where would I go. 

The second idea I had was to pack Stephanie's thing and put them outside so she could get them when she came home. I actually went into her room with a box and started packing. Then I found a picture of us together. Well, of Stephanie and Brooke anyways. I sat on her bed and studied the picture. It was just two cute girls hanging out. Best friends. My heart sank looking at it. Then I remembered the way Stephanie's face had looked back at the office. I suddenly couldn't bare to kick her out. I laid on her bed and cried until I fell asleep.

I wasn't sure how long had passed but I awoke when someone slipped into bed beside me. I felt Stephanie's arms wrap around my waist from behind. "I'm sorry," She whispered in my ear. I let her hold me until I fell back asleep.

+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++

The next day Stephanie and I discussed the future of our relationship. Really, I had no power in the relationship so Stephanie told me how things were going to be.. 

"Okay," she said. " I'm going to talk and you listen." I nodded my head.

" I really am sorry about yesterday but that was the only way. You have to remember who is in charge, got it?" I nodded 

" This is how things stand. I know you are in love with me. You can't live without me emotionally, and now you don't have a job so you need me financially. Also I am the only person who can unlock that cage around your little dick. The same rules still apply, as before. You will do everything I tell you to. No matter what. Do you understand" I nodded my head

"Okay good. First, You need to put my name on your car and on the house. Since you don't have a job it only makes sense. Next, you need to apply for a name change. Do that first thing monday morning. You can take my last name. If anyone asks we are sisters. Also,While you were sleeping I threw out all of your boy cloths. You will never wear a piece of men's clothing again. You are a woman now, no more games. Do you understand?"

"Yes,' I answered.

Stephanie continued, " Another thing you need to do is make a doctor's appointment. We need to get you on a prescribed hormone regimen. What i've been doing so far has worked but for best results we need a doctor. I also talked to a friend of mine who works at the mall. She has a job for you. Go apply tomorrow while I am at work. She knows everything about you so don't feel nervous. Okay?"

"Okay," I answered. 

"Do you have any questions?" She asked.

I thought for a minute. I had a dozen questions, but one that I felt was most important. "What is going to happen to me," I asked. " Once you're finished. What is the ideal ending to all of this?"

Stephanie smiled, " When I am done with you, you will be a woman. 100% female. You and I will be best friends for life. We will share everything and you will always be my little pet."

+++++++++++++++++++++++++++++++++++++++++++++++++++++++

My spirit was broken. I had lost everything. If I had any friends at the office they were gone now. There was no way I could face that place again after what Stephanie had done to me. I had no money, no job, no friends and no family. I was completely under Stephanie's control. It didn't take me long to adhere to her requests. I signed over my house and car to her the next day and made an appointment for a doctor. I also changed my name to Brooke Lynn Farmer. I took Stephanie's name like she had told me to. The final thing I had to do was apply for the job Stephanie had set up for me. It was also the thing I was most nervous about. It meant I had to deal with other human beings and face the fact that my life, as I had known it, was over.

The morning of my interview I applied my make-up carefully, doing my best to look professional. I choose a simple black skirt to wear and a matching top. I chose a plain colored and short pair of heels. I was shaking when I finished. I couldn't believe this was my life. This was my future. I had dreamed of this a time or two, sure. But only when I was masturbating. And the urge left as soon as I was done. I never wanted this for real. Only fantasy. I occurred to me that maybe that's why Stephanie insisted that I wear the chastity device. She didn't want my dream to fade until it was too late.

I had asked her several times to let me out of the cage, just for a few minutes even, but she refused. She told me that I wouldn't be allowed out until my penis was completely incapacitated by my hormone treatment. I knew Stephanie planned for me to eventually have a sex change. Did she intend for me to never have another orgase? Never touch my penis again? My stomach did flips at the thought.

I grabbed my purse and keys of the kitchen counter and headed toward my interview. I don't remember the drive to the mall. All I remember is standing at the counter in Forever 21, asking for the manager. Employees and patrons eyed me suspiciously. 

"Hi, you must be Brooke. It's nice to meet you. I'm Ariana. Im the manager here." Ariana was a tall, slim and beautiful woman with brown hair and a beautiful smile. Her voice was warm and welcoming. She extended her hand towards me and I shook it.

