I'm seeing the new Charles L. Mee play on Friday the 18th, and I think I can get you a free ticket. If you don't know Mee, he's a collage artist, and his work would probably be considered hit-or-miss by most. I think even his train wrecks are interesting and worth watching, but I can't promise it will be at all enjoyable (then again, it might be great). I also have a pair of comps for the new Richard Foreman joint coming to me and would be happy to accompany you, but Foreman is Foreman, pretty much. I've heard Kevin Augustine's puppet play at HERE Arts Center is pretty great, but can't get comps (I think it's cheap).
I'll look around for other stuff, but some general recommendations for artists whose work I always love and am never bored by: Young Jean Lee, Nature Theatre of Oklahoma, Soho Rep, Theater of the Two-Headed Calf, National Theater of the United States of America. I know all of these people and am affiliated with at least one of them, but I also mean it.