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I really want to try it (i'm a girl). I know he might be creeped out if i ask him but i think it would be a good experience for both of us! It's something i always wanted to try with my partner. I know it will be painful, but like most girls and gay guys...he should get used to it eventually right?!
If you do it right it shouldn't be painful at all, provided he says yes remember to use LOTS of lube (if he's not enjoying it you probably need more, if it hurts you need lots more) and to go slowly at first till he's used to it. Also remember to stretch him using a finger or some smaller toys (with lube on them!)
I think you have to find out if you’re male partner enjoys anal stimulation first. Take him in the shower and play with his cock and his ass at the same time and see if he likes it. If he enjoys having his ass stimulated push your finger inside and see if you likes that. Never force anything but just take one step at a time. Go on the Internet and find some hot strap on videos and turn him on to them and see how he responds. If you wants to go shopping for a harness and dildo you know he’s game.
I'm a guy and let me tell ya, as long as you've got lots a lube, it's so erotic. The pleasure of insertion is nice. But the real turn on to me is the fact that in 6'3, 200 lbs, and my tiny gf has be bent over and so vulnerable, and causing these moans to come out of me, that's the biggest turn on for it for me, I'm hypnotized by this entire process.