I've never masturbated with another guy before. But I have masturbated with plenty of female friends and a few female roommates, usually when we can't find a date for the night and we're bored, buzzed and horny.
I grew up in boy's boarding school, where most of us wanked with one one another. Some of us graduated to stroking one another and giving head. Even at a very young age, I realized that this was much more than just the exigencies of the circumstances; I really enjoyed it. I guess that I could maintain a "hands off" approach if I had to...it'd be substandard, but still immensely preferable to watching sportsball on TV.
Done it with my buddy after we smoked. I was super high and I went down on him. We still do it. Then I'm talking to someone else online who lives 30 minutes from me. We exchange pictures of one another. He wants to meet me in person. But I'm hesitant in doing so even though we've known each other just a little over a year.
I went on a camping / fishing trip one summer with a friend. We were late teens and we would bathe in the river naked. On the second night, we both were erect and decided to jerk off. We would compare how big we were, how much cum we produced and how far we could shoot. Never touched one another and just had a fun time doing it.
With one of my wife's friends on the phone. I called her about something and she told me she was rubbing one out , so I joined her. friends helping friends!
As an adult I've wanked watching porn with 2 mates on different occasions. Once with one but regular over the years with the other. My wife tells me that her and her best friend at the time fingered and licked each other when 19 years old. Watched porn together with most steady partners. It was my 2nd gf who pushed for it back in early dvd days. My current wife, I caught her masturbating a few times early days. It made me a little insecure at first as I thought I wasn't providing her enough. Finally git to the bottom of it and turned out I wasn't fulfilling her needs as she squirts when cumming and she had never let her partners know. Now, I play her whenever she wants and love making her squirt over and over.
I've done it before and still do it now and then. Not with another guy...just girls although I've done mixed circle jerks which were real fun. It's always fun to see someone pop off and when you have 8 or 10 people the sounds are so cool.