Best Bet: Theory 38 Slik Windsurf Dress

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Amid all of the sleek shorts and windbreakers meant to take you from running on the treadmill to running errands, Theory's latest collection of workout-friendly pieces also features a great addition to your collection of little black dresses. Constructed from neoprene, the sporty shift keeps with the active-friendly theme, but is meant for life outside the gym. Wear it under a denim jacket and sneakers during the day and swap in a leather moto and spiky pumps come Saturday night.

Theory 38 Slik Windsurf dress, $245 at Theory