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Clarks Women's Kepley Erin Boots$34.99
When it's time to slide the sandals to the back of your closet, these leather heeled booties are ready to take the top spot in your fall footwear rotation. The sleek silhouette boasts stretch paneling for easy-on, easy-off versatility, while the Ultimate Comfort PU foam footbed provides all-day cushioning. From Clarks Footwear.