This is the story of my first circle jerk. I'm sure most of us have had similar experiences.
One of my best friends, I'll call him Josh, had a sleepover party on his 13th birthday. We had the mandatory pizza supper with birthday cake and then eventually about six or seven of us went to his basement while his parents went up to their room. So, there was an entire vacant floor between us and them. We played some games and watched some TV and shot the beeze.
As adolescent boys will do, the talk eventually turned to girls. More specifically, the girls in our class. Who we thought was prettiest. If any of us had gotten anywhere. At the time I was 'seeing' a girl who was a grade behind us and we had done some over the clothes petting, but that was all. One guy, I'll call him Keith, said he had gotten into the pants of a girl I'll call Holly. Idiots that we were, we all said 'Holy ****! You screwed her man?' The answer was no, of course. Just that Holly had let Keith put his hand down her panties. He described it as warm, moist and soft. 'Did she have hair?' someone asked. 'Yeah, quite a bit'.
By now, I had raised quite a boner and I am sure others had as well. Another one of the guys got up as if to go to the bathroom and his erection was obvious in just his undies. 'You're not goin' to take a leak, you're goin' to jack off!' someone said and we all laughed. Josh said, 'Why don't we all just do it out here?' After about 30 seconds or so, there was a general consensus. He must have been planning this to some degree because he went over to a closet, and came back with a half dozen or so 'girlie' magazines after a little rummmaging. The rest of us crawled out of our sleeping bags and stripped off our undies. We all had stiffies. All had some hair, some more than others. No one incredibly large or small.
Josh dropped a mag by each of us and we all started thumbing through them. I looked around and most of the guys were just looking and sort of casually stroking. Not intently, just a tug every now and again to stay hard. Josh got the ball rolling first. He found 'his page' and started stroking his shaft with greater intensity. As I started getting closer, I thought about what I was going to cum in/on. I looked around and spied a box of tissues. I grabbed some and passed it around. Soon, we were all on our knees, tissue in one hand, sloshing penises in the other. I think we all lasted longer than if we had been alone. No one, it seemed, wanted to be first. Eventually, one started to grunt and groan with orgasm. That put us all over the edge. Within 30 seconds of the first one, we had all shot our loads. We tossed our tissue in the toilet and Josh put back the mags. We went to sleep with big smiles on our faces. In the morning we discovered that we had all had wet dreams and had cum in our undies.