2000 · 7.1 TMDB · Drama, Comedy, Romance, Music
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".
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John Cusack (Rob) · Iben Hjejle (Laura) · Todd Louiso (Dick) · Jack Black (Barry) · Lisa Bonet (Marie De Salle) · Catherine Zeta-Jones (Charlie) · Joan Cusack (Liz) · Tim Robbins (Ian) · Chris Rehmann (Vince) · Ben Carr (Justin) · Lili Taylor (Sarah) · Joelle Carter (Penny)