1. My first time-an unexpected pleasure


    Date: 10/20/2014, Categories: Anal, First Time, Shemales, Author: Blackpapi65, Rating: 100, Source: xHamster

    wondering if I should like it and what would it mean if I did? I tried not to concentrate on the pressure in my ass but on feeling her body against mine and her breath against the back of my neck. That feeling made me relax and really turned me on. This must have caused my ass to relax a little bit because her motion changed slightly and she thruster just a little harder. I then felt her breath quicker against the back of my neck and her body quiver and stiffen. She then moaned and I felt her cock twitch inside of me as she shot her load into my no longer virgin asshole. My cock was rock stiff underneath me as she came. She then got on all fours and said that I could fuck her. For some reason when I tried to put my cock in, I went limp. It was if i remembers that this was a guy in drag at that point and it killed my hardon. Without saying a word, I came from behind her and laid back on the bed. She blew me again and I immediately got hard and came once again. She then got me back on my stomach again and took me once again, depositing another ...
    seed in my ass. Once we finished, I got my clothes, dressed quickly and left. I was reeling from what just occurred. I my ass felt squishy so I went into a public restroom stall and when I pulled down my underwear, it was full of her cum. I took them off, threw them away, wiped the rest of her cum out of my ass, got on the Subway and went home. Once home, I quickly ducked into my room and got in the bed. I told my dad and stepmom that I had a long day and was tired. Once in bed, I ran the events back through my mind and the feeling of my ass full of cock, her body against mine and her breath against my neck was enough to get me hard. It did not take long for me to blast another huge load of cum and I drifted off to sl**p. As I write this 30 years later, it seems like this just occurred yesterday. While that was the only time I ever took cock in the ass, it was not the last time I played with a shemale/tranny/crossdresser. Thanks for reading this and allowing me to tell a story that I have never shared with anyone. There will be many more to cum!
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