Comedy / Romance /

Score: 62%( 1641 votes )

Overview: 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.

Cast:

Ryan Reynolds
Chris Brander

Amy Smart
Jamie Palamino

Anna Faris
Samantha James

Chris Klein
Dusty Dinkleman

Christopher Rodriguez Marquette
Mike Brander

Julie Hagerty
Carol Brander

Amy Matysio
Darla

Giacomo Beltrami
Young Mike Brander

Fred Ewanuick
Clark

Wendy Anderson
Mrs. Palamino

Barry Flatman
Mr. Palamino

Mike O'Brien
Hockey Dad

Ty Olsson
Tim

Devyn Burant
Brett

Jaden Ryan
Joey

Annie Brebner
Sarah

Justin Kirby
Jock #1

Jackie Mitchell
Jock #2

Stephen Root
KC

Ashley Scott
Janice

Grace Kumble
Toddler with Santa

Lorelei Gibson
Sheila

Jason Bryant
Customer

John Levin
Fireman

Trace Fairgrieve
Movie Patron #2

Glen W. Thompson
Movie Patron #1

Amanda Park
Dental Assistant

James Bitonti
Bouncer

Sally Crooks
Granny Palamino

Dayna Devon
TV Show Host

Simon Chin
Sound Engineer

Jody Peters
Pilot

Cavan Cunningham
Record Producer

Jillian Walchuck
Mandy

Maria Arcé
Athena

Sharon Bakker
Rhonda

Trenna Keating
Nancy

Robin Dunne
Ray

Todd William Lewis
Kyle

Rachel Wittman
Flight Attendant (uncredited)