I want to begin by saying that I have never written out any of my sexual endeavors so bare with me as I'm doing it on my phone. The first story I want to share is my first time playing with another guy. Skip to ******* if backstories arent your thing.

The year was 2009, I was a newly graduated 18 year old who spent a lot of time browsing the craigslist personal ads. Typically looking for woman but I'd always been curious about playing with another guy. As I'm scrolling and reading ads I come across one from a town nearby that catches my interest. It was something simple about a man looking for a blowjob age listed was early 30's. Prior to this ad I had never replied to one but for some reason this day I was feeling ballsy. I sent a message including my age, location, and the fact I'd never done this before. I then waited and refreshed my email with anticipation before shortly recieving a reply that got my heart racing. In the email was a description of himself, his phone number and picture of his dick. I instantly had a flurry of thoughts, nervousness and what I can only describe as a raging hard on.

I must have stared at the image for 15 minutes before another email came through asking if I was still interested. I snapped back to reality and realized I had a decision to make. I nervously copied the number to my phone and hit the call button, a single ring and then I heard a masculine voice say "hello." Reality set in and a nervous conversation ensued which resulted in me agreeing to head his direction. It's nearly a 30 minute drive from my home to the parking lot we agreed to meet in so the whole time I was trying to talk myself out of it but the arousal was too much for me to out think. I pull into the parking lot and see the car he described so I park beside him and his window instantly rolls down. We both saw what was described to each other. I saw an average masculine guy in search of a blowjob, he saw a nervous 18 year old kid. We exchanged introductions and he said "my house is 6 blocks away, follow me." I replied with a shakey voice "o-ok."

We leave the parking lot and come to the first of 4 way stops in the 6 block stretch. I thought to myself "I could just take a left and go home, I can't do this." But time and time again i stayed right behind him until we turned into a drive way with a 2 bay carport. He steps out of his car and asks "you ready?" I stammer out "give me a minute." He smirks sensing that I was not lying about it being my first time. We make small talk for a couple minutes before he again asks "you ready?". I swallow hard then just nod my head in agreement. He opens the door and I follow right behind him as the door closes behind me. "This way" he says, I just stay behind him in route to his bedroom where porn is already playing on the tv.

There we are standing in his bedroom when I look down and see his semi erect cock in his gym shorts. He acknowledges that I've seen it and tells me to take my clothes off. I was terrified but followed instruction. Once mine are off he pulls his shorts down and that's when I see it. The first cock I'd ever seen with intention of touching it. I just reach out and softly wrap my hands around it and a jolt of nerves ran through me. I nervously and slowly start stroking it as my cock could NOT be any harder. His was a man's dick. Average in length probably 6.5 inches but very thick. My daze is broken as he again asks "you ready?" I slowly lower myself to my knees and continue stoking a cock that is now mere inches from my face. I take a deep breath, open my mouth and lean in until my tongue touches the tip of his swollen member. I lick it for a couple seconds before wrapping my lips around him. His moan feels room and that's when everything changes.

My mouth around his cock, his moan and my own raging hard on flips a switch inside me. All of a sudden I'm no longer a nervous 18 year old. I am his cocksucker, I begin doing everything I can to get him off. I'm sucking his dick like it's my job. He resides to sitting on the edge of his bed but I continue what I'm doing he groans and talks dirty telling me how good it feels and that its "not bad for your first time" which causes me remove my mouth from his cock but continue stroking it as I just kind of laugh a little. I gather myself and lower my face back to his groin and again take him in my mouth slowly bobbing my head up and down. His moans continue which let's me know hes enjoying it as much if not more than I am. I'm lost in what I'm doing when he asks if I will try to deepthroat it. I try to force myself all the way down but I gag and start coughing pretty hard. I gather myself and try again with the same result. He tells me to get on the bed with him but laying opposite directions. (Think more 69) He asks if I want him to suck me and I just say "no" because I knew I would cum instantly resulting in that post nut clarity which would likely cause me to stop everything.

Here I am in a mans bed with his cock in my mouth but now in a much more comfortable position. I take it upon myself to try deepthroating him again now that the curve of his cock matches the shape of my throat. I'm bobbing slowly, taking him just a little deeper each time until I'm only about an inch from throating it all. One long pause before engulfing that last inch and holding my head there for a few seconds. "Fuuuuck" he says as I come up for air. I repeated those same steps what felt like a dozen times before he says "I'm getting close." I pause to ask what he wants me to do. He replies "whatever you want." I go back to exactly what I was doing before slowly bobbing going deeper each time. I get a taste of salt and realize its precum so I just keep going in anticipation of what's soon to follow. About halfway through my routine of fitting him down my throat his moans and groans become all I can hear before that final, almost primal "you ready?" I just say mmmhmm which was the final straw as he winces and "ahhhh fuck I'm cumming ahhhhh ohhhhhhhh ahhhhh" I've got about half of his dick in my mouth when his salty cum starts oozing out of him. I keep sucking through all the grunting and twitching until he finally becomes still and quiet. I keep a tight seal as I pull slowly from his cock not spilling a drop. I sit up with this unfamiliar taste and feeling in my mouth trying to figure out what I'm going to do still facing away from him. I see the sink in his bathroom as he asks "did you swallow it" I turn about face and say nuh-uh without separating my lips. He grins and asks if I'm going to. I look again at the sink, then his face, then his cock and back to his face. I take yet another deep breath, close my eyes and hard swallow a couple times. I open my eyes to see him smirking again. "You want something to drink?" "Yes please, anything you've got."

This is not the end of the story but I'll continue if it is well received.