I did.
I had two brothers across the street that I used to jack off with. Sometimes at the same time and sometimes seperately. A few times I would jack with one, shoot a load and then go down the hall and shoot another load with the other brother. It started during sleep overs. They were a blast. We would have contests to see who could cum first and the farthest. We used to play truth or dare and they would always make me do something naked outside. They would make fun of my dick and make me do jumping jacks with a boner in the middle of the street. To this day I still love to be naked outside and show off my cock. I loved jacking with my buds. I still talk to them both but they are married and have kids. We haven't done it since we were in High School.
I have one bud that drops in every once and awhile. He loves to jack off and jack my cock. His is totally straight but just likes to jack together. We never say anything about it. We just take our dicks out jack shoot and leave. Totally cool.