"It's nice to meet you," I said. I followed her back into the office and sat at her desk across from her.

"So, Brooke, tell me about yourself." She said.

"I.. uhhh..." I struggled to find the words. How come I couldn't answer this simple question? Maybe I didn't know enough about my self to tell her. Who was I any ways, Brooke Farmer? What was I supposed to tell her? talk about previous jobs? School? personal experiences? Brooke didn't have any of those things.

Ariana reached across the table and placed her hand on my arm. " Relax," she said. "Stephanie has already told me about you. You don't have to be scared." I looked into her eyes, and I believed her.

The rest of the interview went fine. By the end of it we were chatting and laughing like old friends. I got the job easily. The pay wasn't good but that didn't matter. This job was more about the life experience. 

I text Stephanie on the way home telling her how it went. She told me that she was proud of me. It was amazing how good little comments like that from her made me feel. It was at that moment I realized that I would do anything to make her happy and proud of me. I needed to quit sulking about my life and embrace the gift Stephanie had given me. I was on my way to becoming a woman.



Stephanie's Toy Ch. 05



Thank you for all of those who have waited so long for the next installment of this story! I hope that everyone will enjoy this chapter. As always, please send me any constructive criticism you have but please keep the negativity to yourselves. Enjoy :)

*****

"No, like this," Stephanie said taking the brush from my hand. She carefully painted the eye liner onto my face. "See?" she asked.

Stephanie and I were having a girls night. We had wine and chocolate and each other. What more could a girl ask for? We had spent most of the evening watching makeup tutorial online. We would watch a video and then try to recreate in on my face. I had gotten pretty good at applying makeup but I was nowhere near as good as Stephanie was. I looked at myself in the mirror.

"Wow," Stephanie said. "So pretty!"

"Thanks," I said. I poured us another glass of wine. We deserved this. The past few months had been a whirlwind for the both of us. Stephanie had continued to be successful at the office. She had managed another promotion. It had to have been a record of some sort. I spent years in that company and got nowhere. Stephanie had risen to corporate levels practically overnight. 

As for me, I had just finished my sixth month on hormone replacement therapy. It was going well. My body now had the feminine figure I used to dream about. My hair was long, my hips were wide and I had developed breasts!. They were small but I liked them. I felt like they went well with my slender frame. I had also had some success at work. I had been promoted to assistant manager. I loved my job. I didn't think I would at first. Folding clothes all day and running a cash register didn't seem very exciting. But I loved the girls I worked with. Ariana and I had become good friends and Stephanie and I hung out with her often. There were several other girls who I was close to as well. I felt more loved and accepted than I ever had in my life. Stephanie had been right. Submerging myself in feminine culture had given me a whole new outlook on what it meant to be a woman. 

There was a time in my life, not so long ago, where I thought of women purely in sexual terms. Even when I use to dress up as a woman, it was always a woman who was having sex. Now that I was becoming a woman, thing had changed. There is a lot more to being a woman than putting on pretty underwear and having sex. Stephanie was proud of me when I told her that. 

"Brooke?" Stephanie was staring at me. I had been zoned out. "What are you thinking about, hun?"

"Oh, I was just thinking about how happy I am and how I would never be here if it wasn't for you."

"Awe, your so sweet," She said. She wrapped her arms around my neck and kissed my cheek. "I love you, bestie". 

"I love you to," I said. "Common," I said , grabbing our bottle of wine. "Let's go watch a movie.

Stephanie and I curled up together on the couch and flipped through the television looking for something to watch. It really didn't matter to me what was on. I was just happy to be cuddling with my best friend. Eventually we landed on a cheesy 90's chick flick. Perfect for girls' night.

We laid there together for a while. It was perfect. Then Stephanie grabbed my boob. She did that a lot now. 

"I just love your breasts. They are so cute!" she said.

"Thanks," I said. I liked them too.

By the end of the movie, the first bottle of wine was gone. I opened a new one. Stephanie was starting to get a little drunk. Stephanie tended to get a little feisty and a little horny when she was drunk. 

