37. Summer Catch (2001)
Director: Michael Tollin
Stars: Freddie Prinze Jr., Jessica Biel, Matthew Lillard
Lame Love Song: "Over my Head," Semisonic
Love Conquers: Baseball
For five years or so, Freddie Prinze Jr. was a god. It is so easy to laugh, looking back on the films he made, but the man was a presence in the hearts and on the bedroom posters of pretty much every tween in the late '90s.
The problem, of course, was that his movies sucked, and when your movies suck you can go from box office glory to the George Lopez Show in no time. Though he's only be a hero to us writers of bad movie lists these days, the man was a king, even if for a brief, spiky-haired, cargo pant wearing, wallet-chain having moment.