After the pain went away I noticed I coul very easily play with my ass and I would not hurt at all! I went to the point that I could fist myself and i... would rarely hurt.I played putting things in my ass and it felt awesome. I decided I was 100% bi and wanted to try something new, so I began crossdressing more seriously. I went to swimming lessons so now I had an excuse to shave my legs and body. I met a transexual on facebook which would go out nearby where I lived so I asked her if I could. I screamed when he gave me the fourth smack. He stood up on his bed, above my head and made my face up. I could see his asshole and his balls clearly. He bent down and made me lick his asshole. I did it happily, while he rubbed his ass over my face. I was degraded even more now.“good, slut,” he said, “just like that, lick my rosebud with that filthy tongue of yours.”I stuck out my tongue and licked his rim. He made me lick it for more than 5 minutes. Then he again got me on my fours and shoved. On day 3, we finally wrapped up everything around nine in the evening. I headed back to our hotel bar for a couple of much needed drinks. I was on my second drink when I noticed a striking beauty at the other end of the bar. She looked to be in her late thirties and was extremely well built. The man she was with looked to be in his forties. I remembered seeing him at the meeting. He motioned me to come over and join them. It was definitely better than drinking alone. When I got to their table. I was hard and she was stroking meas I pulled her dress up and pushed her panties over so I could get my cock in her. She tried tosay no but was to late as I broke her cherry . We fucked every other day all summer till schoolstarted again. I left for collage and met several girls that loved to fuck so my calls to Cindy werefarther apart and then I broke up with her. We saw each other sever times over the next few yearsbut never did more than say Hi . Now jump ahead 20 years. I m at the gym just.
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