I was discussing 'The Object of my Affection' with a friend, and the first thing he mentioned was this, using the following words; funny, crude and brilliant. I couldn't agree more
Effectively, it uses a similar plotline (for those of you who have seen TOOMA), by having Holden McNeil and 'Banky', who are two comic book writers. They meet Allysa Jones via a mutual friend, who is a black, gay comic book writer (who gives the best ever summary of star wars in under two minutes). Obviously, Holden falls for Allysa, and then finds out she's a lesbian. After some brilliantly scripted dialogue, they end up together, until Allysa's past 'experiences' catch up with them. It doesn't end as you'd expect, and while it makes a complete mockery of everything, it also has a quite deep feeling to it. I borrowed the DVD, which was packed with extra's. However, if you don't like anything that isn't mainstream, borrow it first, but I'm still pretty sure you'll love it