PG-13 | | Comedy, Romance
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.
The little girl hockey player that wanted to fight Chris was actually played by a boy.
Why do you keep messing with my head?
Chris: I messed with your head for three days. You've been *torturing* me for twenty years!
Jamie Palamino: Is this all because I didn't screw you in high school? Get over yourself!
Chris: After being the biggest tease for so long, trust me, I ...
After Samantha and Mike kiss, Samantha's hands are off Mike when he says, "He's with his lover", but her right hand is seen on his left shoulder in the next shot.
Chris (Ryan Reynolds) lip-syncs "I Swear" during the end credits.
$9,275,000 27 November 2005