One Night With the Wannabe Jock

This is a true story!

*Everyone in this story is over the age of 18.*

A few months ago, it was late at night and I was horny as hell, so I was on Sniffies trying to find a guy to hook up with. Unfortunately I live in very rural area not close to any major cities, so the options are quite limited. Most of the time I struck out, or I'd meet up with an older DL man that just wanted me to fuck him quick. Thankfully, luck was on my side this night.

I got a message from an anonymous profile just a couple miles away immediately asking what I was looking for. I told him I'm a top looking to cum, so I was good with him jerking off, giving me head, or topping if he wanted to bottom. He said he wanted to try bottoming so I asked for his stats and some pics. Turns out he was 23 and, based on the picture he sent, pretty fit. Not outrageously jacked or anything like that, but he had a real nice bubble butt and that was good enough for me. I sent him a picture of my dick and he approved, so I sent my address and waited.

About twenty minutes later, there was a knock at my door. I opened it to find a pretty cute jock, backwards hat and all. I invited him, we made some very brief small talk while he took off his shoes and then I led him into my bedroom. I'm not much for talking during hookups, so I just pulled my shorts and boxers down and laid on my bed. He took one look at my seven inches, said "nice," and immediately started going down on me. I could tell this guy was closeted and probably one of those macho masculine men, but he was clearly hungry for dick.

He bobbed his head up and down like his life depended on it. If I'm being perfectly honest, it's not the best head I've ever gotten, but he was clearly giving it his all. I realized why a few seconds later after he got me good and hard and said, "You wanna fuck me now?" I smacked his face a couple times with the tip of my cock and told him yes.

He stood up and took off his jeans and underwear and jumped on my bed ready for doggy. I grabbed a condom and some lube from the nightstand drawer. I find it kinda sexy when a guy puts the condom on me himself, but I think this twink was just too ready to get fucked to be seductive about it. I put the condom on and lubed up before dripping some lube down his ass and rubbing it on his hole. With some effort, I got one finger in, and fuck was he tight. One finger was a challenge. Almost instantly I found his prostate and pushed on it, causing him to moan.

After a minute I added another finger. I am a little on the girthier side and I didn't wanna hurt this guy too bad. I was trying to be polite, but apparently that's not what he wanted because after a few seconds he says "Just put it in me." And that was all the encouragement I needed. I lined my cock up with his semi-loosened hole and pushed in. He resisted a little at first, and I heard him take in a sharp breath once the head was in, but he relaxed pretty quickly.

Before long, he was pushing back into me just as hard as I was thrusting into him. Every few seconds I heard him whimper, or say "mmm fuck..." so I assumed I was doing something right. The one thing that gave away that he hadn't been fucked much before, if at all, was that he didn't know how to arch his back, but given how horny he was I figured he wouldn't mind if I got a little rough. I threw his hat on the floor and grabbed his hair and pulled him up toward me as I pounded him. At that point he was just supporting his upper body by the tips of his fingers and I had him arched good. It must've been good for him, too, because he went from whimpers to full-blown moans.

A couple minutes of doggy went by and I asked him if he wanted to sit on it, to which he said "fuck yeah" all breathy. It was so hot seeing how into it this jocky little twink was that I probably could've cum right then, but instead I pulled out and laid on my back and allowed him to line my dick up with his hole. He took the full length in one try and rode me like a fuckin' horse. He was bouncing up and down, gyrating, and at one point I swear he was twerking on it, all while I was just feeling up his smooth body and enjoying the view. It helps if I pay attention to stuff like this while I'm fucking; it helps me not to cum too quickly.

I can tell he's petering out after a few minutes, so I sit up, hook my arm around his back, and turn us both over so that we're in missionary without ever pulling out of him. He looks pretty surprised when I'm on top of him. I don't think the jock wannabe thought someone would ever manhandle him this way. Without missing a beat, I start absolutely railing him. We had been going at it for awhile at this point, and I wanted to cum. I see him reach for his hard dick but I bat his hand away. I wanted to be the one that made him cum.

I straighten up and grab his dick and jerk him off to the rhythm of my thrusts, alternating between fast and slow. I can tell he's getting close to because he's got one hand tightened in my hair, the other bunched up in the sheets, and his eyes are rolled into the back of his head. There's barely a coherent word coming out of his mouth, just guttural sounds and heavy breathing.

Finally, I feel the pressure building. "I'm getting close," I tell him. "Where do you want it?" He looks me in the eye and just says "C-cover me." The stutter happened because I had pulled almost all the way out and then slammed into him again as he said it. So I thrust a few more times, still jerking him off, until I know I'm seconds away from blowing my load. I pull out quickly, rip the condom off, and get into position over his face. I don't have to give more than a tug or two before I'm shooting thick ropes all over him. One positive review I've always gotten from hookups is how much and how powerfully I cum, and this was no exception. The first shot trailed from his hairline over his right eye, and the rest landed on his nose and across his lips.

As most do, I had my head thrown back while I was cumming, so I was surprised when I felt him wrap his lips around my cock and suck it again. I got the impression that he was worried that bareback or swallowing would be "too gay," but looking down at him I noticed he'd already licked the cum off his lips and was milking every last drop from me that he could. I reached back to jerk him to completion when my thumb landed in something wet. Turns out being covered in cum had made him cum too!

We rode out our respective orgasms together, me running my hand up and down the length of his gorgeous hairless body, him absentmindedly stroking me. When we were finally finished, we were getting dressed and out of the blue he said "I didn't think I'd cum, honestly." I asked him why, and he responded, "well with girls I can't even really stay hard." I nodded in understanding, wanting to tell him that's because he wants dick but knowing that wasn't my place.

"So are you, you know... full-tilt?" He asked me, which made me laugh.

"You mean am I gay?"

"Yeah."

"Yes I am." I replied. He nodded, and it almost felt like I was this boy's gay mentor, showing him it was okay to say and embrace the word without shame. He looked me up and down one last time and grabbed my crotch.

"I had fun," he whispered to me, still looking down at my dick. I grabbed under his chin and pulled his eyes up.

"Me too," I said right before giving him the littlest peck on the lips. I didn't try making out with him because most "straight" guys find that even gayer than getting fucked, but fortunately he gave me a little smile before he walked past me. I smacked him on the butt and said "hit me up again sometime."

"Yeah I will. I'll see you on the app," he said. He gave one last macho head nod before he opened the door and left. Unfortunately, I never saw him again. I checked the app several times over the next month or so, but it showed that he had been inactive since that night and then he disappeared altogether. It was a major bummer for me because, frankly, that night was the hottest hookup I ever had. But at least I got to show him how to be a good bottom for the next guy.