[M]y first sexual experience was with a much older man, and I loved it.

When I was 18, I played in this competitive soccer league that traveled all around our state. During the season, it was what I spent most of my time on – practice 3x/week and games every weekend – so a lot of us either rode our bikes or carpooled to practice/games. One of the trainers on our team was sort of this “team dad” type of guy named Ted who helped with logistics and gave a lot of rides to games/practices. He was in his mid-40s, reasonably fit, but big and kind of gruff type. Beard and burly. *Really* into soccer. Ted was a pretty hands-on guy, in retrospect, but no one ever thought anything of it. He would rub down your legs or ice you or whatever during breaks, and he had some kind of sports medicine certifications.

My parents dropped me off at Ted’s place before a Saturday afternoon game one afternoon, and while I was stretching out in his spare bedroom, he comes in without his shirt on. I thought it was a little odd, but no big deal. He asks if I want a massage. Again, I thought this was a little strange, since we didn’t need to leave for another hour, but hey, he’s the trainer. So I said sure, and he tells me to take my shirt off, too. Asks if I want to take my shorts off. I didn’t really answer that, but took my shirt off.

I lay down on the bed on my stomach and he’s rubbing my shoulders. It definitely felt unusual now – he was rubbing a little harder than usual, and differently, and he’s running his hands way down my back. After a few minutes, he reaches one hand down underneath me, right under my shorts. This definitely caught me by surprise, but I kind of froze, not knowing what to do. He took a hold of my cock and squeezed it.

I don’t know what it was – the situation, just being a teenager, or his being the first hand besides mine that had ever touched my cock – but I was rock hard in seconds. I felt mortified, honestly, and not a little scared, and didn’t move. He kept squeezing my cock in a way that felt really good, and asked anyone had ever made me cum. A girl? A guy? I couldn’t speak – could barely breathe – but I shook my head no.

I heard rustling behind me – he was taking off his gym shorts – and then felt what I immediately knew was his cock on the skin of my back. I distinctly remember what he said to me then.

“I bet you’ve never sucked a cock before, have you, TaigaBoop?”

Again, terrified. I tensed up, not sure what to do. He was definitely a figure of authority to me, and much stronger. I shook my head again.

He removed his hand from my shorts – which I remember being disappointed about – and then there he was, sitting on his heels in front of me. He sort of cradled my head, hair in one hand and my cheek in the other, and I saw his cock dangling in front of me. It, too, was stiff, hairy and BIG.

He didn’t say anything, just firmly guided his cock to my lips and pushed it in.

I had no idea what to do, so I let him. A couple of times, he had to remind me to open wide, to watch my teeth, and I obeyed. He fucked my mouth like that, and after a while, I was sorta bobbing over him, too. It wasn’t hard to figure out. I still wasn’t really thinking about what was happening – it was like there was just static in my mind.

“You’re about to get fucked, TaigaBoop,” he said, while his cock was still halfway in my mouth. I couldn’t take much more than that. “I’ve been waiting to do this for a long time. Don’t worry, I’m gentle.”

This began to worry me, and I almost got up and objected when he slid his cock out of my mouth, but… it’s hard to explain. It’s like I didn’t want to be impolite, or offend him. Again, he was an authority figure, and I wanted to do the right thing.

A second later, and he’s behind me, pulling off my shorts, pulling me up by my hips. He pushed my shoulders down, and I was sorta bent over on my elbows, my still rock-hard cock bobbing underneath me. I felt him spreading wet lube over my asshole, and I fidgeted, because it felt so weird. He just held me in place, and then… I felt this hot resistance at my hole, pushing against me. I tensed up, and he told me to relax, to be a “good boy.”

He fucked me in long, slow thrusts, and I began to moan and whimper underneath him like a little whore. It was like nothing else I’d ever experienced. To that point, I’d barely done more than make out with a girl, let alone had something in my ass. He was grunting and panting, and then I felt his hand on my cock, wrapping around me to stroke it. He said he was gonna milk me dry, and he did. His cock in my ass and stroking my cock made my head swim, and I moaned louder and louder until I blew my load all over the sheets underneath me. He milked me with his hand and then gripped my hips tighter and started cumming himself. I felt a hot blooming inside me, and when he pulled out, I could feel it dripping out of me.

After that, he told me to go shower up in the guest bathroom and we’d head to the game. He got up and left me lying in my own cum on the sheets.

Following that, Ted started having me blow him in his car after most of our practices. He also became my regular ride to weekend games, which nearly always meant getting fucked in his spare bedroom beforehand. That went on for almost two years, until I left the team. I must’ve swallowed (or taken in my ass, my face, on my back or stomach…) gallons of his cum in that time. I came almost every single time. I started fantasizing about it, jerking off thinking about him fucking me. I never once asked him to stop. In fact, I looked forward to it almost every time.

Looking back on it, he was obviously a predator who groomed me before making his move. That said, I look back on the whole thing very fondly. It was one of the best parts of my high school career. As far as I can tell, it didn’t fuck me up in the head or anything. I’ve never had other relationships with men, only healthy ones with women, and am now a successful married (hetero) late-30s guy.

Source: reddit.com/r/gonewildstories/comments/d98bug/my_first_sexual_experience_was_with_a_much_older