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A comedy about fear of commitment, hating your job, falling in love and other pop favorites.
After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time".
Directed by Stephen Frears
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John Cusack
Rob Gordon

Iben Hjejle
Laura

Todd Louiso
Dick

Jack Black
Barry Judd

Lisa Bonet
Marie DeSalle

Catherine Zeta-Jones
Charlie Nicholson

Joan Cusack
Liz

Tim Robbins
Ian Raymond

Chris Rehmann
Vince

Ben Carr
Justin

Lili Taylor
Sarah Kendrew

Joelle Carter
Penny Hardwick
Kleinruppin Forever
2004