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.
Directed by Paul Weiland
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Cast

Patrick Dempsey
Tom

Michelle Monaghan
Hannah

Kevin McKidd
Colin

Kadeem Hardison
Felix

Chris Messina
Dennis

Richmond Arquette
Gary

Busy Philipps
Melissa

Whitney Cummings
Stephanie

Emily Nelson
Hilary

Kathleen Quinlan
Joan
Selma Stern
Grandma Pearl

Sydney Pollack
Thomas Sr.

James B. Sikking
Reverend Foote

Kevin Sussman
Tiny Shorts Guy
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