Moynat Mini-Vanity, Price Upon Request Available at Moynat; Louis Vuitton Camera Box, $3,950 available at Louis Vuitton; Mark Cross Benchley Bag, $2,495 available at Mark Cross;

Structured totes have long time held a connotation of uptown elitism- think high-society ladies on their way to lunch dangling prim, tasteful bags from their couture suited arms. This season, though, even the most storied leather goods purveyors are thinking outside of the box to take this classic accessory to its extreme. Box bags, with their petit frames, bring a jolt of modernity that instantly renders your mammoth totes un-fresh. For the perfect balance of 1950’s sophistication and 21st century ease, try Mark Cross’ adorable Benchley bag. Vuitton’s straight-from-the-runway mashup of monogram and cheetah, though, is no doubt a show stopping rendition. Either way, these bags prove that squares have more fun after all.

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