Gray, who has apparently never before had any stirrings or attractions towards women, decides she is gay (her psychiatrist suggests she was subconsciously trying to undermine her brother's marraige because she was afraid of it changing their relationship). Dumps on the best relationship in the movie, with her friend Gordy, played brilliantly by Alan Cumming, and hooks up with a coworker at a gay bar. this AFTER the movie had specifically pointed out the problems with meeting people at bars. And we're supposed to believe a night of meaningless sex and losing her gay virginity is supposed to be a triumph for this character we've come to care about so much through the brilliant writing of the first two acts? The film really works against itself because it decides to be blase instead of daring, it goes for the incredibly typical indy film 'i'm gay I've got to come out and find myself, my new gay identity will be based on meaningless sex, not relationships' approach. A truly original film would have had her NOT be gay, or at least bi, which would be as Shocking a move in today's film world, as having a main character realize they're gay in the films of the 60s or 70s. The film is strongly influenced by Billy Wilder, and fans of his films should definitely check this out, it's the rare worthy romantic comedy.

The other problem with making Gray gay is that it turns the end of the film into a message movie, this results in a poigant elevator scene that simply goes on LONG after it already made it's point. And she truly is a gray character, so transforming her sexuality into a black or white issue undoes a lot of character development that was rather subtly and brilliantly accomplished earlier in the film. It's a rare thing that a movie this good could sabotage itself so completely in the third act, but it's more than worth seeing, in fact this would almost be one of my favorite modern movies.