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Derek (D) made no bones about wanting me to have sex with him. I’ve known him and worked with him since I was 13. I never said anything to anyone, when he’d leave out gay porn pictures and would have older men and twink porn on his monitor. He knew I’d never had anything kind of sex with anyone, short of me and a female cousin touching each other when we were 8 and 9 until she moved away. I kissed and licked her mound but she was about to try it with me and they moved away. As I got older, D would have me over to his house and we’d swim in the pool. Him naked and eventually me too. He touched me several times, and I’d get hard. Then in his kitchen, I was fixing sandwiches he’d come up to me behind me and I’d feel his rather long cock pushing against my ass. Then when i was 15 he got hard and he asked me if it was alright as he was standing behind me, his hard 7 inches, very thick too, was gliding up and down in my crack. I didn’t say anything so he kept going. He bent me over so my ass was out a bit more, and was really picking up speed. Then he stopped, and told me to just wait there. He put baby oil on his cock and started in again. Pressing hard up against me humping my ass on the outside he kept telling me how good I was making him feel. Reaching around to my cock he grabbed my six inches with his hand. Oil on his hands too, he was playing with my balls as he jacked on me. I came first, moaning like crazy, it felt so much better than my own hand, as I was cumming all over, it shooting on the cabinets beneath the kitchen island i was bent over he started pumping furiously, then I felt the hot liquid going at my back and the top of my butt, as he was moaning. He pulled back and came back again and was cumming right up against my hole, he pushed the head of his cock into my hole I grabbed his cock and held it there, not letting him fuck me. I could feel his shaft swelling over and over, inside my teen butt I could feel the last few shots of his hot liquid in me. I immediately pulled away, holding my hand over my hole. “That hurt D, damn” I said trying to get the burn to ease up in my hole. I wasn’t fucked, but he did shoot some of his cum in me. “I let you rub it against me, but don’t stick it in OK?” I said. “Ok, I’m sorry, it just slipped in, I wasn’t meaning to, I’d never do that without you saying it’s OK, it just happened. Besides it only went in not even an inch, so it’s not like I fucked you” he countered. ‘NO” I said “you just humped me till you came”. “So did you, you came all over the cabinets” he said and we both started laughing. I took my hand away from my ass. “If we don’t have sex, can we at least do this? I mean, you got hard, you must have liked it” he said. I agreed to it.
This went on for a year. We would have our version of sex often, several times a week. I knew he wanted me, fully, he wanted to cum in my mouth and have sex with me and cum in my butt. He had in the year since that first time rubbing against me, stuck his finger in my butt when he’d jack on me. It did get to feel pretty good. I was a couple days ago, he had a big party mostly men, mostly bi men married to women, older, good looking and like D, pretty wealthy. Only a few people left, I had made arrangements with my parents to stay over, D didn’t know that. He gave me a very expensive leather jacket as a present, and went to the place I bought my used car and paid it off for me. With almost everyone gone, I told him that I could stay the night – IF he wanted me to. Then I corrected it “IF you want me!” I said. “You mean, what I hope you mean?” he asked. “Yes, I mean I have a present for you too, but in bed, when everyone leaves.”
He said it would take a long while for the remaining people to leave, one man/woman couple were making out on a couch, her blouse open, his hand on her big tits, another gay couple were rubbing on each other. He took my hand and we walked upstairs. He and I went into the shower together, he cleaned me and I him, he got down in the shower and with the warm water hitting my back sucked my cock and it took only a few minutes for me to shoot my load which he swallowed. He lathered up my pubes, all over, from my lower belly to my balls. Then shaved me smooth. “Is this the way you want it?” I asked him showing off my totally smooth pubic region. “Yeah, it is, almost like back when you first were hanging around.”
Then, it was my first kiss, not from a girl like I’d imagined, but from D. Drying off, we went to bed, he gently lubed me while I was sucking him hard. He asked if I minded letting him cum in my mouth, so he could last longer when we “made love”. I told him that it was whatever he wanted, I was HIS present to do anything he wanted. I got my first load of cum in my mouth, I had known all along how much he cums, it’s like an endless fountain. Some spilled out of my mouth and he took it with his finger and put it in his mouth and we swallowed together. Some kissing followed, him playing with my nipples, me following his lead, and doing the same, then back down with my mouth. He got hard, and since he lubed me with vaseline, it was still there and lubed up. I rolled over on my belly to let him take his prize. The thing he’s wanted since I was 13. He rolled me back over and got between my legs, he pulled up my legs, so my hole was at his cockhead. Slowly he pushed in, he told me to push out like I had to go to the toilet. After probably 3 or 4 minutes his big thick 7 inch shaft was all the way inside me. I paused, kissed me, pinching on my nipples he started moving. He was slowly fucking me, kissing my neck, my ears, my nipples, telling me how much it meant to him that I’d given him the best gift anyone ever had. “Only that 1 time when you stuck it in me and shot, has anyone ever done it to me” I reminded him. “I know, but this is for real now” he said. I just told him that I knew, I hoped he liked me as his present. “What can I do, what do you want me to do?” I asked. “Just be there, like you are, taking my cock in and out of your pretty, boipussy, looking at your smooth, baby looking cock is great” then he started jacking on me. I shot my load again, all over my belly, him scooping it up and feeding it to me, then he sped up and slammed into me repeatedly shooting his cum deep inside. “I feel it honey, I feel it, I can feel your cum shooting in me” I whispered to him. He finished, and stayed in me. Finally he slipped out, he grabbed a tissue and wiped the lube and some sperm off my butt. Then we put on robes, nothing else, and went back downstairs. Two guys were fucking, a woman and two guys were getting it on, and the man/woman were naked about to fuck.
We put on porn and watched the live shows and porn. He leaned over when everyone was done and sucked my cock till I came. Everyone sated, they all left within an hour and he and I went back up to bed. I leaned on my side, not needing anymore lube he fucked me from behind. “Is this better than just rubbing on the outside? Is it worth the wait?” I asked him. As he was shooting another load deep into my asshole, he said it was well worth it.
So two days ago on christmas eve, I gave the 30 year old D my cherry mouth and boypussy. I’m going over tonight too, I need some more of his nice stiff cock and massive loads of cum.
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