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“Whoever cums first has to give the winner head”
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Warning: this wound up longer than I meant for it to.

So back when we were 18, me and a buddy were hanging out, playing Xbox, talking girls, sex, sports bs, just a normal teenaged Friday night.

My gf sent me a sexy pic, he heard my screenshot click and said oooh let me see. I asked her, she said sure why not, so I said okay fine let me see one of your girl and we’ll swap phones. So that’s what we did. After a minute or two of admiring, he asked if I had any more, which of course I did. So I said I’d let him view my gallery if he let me view his. Only hang up was that we both had pics of our cocks in them. I told him he’d have to see my dick, he said I’d have to see his too so fuck it let’s go.

After a couple minutes, we’re both obviously hard and adjusting our cocks within our pants. So I said dude you gotta send me these so I can stroke it to your girl. He said he wasn’t cool with sending them out but there’s no reason we can’t just stroke one out right now. Before he was even done saying it I was unbuttoning my pants to free my cock. He laughed and said damn, wasting no time huh? And I noticed his eyes on my cock as it came out. I jokingly asked if he liked what he saw and he just kinda smiled and said he didn’t expect it to be that big in person.

So off we went, stroking away and talking about fucking each others girlfriends. This went on for 10 minutes or so and then I said I’d usually have came by now but I’ve never done this with anyone else. He “jokingly” suggested maybe we should try helping each other out. I shrugged and said I mean I guess I’m down to try if you want to and held my hands off of my dick so that he could get a feel of it. He reached over and wrapped his hand around it and started to move up and down really slowly, never taking his eyes off of it in the process. I laid my head back and just let him play with me for a minute before reaching over and picking his dick up in my hand. He was leaking so much pre cum, his dick was covered in it and sticky. I mentioned that to him and he said sorry, it tends to happen to him if it goes on for a while. I got an idea after that but wasn’t sure.

After a minute or two he said that feels good, I said I wasn’t sure since it was so sticky but I had an idea. I let go and brought my hand to my mouth and spit on it while looking at him, then wrapped my fingers back around his dick and spread my spit all up and down his cock before stroking it a lot harder and faster than before. He literally threw his head back, his legs tensed and he moaned as soon as I started doing that. So he did the same to me and then we kept stroking each other, both moaning to the sounds of our wet hands slicking up and down each others cocks.

He brought his hand up to his mouth again after a few minutes and said oh, I can smell your cock on my hands, that’s weird. I asked if it smelled good and he said yes, so I did the same with my hand. I asked if he was going to cum soon, he told me he was. I told him I was close as well but I had an idea if he was open to it. (I think we all know we both had the same idea by now)

I told him whoever cums first has to give the winner a blowjob. He instantly agreed, almost like he wanted it to happen. So we started stroking each other a lot harder with way more spit. I even talked dirty to him, asked him if my hand felt good, if he was going to cum, did he like stroking my cock, etc. he was moaning like crazy and then I felt him tense up and go “oh shit bro don’t stop, fuck” and then my hand got so warm and wet as he started shooting cum all over my hand and wrist. I kept stroking him and focusing on his tip while he leaked the last drops out onto me before finally letting go and leaving him to soften up.

He had let go of my cock by now while he was cumming so I grabbed mine with my clean hand and kept it hard with long slow strokes before joking at him “haha, time to pay up” thinking that post nut clarity would hit and he’d chicken out. He asked me if he had to, I said I mean no lol I don’t actually expect you to suck my dick. But he said he felt bad, he got to cum and I hadn’t yet and a bet is a bet and next thing I know he’s scooting over and picking my cock up again.

I laid my head back and then next thing I know I feel his tongue on the tip of my head, tasting my pre cum. Moments later, I felt the warmth of his mouth as he wrapped his lips around my cock and took it as far down his mouth as he could before coming back up and starting over.

This went on for a few more minutes before my moaning made him stop and ask if it felt good. I said of course it does, but do you like sucking it? He laughed at me with the head of my cock in his mouth and said he loves it. I asked if he was ready for me to cum, he grinned and nodded and told me just to warn him before I did and then went back to work on me.

About a minute later I could feel it building so I told him not to stop and felt him pick up the pace. He cupped my balls with his free hand and that was enough to push me over the edge. I started to cum down his mouth and grabbed his head so he couldn’t take his mouth off of me until I was done. I didn’t even care if he swallowed or not, I just didn’t want him to stop sucking. But to my surprise, he kept my cock in his mouth and swallowed every last drop of my cum, and I was so worked up it felt like I came a gallon.

There’s a lot more to the story, I won’t post it now since this wound up so long but if anyone wants more just let me know and I can write out the next part.

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9 months ago