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Bold, audacious, fearless — a few synonyms for daring, a word we like to use to describe Hollywood's biggest fashion risk-takers. Sometimes this means a slinky number with an up-to-there slit, other times it means an unconventional silhouette, a stop-and-stare pattern, or a saturated neon hue. And every now and then, it means iconic. Like JLo's plunging green Versace gown at the Grammys or Rihanna's homage to Josephine Baker in her sheer beaded dress at the CFDA Fashion Awards.

Well, we're here to celebrate these style moments. Whether you adore them or loathe them, these are the designs that had everyone talking. From eccentric stars like Lady Gaga and Janelle Monae to bombshells like Beyonce and Halle Berry, every look is worth your time, all 100 of them. Dig in.
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