In high school a group of my buddies and I jacked off around a rock, in the woods between all our houses. It started because of roumors about my and another guy's sizes. He was somewhat thicker and I was a lot longer. I was the only uncut one and the skin moving back and forth fascinated them. The first time he shot a big load really fast and I shot a lesser load and it took longer, but it flew over the rock and if the guy standing across from me hadn't jumped back it would have landed on his shoe. A couple more guys joined the next time and eventually we all did. It turned into competition and the pot was divided between first and furthest, a couple times it went three ways because one guy came way more but wasn't the first or the furthest. I almost always got the furthest and no one ever stood across from me.
In college, my roommate's mega size queen girlfriend wanted to get tagged, spirited and DPed by us. We were the same size, I had more foreskin while he miraculously had more veins, his dorsal vein split four ways. (I'd hooked up with a friend of hers and they talked). We shared her a couple times a week and a few times DVP her and he always shot first, without pulling out, which made me shot right away too; she licked both of us clean. She had us put our dicks on top of each other a few times, to see who was bigger, it never changed we were always the same size once hard; I think she just liked holding our dicks together in her hands. She flunked out and only visited a few weekends the next semester. He and I watched straight porn after that, always with big dicked guys, and would jack off, thought not each other. One time we docked to see who's foreskin was bigger, we both came really fast and at the same time, but we never did it again.
We both had a lot of hookups/girlfriends and shared a bunch over the years. We quickly got reputations on our own and a reputation together. Spring of sophmore year, I stared saying yes to blowjobs from guys. Junior year, I started fucking guys, in their rooms, one in the showers because he couldn't figure out how to get it clean enough, but he was the only one who could easily take it to full depth, so we needed the little bits of dirty to wash down the drain.
My roommate was the first guy I ever came out to, he wasn't surprised. Other then jack off to porn, we never did anything together. A couple times we did jack off to gay porn, mostly Matt Hughes (now straight Danny D).
One night my roommate was planning to stay at a girl's, but he hit her wall too hard and she said he had to leave. He walked in on a guy riding me, the guy pulled the cover over us and my roommate left. The guy started riding again. A few minutes later the door opened again and my roommate asked, "is this an open part?" The guy said, "yes;" there was no doubt about his voice being male. My roommate left. A few minutes later the door opened and my roommate said, "only oral." It took him a while to cum. Afterward, he he got undressed, crawled under his covers and turned the other way. I pulled the guy's face to mine and gave his tongue a blowjob, there wasn't much to taste. We spit roasted that guy a few times and my roommate told me that he only did it because he liked that we juniors were spitroasting a senior football player. Once, the guy wanted us to tag team his ass, but my roommate lost his erection during the position change and we went back to spitroasting, which worked great. Once, I tried to get my roommate's cum out of the guy's mouth, but he had shot it in the guy's throat and it was swallowed. After the guy left, my roommate told me he didn't want me to ever try that again because we were friends and equales. The last time we did that guy, I'd been seeding his hole all day and he was gaping when my roommate returned after his last exam and dinner. I was mounted on the guy while my roommate was down his throat, when he came up for air he said he wanted my roommate to jack on his butt; I dismounted when hey roommate was ready and pulled the cheeks apart so he gaped and my roommate gushed a huge pentup load into the frothy hole, my roommate left and I fucked until I was shooting empty and we were both hurting. Last time I ever saw that guy.
Senior year, we shared a suite, with a common sitting room and two bedrooms. Occasionally we shared a girl, a couple times two besties wanted a foursome; by then our reputations were well known and lots of people hated or loved us. We never spitroasted another guy or even jacked off together. My roommate's sexuality never changed, I'm more gay then straight now.
After college we met up regularly for a few years, but only shared one of his girlfriends, though multiple times. We're still in touch, but have only a few times ever even talked about that time, when drunk. His wife and my boyfriend know vague details, unless they shared details with each other. But, I doubt anything will ever happen again.