My bridesmaids contemplated doing this for my bachelorette party:
That Guy Game
How to play:
1. Before you hit the town, deal the cards equally to all members of your party.
2. Hit the town, and try to find real-life guys who match the guys you've been dealt, or get real-life guys to do what your card asks. Each time you find a match, or get a guy to do what the card asks, you turn in that card.
3. Whoever gets rid of all their cards first wins.
Cards included in the deck:
That Guy! Cards (38): Each card depicts a different type of guy you might find on your night out like, Mullet Guy, Sweaty Dancer Guy, or Too Old To Be There Guy.
Catty Cards (5): These cards let your Catty side come out. Each card illustrates a type of woman you might run accross such as the Shouldn't Wear That Chick. Catty Cards serve as sort of a wild card. If you find a match to a Catty Card you not only turn that card in, you also get rid of another card in your hand by giving it to any other player in your group.
Command Cards (8): A player holding one of these cards must get a guy to do what the direction on the card states. For example, Make That Guy Dance With Your Friend or Make That Guy! Show You His Underwear.
Can be played at various different "levels" (i.e. your married friends probably aren't too interested in trying to get Too Old To Be There Guy to show them his underwear, so they can play at the "Basic" level and just point him out). At any rate, it sounds like a lot of fun!