This story takes place around mid-2008. It was another weekend and another strike out on OKCupid. I’d been talking with a guy for about a week, but when it came time to actually schedule the date, he completely ghosted me. I was frustrated, to say the least. So of course I made a post on Craigslist. I got a lot of headless torsos, but nothing interesting until I get a message from a guy I’ll call Jay. Jay was around my age (24), 6’2”, African-American, had a very nice build. I had roommates and couldn’t host. Jay also had roommates, but they’d be out for a few hours, so he’d have his place to himself for a while and immediately invited me over. We exchange a few messages about what we liked, and we seemed to have similar interests, so I agreed to come over and immediately got in my car.

Half an hour later I was parked outside Jay’s house and texted him that I was there. He told me to just come in and to be quick so none of his neighbors saw me. As soon as I got close to the door, it opened, and there he stood. Jay wore a sleeveless t-shirt and a pair of loose basketball shorts. Jay had told me that he’d played football in high school and college, and it showed in his bulging arms. He looked incredibly hot, and I couldn’t believe my luck.

The lights in the house were all off, but it was the middle of the day in the middle of summer, so I really didn’t mind. He quickly lead me to his room and closed the door behind us. No sooner was the door closed than he had me pinned against the wall shoving his tongue down my throat. Down to business then. I liked it. I wouldn’t call myself submissive, but there’s just something so primal and sexy about the other guy taking charge of the situation that really turns me on. I didn’t resist as he grabbed my arms and held them together above my head with one hand while his other started exploring my chest through my shirt. I eagerly sucked on his tongue. After a minute of this, he released my hands and I quickly used them to start exploring what was under those shorts of his.

As my hands felt around the inside of his shorts, I grabbed on to his ass, kneading his and slowly working a finger into his hole — one of the things he’d told me he like was fingering and rimming, so I was only too happy to oblige. I eventually let my other hand wander to the front and my eyes immediately bulged when I found his cock. I don’t think he’d lied, necessarily, but he really hadn’t done himself any justice when he described it to me. As I grabbed his cock, I realized that I couldn’t get my hand around it. It was fucking HUGE! Thick as a beer can, and at least 8” long.

Jay started pinching my nipples, which made me squirm and melt in the best way. He slowly started to undress me, taking my shirt off and throwing it onto the floor. He finally freed my mouth, and immediately started kissing down my neck and toward my nipples, which he started to suck slowly one at a time. While he did that, I did my best to keep a grip on his cock and started jacking it slowly. There was so much cock, I felt like I was barely doing anything.

After a few minutes, he led us over to his bed. We both finished getting undressed before sitting down next to each other to resume our intense make-out session. I decided it was my turn to return the favor, making my way down to his nipples and sucking on each of them eagerly. Jay started moaning loudly. I was very glad there was no one else there, as I’m sure we would’ve drawn an audience with how loud he was being. He slowly laid back as I made my way down his chest and toward his cock.

Seeing it up close, Jay’s cock was glorious. It was way bigger than he’d described in his messages to me earlier, and I was suddenly unsure if I’d be able to take him. Still, I decided that I could at least give it a try. I started by licking the head, using my hands to slowly move them up and down his shaft. Even with both hands, it was still a difficult task. I started kissing and licking down the sides before taking a big gulp of breath and then trying to take him down my throat. I opened my mouth as wide as it would go, but was only able to get a couple of inches into my mouth. He was leaking pre-cum like a faucet, which helped things, but it wasn’t quite enough. I did my best, but was gagging a lot.

Jay asked if he could fuck me, and I told him we could try, but he’d have to do a lot of work to loosen me up first. I got up on the bed on all fours. Jay came around behind me and bent down to rim me. His tongue was also quite long, and it wasn’t long before he was deep in me. The sensations were amazing, and I started to moan as well. His tongue was replaced by his fingers teasing my hole. I was so sensitive and found myself shivering from the pleasure. He inserted one finger, using it to fuck me slowly before inserting another, then another. I couldn’t believe what he was doing to me. It felt so good, and I really hoped that this would help me be able to take his cock.

After a few minutes, Jay asked again if he could fuck me. I told him to use plenty of lube and go slowly, which he agreed to. I heard him open a condom and put it on, all with just one hand as his other was still slowly finger fucking me. When he was ready, I felt his fingers leave me slowly, and then the tip of his cock was at my hole as was a giant glob of cold lube. I took a deep breath, preparing for what I knew would be a very large cock in my ass.

After a moment, I felt his tip start entering me. It was excruciating. He was true to his word and started very slowly. After a few minutes, he’d managed to get the head inside my hole, but we were starting to have trouble getting anything else inside. He readjusted and tried a different angle. Still no luck. We changed positions a few times before we had to agree that this just wasn’t going to work.

He laid down beside me, and we couldn’t help but laugh at the situation. We were both still very fucking horny, so I suggested maybe we just try to jack each other off and rim each other some more. Jay agreed, so that’s exactly what we did. Since he’d told me that he loved rimming, I asked if he wanted me to try that on him, and he loved the idea. I slowly made my way down toward his ass, kissing and licking everywhere that I could. As I found his hole, I used my fingers to tease it like he’d done to me. I saw his hands go to his cock, stroking it slowly. My tongue was nowhere near as long as his, but I still did my best, licking all around his hole and entering it as far as I could.

It wasn’t long before I felt his balls above me tensing up and he quickly erupted all over his chest. I started to pull my tongue away from his hole, but he told me to keep rimming him, so I went right back to work. Above me, I could see him spreading his cum around his chest, and he even scooped some up and poured it into his mouth. This turned me on so much that I had to leave his ass and quickly made my way back to his beautiful lips. We made out like that, swapping his cum between us and both of us grabbing onto his still rock-hard cock.

Jay decided that it was his turn, so he quickly got me on my back, kissing and licking his way down my body. I wasn’t nearly as big as he was, so Jay had no trouble blowing me. After a few minutes, he made his way back to my ass and again started assaulting it with his fingers and tongue. I grabbed onto my own cock, stroking slowly at first but getting faster and faster in time with his tongue and fingers. It wasn’t long before it was my turn to explode. Again, he returned the favor, making his way up my body and licking up my cum for another slutty kiss.

Afterward, we just laid down next to each other, holding each other’s cum-covered bodies. I realized that we’d been fucking around for about an hour at this point. Jay’s roommates were due back in a while, so it was time for me to go. He apologized profusely for not being able to fuck me, but I just thanked him for everything we had been able to do. Jay said he’d like to see me again sometime, and maybe next time we could try again. I thought about the dildo that I had waiting under my bed back home, so I suggested that maybe next time we try using that if things don’t work out again with him fuckin me, and he seemed really interested.

I ended up hooking up with Jay again a couple more times before he moved away, each time making sure to bring my dildo with me. His cock just never quite fit, and I realized that I actually did have limits on what I could take. I’ve yet to meet anyone else who’s quite as big as Jay was. Still, it was definitely one of the best afternoons I’ve ever spent with someone.

Thanks for reading! I hope you’ve enjoyed my stories. As usual, names have been changed but this is a story that actually happened.