Bootleggers Footwear

Womens

Showing 349–360 of 411 results


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  • The Total Support Original Insole provides semi-rigid arch support for moderate physical activities and most sports. Using the 3-POD Modulation System, this insole changes the way ground forces reach your foot during activity for performance and comfort.

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  • The Original 108 clog is our most popular Women’s shoe. Smooth, soft Merino wool felt wraps your foot in comfort, while our anatomically contoured cork & latex sole provides impressive support and cushioning for feet and back. Many of our customers call this their must-have favorite shoe.

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  • Our most cushioning and supportive clog with a soft Merino wool upper. Recommended by Podiatrists for common foot ailments like plantar fasciitis, bunions, hallux rigidus, and general foot pain. Makes an excellent house shoe or comfortable slip on street shoe. This clog has our highest comfort rating from our own happy customers.

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  • Select options This product has multiple variants. The options may be chosen on the product page
  • The NEW Banter is a chic luxe leather flat with all-day arch support. The beautiful leather V-strap adds updated styling while providing a wonderfully secure fit. Curves & Pods® dual-density removable footbed delivers comfort that lasts all day while the rubber outsole adds traction, durability and flexibility every step of the way!

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  • The Taos Convertawool shoes are super comfy and super versatile. They have collapsible backs that will effortlessly convert them into a pair of clogs. They are made in Spain of Italian Wool which gives them a distinctive European flair. They have Taos’ patented Curves & Pods® premium footbeds that are lined with soft wool, which provide excellent arch support as well as metatarsal support. You can wear the Taos Convertawool shoes all year round, because wool is naturally insulating: keeping feet warm in winter and cool in summer.

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  • The Taos Convertawool shoes are super comfy and super versatile. They have collapsible backs that will effortlessly convert them into a pair of clogs. They are made in Spain of Italian Wool which gives them a distinctive European flair. They have Taos’ patented Curves & Pods® premium footbeds that are lined with soft wool, which provide excellent arch support as well as metatarsal support. You can wear the Taos Convertawool shoes all year round, because wool is naturally insulating: keeping feet warm in winter and cool in summer.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Meet Ramble, the everyday shoe our customers asked for and we listened! Inspired by the love for our best-selling Encore, Ramble brings back everything you missed and elevates it even further, delivering even more comfort, polish, and versatility. With a sleeker bottom inspired by the Chit Chat, Ramble offers a more refined silhouette while staying true to the feel you loved. Crafted with premium leather uppers and finished with artisan medallion hardware, Ramble blends timeless style with modern ease. Bungee closures and stretch gore panels provide a secure, customized fit that’s easy to slip on and go. Inside, the signature Curves & Pods® dual-density removable footbed supports your feet with all-day cushioning and stability, making Ramble an ideal choice for walking, working, and everyday wear. A durable, flexible rubber outsole ensures reliable traction and long-lasting comfort with every step. If you loved Encore, you’ll love Ramble even more—a customer-inspired update designed to look better, feel better, and move effortlessly with you all day long.

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  • Get ready to rock the outdoors with the water-friendly Super Side sandal – fun and functional!

    SUPPORT THAT MOVES YOU®: Our exclusive anatomical Structured Support footbed provides a supportive base. The lightweight construction, energy return midsole, and all-terrain rubber outsole make them perfect for walking, hiking and other outdoor adventures.

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  • Welcome to The Show! This premium leather sandal has a patented shield strap design and two adjustable hook and loop straps for a secure fit. Detailed contrast stitching and seam design accent the upper. Imported Italian leather offers a rich look that is soft and wraps around your feet. With our signature SOFT SUPPORT™ footbed lined with buttery soft microfiber, treated with an antimicrobial shield, your feet will stay cool and dry! For maximum shock absorption, we use Cool Recovery Foam® padding on top of polyurethane. The outsoles are flexible, durable rubber.

    Select options This product has multiple variants. The options may be chosen on the product page
  • Welcome to The Show! This premium leather sandal has a patented shield strap design and two adjustable hook and loop straps for a secure fit. Detailed contrast stitching and seam design accent the upper. Imported Italian leather offers a rich look that is soft and wraps around your feet. With our signature SOFT SUPPORT™ footbed lined with buttery soft microfiber, treated with an antimicrobial shield, your feet will stay cool and dry! For maximum shock absorption, we use Cool Recovery Foam® padding on top of polyurethane. The outsoles are flexible, durable rubber.

    Select options This product has multiple variants. The options may be chosen on the product page

Showing 349–360 of 411 results

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