David Collins (Jerry O'Connell) lives with his girlfriend of five years Sarah (Bridgette Wilson-Sampras) in L.A. She's transferring to NYC and gives him a "deadline". She was inspired by their perpetual single friend Tyler Carter Bellows (Ron Livingston) suddenly getting engaged. She leaves and gives him two months to decide. She spends her time in NYC with friends Nicole (Annabeth Gish), Tyler, and boss Andrew Hahn. David wonders if she's the one and searches for that feeling he once had (with an underage girl) and a new mystery woman. His single best friends Mike Hanson (Ryan Reynolds) and Jonesy (Bill Bellamy) are not always helpful. He reconnects with college ex turned stripper Amy (Alyssa Milano).
Writer/director Walt Becker brings along his Van Wilder star to spice up this rambling single-guy comedy. It's too bad that he's not the lead. He's the funniest part of this movie as spiderman. Jerry O'Connell doesn't have the same boyish charm. He's more of a best friend sidekick. The B story following Sarah in NYC adds nothing. This cast of actors has great potential but the material is not quite there.
Writer/director Walt Becker brings along his Van Wilder star to spice up this rambling single-guy comedy. It's too bad that he's not the lead. He's the funniest part of this movie as spiderman. Jerry O'Connell doesn't have the same boyish charm. He's more of a best friend sidekick. The B story following Sarah in NYC adds nothing. This cast of actors has great potential but the material is not quite there.