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A classically trained dancer from Canada who became the scream queen of the '90s. Party of Five made her a household name; The Craft proved she could anchor a cult phenomenon. By Scream 3, Sidney Prescott was her definitive role—the rare horror heroine who could carry an entire franchise. In the 2000s, she stepped back to pursue her own creative vision.
The teenager with a critic's favorite first kiss who grew into the 2000s' defining star. Southern charm and comic precision built through the '90s—Fear, Freeway, Election—but then Legally Blonde detonated, and she owned the decade. Walk the Line proved she could do Oscar-worthy dramatic work. Married and divorced Ryan Phillippe in a trajectory as public as her career was inescapable.
The face of the late-90s teen boom: a soap-opera Emmy winner who became Buffy the Vampire Slayer and, in a single year, also starred in two of the era's defining horror hits. For a stretch around the turn of the millennium, Sarah Michelle Gellar was the girl who could stake a vampire, outwit a masked killer, and anchor a cult-favorite TV show all at once.