1. Booth Babe Pt. 04


    Date: 12/6/2023, Categories: Transgender & Crossdressers, Author: byfireandlace0533

    ... to the elevator, I was surprised to realize that I liked him kissing me even though that had never been a part of my fantasy.
    
    We shared the elevator with two other couples, and I could swear the women were looking at me like they knew I was on my way to the room to be fucked. The first couple got off on the fourth floor and the second on floor six. As soon as the door closed John pushed me against the elevator wall and kissed me passionately. I was a little disappointed when the elevator stopped at our floor ten seconds later.
    
    My nervousness continued to grow as we walked towards our room. John used his key card and again opened the door for me. I always wondered why he had so many women willing to marry him or live with him. I seeing he at least pretended to be a gentleman and that it was very flattering.
    
    As soon as the door closed, he kissed me passionately again and pushed me against the wall. I could actually feel his hard dick pressed against me as our tongues wrestled in our mouths. My mind was remembering how his dick had looked earlier and I was wondering about it fitting in my butt, was it bigger than my dildo I wondered.
    
    He broke our kiss and moved deeper into the room, stopping at the edge of his bed. I stopped and set my clutch down, remembering there were things in it we would need so I didn't want it to be too far out of reach. I began to unbutton his shirt after I had pulled it free from his pants. He shrugged out of it and tossed it aside and I ...
    ... started to kiss his chest and continued down his stomach until I was on my knees again in front of him.
    
    I quickly undid his belt, pants, and the zipper and pulled them to his ankle, immediately followed by his boxers. I couldn't resist taking his cock into my mouth and running my tongue all over it. I felt him lean down and his hands slid into my arm pits pulling me upward.
    
    "You are too good at that, and I really want to fuck you." He said once I was standing in front of him again.
    
    "Uh...thanks... have you... well... have you had anal sex before? I mean... I know you probably haven't been on the receiving side, but have you fucked anyone in their ass?" I asked suddenly, super nervous about what was going to happen.
    
    He smiled at me. "My second wife a couple of times and one time with a girl I dated for a while. They weren't really into it. I am assuming you are virgin there?"
    
    "Yes... well... yea... I have had toys in my butt but never the real thing." I told him.
    
    "Okay... I promise I will be gentle, at least at first. Do you have any lube? If not... the moisturizer in the bathroom will work." He said kissing me gently on the lips.
    
    "In my purse... I also have some condoms if you want." I told him.
    
    "I am okay without them... are you okay without them?" He responded.
    
    I nodded my head and turned and opened my purse and pulled out the lube and handed it to him. He took it and smiled and then used his hands to turn me away from him. I was confused until I ...
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