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Gay Stories
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Straight Male / 24
First For Me
I arrived yesterday morning in New York City. I'm from the opposite coast, I went with a friend to a bar and restaurant, he had to leave after a while and I stayed for some more to drink. As the evening wore on it was pretty apparent that it was not just a gay bar, but a trans bar. It wasn't a big deal, the friend I went with was gay so no surprise. What I didn't expect was that when a beautiful woman, who I suspected was not a woman, flirted with me I kept it going.
She was beautiful, very feminine face and body, thin with indented waist, great looking hips and ass, and soft B cup tits. I'd never had any sex of any kind with another guy, or a gurl but I kept talking with Chrissy, all night. That led us to her apartment, around the corner in a very upscale, modern building. I love anal on girls, and thought that and perhaps a blowjob would be the sex for the night. Both of us naked except for her thong she excused herself, got up from the bed and went into the bath. I figured she may be lubing up. She came out in a strappy leather corset, and he cock (about 4 inches soft) exposed, her pretty titties bouncing a bit and holding a pump jar of lube. Getting on top of me, rubbing my cock between her ass cheeks, kissing me she started lubing my ass. I told her no I'd not done that but she kept it up, then before long while biting my nipples she stuck two finger in me and was sawing in and out with it.
"I could tell you were a newbie, you're going to love it" she said very sternly. Her face still beautiful but now stern I just only mutter "NO" between her lips on mine. She just told me to shut up and realize it was happening. I tried to get up with no three fingers pumping into me and with unexpected strength she pushed me down.
Chrissy got between my legs, lined up her cock and put the head into me, she leaned forward and one hand guiding her now 6inch cock the other pinching my nipple, and kissing me so passionately I just moaned when she stuck it all the way in me. Getting up from my kiss, never stopping her fucking she said "Lift your legs up". I pulled my legs up like my girlfriends had always done for me when I fucked them. Chrissy moved my hand to my own cock and I began jacking it for all it was worth, she was pummeling my ass with her cock, the cock attached to a beautiful femme body, with the blonde landing strip just above it. As I came she shot in me kissing so good again. In the afterglow she stayed in me for as long as she cold, scr****g my nipples with her finger nails, my softly squeezing and sucking on her tits.
"You sorry?" she asked. "Not at all" was my reply. She took a small sharpie marker and wrote "Ass fucked whore" on my butt cheeks, and after shaving my pubes last night, she wrote "Faggot cock" over my cock.
I got fucked two more times, I fucked her once, and this morning we exchanged BJs. I'm back in my hotel room, smelling of perfume, with sperm from a tranny up my butt, my breath smelling like sperm, black writing on my body branding me a newly fucked faggot. I don't want to shower. She told me to be at her place, dressed in a suit to pick her up for dinner at 7 tonight. She told me not to even try to wash off the writing, it has to be there, big, bold and black when I see her. I can't wait to see how many of her loads I get inside me tonight.
I put straight, as I was until about midnight last night when she started fucking me. I could justify to myself that I fucked a beautiful tranny, but getting fucked? I am what she wrote I guess.
She was beautiful, very feminine face and body, thin with indented waist, great looking hips and ass, and soft B cup tits. I'd never had any sex of any kind with another guy, or a gurl but I kept talking with Chrissy, all night. That led us to her apartment, around the corner in a very upscale, modern building. I love anal on girls, and thought that and perhaps a blowjob would be the sex for the night. Both of us naked except for her thong she excused herself, got up from the bed and went into the bath. I figured she may be lubing up. She came out in a strappy leather corset, and he cock (about 4 inches soft) exposed, her pretty titties bouncing a bit and holding a pump jar of lube. Getting on top of me, rubbing my cock between her ass cheeks, kissing me she started lubing my ass. I told her no I'd not done that but she kept it up, then before long while biting my nipples she stuck two finger in me and was sawing in and out with it.
"I could tell you were a newbie, you're going to love it" she said very sternly. Her face still beautiful but now stern I just only mutter "NO" between her lips on mine. She just told me to shut up and realize it was happening. I tried to get up with no three fingers pumping into me and with unexpected strength she pushed me down.
Chrissy got between my legs, lined up her cock and put the head into me, she leaned forward and one hand guiding her now 6inch cock the other pinching my nipple, and kissing me so passionately I just moaned when she stuck it all the way in me. Getting up from my kiss, never stopping her fucking she said "Lift your legs up". I pulled my legs up like my girlfriends had always done for me when I fucked them. Chrissy moved my hand to my own cock and I began jacking it for all it was worth, she was pummeling my ass with her cock, the cock attached to a beautiful femme body, with the blonde landing strip just above it. As I came she shot in me kissing so good again. In the afterglow she stayed in me for as long as she cold, scr****g my nipples with her finger nails, my softly squeezing and sucking on her tits.
"You sorry?" she asked. "Not at all" was my reply. She took a small sharpie marker and wrote "Ass fucked whore" on my butt cheeks, and after shaving my pubes last night, she wrote "Faggot cock" over my cock.
I got fucked two more times, I fucked her once, and this morning we exchanged BJs. I'm back in my hotel room, smelling of perfume, with sperm from a tranny up my butt, my breath smelling like sperm, black writing on my body branding me a newly fucked faggot. I don't want to shower. She told me to be at her place, dressed in a suit to pick her up for dinner at 7 tonight. She told me not to even try to wash off the writing, it has to be there, big, bold and black when I see her. I can't wait to see how many of her loads I get inside me tonight.
I put straight, as I was until about midnight last night when she started fucking me. I could justify to myself that I fucked a beautiful tranny, but getting fucked? I am what she wrote I guess.
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