How can I get my friend to jack off with me?

January 20, 2008
How would you get one of your good friends to jack you off when he isn't into guys?—Anonymous
How would I? Or how should you? The two are probably very different. I respect the limits of my friends. God knows I get enough sex in my life. If someone isn't interested, I don't have the time, energy, or interest in seducing him into it.

Then again you might. So if you want to get a friend to jack off, the best thing to do is to get him tipsy and get him horny. The tipsy part is easy - if he's 21 years old (or whatever the drinking age is in your country), serve him a couple of drinks. Not too much, but enough so that his inhibitions are a bit off-kilter.

Once he's "glazed" (as opposed to "sauced"), pop a porn movie on the tv. If he's straight, make sure it's a hot straight movie with good looking guys in it. Every gay guy should have at least one straight movie for just this sort of occasion. If he's gay, then pop in a gay movie with whatever type of guy he is attracted to. Once he's fixated on the video, sit down in a chair several feet away from him and start talking about how horny the video gets you. Keep talking about how you could use a bit of relief. If he agrees that he's horny, whip it out and start jacking off. He may flip out at this point, or he may pull his out and start jacking, too.

If you want things to progress a bit further, grab a bottle of lube out of a nearby drawer. Lube yourself up. When he asks you what the stuff is, sit down next to him and hand him the bottle. Let him stroke himself off with the lube for a while, but make sure you put the bottle back down out of his reach. Eventually the lube will dry up and he'll want a bit more. If you're really adventurous, pour a bit on your own hand and then slide it down over his dick. The feeling may be so intense that he lets you keep stroking it. He'll probably feel awkward, but he very well may let you jack him off all the way. And who knows? He may just give you a hand, too.—Aaron Lawrence

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