We both get an erection at the same time when talking about girls, and we both talk about masturbating. Any suggestions?
- age 17, Nevada
Rather than asking him to masturbate with you, you might have better luck (and it might be less scary) if you're more indirect about it. The next time you're talking about girls and getting aroused, don't change the subject. Keep at it for a while. Then, ask if he would mind if you "got a little more comfortable" and masturbated. He just might tell you to go ahead – and once you start, he's likely to join you.
The thing that usually prevents guys from masturbating together is that it seems to be in some way "gay." But if you keep the initial focus on girls, and if you're both sufficiently aroused, those taboos usually go away.