Cruel Intentions (1999): The film is renowned for its explicit themes and daring scenes, including the infamous kiss between Kathryn and Cecile. Direct link to watch the full movie, is available at the end of this post.

Cruel Intentions (1999) is a provocative teen drama that reimagines the 18th-century French novel Les Liaisons dangereuses in a modern-day Manhattan prep school setting. Directed by Roger Kumble, the film delves into themes of manipulation, seduction, and moral ambiguity among privileged youth.
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Plot Summary
Wealthy step-siblings Kathryn Merteuil (Sarah Michelle Gellar) and Sebastian Valmont (Ryan Phillippe) engage in a deceitful wager: Sebastian must seduce the virtuous Annette Hargrove (Reese Witherspoon), the daughter of their school’s new headmaster. If he succeeds, he earns a night with Kathryn; if he fails, she claims his prized Jaguar. As Sebastian attempts to win Annette’s trust, he unexpectedly falls in love, leading to unforeseen consequences and emotional turmoil.
Cast & Crew
Director & Writer: Roger Kumble
Main Cast:
Sarah Michelle Gellar as Kathryn Merteuil
Ryan Phillippe as Sebastian Valmont
Reese Witherspoon as Annette Hargrove
Selma Blair as Cecile Caldwell
Joshua Jackson as Blaine Tuttle
Sean Patrick Thomas as Ronald Clifford
Christine Baranski as Bunny Caldwell
Louise Fletcher as Helen Rosemond
Bold Content
The film is renowned for its explicit themes and daring scenes, including the infamous kiss between Kathryn and Cecile, which garnered the MTV Movie Award for Best Kiss. Its candid portrayal of teenage sexuality and manipulation sparked both acclaim and controversy upon release.
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Budget & Earnings
- Budget: $10.5 million
- Box Office:
- Domestic: $38.8 million
- International: $37.6 million
- Worldwide Total: $76.3 million
Where to Watch Cruel Intentions (1999)?
Cruel Intentions is available for streaming on Prime Video. It can also be purchased or rented on platforms like Apple TV and Amazon Video.