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1st gay sex voluntary with older m, voluntary until the 6 others came in

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I was 15, and already knew I was probably gay. I liked looking at pictures of naked girls and women, but with a 3 inch when hard cock, and a very thin, almost girlish body I knew I was destined to have sex with other men. The first was Bill, he was married to a plain jane, slightly chubby, small tit woman with mousy brown hair. Bill hired me several times when he couldn't mow the lawn to do it then started having me help him out in his garage or basement. When I was 15, he would rub up against me at the tool bench, sometimes in his pool he would come up behind me when I was hanging on the edge. His cock was hard, I could feel it. His wife Connie looking out at us, I guess knowing about him and boys. One time in the pool he pulled out his cock, I was up against the pool edge, my lower half under water. He rubbed his hard cock, which was pretty thick and about 7 inches long. He rubbed it up against my butt. Not asking, not saying anything he pulled my suit down in back and started rubbing back and forth directly against my naked butt. He grabbed my hips and pulled in tighter and rubbing faster now. His wife looking at us I just hung my head down. Finally he said something "Oh shit it's close, I'm getting close, just stay like this" and he pushed into my backside, his cum in the water but still hot and hitting my back. "Shit that was good, real good." he said. He back away, took his cock back into his suit and said "you can pull up your suit now, I'm done". I'd just been used by a grown man to satisfy himself sexually. I new it, and as I looked about I could see his cum in the water. I was thinking to myself, I was kind of ashamed that I just let him do that, to let him use me for sex, even though he didn't put it in me. His wife knew what he was doing and he didn't try to hide it from her.

"Come on let's go inside, Connie will get us some iced tea and we can go downstairs for a bit" he said. I moved out of instinct my mind was still having the image of his cock using my body, even if not penetrating me. As I got out of the pool he reached behind me and stuck his hand down the back of my suit on my bare butt. "That's nice, really nice" he said. "It's better than Connie's ass, yours is much nicer than her flat ass. Not that I even want to see that old thing anymore". He walked me into their kitchen his wife there in a housedress, her little nipples sticking out in the material, the rest of the dress very loose on her body. "Get us some iced tea babe" he told her as he took his hand off my bare ass. I reached and pulled up the suit better, still looking down. I just couldn't look at her or him in the eyes after her watching him use my body to make himself cum.

Downstairs, he took off his wet suit, and dried himself with a towel. He told me to take off mine. I just did it, not knowing why I was doing it, I was still numb almost. He took a towel and was drying me off. He paid particular attention to my cock. Towel down, hand on my little cock. "It's ok to have a little one, I mean you're not going to be using it too much anyway." He said then he reached around my butt and patted me "This is what you'll be using a lot more, and this" as he put a finger to my mouth. With that he was sitting on the couch, leaned forward as I was standing and took my cock into his mouth. I never felt anything that good before. He pulled off and asked if I liked it. I told him I did, and he asked if I wanted to finish, to go all the way with his mouth. After he started again, sucking on my cock, I warned him it was about to happen and then I shot what had to be 7 or 8 spurts of cum into his mouth. He looked up and swallowed it. Then he leaned back and pushed me to my knees and in between his legs. His 7 inches now hard again and moved my head to it. I opened up, he asked if I'd ever done it before. I told him I had not done anything until out in the pool. He cautioned me about my teeth and not to scrape his cock. It took him about 20 minutes, with my aching jaws till he shot his cum in my mouth. He told me to swallow quickly and I did. Then I heard Connie "Are you two about finished down there" she asked Bill. He told her we were done for now. She came down, both of us naked, me still on my knees between his legs. She asked if pork chops were good enough for dinner. They asked me to stay. I didn't expect that we'd stay naked to eat though.