"You are such a good little pet," She told me, while rubbing her hands down my body. "I'm so happy when you do what I tell you to. Get on your knees for me"

Mine and Stephanie's relationship had changed over the past few months. She was much warmer and affectionate to me. But she was still in charge. I obeyed her every command. Since she didn't have blackmail to hold over me anymore, Stephanie developed a system of punishments for when I disobeyed her. Her favorite thing to do was to spank me. I got spanked a lot. She also denied me privileges like hanging out with my friends or hanging out with her. And Since she had the job that paid most of our bills, she also took away my allowance when she felt I didn't deserve it. I felt a little like I was in high school but that was ok. I owed Stephanie my life

I slipped off the couch onto my knees in front of her. "Good girl," Stephanie told me. "Little girls like being on their knees, don't they?" Stephanie brushed the hair out of my face.

"Yes, ma'am," I answered. Stephanie loved it when I referred to her as "Ma'am, or Miss and occasionally "Mistress". She didn't force me to but I knew she liked it and it won me huge brownie points.

"Here, baby," Stephanie told me, slipping her underwear off. "Lick me."

I buried my face in her pussy. This was something that I could never have done as a man. Stephanie would barely touch me back then, except for our little games we played. I was happy for a peck on the cheek. Now we cuddled and kissed and held hands regularly. And she had me eat her out all the time. 

Stephanie's breath quickened and I felt her clit become engorged with my tongue. I had become good at eating pussy. Stephanie thought that it was essential that I learned.

"Oh yeah, baby," she sighed. "Such a good pet." I sucked on her clit. "MMM, baby," she cried. "You are such a good girl"

I loved hearing her say that. I loved being her "pet".

I started licking her faster. Stephanie's hips bucked. I felt her hands go to the back of my head and her legs closed on me. She cried out in ecstasy and her body shook as she came. I loved giving her pleasure. 

After Stephanie had come down from her orgasm she invited me to rejoin her on the couch.

"Pull down your shorts," She commanded me. I did immediately. I sat on the couch beside her. I was wearing only panites and the chastity device that I had become accustomed to. My skin was soft and smooth, Cleanly shaven. Stephanie retrieved the key to the device and unlocked me. My little dick felt free. The cool air rushed across me, but it did not stir. 

"What were you thinking about just now when you were eating me out?" Stephanie asked.

"Just how beautiful you were," I told her.

"And you didn't start to get hard?"

"No," I answered her.

"What about now?" she asked. Her fingers traced the outline of my limp dick. It felt good. But still my cock did not grow.

"No," I responded. Stephanie stood up. She stood in front of me and did a strip tease. She peeled off her top and took off her bra. Then she crawled into my lap and kissed me lightly on the lips.

"What about now?" she asked.

I was horny. I wanted her badly. I could feel the excitement in my stomach. But even with a sexy, young completely naked girl in my lap. I could not get hard. I felt blood rush to my genitals. Everything became more sensitive and I was horny. But there was no hint of an erection. 

"No," I answered her again.

Stephanie looked at my limp dick and smiled.

"Perfect," she said. "I think it's time you stopped wearing this cage around. I don't think you need it anymore."

"Seriously!?" 

"Seriously." Stephanie took the cock cage and key and dropped it into the trash can. I felt like I had just passed some huge test. Stephanie put her cloths back on came back to the couch.

"There's something I want to talk to you about.." She said. "Tomorrow I'm going on a date with a guy I've been talking to at work.

"Okay, great." I said. Stephanie went on a lot of dates. The jealousy never faded but I took solace in the fact that when she changed to a new guy I would still be her best friend.

"Brooke," She said. "I promised him I would introduce one of his friends to one of my friends.."

"No, Stephanie. We've talked about this. It doesn't matter how I look. I'm just not attracted to men!"

"You just haven't met the right one yet." Stephanie told me. "Listen, dating is a part of being a woman. It's fun and exciting and you need to get out there. I'm not saying you have to do anything with this guy. Just give him a chance is all."

"Stephanie .. I can't. You are the only person I'm attracted to. You know that." I pleaded with Stephanie.

"Brooke," She said. "You know I love you. You are my best friend, roommate, lover, but Brooke, I NEED a man. A real man who can make me feel like a woman. I need a man and you do to.

