100 Girls (2000)

100 Girls is a 2000 American romantic sex comedy film written and directed by Michael Davis. It's a classic early-2000s teen/college comedy—raunchy, goofy, and focused on dating dynamics, female archetypes, and the awkwardness of young romance. Plot Summary College freshman Matthew (Jonathan Tucker) loses his virginity to a mysterious girl during a blackout in a women's dorm elevator ("the Virgin Vault"). He never sees her face, but wakes up alone with only her panties. Determined to find her among the roughly 100 girls in the building, he takes a job as the dorm's maintenance man. Along the way, he interacts with various residents, faces hilarious (and often embarrassing) situations, and learns lessons about relationships, first impressions, and what he truly wants. It's light-hearted, sexually frank for its time, and mixes slapstick with some observational humor about gender and college life. Main Cast Jonathan Tucker as Matthew (lead) Emmanuelle Chriqui as Patty (a key romantic interest) James DeBello as Rod (Matthew's roommate) Katherine Heigl as Arlene Larisa Oleynik as Wendy Jaime Pressly as Cynthia Marissa Ribisi and others in supporting roles The film features several actresses who went on to bigger fame, which adds to its nostalgic appeal today.

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