1. Snowed In Roommates


    Date: 8/4/2024, Categories: Transgender & Crossdressers, Author: byWhyNotUs

    ... said.
    
    “Honestly no, I’ve never thought about it,” I said.
    
    He reached over and began to rub my dick through my dress. I moaned. It had been so long since anyone had touched me.
    
    “Well your hard cock says otherwise!” He said.
    
    He kept rubbing.
    
    “It’s just…the clothes…the candlelight…it’s been so long...ahhhhh,” I moaned as I had a massive orgasm, blowing a huge load in my panties.
    
    “Feeling good Baby?” He asked.
    
    “Yesssss,” I hissed, totally disregarding that he called me Baby.
    
    “So what do you think? You want to fool around? It’s not like there’s anything else to do,” He said.
    
    “Ben, I just don’t kn….” I started to say.
    
    Before I could finish my sentence he kissed me on the lips. I kissed him back and soon his tongue was pressing on my lips. I opened my mouth to accept his tongue and we made out. It had been so long since I had kissed anyone like this and it felt awesome! We continued sucking on each other’s tongues until we finally came up for air.
    
    “I guess that’s a yes?” He asked.
    
    “I guess so, but…” I said, reluctantly.
    
    “Don’t worry, you don’t have to do anything you don’t want to do, but I want to make one thing clear,” he said.
    
    “Yeah?” I asked, curiously.
    
    “I was ok with using my hand to get you off, but from this point forward, I’m the guy and you’re the girl, is that ok with you?” He asked.
    
    “I think we can make that work,” I said.
    
    “Believe me, I’ll make you feel so good, you won’t even think about acting like a guy,” he ...
    ... said.
    
    “In that case I have a confession,” I said.
    
    “Okay?” He asked.
    
    “I lied before when I said I never used the dildo. One night I was out with a girl and came home with blue balls. I was a little drunk and instead of just putting on my panties I put on a bra too. I put the dildo in my mouth and sucked on it while I jerked off. Since then I had always been curious what it would be like to suck I real cock,” I said.
    
    “I definitely think we can make that work,” He said, repeating my earlier comment.
    
    “So how do you want to do this?” I asked, nervously.
    
    He pointed to his shorts and I could see he was hard.
    
    “You’ve inspired me!” He said.
    
    “Do you mind if I take this dress off? You must have the heat turned all the way up. I’m really hot!” I said.
    
    “Yeah you are!” He said, twisting my words a bit.
    
    “I’m serious,” I said.
    
    “Of course Baby, I’d love to see you in your sexy lingerie!” He said.
    
    I stepped out of my dress and slung it over the back of the couch. He looked me up and down.
    
    “Damn girl! You really need to wear things like this more often!” He said.
    
    “Baby steps,” I said.
    
    He stood up and dropped his shorts, exposing his huge dick.
    
    “Holy shit!” I said.
    
    “Nice, right?” He said with a smirk.
    
    “Yeah, but how do you expect me to get that in my mouth? Remember I’ve never done this before,” I said, nervously.
    
    “Just go slow and take your time. You have gotten head before, right?” He asked.
    
    “Of course,” I said.
    
    “Pretend you’re one of those ...
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