Eylül 15, 2025

From Sam to Sarah: A genre-bending story of sexual and personal discovery. Chapter 2

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The anticipation was eating me alive. My girlfriend, Aubrey, a strikingly sexy, gorgeous, blonde, polyamorous, bombshell grad-student and I had been living together for about three months. She had taken my virginity and was the dominant one in the relationship. She had been fucking another guy, Scott, every other weekend for about two months, and I had finally asked if I could be there in the room next time he fucked her.She sat there, pensively deliberating. Her adorable eyebrows were scrunched together, and her chin was in her palm. Finally, after what seemed like a half an hour of thinking, a big beaming smile graced her face. She bit her bottom lip, the same way she does when she gets horny. I’ve seen this face. I’m sure Scott has seen it.“Hold on. I need to make a phone call. I think I have an idea of how this can work,” she said.She practically jumped out of her chair, grabbed the cell phone out of her purse, and ran into her bedroom. I heard, “Hey babe!” before the door shut and muffled the sound. As much as I was in love with her and accepting of our relationship choice, it still hurt a little when she called him “babe.”She was in her room talking to her side-guy for several minutes. All the while, I couldn’t stop my mind from flashing me images of how I thought her and Scott got it on. I imagined her on all fours (a position she rarely let me partake in) with Scott’s muscular body behind her, his cock pushing in and out of her tight, velvet pussy. I imagined his hand pulling back on her straight, blonde hair. I imagine her on her back and Scott shoving his thick cock into her throat, making her gag.The door swung open and Aubrey returned to the kitchen with an even bigger smile than before. She had gotten what she wanted.“He’s into it?” I asked.“Well, sort of,” she replied.She paused again. She was trying to figure out how to say what she was going to say. Again, my heart raced.“Well, what?” I asked.She took a deep breath in and finally told me what she had been planning.“Look. There’s no way he would be into letting another guy into the room, especially one that I am seeing – which he doesn’t know by the way Ankara escort Bayan – while we have sex.”“I thought you said, ‘sort of’ though. What does that mean?”“You can be in the room next weekend,” she giggled, “because I told him my lesbian roommate wanted to see what a girl getting fucked by a guy looked like.”At first, I was confused. What lesbian roommate? Slowly, however, the reality sat in.“You mean you want me to pretend to be your lesbian roommate, to dress up like a girl to watch you get fucked?”She could tell I was nervous and apprehensive, so she changed her tone from triumphant to consoling.“You said you wanted to be there, Sam. This is the only way that I could think of that can make that happen. Scott was totally cool with another girl being in the room to watch. He said it would be ‘so fucking hot to have a gay chick watch him fuck’ me.”She twisted in her seat a bit. Clearly even talking about this idea was getting her horny. I sat there stunned, trying to wrap my mind around the situation. She reached out and touched my hand, slowly stroking her finger back and forth.“What do you think about that?” she asked.“I don’t know what to think,” I said, “there’s no way he would believe I’m a girl. That’s ridiculous!”Her tone became more serious.“Look, babe. Honestly, you’re pretty girly as it is. That’s one of the reasons I need Scott every couple of weeks to get that feeling of being taken by a man.”As she spoke, I knew she was telling the truth. She continued.“We’re planning on hooking up next weekend. You don’t have very masculine features, and your chubbiness,” she reached out pinched my love handle with a smile on her face, “makes it so you don’t have any predominant masculine feature. I’m sure that if we got you dressed in the right clothes, I did your makeup really well, and I gave you some pointers on how to act more feminine, that you could definitely pull it off. To tell you the truth, I’m really turned on by the idea!”She came close and started to kiss my neck, her hand reaching into my pants.“Don’t you want to be my little lesbian roommate?” she said.Without Escort Balgat waiting for my reply, she dropped to her knees and gave me the best blowjob she ever had. After I shot my load into her moist mouth, she swallowed it and stood up.“We have ten days,” she said, “girly training starts this afternoon.”The next ten days would be a pivotal era for our relationship. The rendezvous would be on the last day of class before winter break, so the plan was for me to go throw her “Girly Training” sessions for the next ten days, and then, on the day of, she would take me to the salon to get my hair and nails done, and then I could cut it back to normal before classes started back up.I was exceptionally nervous about the arrangement. Scott was so much bigger and stronger than me that I thought that, if he found out, I could be in some serious physical danger. I was also unsure of the whole crossdressing situation. Sure, I had always had an extreme appreciation for women – to the point that sometimes I couldn’t tell if I was lustful or envious of them – but I had never done anything like this before, and I was a shy, introverted person to begin with!Girly Training, Day One began that afternoon. Aubrey sat me down in the chair across from her and we worked on hand gestures and sitting posture. I was clumsy and awkward at first.“Just embrace it,” she said, “I know you have some inner femininity in you. You love me being dominant with you, you like to please me, you like to cook and clean this apartment, you’re a little shy – doesn’t that sound like an undergrad girl to you?”Her implications dug deep into me, but they worked. I somehow started channeling those feelings in my movements. She told me I was getting much better!Day two was walking. First with bare feet. I had always noticed the graceful and bouncy way that girls walked, but I never knew exactly how they did it. Aubrey stood behind me, grabbing my hips while I took slow steps and moved my hips for me. After an hour or two, I started to get the hang of the hip-swivel-walk, as she called it. When I had it down-pat, she ran into her room.“You’re Batıkent escort doing so good, babe. Now put these on!” she said with a giggle.She handed me a pair of 4” shiny, patent-leather pumps that she had apparently purchased for me earlier that day.“Oh, my god,” I stammered, “you want me to where heals?”“Of course! Now put them on and we can practice making that little bubble but of yours really bounce!”To my surprise. It only took another hour of practice before walking in them felt like second nature. Aubrey was impressed and told me as much. Also to my surprise, I was really starting to understand why some girls loved wearing heals. The clicking on the ground, the way I bounced when I walked, and how they elongated my legs was really empowering … in a quite feminine way. I wasn’t even mad when she told me I had to wear them around the house for the rest of training. Was I starting to enjoy this?Days three through six were almost entirely voice training. This was difficult. I didn’t have a deep voice, but the way girls speak is so much different. It’s airier, more bubbly, and has completely different inflections. Aubrey’s training was spectacular. I could see why her undergrads always gave her high ratings on her reviews for the classes she taught.Miraculously, by day seven, I could to really throw my voice in a somewhat convincing manner. Aubrey had me call to order take out, and call customer service lines to see if the operators would answer back with “Misses” or “Ma’ams.” They did. I don’t know why, but when they did I was happy.Day eight was hygiene. Aubrey woke me up with a hand job and then told me to get in the bathroom and rub Nair all over my body and wash off this “nasty boy hair” as she called it. I did like I was told. I walked into the bathroom and covered every inch of my body with the pink slime. I could smell the hair burning.When I stepped out of the shower, I was smooth all over. She opened the door and saw my now smooth, slightly plump little body.“Oh. My. God!” she exclaimed, “you have such nice curves!”My classes had ended by then, so Aubrey saw no problem with grabbing her tweezers and telling me it was time to get my eyebrows shaped. I was so nervous. Up until now, everything I had done could be hidden, but getting my eyebrows shaped meant that the next time I stepped out of this apartment it would have to be in female mode.Nonetheless, I submitted to her, as I always did.

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