Cruel Intentions (1999) | Streaming Guide & Showtimes
Cruel Intentions (1999) — Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmast...
Cruel Intentions (1999) Storyline
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.
Full Cast & Crew
- Sarah Michelle Gellar as Kathryn Merteuil
- Ryan Phillippe as Sébastian Valmont
- Reese Witherspoon as Annette Hargrove
- Selma Blair as Cecile Caldwell
- Louise Fletcher as Helen Rosemond
- Joshua Jackson as Blaine Tuttle
- Eric Mabius as Greg McConnell
- Sean Patrick Thomas as Ronald Clifford
- Swoosie Kurtz as Dr. Greenbaum
- Christine Baranski as Bunny Caldwell
- Alaina Reed Hall as Nurse
- Deborah Offner as Mrs. Michalak
- Tara Reid as Marci Greenbaum
- Herta Ware as Mrs. Sugarman
- Hiep Thi Le as Mai-Lee
Why Watch Cruel Intentions?
The Vibe: Cruel Intentions is a emotionally complex and thought-provoking drama movie that firmly establishes itself as a must-watch from 1999. The pacing and atmosphere are perfectly calibrated to keep you engaged from start to finish.
Fan Reception: While holding a polarized score of 6.8/10, it retains a dedicated audience who appreciate its specific stylistic choices and unique premise.
Who Should Watch It: Highly recommended for viewers who appreciate deep character studies and powerful performances. If you enjoy character-driven arcs layered with drama-specific tropes, this deserves a spot on your watchlist.
Movie Details & Production
Explore More
Discover where to watch Cruel Intentions and thousands of other titles on Watchlist Wizard. We analyze streaming availability across 50+ platforms including Netflix, Hulu, Disney+, and HBO Max to help you find your next favorite movie.