Cruel: Intentions

(Played by Ryan Phillippe) — Kathryn’s wealthy, charming stepbrother. He views the seduction of young women merely as a competitive sport, until a fateful bet shatters his emotional detachment.

If Sebastian can successfully seduce the notoriously virtuous Annette Hargrove before the school year begins, Kathryn will finally give him what he has always wanted—herself. Cruel Intentions

The narrative circles around a high-stakes, ruthless wager placed between Sebastian and Kathryn. Bored with their easily controlled environment, Kathryn offers Sebastian a tempting trade: (Played by Ryan Phillippe) — Kathryn’s wealthy, charming