My first time with a friend that I hadn't seen in a year and a half.
It started out as a normal day for me, working with my co-worker Darcy in the van, checking Facebook periodically. I saw that my friend David had gotten a new cell phone number, so I added it and started up a chat with him. After talking for the entire day, about nine hours, he asked me if I wanted to hang out tonight. I gladly agreed on account of not seeing him for so long, so after work I showered, got dressed and texted him to see if he was ready. He was a little late, but I didn't care since I was excited to see him again after so long.
I should probably point out right now that I'm bi-curious, and had previously asked him in grade nine if he wanted to jerk off with me, he declined. Now we were on the way to his house. When we got there, I realized nobody was home. He told me that his mom and step-father had left to go on vacation and didn't take him along with them. Needless to say, he was a little pissed off by that. So the night went on, we talked for an hour and a half about what we've been up to and then he asks me if I'm gay. I wasn't surprised by this, in fact I had been expecting it (four guys at my school had started gay rumours about me but I took it in my stride) I told him I wasn't and that was the end of that.
A little while later though, when we went downstairs to watch some television, he asked if I was interested in watching some porn, I said sure, as I had done this with other friends and by now was a common occurrence in my life. He went upstairs to the garage and grabbed his Zune 80, came back downstairs and proceeded to set up the porn. I was a little horny at the time, but I sat in a nonchalant position to hide my erection. After about 10 minutes of a video of a black chick with big tits rubbing oil all over herself and fingering her pussy, he says that he hasn't beat off in over a week and asks me if I was alright with it, I said yeah sure and that was it for the time being. I assumed he was just going to whip it out and start jerking off, but a little while later he asks me if I'm going to jerk off too, this took me back a bit as I hadn't expected him to want me to jerk off as well. I was extremely nervous about it, but I agreed without much hesitation.
With that, he unbuckled his belt and slid his boxers and his shorts to just above his knees. We were sitting on a couch shaped like a 'U' that had been widened. He was on one side, and I was on the other, I had a near perfect view of him, and he had the same. Maybe I should describe David and myself to give you readers a more vivid idea of the situation. David is five feet nine inches tall, blue eyes, white with a tan, messy brown hair and a pretty fit body, not a hardcore athlete body, but definitely not bad at all. His penis was, by my assumption 7 1/2 to 8 inches long by 6 1/2 around, has a deep red head, circumcised, and average sized balls, also, he trims his pubes. I am five feet ten inches tall, brown eyes, brown hair styled into a small fauxhawk in the front, not too douchebaggy. I'm slim, but not skinny, relatively fit, and average to above average in looks. I have an 8 inch penis that is 6 inches around with low hanging balls, I shave everything.
Now back to the story. After he took his pants down and started stroking my nervousness completely disappeared, I unzipped my pants and pulled them to my knees and pulled my boxers down too. We made slight chit chat while stroking and every time we made eye contact we would catch glimpses of each others cocks. As we were stroking I felt him look at me several times and I kept getting shivers down my spine. I nearly blew my load a couple times but I was holding back as much as I could so I could make it through the video. From the corner of my eye I could see he was getting close. His hand started moving faster and he came right when the guy fucking the black chick came all over her face, I came seconds afterward. We promised to keep this between each other and not tell anyone about it. Hopefully we'll get together again sometime and go a little further.
I'll write again as soon as possible if anything happens. It won't be for a while though, taking 12 days off from work to vacation.