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Jacking With Jeffrey

Posted by: Age: Me: 16 Him: 14 Posted on: 8 comments
18 likes 2898 views Category: Masturbation Male-Male Tags: Wanking, Masturbation, Jerkoff, Buddies, Friends, highschool
How myself and Jeffrey became the best of jack off buddies.

It is a fact that most high school friendships cease to exist after you graduate. People go off to university or begin trying to make as much money as possible but there are the select few you keep in physical touch with. That is the case with myself and Jeffrey. It has been over 15 years since I graduated from high school, moving on to university in another city, but we still meet up whenever one of us is in the other's town for work or holidays. Unlike most old friends however, we don't meet up for a beer and reminisce over past days. Instead it involves us sitting on the couch, pants and underwear around our ankles, masturbating our pre-cum soaked, uncut cocks to some hardcore European porn (usually involving DP). Jeffrey has been my jack off buddy since 1999 and my heart still raises a beat when I look over and see him in his usual wank mantra - eyes closed, hand-a-blur over his six inch uncircumcised penis, and breathing heavily as he approaches climax - just like when we were both teenagers. We know each other's cocks so well that we know the right way to fondle the other's balls and exactly the right speed and pressure to apply when giving a handjob. It is a true male-bonding experience. If it wasn't for our love of masturbation, and masturbating with fellow males, me and Jeffrey would have never been friends. I was a straight, rugby playing boy who was popular with the lads while Jeffrey was a tad effeminate, didn't like sport and was the BFF of number of girls at our school with no sexual benefits at all. Basically Jeffrey was gay but during the days when it wasn't trending to be such. I was lean, tanned, shaved head (good for sorting out rugby head wounds in a hurry) while Jeffrey was a little pudgy, pale and had a haircut that made him resemble Jonathan Brandis (the bad undercut, blonde look). Again, we had very little in common. One night I was on ICQ (before there was facebook, there was ICQ), and Jeffrey popped up on my message screen. I had hooked up with one or two of his female friends and so we had a link through them. Our conversation started with the common opening between teen boys: ME: Sup JEFFREY: Sup It got better and slowly progressed through movies, video games, other friends and of course sex and porn. Even then I knew Jeffrey was most likely gay but still put up the defensive reaction when masturbation was brought up during the sex and porn discussion. JEFFREY: Jamie isn't online, he's probably beating it off to that porn video he got from his older bro ME: Sounds like something gay Jamie would do JEFFREY: What's wrong with masturbating? I do it all the time. At this point in the conversation I froze. My paranoia made me think that this was a setup and my mates were all secretly at Jeffrey's place wanting to see if I would bite the gay bait. But my cock was stirring and I had always dreamed of wanking with another guy to see what it felt like. I bit. ME: Yeah so do I. The conversation progressed in a mature way about our masturbation habits and experiences - it turned out Jeffrey and Jamie had learnt how to masturbate from Jamie's older brother in a tent at the back of Jamie's house. My bravery grew and I invited Jeffrey around to my house the next night as my family were out of town and I had a house all to myself. At school the next day nothing was said. I walked past and nodded to Jeffrey and he merely nodded back as he continued to chat to some of the girls. That night around 8pm there was a knock. I opened the door and Jeffrey was there holding Jamie's video tape. "Brought a little something for us to watch," he said as he walked in. We popped in the tape, Buttman's FaceDance 2, and sat back on the couch. The video went through the first two scenes, which Jeffrey knew well. We commented on the scenes and the ladies getting pumped by large cocks in every hole possible, and while it was obvious we both had erections ourselves, neither of us were ready to break the ice. Whenever one of us went to the bathroom the sly comment of "what were you doing in there?" was made, but we continued to shudder with nerves and allow our balls to swell up as the movie continued and came to an end with a major gang bang scene. It was about 11pm so we looked at some porn online before returning to the tv room where I popped in one of my video tapes featuring a lesbian orgy. I made the comment I wanted to spank the monkey but Jeffrey was now a little gun-shy. Halfway through the lesbo orgy I decided to hell with it, pulled off my t-shirt, pulled my satin boxers and shorts down to my ankles and proceeded to sit back and wank my seven inch uncut cock to the action in front of me. Jeffrey looked shocked, horned up and scared all in one simple facial feature of jaw dropped and eyes wide open. I decided to lighten the mood and, in a joking manner, threatened to cum all over his Jonathan Brandis hair if he didn't get naked. He smirked and first the bowling shirt came off showing his chubby little body. Then his cargo pants fell down revealing dark green boxers with a little pitched tent and wet patch in the middle. As he slid those off his teenage cock bounced up as if embracing the freedom with joy. I grabbed a quick feel of one of his bumcheeks as he sat down beside me on the couch and we got into the porno. Jeffrey had his eyes closed, breathing heavily and pounding away like a madman so he was probably surprised again when I moved my hand over his cock and began pulling on it. He returned the favour and the sight, at least in my mind, must have been beautiful. Two friends mutually masturbating together. It didn't take long and soon white semen was shooting out of his cock in two quick spurts while I shot off three or four streams of clear sperm in an almighty orgasm. Our secret friendship slowly grew from there. Most times we would wank at his house, usually embraced bottomless on his single bed, cumming on each other's stomach. I'm sure his mother (single parent) knew what was going on in her oldest son's bedroom but probably approved of it. At least he wasn't getting a girl pregnant. Another favoured memory was on the big field at school, just past midnight on a hot summer night, jerking off together while looking up at the stars. The fear of being caught in a homosexual act, the cool grass on our bouncing ballsacks as we jerked, and just sharing the moment with a friend, made it magical. Jeffrey has had his male lovers and I have had my female lovers over the years but nothing beats beating it with my best friend.

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