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They are unquestionably the shoes to buy for a preppy look Strategist writer Erin Schwartz once described them as peak Ivy League, Walcott by Vampire Weekend, tennis-lessons-on-the-weekends loafers. Note that leather-soled Weejuns, like the Whitneys, can be slippery on carpets until they have a few scuffs on the bottom, but if you want something with more traction from the start, theres also a rubber-soled version (a favorite of Lauren Valenti, beauty director at InStyle )

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They also provide more comfort as compared to skirts, since you will not have to worry about having to sit prim and proper in them