Beautiful, sophisticated women are all over Oscar Grubman. He is sensitive and compassionate, speaks French fluently, is passionate about Voltaire, and thinks the feature that tells the most about a woman is her hands. On the train home from Chauncey Academy for the Thanksgiving weekend, Oscar confides in his best friend that he has plans for this vacation--he will win the heart of his true love. But there is one major problem--Oscar's true love is his stepmother Eve.
Acting
Stanford's deadpan delusion; Weaver's impossible coolness.
Writing
Dialogue that weaponizes SAT vocabulary as seduction.
Production
Shot on digital video for $300K—Sundance's digital revolution darling.
Director
Gary Winick
Trivia, insights & behind the scenes
Director Gary Winick later directed Charlotte's Web and became a digital filmmaking pioneer; this was shot on the Sony PD-150 in 9 days.
The film sparked debates at Sundance 2002 about whether it romanticized grooming or satirized male entitlement—Roger Ebert notably loved it while others cringed.
US
