GUESS Daredevil Bootcut Jeans

Sometimes, your boots start disintegrating where they flop over at the ankle after sitting in your closet all summer. Sometimes you only want to show off the toe box. And sometimes, you need a pair of pants that doesn't block blood flow past your ankles. All the time, these GUESS Daredevil Bootcut Jeans ($98) allow you to wear boots that have otherwise passed on to Shoe Heaven, aka the box in the back of your closet that you refuse to empty in the hopes that the contents will come back into style.

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