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Cha-Cha Real Smooth: The 15 Best Dancing With the Stars Routines of All Time
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Drew Lachey & Cheryl Burke, Freestyle, Season 2

Granted, DWTS freestyle routines have evolved to the point where this dance from 2006 seems downright quaint. But it can't be overlooked: It's the wacky, fun moment that launched the freestyle round into what it is today.

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