In Pretty Woman , Julia Roberts ditched her minidresses for conservative blazers and classic, spotted dresses--and though we can see why she'd want to update her look to match her new lifestyle, we kind of miss the subversiveness in her Kentucky Derby wardrobe. Showing Jules how it's done, this chic lady has got enough class and crass to make it from tea at the Palace to debauchery at Lit, with her classic blazer and thigh-high boots. Consider our finds to get this perfect outfit for yourself!
Above, clockwise from left: Street style image by Mr. Newton; Forever21 Skirt, $19.80, available at Forever21; Priorities Blazer, $117, available at BlueFly; Longchamp Patent Tote, $645, available at Saks; Topshop Leather Thigh Boot, $250, available at Topshop.
Photos by Mr. Newton