The conversation was over at the point. There was nothing I could say to convince her she was wrong.

+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++

They were picking us up at 5. We were going to see an early movie. Then go to eat. I did my makeup and hair and picked out a cute little dress to wear. I wasn't interested in this date but that was no reason to not look good.

The guys arrived at 5. Stephanie introduced me to her date. His name was Matthew. He was tall and attractive. He had a short beard and short brown hair. Matthew introduced me to his friend, Jake. I was stunned when I saw Jake. I KNEW him! We use to work together. My voice quivered when I said hello. He looked at me. I could see fire in his eyes. But no recognition. Thank god.

We drove to the movie, a romantic comedy. I didn't like it much. Stephanie and I sat in the middle, between the men. I was happy to have Stephanie for support, that is, until the middle of the movie when she and her date started making out. I felt Jake's hand touch my arm. He was sort of leaning towards me with his body. I could tell he wanted the same thing Matthew wanted. Not a chance.

The movie ended and we headed to dinner. Jake was near me constantly. It was exhausting. He opened my door and held my hand. He took my coat for me and pulled out my chair. It was actually very sweet but I was annoyed. To me it looked like he was trying to hard. 

On the other side of the table, Stephanie and Matthew were having a great conversation. Stephanie clearly liked him. Her body language was easy to read. They flirted heavily. It made it sort of awkward to sit next to Jake. I could tell he wanted the same thing but I was not interested. I was happy when the food arrived. It was a good way to avoid conversation with my "Date".

The meal was good. We all had dessert and Stephanie and I had a glass of wine. The night was winding down. I was excited that it was almost over. Then Stephanie said "Would you guys like to come over to our place for a drink?" My heart sunk. Our dates agreed immediately. 

We headed back to my house. Once we made it back Stephanie pulled me aside.

"Listen," she said. "I can tell your heart isn't into this but I need you to make an effort. Do you understand." I could tell this wasn't a friendly suggestion, it was an order.

"Yes, ma'am." I answered her.

"Good, I'm going to give you a mission. You must complete it or you will lose all privileges and your allowance for the two months. Do you understand?"

There was no use in arguing. I knew I had to do what she said. "Yes, ma'am," I answered.

"Good. Here is what you are going to do. You are going to make Jake feel like you want to be here. You are going to flirt and talk and laugh. After tonight you are going to go on two more dates with him. By yourself. If he doesn't ask you out again. You fail. Do you understand?"

My stomach was filled with dread. I nodded my head.

"This doesn't have to be bad you know, "Stephanie told me. "I've gone on lots of dates with guys I wasn't interested in. You don't have to be interested to enjoy a person's company or to let them do nice things for you. All I'm asking is that you give him a chance."

I nodded, put on my best fake smile and headed into the living room where the boys were waiting for us.

"Who wants to play a game?" Stephanie asked.

"What game?" Matthew answered first.

"Truth or Dare," Stephanie answered him.

The boys laughed. "A little childish don't you think?" Matthew made fun of Stephanie. She punched him on the arm.

"Shut up!" She told him. "You're just scared!"

They laughed and play fought and trash talked each other for a couple of minutes before we all agreed to play. We sat on the floor in a circle. 

"Okay," Matthew said. "Stephanie goes first. Truth or Dare?"

"Dare," She said right away. She had a devilish grin on her face. 

"I dare you to take your shirt off." Stephanie immediately took off her top. Her skin rose up in goose flesh. She still had her bra on.

Next it was Jake's turn. "Truth or Dare?" Stephanie asked him.

"Dare." He said.

Stephanie thought for a minute and then said "I dare you to take your shirt off."

Everyone laughed. "To easy," Jake said and pulled his shirt over his head. Jake's body was sculpted. He had a six pack and huge muscles in his arms and back. I was temporarily shocked. I hadn't expected that.

"Okay your turn Brooke. Truth or Dare." Jake asked me.

"Truth," I answered after a moment of thinking.

"Hmm..." Jake though. "What is your favorite feature on a guy?"

I thought a minute trying to come up with a great answered. "Eyes," I said.

