This is the best night out I've had in DC in a long time. I've gone twice in the past month with different people, and the host, bartender, and some of the cast remembered me and chatted. This is a theatre experience that's unlike most, because you're immersed---the stage is in the center of the room, the place is not particularly big, and you can become part of the action if you want. SO FUN. You don't need to know Shakespeare well to enjoy it, but if you're a fan you will love the knowledge the players clearly have.
One note, no fault of the Drunk Shakespeare Society: If you buy from a reseller (looking at you, Goldstar) they may not tell you it's 21 and over.