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These iconic leather loafers need no introduction. There are many designer pairs to choose from, but we’re partial to Gucci’s laidback, extra-comfy pair featuring the brand’s signature horsebit hardware and a foldable back. “I don’t tend to splurge on special-occasion shoes, but when it comes to my daily, comfy kicks, I’m willing to shell out more—especially for something timeless,” says Dana Smith, the vice president, content lead for Condé Nast Health. “I have two pairs—in black and bordeaux—and I love that the soft, flexible back means there is literally no break-in period. They go with everything I own and quickly elevate and bring polish to any outfit. The best part: Gucci offers a great deal on repairs when you shop directly through them (as opposed to a department store). I had my shoes resoled and the leather touched up around the toes to keep them looking fresh season after season. I'm going on year six with my bordeaux pair, and they still look and feel great! I can’t recommend these shoes enough; despite the price going up every year, they really are worth it.”
- Sizes: 4–12
- Colors: 2 options
- Material: Leather
- Pros: Half sizes available; easy to repair; no break-in required
- Cons: Pricey
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