After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.
Jason Biggs
Anderson
Isla Fisher
Katie
Michael Weston
Ted
Ebon Moss-Bachrach
Matador
Joe Pantoliano
Smitty
Heather Goldenhersh
Jane
Joanna Gleason
Lois
Edward Herrmann
Lyle
Margo Martindale
Betsy
Mark Consuelos
Morty
Audra Blaser
Vanessa
Matt Malloy
Stuart
Rob Corddry
Kyle
Jay O. Sanders
Sheriff
Chris Diamantopoulos
William
Kevin Allison
Hal
Roger Robinson
Dr. Favreau
Teodorina Bello
Rhonda
Regan Mizrahi
Diner Kid
Chuck Ardezzone
Scary-Looking Con
Andrea Rosen
Woman on Bus
Robert Trebor
Rabbi Feldman
Edwin Freeman
Police Officer
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