How can you get into a circle jerk?

Answer 1

Find some friends who also want to try it and ask them.

It depends, do you want to do it because you want to see and touch another guy's penis? or because you think it will be fun?

Because this is the type of thing many guys will not discuss if they've never done it, you will probably have to initiate it. Invite two or more guys - ones who you think will be open to this type of thing - over to spend the night. Strip down to your boxers or briefs and play some Video Games or wrestle, whatever.

At some point, turn the conversation to girls and talking about what if would be like to have sex, stuff like that. I don't recommend porn because it can be addictive and sets up unrealistic expectations, but if you're already using porn then you can put some on.

As this conversation and/or video is going on, be kind of rubbing your penis through your underwear. Do this in a way you will be seen. When you think the others are erect and pretty excited say, 'Dudes, I can't take this. I've got to get some relief.'

Then take your penis out and keep playing with it. After a while, take off your underwear and keep stroking slowly to give them time to join you. If they don't, you might say, 'I'm feeling a little self-conscious here since I'm the only with my junk out. How about joining me?'

If they don't do the same thing, then you're kind of already 'all-in'. So you might as well go ahead and masturbate. They may be more likely to join you later in the night or the next time you all spend the night.

If they do join in, then, voila! - you're in a circle jerk.

If you want to make it official, then sit or stand in a circle where you can all watch each other's penises, bodies, and faces as you get excited and ejaculate.

If you're wanting the kind of circle jerk where you mastubate another guy while you get masturbated by someone else, then after everyone is jerking and starting to breathe hard, say, "Let's do each other - everybody grab the penis on your right" or just reach over and grab the guy next to you.

Continue until each one has reached orgasm.

Repeat until exhausted.