Cruel Intentions 2

Cruel Intentions 2

Year: 2000

Runtime: 87 mins

Language: English

Director: Roger Kumble

Budget: $11M

Drama

Seduce and destroy. After being expelled from yet another elite boarding school for his scheming ways, 16‑year‑old Sebastian Valmont arrives in New York City to live with his father and stepmother. He quickly discovers a formidable opponent in his equally cunning and beautiful stepsister, Kathryn Merteuil, who matches his manipulative games.

Warning: spoilers below!

Haven’t seen Cruel Intentions 2 yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – Cruel Intentions 2 (2000)

Trace every key event in Cruel Intentions 2 (2000) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Sebastian transfers to Manchester Prep

Sebastian Valmont moves to Manchester Prep after his father's recent marriage to a wealthy divorcée. The school expects to relay his permanent record to prevent a fresh start, but Sebastian retaliates by orchestrating a cruel stunt against his new stepmother.

start of term Manchester Prep, New York
2

Sebastian meets Kathryn Merteuil

On arrival he encounters Kathryn Merteuil, his scheming stepsister, who proves clever and calculating. He outplays her in a piano duel and with wordplay, setting up a tense rivalry. Kathryn warns him not to interfere with her comfortable life.

early days Manchester Prep, main quad
3

Sebastian meets Danielle Sherman

While waiting to meet the headmaster, Sebastian meets Danielle Sherman, the headmaster's daughter. They begin a fragile camaraderie as they share parts of their lives. Their easy rapport hints at a budding alliance.

early days Manchester Prep
4

Sebastian swaps his permanent record

Sebastian swaps his permanent record for an excellent one, ensuring he can start with a clean slate at Manchester Prep. The move is a calculated risk that makes him appear promising to the headmaster. It foreshadows the manipulative games to come.

before sending to headmaster School records room, Manchester Prep
5

Assembly chaos and Kathryn's vendetta

During the school assembly, Kathryn delivers a speech but is interrupted by a student's hiccups that escalates into a choking incident. Danielle saves with the Heimlich, sending the gum into Kathryn's hair. A secret society meeting follows, with Kathryn presiding over the decisions that target new students, revealing Cherie's wealth and fueling Kathryn's vendetta.

assembly day Manchester Prep auditorium
6

Sebastian and Danielle bond

Sebastian and Danielle quickly become friends and share personal stories, including his turbulent family history and his father's boating career. They open up about their pasts and connect over a longing for something genuine beyond wealth. Sebastian begins to develop a crush on Danielle.

shortly after meeting Manchester Prep / city hangouts
7

Sebastian discovers his father cheating

One night, Sebastian catches his father cheating on Kathryn's mother aboard his yacht, revealing the fragile reality behind the glamorous facade. The revelation unsettles him and complicates his feelings about his new life and the people around him. He wrestles with loyalty to family and his own desires.

one night after arrival Father's yacht
8

Sebastian befriends staff; Kathryn's jealousy

From his humble upbringing, Sebastian tries to befriend the house staff, a move that anger[s] Kathryn who cannot contact her driver. Her jealousy deepens as she sees him enjoying a simpler life and closer ties to the staff. This fuels her unhappiness with her own existence.

early period Merteuil mansion
9

Sebastian courts Danielle; Kathryn schemes

Sebastian attempts to woo Danielle with coffee and later phone calls, and their relationship begins to develop. Kathryn, perceiving a threat to her lifestyle, uses the romance to strike back at him and manipulate the situation.

early stage of romance Manchester Prep / Danielle's workplace
10

Gretchen and Sarah reveal Danielle's status

Gretchen and Sarah, twins who share a shower with him, reveal that Danielle is the only virgin among them. The revelation unsettles him and fuels Kathryn's plan to control the narrative.

after romance begins Manchester Prep / dorm showers
11

Kathryn sabotages Cherie via fundraising ploy

Kathryn's attempt to sabotage Cherie backfires when her mother instructs her to befriend Cherie to persuade her mother to donate to the school. The philanthropic angle shifts the stakes and deepens the rivalry. This sets the stage for Cherie's rising influence.

pre-donor meetings Manchester Prep
12

Danielle collaboration exposed; trio forms

Sebastian confesses his love for Danielle but discovers she does not reciprocate and has been working with Kathryn in secret. Defeated, he decides to go along with them, joining their scheme to manipulate others. The three begin to maneuver the school's social order together.

climax buildup Manchester Prep
13

Formation of the trio alliance

Following the revelations, Sebastian, Danielle, and Kathryn form an uneasy alliance to dominate and manipulate others at Manchester Prep. They begin to strategize how to leverage their influence while keeping their schemes hidden.

aftermath of revelations Manchester Prep
14

Journal gift signals new turn

In the limousine, Sebastian opens a gift journal from Danielle, signaling a new turn in their tangled dynamic. The journal invites him to document their schemes and thoughts moving forward.

after car ride Sebastian's limousine
15

Cherie nearly hits and the trio's plan solidifies

Cherie is nearly run over by Sebastian's limousine while bicycling. The driver offers a ride and Sebastian photographs her. They then have sex in the front seat, while Kathryn and Danielle exchange sly, mischievous glances.

final sequence New York City streets / in the limousine

Last Updated: October 09, 2025 at 16:41

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Movies about wealthy teen manipulation like Cruel Intentions 2

Stories where social climbing and manipulation are the ultimate weapons for the elite.For viewers who enjoyed the scheming and social dominance in Cruel Intentions 2, this thread collects similar movies about teens in elite settings. Discover stories of psychological manipulation, betrayal, and power struggles within worlds of wealth and privilege, where cunning characters play high-stakes games.

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Movies are grouped here for their shared focus on social Darwinism within privileged enclaves, a dark and cynical tone, and protagonists who treat interpersonal relationships as a strategic game. They deliver a specific experience of charged, psychologically intense drama driven by cunning rather than overt action.

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Narrative Summary

Stories in this thread revolve around duals of intellect and will between equally matched, formidable opponents. The plot is driven by a series of escalating provocations and betrayals, using sexuality and emotional leverage as primary tactics. The narrative often explores blurred lines between genuine desire and calculated performance, leading to emotionally complex and morally ambiguous conclusions.

Why These Movies?

These movies share a potent mix of high emotional weight, a dark tone, and a fast pace fueled by psychological tension. They are united by their focus on the dangerous intersection of desire and power, creating a specific, provocative vibe that is both intellectually and emotionally engaging.

Unlock the Full Story of Cruel Intentions 2

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Cruel Intentions 2 Summary

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Cruel Intentions 2 Summary

Characters, Settings & Themes in Cruel Intentions 2

Discover the characters, locations, and core themes that shape Cruel Intentions 2. Get insights into symbolic elements, setting significance, and deeper narrative meaning — ideal for thematic analysis and movie breakdowns.

Characters, Settings & Themes in Cruel Intentions 2

Cruel Intentions 2 Spoiler-Free Summary

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Cruel Intentions 2 Spoiler-Free Summary

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