We're asleep, I wake up in the middle of the night for w/e reason, and notice he has an erection in his sleep. I go down on him, he wakes up and we ML.
When we do, it's awesome! (Although over the last year or 2 he's been coming a little quicker than either of us would like - he's adapted to that by bringing me off with hands or mouth either before he enters me or after we're done. Still I know that bothers him quite a bit.)
On those rare occasions when he initiates (yay!), I can usually tell it's coming a few days ahead of time - little suggestive things he says, the way he looks at me, things like that.
We're both very open with one another about out various kinks, and said kinks complement each other *very* well, so I know it's not something where he wants to try something but he thinks I'll be turned off by it.
He says that it's not like he's masturbating or looking at internet porn, either - he doesn't have a problem with doing that, but he hasn't been interested in soloing either.
