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..First and Only Tranny[/b]Soon around (2007) I would finally have my first homo-sexual experience....[/b]It was my late 20's... 27 I believe. I was extremely depressed living in a shitty part of Kentucky. I was roofing and full of testosterone and emotions. I was an alcoholic wreck and needed to move, feel better, or something.I ran off in search of myself in more ways than one. I found an interest in Shemales shortly after I went down south to Tennessee.Long story shortened, I will finally meet and fuck an attractive transgender "Anna"I was drinking beer and standing around my hotel door in Lawrenceburg, TN one late afternoon when I saw 2 attractive females drive by my room and on down to another room at the end of the motel lot. Apparently they was having a party of some kind.I recognized both of the girls from school but wasn't sure if they did me. I just wanted them to notice me and invite me over. So I keep my attention on them. They both seemed interested in me and we. Her face has almost turned red because of pain. I calmed her down and asked her to grab me tightly. I applied some more of the lubricant to her ass hole and my dick and slowly started the back and forth motion.She was scratching my back, but it was bearable. As soon as she was calm, I again gave a strong thrust because of the lubricant my complete 7” dick was inside her ass. She was screaming and crying in pain. I almost grabbed her hard she could only move her hand, by which she grabbed me.Her nails were ripping my back. I held the position for 7-8 minutes, again calming her down by kissing on the forehead and smooching her. Slowly I started with the motion. But still, it was a little painful for her. Slowly and steadily, I increased the pace making her comfortable.As soon as her moans of pleasure started, I changed the position from missionary to the doggy style. I pulled her pony ad started riding her. Her tight little ass was giving a lot of pain on my dick. She was having the.
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