Sarah michelle gellar and ryan phillippe dating

"We got into disagreements over who was going to play Annette," Kumble told PHOTOS: '90s hunks — hotter then or now? 18, was an amazing reminder of the Oscar winner's early years in Hollywood. "Ahh the 90's…" Witherspoon, 38, wrote alongside a snap from the set of her 1999 flick, , featuring the film's central characters: Witherspoon, her then-boyfriend (and later first husband) Ryan Phillippe, and Sarah Michelle Gellar. Screenwriter/director Roger Kumble revealed last month that he "begged" Witherspoon to play Annette Hargrove in the drama.After cleverly seducing and ruining the reputation of an unsuspecting classmate (Selma Blair) , the sparks fly when Kathryn (Sarah Michelle Geller) poses the ultimate challenge to her insatiable stepbrother Sebastian (Ryan Phillippe) : deflower the Haedmaster's beautiful virgin daughter Annette (Reese Witherspoon).If he fails, Kathryn gets his most prized possession.

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Kathryn makes a bet with Sebastian: Sebastian must bed Annette, the headmaster of their school's daughter, before the end of summer break.Annette has stated that she would wait until love and marriage to sleep with a man.If Kathryn wins, she gets Sebastian's vintage 1959 Jaguar Roadster.Two guys at a college prep school make wagers on seducing naive young girls, and then meet their match when they agree to see which one can seduce the most popular and devious girl who has her own agenda to everything.A newcomer to a Catholic prep high school falls in with a trio of outcast teenage girls who practice witchcraft and they all soon conjure up various spells and curses against those who even slightly anger them.

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