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Gay Stories
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Gender Neutral / 19
CD'd For The First Time
I have had sex with 1 other guy, it was a couple years ago and he had me suck him off several times and then fucked me twice. After the second fuck he called me fag and left. Even though I saw him everyday, he never acknowledged me again. When I tried to go up to him with others around he'd shove me and tell me to get away from him. I am small, nothing I can do about him shoving me. I am very skinny, no body hair, just above my lame excuse for a cock and on my head, i do shave under my arms don't need it anywhere else.
I met an older man in his 30s, very successful in business, is married with two kids. He and I were chatting on line, and he asked if I wanted to meet for a coffee somewhere and talk in person. By this time I knew he needed discretion and I guess he was checking me out. We met, and after the coffee was done, he had me in his car, drove to a secluded area and told me, not asked, told me to suck his cock. It was big, it was thick, it was hard, I'd never had anything that big before. I sucked him off, and swallowed his load. I asked if that was OK for him and he said it was perfect. Then he asked if I wanted to meet him sometime to spend some alone time together. I wanted to do just that. I honestly wasn't looking forward to being fucked again, especially with one as big as his but I told him yes, knowing it would happen. He'd expressed his love of getting sucked and buttfucking things his conservative but beautiful and hot wife would never do.
After he fucked me twice our first meeting, we met regularly. I asked how he could fuck me so much or get sucked by me so much and still have some left for his wife. He said it wasn't a problem and I never brought it up again. Then Monday night this week, I went into our hotel room. He had arranged everything, I got my key he was coming later. On the bed was a black mini dress, stockings, garter, panties, small aa cup bra that matched. Then there was a note to go into the bathroom and I saw a complete set of makeup. Lip gloss, eye shadow, foundation, eye liner, eye lash brush, everything a girl would need. My hair is naturally long to my shoulders and very dark brown. To make things better I shaved my pussy hair into an inch wide landing strip (he wants me to call it a pussy, sometimes my clit - which is tiny anyway). I sat and made myself up, got into the clothes and was waiting for him with room service drinks.
I served him his martini, sat on his lap, kissing and making out he was rubbing on my mini covered ass. He made me bend over the sofa and he lifted my dress bottom over my waist and dropped my black lace panties below my ass then rammed it home for half an hour fucking me so hard and fast the whole time, I was worn out by the time he came in me. Then he pulled up my panties, lowered my dress and told me we were going out to dinner. I wanted to go to the toilet and clean myself but he didn't want me to. He wanted me to have dinner, knowing and feeling his sperm leaking in my pretty lace panties. By the time we left the restaurant it had gone through to lace and was making a wetspot in the back of my dress.
Before we left the parking lot I sucked him off in the car and that night he made love to me missionary 2 more times and once again in the morning before he went to work.
It was my first time crossdressing, not my first time feeling like a woman, he makes me feel that way all the time, but the first time I looked like a woman. I proved I can even pass in public and now I do all the time. He gave me his credit card and a $2000 limit. I have all kinds of lingerie, and regular blouses, skirts, dresses, scarves, make up, and tons of sexy undies for him to explore. I'm hooked on dressing for my man, and maybe even all the time for me. I feel like I've always felt I should be now.
I met an older man in his 30s, very successful in business, is married with two kids. He and I were chatting on line, and he asked if I wanted to meet for a coffee somewhere and talk in person. By this time I knew he needed discretion and I guess he was checking me out. We met, and after the coffee was done, he had me in his car, drove to a secluded area and told me, not asked, told me to suck his cock. It was big, it was thick, it was hard, I'd never had anything that big before. I sucked him off, and swallowed his load. I asked if that was OK for him and he said it was perfect. Then he asked if I wanted to meet him sometime to spend some alone time together. I wanted to do just that. I honestly wasn't looking forward to being fucked again, especially with one as big as his but I told him yes, knowing it would happen. He'd expressed his love of getting sucked and buttfucking things his conservative but beautiful and hot wife would never do.
After he fucked me twice our first meeting, we met regularly. I asked how he could fuck me so much or get sucked by me so much and still have some left for his wife. He said it wasn't a problem and I never brought it up again. Then Monday night this week, I went into our hotel room. He had arranged everything, I got my key he was coming later. On the bed was a black mini dress, stockings, garter, panties, small aa cup bra that matched. Then there was a note to go into the bathroom and I saw a complete set of makeup. Lip gloss, eye shadow, foundation, eye liner, eye lash brush, everything a girl would need. My hair is naturally long to my shoulders and very dark brown. To make things better I shaved my pussy hair into an inch wide landing strip (he wants me to call it a pussy, sometimes my clit - which is tiny anyway). I sat and made myself up, got into the clothes and was waiting for him with room service drinks.
I served him his martini, sat on his lap, kissing and making out he was rubbing on my mini covered ass. He made me bend over the sofa and he lifted my dress bottom over my waist and dropped my black lace panties below my ass then rammed it home for half an hour fucking me so hard and fast the whole time, I was worn out by the time he came in me. Then he pulled up my panties, lowered my dress and told me we were going out to dinner. I wanted to go to the toilet and clean myself but he didn't want me to. He wanted me to have dinner, knowing and feeling his sperm leaking in my pretty lace panties. By the time we left the restaurant it had gone through to lace and was making a wetspot in the back of my dress.
Before we left the parking lot I sucked him off in the car and that night he made love to me missionary 2 more times and once again in the morning before he went to work.
It was my first time crossdressing, not my first time feeling like a woman, he makes me feel that way all the time, but the first time I looked like a woman. I proved I can even pass in public and now I do all the time. He gave me his credit card and a $2000 limit. I have all kinds of lingerie, and regular blouses, skirts, dresses, scarves, make up, and tons of sexy undies for him to explore. I'm hooked on dressing for my man, and maybe even all the time for me. I feel like I've always felt I should be now.
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