You guys are evil (and some of you may need counseling). I like it. I'm sure the guy probably has plenty of gay porn on his computer already, but that's my favorite idea so far.
When he said that i thought of a "King of Queens" episode i seen..
The fat white guy put his black buddies phone number in the classified section of an S&M sex magazine.
So.. get creative.
Post his phone number in your local newspaper for escorts but make sure the price is cheap so he gets called a lot.
Or maybe revise that with a crazy variant for Craigslist.
Put an ad out for his number saying he wants to buy women's breast milk ?
That guy on the show did that (Kevin James) who plays Doug was pranked by his buddy
putting "I heart butter" on his back..
Later in the show his buddy set him up for a Mail nude calendar photo shoot
where a co-worker pretend to be gay and hit on him while he was naked.
In the end they said they were going to upload his pic's onto the web.