hi, interresting story, your friend isn't gay I think but bisexual , don't drop hints
Rent a gay or bi DVD, and change the outsite, so its looks like a normal sex
First drink a few beers or more and start the DVD together and dont say anything, till he says something, when he want to put it off, you say, no, this is interesting , pretend if your a bit drunk
Succes, means good luck