1. Roommates Adventures After the Snow


    Date: 6/2/2024, Categories: Transgender & Crossdressers, Author: byWhyNotUs

    ... night instead. Sometimes it would be right after work, sometimes after dinner and sometimes after his date with Jen. There were definitely some days when he had sex with both of us, but neither of us seemed to mind.
    
    Jen had been my savior. She was going out of her way to make sure I was the best Nicole I could be. She was always helping me with clothes, and hair and makeup tips. She taught me how to be more of a lady. How to sit in certain clothes, how to walk in different kinds of heels, and helped me mold my voice to sound completely feminine.
    
    My hair had grown out and I didn't need the extensions anymore. One day she spent two hours showing me how to do different hair styles on my own. She knew money wasn't an object, but it just didn't make sense to go to the beauty parlor every day to do my hair. I could still go on special occasions, but I needed to know how to do it on my own.
    
    "Thanks for today Jen, I wish there was a way I could repay you for helping me over the last couple months. Is there anything I can do for you?"' I asked.
    
    "Actually I ran into Ted today. He seemed so happy and I thought about playing a little joke on him," she said.
    
    "You want me to help you play a joke on your ex-fiancée?" I asked.
    
    "Yeah, but let me tell you what it is before you say yes," she said.
    
    "I told you I'd do anything for you," I said.
    
    "Sure, but feel free to change your mind after I tell you my idea," she said.
    
    "Okay," I said.
    
    "I want you to wear a really ...
    ... sexy dress and go to his favorite bar. Flirt with him and try to get him to take him back to his place. You're hot and he likes to pickup beautiful women, so that should be easy. Get him to take you to his bedroom and fool around with him a little. I still have a key and will be hiding in the master bathroom. When your clit makes an appearance and he freaks out, I'll jump out," she said.
    
    "Whoa," I said.
    
    "Forget it, you don't have to do it. I just thought it would be funny to prank him a little, and get a little payback for dumping me," she said.
    
    "No, no, no, I said I would do anything to help you. The only thing I am concerned about if what if he really freaks out when he sees my clit and tries to hurt me," I said.
    
    "Don't worry about that. He doesn't have a violent bone in his body. Plus I'll be there to protect you. I always carry a stun gun in my purse!" she said.
    
    "You really want me to do this?" I asked. "What about Ben, do you think he'd be ok with this?"
    
    "I'll make sure he's fine with it," she said.
    
    "Okay," I said.
    
    "It would be so much fun. You've probably never been hit on before, right? It's a right of passage for every woman," she said.
    
    "I've technically never been to a bar or a restaurant as Nicole either," I said.
    
    "No way! Ben still has never taken you out? Even with your smoking hot body?" She asked.
    
    "No, we spend all of our time together in the house," I said.
    
    "I'll fix that! How soon until he gets home?" She asked.
    
    "He texted ...
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