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Personally, I would never, EVAR (yes, i said evar, instead of ever) think about anal and neither would my girlfriend, but I really don't see much of a problem if you were willing and he wanted it to happen and wasn't just joking. If you don't feel comfortable with it, then I would just let him know. Its not necessarily gay. Some people like it. Then again, some people like pain during sex too. Whatever floats your boat, I guess.
As a guy let me say thats not an FML. Thats an EPIC WIN. Its not gay either. Having sex with another man is gay. Having your gf tie you up, gag you, slap you, beat you, put on a strap on and so on, is not gay.... Its just ummm.. how do you say... "kinky." (; But yeah. If your freaking out cuz a silly strap on and a little prostate stimulation... thats just the begginning.... trust me....
lolzz thats pretty rough, but he very possibly could have been joking
there's no way this actuallly happened
Keywords
Do unto others...
Go him! Prostate stimulation is great for guys! Did he like it???