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Gay Stories
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Bi-Sexual Male / 52
Dating A Straight Man
So I’m a divorced bi man. About two years ago I was on a gay hookup site and I had a big hairy top guy invite me over to be his “girlfriend” for the night. He told me I had to be completely smooth, so I shaved everything thing off everywhere. As he told me to do, as soon as I got to his place I went into his bathroom. He didn’t want to look at me in men’s clothes. I thought, oh no, this might be too weird. lol I’m definitely not passable as a woman.
We had messaged by text for a few days, and like he told me I jacked off into the cup he left for me on the sink so I wouldn’t get hard when we played. then strapped myself into a pair of tranny “tucked” thongs and slipped into a thin dress cotton dress. Again doing As he told me I kept my dick covered the entire time. He turned the lights way down and we made out. I rubbed his body he felt me up under my dress avoiding my taped down cock. I finally laid my head in his lap when I put my mouth on his cock he started to leak the most precum I’ve ever had. I kissed it, licked his balls. He would pull my face up to kiss him from time to time. He told me to stand up and take my dress off. When I raised it up over my head he said stop. He licked my shaved armpits and reached around grabbed both of my ass cheeks. We laid down in like a side by side 69 position. That thong was painful. Even after I jacked off i was still getting hard. But it, and my balls was pushed down tight between my legs. As I started to suck him faster, he pushed the back of my thong over and he fingered me. It was the most sexy thing that ever happened. My backside was all cleaned up and lubed, as I was told. But… he came in my mouth as told me my pussy felt so good and wet. I left so horny. I could tell he wanted me out of his place I pulled my jeans on over the tranny thongs. I drove to the first public restroom to release my cock. I jacked of in the stall thinking about his cum in my belly.
We only met one more time, at a park, he wanted to role play. He told me to go along with anything he told me. When he pulled up next to me I get out and he motions me to sit in the passenger seat of his car. It was the middle of the day and like I said I’m definitely not passable. I wore a tank top T-shirt material dress that I had pulled out of my step daughter’s goodwill donation bag, thigh high stockings. I put a button up shirt on and tucked the bottom of the dress in some khakis. Sitting in the car He asked me if I had something on under what he could see. I slipped my pants down and opened the buttons on my shirt. Lifted the dress to show him my smooth crotch all strapped down. He was happy. Touch my dick. I didn’t understand what he wanted, we talked about him following me into the walking trails. He looked out guys window but gave me better instructions. Reach over with your slutty little hands, unzip my pants. Reach inside and wrap your hand around my dick and stroke it until I tell you to stop. I did as I was told. I left the shirt off and tucked the bottom of the dress back into my pants. It looked like I had a tank top tucked in but I was so sure people at the park could tell. We walked down a trail and then into a private area. I took my pants off and as soon as he saw me standing there in a dress he pulled me into him and he kissed me. he made me put the condom on his cock then he told me to bend over. As he fucked me he told me he didn’t want to date me anymore. We went back and forth with role play talk. It was pretty hot to be honest. He said he found out about my husband and that he wanted to break up with me as he fucked my cheating married pussy. He came crazy hard when I told him I thought I was pregnant by him. lol
Kinda crazy but if was fun.
We had messaged by text for a few days, and like he told me I jacked off into the cup he left for me on the sink so I wouldn’t get hard when we played. then strapped myself into a pair of tranny “tucked” thongs and slipped into a thin dress cotton dress. Again doing As he told me I kept my dick covered the entire time. He turned the lights way down and we made out. I rubbed his body he felt me up under my dress avoiding my taped down cock. I finally laid my head in his lap when I put my mouth on his cock he started to leak the most precum I’ve ever had. I kissed it, licked his balls. He would pull my face up to kiss him from time to time. He told me to stand up and take my dress off. When I raised it up over my head he said stop. He licked my shaved armpits and reached around grabbed both of my ass cheeks. We laid down in like a side by side 69 position. That thong was painful. Even after I jacked off i was still getting hard. But it, and my balls was pushed down tight between my legs. As I started to suck him faster, he pushed the back of my thong over and he fingered me. It was the most sexy thing that ever happened. My backside was all cleaned up and lubed, as I was told. But… he came in my mouth as told me my pussy felt so good and wet. I left so horny. I could tell he wanted me out of his place I pulled my jeans on over the tranny thongs. I drove to the first public restroom to release my cock. I jacked of in the stall thinking about his cum in my belly.
We only met one more time, at a park, he wanted to role play. He told me to go along with anything he told me. When he pulled up next to me I get out and he motions me to sit in the passenger seat of his car. It was the middle of the day and like I said I’m definitely not passable. I wore a tank top T-shirt material dress that I had pulled out of my step daughter’s goodwill donation bag, thigh high stockings. I put a button up shirt on and tucked the bottom of the dress in some khakis. Sitting in the car He asked me if I had something on under what he could see. I slipped my pants down and opened the buttons on my shirt. Lifted the dress to show him my smooth crotch all strapped down. He was happy. Touch my dick. I didn’t understand what he wanted, we talked about him following me into the walking trails. He looked out guys window but gave me better instructions. Reach over with your slutty little hands, unzip my pants. Reach inside and wrap your hand around my dick and stroke it until I tell you to stop. I did as I was told. I left the shirt off and tucked the bottom of the dress back into my pants. It looked like I had a tank top tucked in but I was so sure people at the park could tell. We walked down a trail and then into a private area. I took my pants off and as soon as he saw me standing there in a dress he pulled me into him and he kissed me. he made me put the condom on his cock then he told me to bend over. As he fucked me he told me he didn’t want to date me anymore. We went back and forth with role play talk. It was pretty hot to be honest. He said he found out about my husband and that he wanted to break up with me as he fucked my cheating married pussy. He came crazy hard when I told him I thought I was pregnant by him. lol
Kinda crazy but if was fun.
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