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Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
Patrick DempseyTom
Michelle MonaghanHannah
Kevin McKiddColin
Kadeem HardisonFelix
Chris MessinaDennis
Richmond ArquetteGary
Busy PhilippsMelissa
Whitney CummingsStephanie
Emily NelsonHilary
Kathleen QuinlanJoan
Sydney PollackThomas Sr.
James B. SikkingReverend Foote
Kevin SussmanTiny Shorts Guy
Beau GarrettGloria
Christine BargerPsycho Blogger
Lilly McDowellLingerie Salesgirl
Kelly CarlsonChristie / Wife #6
Craig SusserChristie's Lawyer
Corinne ReillyRestaurant Hostess