Stephanie's Toy Ch. 03

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Stephanie takes her girlfriend into public.
3.6k words
4.39
135.7k
50

Part 3 of the 5 part series

Updated 06/07/2023
Created 07/25/2014
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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

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4Leather4Leather2 months ago

Wish I was Brooke right now sissy slut in sexual heat of the moment. ❤️

Please the next chapter.

daveflydaveflyabout 3 years ago

i want to be Brooke ❤️❤️❤️

AnonymousAnonymousover 6 years ago

I have never wanted to be brooke more then ever thank you

AnonymousAnonymousabout 9 years ago
really turns me on

This story really turns me on and is exactly what I want -- except for the cockcage. I want a female friend to be my mistress, to dominate me and to teach me to be a good slutty "girl". I need someone to help me buy the right clothes and to be dressed sexy for the male lovers who will be feeding me their cocks and fucking me. I can't wait to read the next chapter. I'm already leaking pre-cum.

AnonymousAnonymousover 9 years ago
very good

Your story is very good hope it continues on because I want to read more of it. This is something I want to happen to me

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