Cruel Intentions (1999)

The A-list came out of this film, Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon and Selma Blair are all pawns in this game of love and betrayal.

Cruel Intentions is the modern-day tale of Choderlos de Laclos novel, Les Liaisons Dangereuses, and it really is the movie the catapulted the stardom of its actors. Each of the main characters went of to be famous in their own right.

Directed by Roger Kumble, Step siblings at a prestigious private school make a wager with each other to see if Sebastian (Phillippe) could take the virginity of the new headmaster’s daughter (Witherspoon). Winner takes all, but when he falls for his victim the stakes become even higher.

All of the cast were magnificent and this movie has become a classic for the 90′s generation. It also contains the most famous lesbian kiss of all time which won the MTV Movie Awards Best Kiss, that year, for the lesbian lip-lock between Sarah Michelle Gellar and Selma Blair.

Watching again in 2019, the movie holds up well with time. Its hard to tell the film wasn’t made today. Plus, it was nice to a very beautiful Ryan Phillippe so young. He definitely could turn me straight.

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