Comedy, Drama, Romance
2005
Lindsay is stuck in the middle of her relationship with Ben and his passion for the Boston Red Sox.
Top cast:
Drew Barrymore
Lindsey Meeks
Jimmy Fallon
Ben Wrightman
Jason Spevack
Ben - 1980
Jack Kehler
Al
Daniel Greene
Waiter
Ione Skye
Molly
Marissa Jaret Winokur
Sarah
KaDee Strickland
Robin
JoBeth Williams
Maureen Meeks
Siobhan Fallon Hogan
Lana
Evan Helmuth
Troy
Johnny Sneed
Chris
Greta Onieogou
Tammy
Lenny Clarke
Uncle Carl
Scott Severance
Artie
Jessamy Finet
Theresa
James B. Sikking
Doug Meeks
Willie Garson
Kevin
Armando Riesco
Gerard
Zen Gesner
Steve
Mark Andrada
Ezra
Matt Watts
Valet
Charlotte Sullivan
Spin Instructor
Don Gavin
Cop
Stephen King
Himself (uncredited)
Nicholas Purcell
Red Sox Fan (uncredited)
Andrew Wilson
Grant Wade
