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Leather Sneakers: Casual Refinement Why It Works: For a contemporary, casual twist on the black suit, leather sneakers offer a stylish yet understated option

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Ball Gowns: These show-stoppers have lush, full skirts that are all about that fairy tale glam

Campus DJ Usher in a fedora, Cook in the chicest of prom dresses, Prinze Jr clad in varsity bomber jackets Cruel Intentions (1999) Cruel Intentions s Kathryn Merteuil (Sarah Michelle Gellar) established herself as one of the decades most infamous on-screen antagonists thanks to her Machiavellian scheming and whip-smart fashion sense

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