Tom Ford calf-hair-and-leather boots, $3,200, Neiman Marcus. (Photograph by Scott M. Lacey. Wardrobe styling by Sabrina Strelitz/Anchor Artists. Model, Kara/Click. Hair and makeup by Audrey Berman/Anchor Artists. Car provided by Boston Coach.)
Over-the-knee boots can be tricky (patent stiletto thigh-highs risk teetering into Pretty Woman territory), but the sleek calf hair and on-trend ombre coloring of these Tom Ford stunners give them a sophisticated air far more party circuit than red-light district. And thanks to the sturdy, conical heels, you can make grand entrances all over town.