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Cruel Intentions
In the game of seduction, there is only one rule: Never fall in love.
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You can watch Cruel Intentions (1999) for free on Hoopla.
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.
Cruel Intentions is a film that explores themes of bet, virgin, drug abuse. It also touches on sibling relationship and based on novel or book and sexual obsession.
Trailer
Director
Roger Kumble
What Critics Say
On Rotten Tomatoes, Cruel Intentions has an approval score of 54% based on 119 reviews, with an average rating of 5.20/10. The site's critics consensus states: "This darkly comic drama and its...
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Cruel Intentions
In the game of seduction, there is only one rule: Never fall in love.
You can watch Cruel Intentions (1999) for free on Hoopla.
IMDb
6.8/10
RT Critics
54%
RT Audience
80%
Metacritic
Director
Roger Kumble
What Critics Say
On Rotten Tomatoes, Cruel Intentions has an approval score of 54% based on 119 reviews, with an average rating of 5.20/10. The site's critics consensus states: "This darkly comic drama and its...
5 options ranked by value · 🇺🇸 United States
Keep browsing: New Releases · Popular Movies · Drama · Romance
bet · virgin · drug abuse · sibling relationship · based on novel or book · sexual obsession · upper class · cynic · sadistic · eroticism
Cruel Intentions is streaming on Amazon Prime. Cruel Intentions is streaming on Amazon Prime Video with Ads. Watch Cruel Intentions for free on Hoopla. Watch Cruel Intentions for free on Kanopy. Cruel Intentions is streaming on Criterion Channel. Availability last verified April 15, 2026.