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| Kirsten Dunst | Kelly |
| Ben Foster | Berke |
| Melissa Sagemiller | Allison |
| Sisqó | Dennis Wallace |
| Shane West | Striker |
| Colin Hanks | Felix Woods |
| Zoe Saldana | Maggie |
| Mila Kunis | Basin |
| Swoosie Kurtz | Beverly Landers |
| Ed Begley Jr. | Frank Landers |
| Martin Short | Dr. Desmond Forrest Oates |
| Carmen Electra | Mistress Moira |
| Vitamin C | Herself |
| Coolio | Himself |
| Christopher Jacot | Peter Wong |
| Kylie Bax | Dora Lynn |
| Dov Tiefenbach | Little Steve |
| Jeanie Calleja | Jessica |
| Park Bench | Chook |
| Andrew McGillivray | Hugh Spicer |
| Megan Fahlenboch | Shirin Kellysa |
| Jonathan Whittaker | Coach Hibble |
| Shawn Roberts | Colin |
| Sadie LeBlanc | Jamilla |
| Jodan Madley | Corrine |
| Ravi Steve Khajuria | Del Molden, Jr. |
| Tommy O'Haver | Love Matters Director |
| Roger McKeen | Cop #1 |
| Chris Benson | Cop #2 |
A comic look at a romantic problem that has plagued mankind since the very first boy-girl breakup: how's a guy supposed to survive in a world where ex-girlfriends continue to exist ... and attract? When Berke and Allison break up he has a hard time dealing with her dating the new hot guy in school.
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