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21. Nasty Gal
Just because you hit a certain age doesn't mean you lose your sense of play when it comes to your style. Nasty Gal offers a wide range of flirty and unexpected wardrobe pieces. Dabble with a Betty Draper look in the form of gingham culottes, or get sassy with a low-cut summer chiffon dress. 

Gingham Over Cotton Culottes, $25, Nasty Gal