"Wrong answer!" Stephanie said. "Try again."

I thought a minute. I was looking at Jake and my eyes kept being drawn to his abs so that what I said. "Abs". Apparently this was an acceptable answer because the game moved on.

We played for a while. And we drank. Everyone was brave and took dares, except me. Stephanie licked Jake's face. Matthew sucked Stephanie's Toe. Jake ate year old peanut butter. I told everyone what my favorite food was. Then Stephanie did a seductive dance, Matthew took off his pants, Jake did push ups while singing the star spangled banner and I told everyone about my first kiss. That was a mistake. I told everyone about a girl who I knew in highschool. She had just had her heart broken and we were talking. She was emotional and said I was sweet and kissed me. That was my first kiss. The boys were staring at me. I didn't realize why at first. Then it occurred to me. They thought I was a girl and that my first kiss was with another girl. They didn't know that at the time I was a 15 year old boy. Crap.

"So are you bi-sexual or something?" Matthew asked.

"Ummm," I tried to come up with a good answer. Really the answer was no. I wasn't Bi. I liked girls and not boys which made me ... Straight? or Lesbian? This was a confusing question. Of course I couldn't say either of those answers. I needed to make Jake like me and telling him that I was only into girls wouldn't help.

"Yes," I said. "I am."

I could see the boys imaginations running wild. Matthew was the next to speak up.

"Okay, Stephanie, your turn. Truth or Dare?"

"Dare," She said.

"I dare you to make out with Brooke." Stephanie looked at me. This was an easy dare. We had made out dozens of times. She crawled across the floor to where I was sitting and placed her lips on mine. My hands went instinctively to her bare torso. I felt her tongue graze my lips. I open my mouth and met her in the middle. Stephanie pushed me onto my back and climbed ontop of me. My hands traced her spine, hers ran through my hair. This felt right. This was how things should be. I temporarily forgot about the men in the room. I cupped Stephanie's breast in my hand as she kissed me. We were locked in a deep embrace. We made out for several minutes before Stephanie ended the kiss and crawled back to her spot in the circle. 

I could see Matthew's erection easily. He was only wearing boxers and they didn't leave much to the imagination. I looked over to Jake. He still had his pants on but I could see his excitement too. It made me feel good that these two enjoyed our show so much. 

The game deteriorated pretty fast after that. Everyone finished their drinks. Matthew and Jake rose and said they should probably leave, I got the feeling they were looking for an invitation to stay. Stephanie, as if on cue, provided them with one.

"You two have had too much to drink tonight. Maybe you should stay..." She said.

The accepted right away.

It didn't take long for Matthew and Stephanie to make their way to Stephanie's bedroom. 

"I'm getting tired." Stephanie said." Matthew, you can sleep in my bed if you want..."

Matthew got the hint and they headed down the hallway. I felt a familiar jealousy as I heard the door close.

Now I was alone in the living room with Jake. We sat in silence.

"Would you like to watch T.V. or something?" I asked him to break the tension.

"Sure," He said. 

I climbed onto the couch and turned the T.V. on. Jake sat down beside me. Right beside me. Confidently, he put his arm around my shoulders. I felt a little awkward with his arm around me, but I didn't push him away. There was nothing on T.V. We sat and quietly flipped through the channels. 

A new sound began to fill the living room. Heavy breathing, panting, a soft moan, then a louder one, a rhythmic wet pounding. Stephanie and Matthew were fucking. I pretended not to hear but the sounds grew louder and pretty soon it was all I could focus on. I felt myself start to grow aroused. Stephanie's voice carried into the living room.

"Oh yes," She moaned. "Harder, please" I heard her beg.

Jake was aroused too. I could see his cock growing again, under his pants. His grip on me became tighter. He pulled me close to him. He tried to play it cool but I knew what he wanted. I was terrified. I knew he wanted me to fuck him but I couldn't do that, not even if I wanted to. But on the other hand, if I turned him down he might not call me back. And I needed to go on two more dates with him to avoid being punished by Stephanie. I was going to have to give him something...

