Self-doubting Lucy (Monica Potter) gets dumped by her 'perfect' boyfriend. She becomes depressed and her sister Jo (Julianne Nicholson) pushes her to date. Barry (Henry Thomas), Luke (David Boreanaz), Bobby (Anthony LaPaglia), Doug (John Hannah), and Gabriel (Gael García Bernal) are five of those men.
The structure of this film is interesting, inventive, and ultimately a failure. By chopping up the five relationships into a random roulette sequence, the tension is never allowed to build up. It doesn't help that Lucy is so different with each man and the effect becomes disjointing. That does lead to the second problem. Monica Potter is gorgeous and she's not this neurotic character. There could have some self doubt but this character's interior monologue is trying to be Woody Allen. Not to mention that her character changes from one date to the next. She's playing five or more characters. It's interesting to see her stretch her acting chops but it's still a problem. Overall, this has some fun and some intrigue. Mostly, it's disjointed and flat.
