Best Netflix and Chill Movies on Netflix Right Now (2020)

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Credit: Cruel intentions
Credit: Cruel Intentions /

30. Cruel Intentions

Release Year: 1999

Director: Roger Kumble

Starring: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair

How about a movie based on a bet about taking the virginity of the headmaster’s daughter at an elite Manhattan prep school for a good Netflix and Chill movie? That’s what you get with Cruel Intentions, which was released on Netflix on Feb. 1 and stars Sarah Michelle Gellar and Ryan Phillippe as a pair of manipulative and rich step-siblings.

Kathryn (Gellar) makes a bet with Sebastian (Phillippe) that he can’t take the virginity of the headmaster’s daughter Annette (Witherspoon) by the end of the summer. If he wins, then Kathryn will sleep with him, but if he loses he has to give his step-sister his 1959 Jaguar Roadster. Along the way, characters catch some feelings, which leads to betrayal and blackmail, which in turn leads to the climax of the movie.

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