Cruel Intentions (1999)

Director

Roger Kumble

Starring

Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, Louise Fletcher, Joshua Jackson, Eric Mabius, Sean Patrick Thomas, Alaina Reed Hall, Hiep Thi Le, Deborah Offner, Tara Reid, Drew Snyder, Herta Ware, Swoosie Kurtz, Christine Baranski, Charlie O'Connell, Fred Norris, and Ginger Williams

Overview

In the game of seduction, there is only one rule: Never fall in love.

Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

Review: ⭐️⭐️ (68% TMDB)

Hindsight is 20/20 on a lot of things and for this movie, it brings a whole lot of WTF. Sex, drugs, and manipulation are the name of the game but in what we’re led to believe is a NYC prep school. It has a lot of the same beats as Mean Girls without any of the charm. ⭐️⭐️