We don't know why Jockey decided to discontinue their classic Sport Boxer brief, but it sent us on a long odyssey to find a worthy replacement. We evaluated product from Structure, Land's End, Banana Republic, Dockers, Old Navy, Hugo Boss, Calvin Klein, Stanley Blacker, and Armani Exchange, looking for a brief that like the original would be comfortable, the right length, basic in design, available in grey or black (no mixed packs!) and true to size. The winner—and we're as surprised as you—was The Gap's Basic Square Cut Boxer Briefs, $20 for a pack of 2. So why is it a WAIT? Because Gap.com seems to have have trouble keeping them in stock in any reasonable sizes. So to remain supported in style, check your local store.

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