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Masturbating With My Best Friend

I've previously written about the events leading to my first orgasm achieved through masturbation ('First Gym Shower and Nude Swim Class'), and want to share my experience of masturbating with my best friend.

About six months after I started to masturbate (which soon blossomed into a 3x/day event), my best friend Jeff and I found a stash of Playboy and Penthouse magazines in the forest behind his house. He suggested that we take them to the unused hayloft that was above a small barn that his family used as a garage. To get to the loft we had to climb up a ladder and crawl through a small trap door. There were a couple of old bed frames up there and a small table. A small window let in some sunlight, and because the window couldn't open, it was stiffling hot up there on this summer day.

We started thumbing through the pictures and were getting a little aroused. I noticed Jeff rubbing his crotch area through his shorts. After a few minutes, he asked me if I ever jerked off. (at the time I was 14 and he was not quite 13). I told him that I did, and asked if he did. He said that he had been jerking off for a few months and that it made him feel really good. I was surprised when he said 'so, do you want to jerk off together right now?' I was instantly turned on to the idea and replied 'sure.'

I figured we'd just pull down our pants and do it, but Jeff kicked off his sneakers, pulled his t-shirt over his head, and then unbuckled his belt, unzipped his shorts and pulled his briefs and shorts off at the same time. Although I had known him since I was small, I had never seen him completely nude, and I was surprised that his body was as developed as mine. His penis, which was still soft but thick, hung a good 5 inches and he had large testicles in a low hanging scrotum. Like me, his penis was cut, and also like me the head of his penis was helmet shaped. Framing Jeff's genitals was a heavy growth of thick, curly, blonde pubic hair that extended a good 4' up toward his stomach.

I felt myself getting aroused at the sight of his sexually developed body, and was hesitant about stripping, but he said, 'come on, strip, it's hot as hell up here and we don't want to get any sperm on our clothes.' So I stripped down revealing my 6 inch hard-on. By now, Jeff was thumbing through the mags, stroking his penis until he had a good 7' hard-on (even longer than mine!). I started stroking as soon as I was naked, and I couldn't tell whether I was more turned on by the photos or by Jeff pumping his hard-on. Eventually we orgasmed almost simultaneously, squirting thick loads of semen up onto our chests, stomachs and pubic hair. We cleaned ourselves up with an old rag and said how much fun that was and how we should do it again.

It wasn't long, probably only a few days, before we were back in the loft. The next time, I recall, I asked him if I could stroke his hard-on. He said 'sure.' I can still remember how I could feel his pulse pounding through his erect penis as I stroked my own. Soon he just reached over and started stroking my own hard-on. His hand felt so good that after a few seconds I cried out that I was going to come. I remember that as a very powerful orgasm, shooting my load over my shoulder up onto the wall behind me. Jeff came a few seconds later.

Once the weather turned cold, the loft wasn't the most comfortable place to jerk off, so we started using his house or my house when our parents weren't home. When one of us would say that our parents weren't home, the other knew what was meant. No need to explain what was planned. We'd go up to a bedroom (sometimes we used his parents' bed), strip naked, and start masturbating ourselves and each other. We later got bolder, and even masturbated naked when my parents were at home because there was a lock on my bedroom door.

In addition to masturbating 3x/day at home, Jeff and I continued to masturbate together (and each other) at least once a week for three years or so until I was a junior in high school as our bodies contined to develop. We both ended up with hairy calves, thighs, and asses-although his hair was blonde and mine was brown.

We are still friends today, but have never talked about all of the mutual masturbation we enjoyed.


Posted on: 2006-01-30 00:00:00 | Author: