Cinema HoundSniffing out great movies.
← Find more movies

Cruel Intentions (1999)

97 min · Coming Of Age, Erotic Thriller, Psychodrama, Romance Film, Thriller, drama film, romance film, teen film

Popularity5/5
12-month trend132k55kExpand

12-month trend

Monthly article views

132k02025-09: 132,105 views2025-10: 90,801 views2025-11: 77,754 views2025-12: 69,327 views2026-01: 68,784 views2026-02: 63,261 views2026-03: 104,300 views2026-04: 60,646 views2026-05: 69,215 views2026-06: 54,924 views2026-07: 74,902 views2026-08: 64,362 views
Sep132kOct91kNov78kDec69kJan69kFeb63kMar104kApr61kMay69kJun55kJul75kAug64k

2025-09 to 2026-08

A wealthy teenager and his manipulative stepsister engage in a high-stakes bet to seduce a girl who is determined to remain pure.

The story

In New York City, wealthy teenager Sebastian Valmont regularly manipulates and seduces women, but seeks someone who poses a challenge to his charm. He settles on Annette Hargrove—the daughter of his new school headmaster—who is staunchly opposed to sex before falling in love. Sebastian and his equally manipulative stepsister, the intelligent and popular Kathryn Merteuil, agree to a bet: if Sebastian fails to seduce Annette, then Kathryn gets his vintage Jaguar XK140; if he wins, Kathryn will finally have sex with him. Kathryn also tries to recruit Sebastian into her own scheme to take revenge on her ex-boyfriend Court Reynolds, who left her for the naive and innocent Cecile Caldwell.

Full plot (contains spoilers)

In New York City, wealthy teenager Sebastian Valmont and his manipulative stepsister Kathryn Merteuil enter a bet to see if Sebastian can seduce the headmaster's daughter, Annette. While Sebastian begins to develop genuine feelings for Annette, Kathryn's schemes involve manipulating others, including a music teacher and a girl named Cecile. As the plot unfolds, Sebastian and Kathryn's games lead to complex emotional consequences. Sebastian eventually realizes his love for Annette and tries to confess the truth of the bet, but is manipulated by Kathryn into lying to Annette. Following a tragic accident where Sebastian is fatally injured, he dies while confessing his love to Annette. At his funeral, Kathryn's reputation is destroyed when Cecile distributes Sebastian's journal, which details the truth of their manipulations, their bet, and his true feelings for Annette. The film ends with Annette driving away in Sebastian's car, reflecting on their time together.

Original title
Cruel Inventions
First release year
1999
Runtime (minutes)
97
Production countries
United States
Original languages
English
Directors
Roger Kumble
Writers
Roger Kumble · screenplay
Cast and characters
Ryan Phillippe · Sebastian Valmont; Sarah Michelle Gellar · Kathryn Merteuil; Reese Witherspoon · Annette Hargrove; Selma Blair · Cecile Caldwell; Louise Fletcher · Helen Rosemond; Joshua Jackson · Blaine Tuttle; Eric Mabius · Greg McConnell; Sean Patrick Thomas · Ronald Clifford
Genres
romantic drama; teen drama
Themes
manipulation; romance; identity; betrayal
Tone and mood
darkly comic; dramatic
Premise and plot tags
high school; upper class; romance
Source material / true-story basis
Pierre Choderlos de Laclos' 1782 novel Les Liaisons dangereuses
Reception
The film received mixed critical reviews but was praised for the performances of its lead cast and has since become a cult classic.
Reported review scores
Rotten Tomatoes · score: 54% · scale: percentage · review count: 119; Metacritic · score: 56 · scale: 100 · review count: 24; CinemaScore · score: B- · scale: A+ to F
Production trivia
The film was originally titled 'Cruel Inventions'.; Approximately 10% of the budget was spent to secure the license for 'Bitter Sweet Symphony'.; The film was originally a smaller-budget independent film.
Catalogue themes and tags

1990s, 1999, Bet, Car Crash, Decadence, Diary, Drug Abuse, Egocentrism, First Time, Gay, Gewissen, Intrige, Jaguar, Jugendliche, Kokain, Lesbian Kiss, Love Letter, Maneater, Manipulation, Music Teacher, Narcism, New York, Obsequies, Orgasm, Rach, Reichtum, Revenge Plan, Sexual Obsession, Sexuelles Verlangen, Verführung, Virgin, Wrongly accused, highschool, Thriller, Romance Film, Melodrama, Drama, Teen

Film metadata comes from the open sources listed in Credits & Contact. Catalogue details may be incomplete.

Your lists

Loading your lists…

Explore more movie themes