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Above, Heathered Buttonfly Boyshorts in Charcoal, $8.00 $3.99 at UrbanOutfitters

Above, Smack J'aime Boyshort in Garden Cart, $8.00 $4.99 at UrbanOutfitters

Above, Smack J'aime Boyshort in Sailboats, $8.00 $4.99 at UrbanOutfitters

Above, Undergirl Disney Couture Boybrief in Alice, $10.00 $4.99 at UrbanOutfitters