This went on for about 4 weeks. I sucked him, he sucked me sometimes in the living room with Connie watching TV and ignoring us. I asked him about her, and he said she never liked sex, but sometimes he needed to fuck a pussy, and she had one. She only let him do anal to her 3 times and never again, and she never sucked him to completion, ever in their marriage. I guess that is why it was OK for him to use me or other men and boys, it meant she didn't have to do it. In those weeks he would still rub outside my butt, up and down in the buttcrack and cum on my back. He even would take me like that in their bed, one time she even came in while he was doing that to me and changed clothes, I got to see my first naked woman in the flesh. Hairy pussy, small but firm tits, rosy nipples, and a wide but indeed flat ass. She bent over and I could see her butthole as he was riding my buttcheeks up and down and cumming. She still naked, went to their bathroom and got a towel and threw it to me, "Here you can clean up with this".

Connie was gone for two weeks. I was with Bill on a Friday. He got real serious after his BJ and him blowing me. "It's time I get what a man really needs." he said. "What do you mean, I let you do that on my butt and in my mouth" I said. "A man, a real man, like me, needs to fuck too" he said. "Don't you do that to Connie?" I asked him. Yes he did, but he needed to fuck another hole, my hole. I asked if he meant to put it inside my butt and yes he did. "It's time, we've been playing at this for a long time now, and you need to start giving me all the sex a man wants". He promised he'd be gentle and not hurt me. By then he'd been fingering me for a while now. We were in their bed, the bed he fucked his wifes pussy in, and he was on top of me, putting vaseline in my hole and on his cock, his head lined up and he slowly pushed in. It wasn't pleasant but by then I knew this was what I was good for. That first time he'd already had a BJ so he fucked me for about 30 minutes before cumming in my virgin butt. After about 10 minutes it wasn't hurting, he was fucking and to tell the truth it felt good. I was grunting on his inward strokes feeling 7 thick inches being thrust up my rear but I was also moaning for it too. I was smiling after, asking if it was good for him, I was someone he fucked now, like his wife. He took me to her dresser, sat me down and brushed some makeup on my face, my eyes, eyelashes, and then lipstick. He put a hairband in my hair and I confess I did look like a girl. Then the doorbell. I was frightened that somenone would see, like this but he told me to stay there.

I heard multiple voices talking, then Bill came in and took me by the hand and lead me out to the living room. I was still naked, and made up, hairband in place and 5 older men 30s to 50s and 1 looked in his early 20's were all naked and standing around. Bill laid out a blanket and told me that Danny, the youngest one was going first. I just looked at him. He ordered me to lay down and to "be with" Danny. Numb again I laid down and soon Danny was between my legs, pulling my legs up across his back and his cock was inside me. I'd just lost my virginity back there and now I was going to get fucked by every guy here. Soon another cock was in my mouth. That night between the 6 men plus Bill, I'd been fucked 11 times, had four loads of cum shot in my mouth. There was cum all over the blanket between my legs, all over me, my nipples, my cock, my butt, leaking out onto a pool on the blanket. Some fucked me missionary, others on all fours others with me lying down on my belly like Bill took my virginity. Bill helped me walk to the bathroom and I pushed out all I could. He got a retail enema and cleaned me out more. In the shower he washed me, rubbed me, massaged my ass so it wasn't so sore anymore, then pushed me down with his cock in my mouth. After he came, he kept me on my knees, the warm water flowing over me, and he peed on my face, and on my cock. Then washing me off, drying me I got dressed and very gently walked home.

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Comments (5)

  • Yngsammy: I've pleased older men growing up and also loved it. Can relate so much to this story.

    Reply↴ • uid:1ddrcl95ud0l
  • Horny 4 Mature: Wow I love pleasing older men. I remember my first time at 13 sucking a cock!

    Reply↴ • uid:1e8ac1oxoqfa
    • Iridescent: Gang that's grape

      • uid:pg1os0zl
  • Randy guy: Super! Older men love boys with fresh young cocks! In my teens and twenties I let older men enjoy me. Read my "Mr Brown" story. Sounds like his wife likes watching boy on boy. Nice to have a woman like that!

    Reply↴ • uid:1e25xucs5lup
  • Master Blaster: What a great neighbor.

    Reply↴ • uid:2c3w1pboib