While visiting his hometown during Christmas, a man comes face-to-face with his old high school crush whom he was best friends with – a woman whose rejection of him turned him into a ferocious womanizer.
Ryan Reynolds
as Chris Brander
Amy Smart
as Jamie Palamino
Anna Faris
as Samantha James
Chris Klein
as Dusty Dinkleman
Christopher Rodriguez Marquette
as Mike Brander
Julie Hagerty
as Carol Brander
Amy Matysio
as Darla
Giacomo Beltrami
as Young Mike Brander
Fred Ewanuick
as Clark
Wendy Anderson
as Mrs. Palamino
Barry Flatman
as Mr. Palamino
Mike O'Brien
as Hockey Dad