The sounds of sex grew louder and Jake decided he was tired of waiting. He made his move. He went in for a kiss. My first instinct was to pull away from him but I forced myself not to. Jake's lips found mine. He held me firmly and kissed me roughly. His lips parted mine I felt his tongue slip into my mouth. I accepted his advance and kissed him back. I focused on the sounds of Stephanie's pleasure. I found that this was easier if I focused on her. Jake took my acceptance of him as approval to go further. He pushed me down on the couch. He was much stronger than me. He unzipped my dress and pulled it down to my waist. My bra still covered my breasts but he did away with that quickly. Now our bare skin came together as he began to kiss me again.

His kisses were passionate. Despite myself, I began to feel attracted to him. I didn't know what it was. His muscles? His confidence? The way he was manhandling me? Maybe it was the fact that Stephanie had just cried out in a massive orgasm. Whatever it was I began to lose control of myself. Jake's hand cupped my bare breast. He pinched my nipple. I gasped. He covered my mouth with his. He had crawled between my legs and I wrapped my legs around his torso. 

Jake began to work his way down my body. He secured my hands above my head with one muscular arm. I felt vulnerable and weak . He stopped kissing me on the lips and moved down to my neck. He spent a few minutes kissing me there. I felt a sharp pain as he bit me softly. Then he moved down further, to my shoulders and then my exposed breasts. He spent time on each of them, licking and kissing and biting them. I knew I was going to have bruises in the morning. He took each nipple into his mouth and massaged them with his tongue. Now I was the one moaning. This felt great. He buried his face into my breasts and then moved down to my abdomen. 

His kisses were fiery. He took his time biting and kissing his way down my body. He was now below my belly button. Things were beginning to get dangerous now. He went further, I could feel his kisses just above my pubic area. I wanted him to keep going. My body ached for him. But it had to stop now.




Stephanie's Toy Ch. 05



"Stop," I said breathlessly. Jake slowed down and looked at me.

"Stop," I repeated, this time with more confidence. "I'm not ready." I said. I could see the look of disappointment and frustration on his face. I knew that if I didn't do something he wouldn't be calling me for another date.

"Here," I said. "Let's do something a little different." I stood up and motioned for Jake to sit on the couch. Then I had him remove his pants. I walked a couple feet away from him and started to sway. "This might work" I thought to myself. I turned on some music and started to dance for him. Stephanie and Matthew were still fucking in the back. I could have turned the music up enough to drown them out, but I wanted to hear.

My dress was still around my waist. I fingered it delicately, teasing him. Jake freed his cock from his boxers and rubbed himself while I entertained him. I moved in between his legs and turned my back to him. I let my dress fall to my ankles. I had a pair of silk panties on underneath. They hugged my ass tightly. Jake slapped my ass hard. I cried out.

With my back to him, I took the opportunity to tuck my tiny cock between my legs. I don't think he would have seen it anyways. It was dark and my penis is very small. But I tucked it just to be safe. I bent over at the waist and shook my ass for Jake. Then I backed up and sat in his lap. I grinded against his hard cock. I laid my head on his shoulder and breathed in his ear. His hands found their way to my bare chest. He rubbed my breasts and torso. His hands sank to my waist and he guided my ass. His breathing was heavy. I could tell he was enjoying my body. Occasionally his hands began to sink below my panty line. I gently pushed them away.

"Not, tonight," I whispered in his ear.

I don't know why but I felt like he needed to orgasm. Or maybe... I needed him to orgasm. I don't know what it was inside of me that made me feel that way. I had an overwhelming sensation that if he didn't orgasm, I was a failure. I made it my mission to please him. I thought I might could get him excited enough with my dance to make him cum on my ass, but he proved to have more stamina than I thought. I grinded on his cock with my ass for several minutes and then I changed my plan. I sank down onto my knees. I started to jack him off. I could make him cum with a hand job. Except I had no lube. If I kept going I was going to rub him raw. I looked around desperately for lotion or something. There was nothing within reach. I could have ran to the bathroom and grabbed something but then the moment would have passed. Jake rested his hand on the back of my head. I knew what he wanted. He pulled my face gently toward the head of his cock. 

Never once in my life had I imagined that I would be in this situation. But here I was, nearly completely naked, on my knees with a huge throbbing cock in my face. I realized that I had made this decision the second I allowed him to kiss me. There was no turning back now. I kissed the tip of his dick. 

