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Gay Stories
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Bi-Sexual Male / 20
My Night As A Woman
I think maybe I'm a trans, though born a male, I take the time when I can to be female. Last weekend, I went to a trans friendly bar, there were lots of full on trans men and trans gurls there, and like me - others who were crossdressing. I'm not very experienced at sex, sucking a male cousin for about a year starting when I was 16, I wanted him to fuck me but he never did. I did get fucked about 4 times by a married man in his 30s, he had a wife and 3 kids, kept showing me pictures and videos of his wife naked and them fucking. He watched him fucking her while he fucked me, cumming inside me when he was cumming in her on the video. Evidently; she didn't do anal sex. But she caught us in bed one day and that was over. So two guys I sucked, and 1 fucked me. The last time I had sex was 9 months ago.
I got help from a friends mother, who helped me learn makeup and how to dress, walk, and talk. I was in a little black dress, hugging my effeminate form, stockings and garter, 3" heels which took me up to 5ft. 9in. I had a push up bra to enhance my fatty chest and give me a little cleavage and my long, naturally blonde hair was in a ponytail. I had my small clit tucked between my legs, and in my see through, black panties to the initial observation, I had a pussy between my legs. I wanted to be seen as a woman and wanted people in the bar and on the street going to and from, to see me as the woman I feel I am.
Tom was his name, he asked to sit with me at the table, I agreed. He bought drinks, lots of them, we danced, he introduced me to his friends, then he stayed with me at my table. I was considering sleeping with him if he asked, but was still a little apprehensive. After my last drink, and a very sexy slow dance, with plenty of kissing, his hands all over me, grinding me, I suggested we go to the parking lot and I'd relieve some of the "pressure" he was feeling in his hard crotch. We went out, and in his backseat he wanted to fuck me and I told him I would suck. Then three of his friends opened the doors, pulled me out and ripped off my dress, my panties and threw me on the hood, spreading my legs. "Faggots like you get what you fucking deserve" was what Tom said and he positioned the biggest cock I'd ever seen at my hole. I was begging him not to, and he and his friends were all laughing as I started crying with the pain of him inside me. He fucked me and pulled his finger to my face showing me some blood where he tore me. After that the others took a turn. They threw me off the car, got in and drove off. I stumbled into the bar again, holding my dress up as best i could. It was an ambulance, and the hospital was embarrassing, I was there with all my femme clothes and undies, the police came I told them no charges, they acted relieved. At home I showered at least 10 times, none of the guys who fucked me had any diseases at least. For some reason I got rid of my male clothes, and exclusively dress as a woman now, staying alone, thinking about what happened to me as a woman.
I got help from a friends mother, who helped me learn makeup and how to dress, walk, and talk. I was in a little black dress, hugging my effeminate form, stockings and garter, 3" heels which took me up to 5ft. 9in. I had a push up bra to enhance my fatty chest and give me a little cleavage and my long, naturally blonde hair was in a ponytail. I had my small clit tucked between my legs, and in my see through, black panties to the initial observation, I had a pussy between my legs. I wanted to be seen as a woman and wanted people in the bar and on the street going to and from, to see me as the woman I feel I am.
Tom was his name, he asked to sit with me at the table, I agreed. He bought drinks, lots of them, we danced, he introduced me to his friends, then he stayed with me at my table. I was considering sleeping with him if he asked, but was still a little apprehensive. After my last drink, and a very sexy slow dance, with plenty of kissing, his hands all over me, grinding me, I suggested we go to the parking lot and I'd relieve some of the "pressure" he was feeling in his hard crotch. We went out, and in his backseat he wanted to fuck me and I told him I would suck. Then three of his friends opened the doors, pulled me out and ripped off my dress, my panties and threw me on the hood, spreading my legs. "Faggots like you get what you fucking deserve" was what Tom said and he positioned the biggest cock I'd ever seen at my hole. I was begging him not to, and he and his friends were all laughing as I started crying with the pain of him inside me. He fucked me and pulled his finger to my face showing me some blood where he tore me. After that the others took a turn. They threw me off the car, got in and drove off. I stumbled into the bar again, holding my dress up as best i could. It was an ambulance, and the hospital was embarrassing, I was there with all my femme clothes and undies, the police came I told them no charges, they acted relieved. At home I showered at least 10 times, none of the guys who fucked me had any diseases at least. For some reason I got rid of my male clothes, and exclusively dress as a woman now, staying alone, thinking about what happened to me as a woman.
