By this point I've had a little experience with guys, no anal and hadn't even sucked a cock yet. I met Shawn on gay.com (before it sucked). We hooked up twice, this is the first time. He was 18 and I was around 20.
I won't bore you with the predictable back and forth from messaging back and forth. I will note that Shawn was "curious" and had no experience. He was about 5'9" (inch or so shorter than me), a bit of a husky build and about 5" uncut. [I've given my stat line in other stories but at this point in my life I was a bit shy of 5'11", 175lbs, athletic and 7 1/2" cut]
Anyhow, when it's all said and done Shawn invites me over to his place. It's about 20 minutes or so. When I get there it turns out he's got a basement apartment thing going on and silence is key. We make a little small talk, both of us clearly nervous.
I don't remember who instigated it but we started to kiss. Almost instantly we had our hands on each others package through our pants rubbing what were really already rock hard erections.
We took turns undoing each others pants and letting them fall to the floor before resuming stroking each others cock.
I'd like to say from there it was fluid and organic but really, we were both either pretty new or completely new to this. After a VERY brief discussion we decided that 69ing was the way to go.
So we're on our sides, head to toe. Shawn's stroking but is really hesitating to get started. I've never sucked a dick to this point but my eagerness got the best of me and I just opened my mouth and filled it as far as I can't with his cock. After a few rep's up and down his cock I could feel his warm mouth take my cock and he started to do the same.
It only really takes a few moments for both of us to find our groove. We're just bobbing up and down and suck away on each other's cock. He's running his hands up and down my leg and I'm gripping his ass to help control the pump. It only takes a few minutes and he's trying to shoo me away from his cock because he's ready to cum.
I ease up, spend some time licking the shaft up and down. Gently tonguing his balls and take nice slow strokes with my mouth. I'm enjoying my self but I'm not nearly as close as Shawn. All the while I'm pondering how I want this to end (since this is the first cock I've sucked). A few minutes go by and he's doing a great job, but I'm just not there myself. I decide though that I'm in for a penny, in for a pound. I'm ready to swallow some cum.
I go back to my early motion of just bobbing up and down with a nice firm suction. He tries to shoo me away again but I wave him off and continue my pace. I feel him tense up and his cock gets just a bit harder in my mouth. Suddenly he starts to fill my mouth with his salty, sticky cum. I do my best to swallow but I probably only got half of it. The rest just spilled out.
Shawn, bless his ambition keeps going but it becomes obvious a few minutes in that A) he's spent and B) I'm not quite that close. I let him continue to suck me a few more minutes until I suggest that I finish myself off (it's just quicker that way sometimes).
Shawn's laying down on his back and I'm straddling his cock (it's not in me or anything like that) and I start to jerk. He's watching so intently and I can feel his cock get hard again and I'm starting to get close. I ask him if he wants me to cum anywhere specific (now.. as I said, I'm fairly new to his so I'm thinking rag, sock you know)… he tells me anywhere on him.
Well I'm there, so I grind down (it's laying flat against his stomach but HARD) against his cock and shoot my load all over his stomach and chin (I'm a shooter!).
I'd like to say it got even hotter but after we talked a bit more. We cleaned up and I went on my way.
We hooked up again a few years later, I'll save that for Part II.
Source: reddit.com/r/gonewildstories/comments/3oo12v/my_favourite_hookup_part_i_mm_xpost_from