I haven’t in my adult life (only as a kid), and it was only with 2 other guys (on separate occasions), so technically not a proper “circle jerk”, only a “mutual j/o”. I’d like to though…
I’d like to have one where you’re not jerking yourself, the person next to you is. So a circle of jerking off your neighbor.
As a early teen my friend and I did. He was far more mature and very much more endowed than I was. He loved playing with my little dick and I had super powers when I stroked his monster cock. I think some of our other friends were involved in group sessions while him and I hid the fact we ever went there. I think if the opportunity was presented I’d go there again.
It has been about 7 years. My buddy who lived next store would meet me on his porch late night. A few times, he brought one or two of his friends. It was a ton of fun. my buddy had a super thick beefy cock. One of his friends blew in under two minutes his first time. My then wife joined us twice. She did not care that we did. my buddy loved watching her rub herself out. I always wore my then wife panties. my buddy knew and he wore them also. I gave him a pair once. Nothing like walking back to my house through the yard with a load in my panties.
As mentioned before we did this with a volunteer girl as a “live target”. She kept her panties on but that was the target. There were quite a few of us so they were saturated at the end. As with other games of this type there was a penalty for being last. In this case having your face pushed into her panties. We did another one called “hit the biscuit” but with without a girl.
Back in the day, our attempts to pull off a circle jerk usually turned into furious cocksucking. I think we tried to do this like three or four times and just failed to do it. Hard to jerk off when the guy sitting next to you rips your hand away and starts sucking your dick, wouldn't you agree?
I agree KDaddy23, the only circle jerks that remained circle jerks were many years ago. These days it’s me giving blowjobs
Oddly, I've only done one circle jerk as an adult and... it quickly devolved into a suck-fest and it was my fault that it did. I was pulling on the guy's dick on my left and something in my head said, "Fuck this hand job shit!" and I went down on him and without even thinking if he was down like that. The guy on my right stopped playing with my dick and went down on me and it turned into one hell of an afternoon of cocksucking. I think that before it broke up, I had sucked off ever guy who was there - seven other guys not counting myself. The eight of us got together one other time at another guy's place and we went straight to sucking dick and it was very much like one guy said: "I can jerk myself off!"
Back in the 2000s, I attended the Masturbate-a-thon in San Francisco, sponsored by the now-defunct Center for Sex & Culture. Group masturbation and public Onanism have been powerful fantasies for me from earliest times, and by trips to the 'thon were pretty hot. The main room aka the masturbatorium) had bleachers erected along one side of the room, so non-wanking gawkers could watch the naked masturbators in the room. (Incidentally, the basic price of admission was doubled for watchers as opposed to participants.) I had a couple of friends pledge contributions--based on time spent masturbating--and they were incredulous that they were on the hook for better than four hours! "Who masturbates for four hours?" one of them asked when I showed her the pledge form. "Most of the people in that room," I told her.
I can masturbate always and more. Love the feeling off edging. Self control is the name off the game and when you cum, we there's a lot of cleaning up to be done. Is all I can say.
A circle jerk specifically means people sitting in a circle, each masturbating the person next to them. I've never done that. But masturbated with up to four friends a few times. First 2 or 3 times it was me and my GF at the time, and our two friends who were a male-female couple. And once with two male friends. Every time it was great! I don't think I'd like a real circle jerk. Not into hand jobs and that's an awkward angle to try to masturbate someone else.