my first gay, then an unsuspected gangbang night

I was always curious about girls and fucking them. When younger I played around with a male cousin too. I met Jay who lives a block over from my parents house. I mowed his lawn. I won't go into it as it's a long story but over about 3 months last summer we got closer and talking about sex, and he sucked my cock. I'd had it from my cousin before but I didn't realize how much I missed cumming, especially in a mouth. Then something I didn't do with my cousin, Jay wanted me to suck him. To tell the truth that sexual urgency was over for me, and I didn't want any more to do with sex right then I'd just cum. But he took my hand and put it on his thick cock. Mine is not nearly as thick as his, but I was grabbing it and jacking it, hoping he'd cum from my hand but he was 38 years old and divorced and needed more. He pulled my head down to his cock as we were sitting on the couch and I opened up. I sucked him and he came. The whole time he was playing with my nipples, pinching them, rolling them, I liked it. One hand on my nipple one moved to my cock. He erupted in my mouth, it was a lot, I think double what I cum. I tried to swallow as quickly as i could but some dribbled from my mouth and dripped onto his upper thigh. He pulled up my head to watch me swallow which I did, then he pushed me down to the cum on his thigh. I licked it up and swallowed.

I was hard again and he put on some older woman-younger guy porn. The guy started licking her asshole then fucking it. He was jacking on my cock the whole time, I was hard again and so was he. "come on" he said as he took my hand and lead me into his bedroom. There were pictures of his now ex wife all over with him. She was hot, I remembered her, he was only divorced for a year. I was almost shaking but he laid me down, took some lube and got between my legs. I knew I was going to be fucked. What I didn't know was how much it would burn the first 5 minutes, and after how much I would realize that I was empty inside after he pulled out. I can't say I liked it, but when he jerked me off while fucking me it was the best cum I'd ever had. He came deep up my butt. He rolled off me, and we just laid there me thinking I'd just let a cock fuck me and cum in me, like a bitch. He leaned over and licked up all the cum from my belly and pubes. Laying back with his hand still on my cock he was talking to me like I was his lover. To tell the truth I didn't mind it anymore. I felt strangely empty and wanted to be filled again. I had to break the moment as I had to rush to the toilet.

We stayed naked, having lunch and that lead to me being fucked again. A lot less burn but each thrust missionary with him looking into my eyes, sucking and fingering my nipples made me hard. He finished and I got dressed and went home. That night I jacked off in my bed but not about my high school girlfriends naked body, but rather about me being fucked by the cock that I'd sucked too. The next day I went back head down, almost ashamed of myself. I wanted fucked again. He let me in, and immediately took off his loose shorts. He was naked. I stripped off and knelt down to suck him hard right there in front of the now closed door. "I don't want to cum this way, OK? I want to cum inside your pussy" he said. He called my ass a pussy. I was ok with that. He was hard and I looked up at his and asked if he was ready. "Are you?" he asked. "I need to lube up first" I answered. "Do you want to do this, you want to get fucked again?" he said. I answered yes and he made me say it. "Will you please fuck me again?". YES was the answer. In two minutes I was lying down in his bed with his thick cock pushing in and out of me. A lot slower this time, I liked it a lot better this way. He was playing again with my nipples, I got hard and jacked myself, cumming way before he did. He fucked me for at least half an hour and I loved every minute of it. I was moaning like his bitch, I realized I was moaning because I was getting my "pussy" fucked. I was a pussy to him, and I liked it.

We fucked 2 times that day, and the next and the next. On Friday he called me and told me to tell my parents that I was helping with some work inside the house and it would take time. So I would stay the night. I went there around 4pm and when I went in he was already naked. So were the 7 other men there. Ranging in age from 35 to 65, everyone married to a woman. He stripped me in front of them all, I just let him. Then laid down blankets and a pillow on the floor. There he fucked me in front of them all, this time like the first, me on my belly ass up and now being fucked. I was fucked by all 8 of them multiple times that night. It was probably 5 hours before they left, leaving me in bed with Jay.