Straight Dave's Worst Nightmare
Ok, so this one is quite simple, and can be taken many many different ways, and done many ways, however the basic premise, is to get one of your single buddies to go to a bar or a club with you, hoping to score a chick for the night. He see's a hot chick, but you beat him to making the the move, you walk over and talk to her, then after a bit you come back and tell him that she is into him, and convince him to go talk to her, so he does, they hit it off, then leave the bar and head to a hotel. They get there and clothes fly and what not, then she runs into the bathroom, and says ill be right back, she comes out in laundre. And when he finally gets her pants off and schlong falls out, and then she in a manly voice says "Lets do this, I have 3 down and 2 more to fill my quota for tonight." Then he will obviously be freaking and have the "girl" be forceful and screw with him more. Then have "her" call in back ups, and have a bunch of guys storm the room.