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Hugo Boss Fount Backpack, $375

Whatever you may need to transport—a sweater, an umbrella, a disguise, a Tupperware filled with drugs—this sleek, non-effeminate knapsack will get the job done. It’s got multiple pockets, striped buckle closure, and adjustable drawstring, which all sounds pretty good to us. And remember: a man-purse is never the answer, but a backpack is totally fine.