Cruel Intentions (1999)

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.

Genres: Drama, Romance

What to watch after Cruel Intentions

• The Vicious Kind (2009) — Same subject: virgin, sibling relationship
• Dangerous Liaisons (1988) — Same subject: cynic, seduction
• Pretty Persuasion (2005)
• Accident (1967) — Same subject: seduction
• Love Story (1970) — Same feel: dramatic, emotional
• Best Laid Plans (1999) — Same feel: manipulative, dramatic