Patent leather Mary Janes have brought out our inner prep school rebel in the best possible way, and we’re completely obsessed with how they make even the most casual outfits look polished and intentional. There’s something so perfectly nostalgic about the Mary Jane silhouette—it’s got that whole scholarly, intellectual vibe that makes you feel smarter just wearing them—but the patent leather finish gives them this modern edge that keeps them from looking too precious or costume-y. We’ve been pairing them with everything from midi skirts and blazers for that whole dark academia aesthetic to casual jeans and sweaters when we want to add some unexpected sophistication to weekend looks. The ankle strap is incredibly flattering because it creates this beautiful line across your foot that makes your legs look longer and more elegant, plus it actually keeps the shoes secure so you’re not constantly adjusting them. We love how they work with both bare legs and tights, creating completely different vibes depending on how you style them. The patent finish catches light beautifully and photographs incredibly well, which matters more than we’d like to admit in our Instagram-heavy world. They’re surprisingly comfortable for a shoe that looks so polished and put-together, and the closed-toe design makes them perfect for professional settings where you want to look sophisticated but not too sexy. We’ve discovered they’re amazing for travel because they pack well, go with everything, and always make you look like you made thoughtful fashion choices even when you’re definitely winging it.