I could taste the precum on my lips. It was salty. I licked my lips and psyched myself up.

"Okay, Brooke" I told myself. "You can do this." I looked up. Jake was staring down at me. His gaze was fiery. I locked my eyes with his and licked the head of his dick. I circled it with my tongue and then wrapped my lips around it. He was very thick. It was hard to stretch my mouth wide enough to get it inside but I managed. I sucked on the tip of his cock and worked the shaft with my hands. It was a two hand job.

Jake's eyes rolled into the back of his head and he moaned. I was a little scared to take more than the head into my mouth so I focused on just stroking his cock with my hands. Jake seemed okay with this to begin with and let me work at my own pace. But eventually he grew impatient. His grip on the back of my head tighten and he forced me down on his cock. The tip of his dick hit the back of my throat. He held me there tightly. My eyes began to water and I couldn't breath. It was scary, and exciting. After several seconds without air he released me. I pulled his dick out of my mouth. I gasped and choked. My mascara was running down my face. Jake looked guilty. I could see he felt bad about getting rough with me.

I thought about quitting. I had lubed him up enough with my mouth now that I could have just given him a hand job. But no, I was a girl on a mission. I put his dick back inside my mouth and began to suck him in earnest. Jake moaned. His body tensed. He breathed heavily. I greedily sucked his cock. I thought he was about to lose it but again, he kept going. I was getting tired. My jaw was sore. I was lightheaded from lack of oxygen. But I knew what needed to be done.

I grabbed Jake's hands and placed them on the back of my head again. Then I rested my hands in my lap. It was an invitation. An invitation to use me. To be rough. To take what he needed. Jake accepted the invitation. 

His grip on my head became firm. He was strong. He pushed his dick inside my mouth firmly. Tears came to my eyes again. He held me there for longer this time. I thought I would pass out but at the last second he released me. I had a second to gasp for air and then he plunged inside of me again. He began to thrust. I held my mouth open wide and he fucked my face. He became animalistic. He grunted and moaned while he drove his cock down my throat. He never gave me a chance to regain control. He never let his hands off the back of my head. There was no stopping this. As he fucked me I wondered. If I asked him to, would he stop? Would he let me go? Would I want him too?

Jake's body began to tense and he started thrusting harder and deeper. I could feel his dick start to surge. It was almost time. He was going to cum in my mouth. I hadn't thought about this. I expected he would cum on my face, on my breasts, maybe even in my hair, but I was not prepared to take his load in my mouth. I became fearful. I have heard mixed reviews about this experience. Many women loved for men to cum in their mouths. Many more hated. I even talked to one girl who had puked her first time. Which girl would I be? 

I tried to stop him. I put my hands on his arms and pushed away. I couldn't break his grip. I tried to tell him to stop but all that came out were garbled moans. I'm not even sure he noticed that I was trying to stop him. His eyes were closed, he was in the moment. Finally, Jake pushed his cock all the way inside my mouth. He held my head down tightly. I felt his dick stiffen and contract as beads of cum shot inside my mouth. Jake let out a loud moan. His cum was hot, gooey and salty. I never imagined a man could cum so much. What didn't make it down my throat filled my mouth. I thought he was finished but he continued to hold my head in place. Wave after wave filled my mouth. His load was not pouring out the corners of my mouth. Spit and cum gushed out of my. My breasts were covered. 

Finally, he collapsed. All the strength went out of him. He was finished. He removed his cock from my mouth and air filled my lungs. I tried not to cough but it was hard not to. I composed myself. Jake rested on the couch. His eyes were closed. His dick hung limply between his legs. It was still over half erect. His cum still dribbled from its tip. Gently I took his manhood in my hand and started to lick it clean. His hand went to the back of my head again. His touch was different this time though. It was soft, delicate. He brushed the hair out of my face and rubbed my cheek with his thumb. I sucked his cock softly until every drop last drop of his load was in my stomach. 

I spent the rest of that night in my bed, wrapped in Jake's arms. I thought I might be starting to understand what Stephanie had meant about needing a man to make her "Feel like a woman".