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| Jena Malone | Mary |
| Mandy Moore | Hilary Faye |
| Macaulay Culkin | Roland |
| Patrick Fugit | Patrick |
| Heather Matarazzo | Tia |
| Eva Amurri | Cassandra |
| Martin Donovan | Pastor Skip |
| Mary-Louise Parker | Lillian |
| Chad Faust | Dean |
| Elizabeth Thai | Veronica |
| Valerie Bertinelli | Herself |
Mary is a devout girl at a Christian high school, dating Dean . But her perfect world begins to fall apart when Dean reveals that he's gay. She receives a vision from Jesus and tries everything she can to help Dean, including offering her virginity. Unfortunately, Dean is sent to a treatment center to ''cure'' him, and Mary discovers she's pregnant. When her friends turn on her, she finds solace with school misfits Roland and Cassandra .
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