Cruel Intentions (1999) A manipulative adolescent challenges her stepbrother to ruin two sexually innocent acquaintances.

A Ranking Of 24 Classic '90s Teen Movies From Worst To Best

Directed by Roger Kumble. With Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair. Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.

19 Valuable Life Lessons Kathryn Merteuil From "Cruel Intentions" Taught Us

19 Valuable Life Lessons Kathryn Merteuil From "Cruel Intentions" Taught Us

Icon 💙 19 Valuable Life Lessons Kathryn Merteuil From "Cruel Intentions" Taught Us

Cruel intentions // {adapted from Les Liaisons Dangereuses} // Dangerous Liaisons by Pierre Choderlos de Laclos

Reese Witherspoon and Ryan Phillippe, Cruel Intentions

Reese Witherspoon and Ryan Phillippe in Columbia's Cruel Intentions - 1999 Picture - Photo of Reese Witherspoon and Ryan Phillippe - FanPix.

Cruel Intentions  | 1999 - Ryan Phillipe, Sarah Michelle Gellar and Reece Witherspoon

Cruel Intentions Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair.

Sebastian Valmont in the infamous pool scene in Cruel Intentions

Ultimate on-screen heartbreakers

Thats a Video about one of my favourite Movie Cruel Intentions. Ryan Phillippe Reese Witherspoon Sarah Michelle Gellar Selma Blair Music: Placebo - Every you.

She kept a firm “hands off the merchandise” policy. | 18 Reasons Kathryn From "Cruel Intentions" Was The Baddest Bitch

18 Reasons Kathryn From "Cruel Intentions" Was The Baddest Bitch

She kept a firm “hands off the merchandise” policy. | 18 Reasons Kathryn From "Cruel Intentions" Was The Baddest Bitch

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