Sarah Michelle Gellar sheds her "Buffy" persona to play a brilliantly cold villain, while the real-life chemistry between Phillippe and Witherspoon (who married shortly after filming) is palpable. Iconic Soundtrack:

The film’s music defined the late-'90s alternative and indie pop aesthetic. Tracks like "Bitter Sweet Symphony" by The Verve, "Colorblind" by Counting Crows, and "Every You Every Me" by Placebo became synonymous with the film's moodiest and most climactic moments.

Cruel Intentions (1999) is a stylish, dark, and compelling teen drama that has stood the test of time. A version is a practical, mobile-friendly way to enjoy this masterpiece of manipulation.