Comfortable High Heels
Hey, we all want to be towering Amazons, but not at the price of aching feet and awkward posture. If you want to wear heels (and trust, we understand the desire) make sure you’re going after the most comfortable high heels and comfortable dress shoes that look great and don’t feel too bad, either. Comfortable heels aren’t an oxymoron; it’s just a matter of sussing out those killer shoes that won’t actually give you blisters. For more high-heeled picks, check out our guides to wedges, platforms, and party shoes.
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Comfortable Casual Heels
If you’re wearing heels just for fun, you definitely don’t want your good time ruined by treacherous, hard-soled shoes. Wear these lightly dressy, comfortable heels without pain or blisters.
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| Aerosoles Rekindle $79 Aerosoles turned out this comfortable yet fashionable heel (which comes in three more colors) with a tiny peep-toe, of-the-moment perforation, and of course, their signature supportive footbed. |
Delish Pump $115 We like the idea of this cool studded pump, from Taryn by Taryn Rose, worn with either dark denim or with a skirt. It’s a shoe with a little edge that still retains a comfortable side. |
Cole Haan Carma OT Air Sling $301.95 For a sling-back with a three-inch heel, these shoes by Cole Haan are shockingly comfortable and stylish. Lucky for us, they’ve got Nike Air technology hidden away to keep your feet well supported. |
Comfortable Work Heels
You’re already at work, you don’t need to make yourself more miserable. Wear comfortable dress shoes that your boss will compliment even while your feet are completely content.
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| Sofft Opera II $100 Shiny croc is an evergreen style, particularly for work, but these shoes from Sofft are also just that. Even if you need to be on your feet at work, you’ll be able to pull it off in both comfort and style. |
Camper 20662 $130 Camper makes high-quality footwear with cushioned footbeds. Plus, their soles have subtle traction, so you’ll never slip and slide. Wear these d’Orsay pumps to work, and then keep them on for happy hour. |
Taryn Rose Carew Black Suede $253 These black and white pumps are perfect to wear to work and straight out to dinner. They’ll also work well with either a skirt or slacks. |
Party Shoes
It’s a little ironic, isn’t it, how parties are exactly where you’re expected to be wearing your highest heels and then stand up, looking happy, for hours on end? Undo that irony with a pair of these comfortable heels below – you’ll never stash band-aids in your clutch again.
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| Sweet Chip Platform $90 The wide, elasticized straps on these Kenneth Cole Reaction sandals means you can wear these to a party and not have to focus on your feet. It’s nice to look cute and be able to enjoy yourself. |
Flipp Platform Pump $200 Joan & David makes under-the-radar comfortable, well-crafted shoes. This pump is no different, and the slight platform in the front means your feet won’t be nearly as elevated as they appear. |
Nancy Air Sandal $328 This shoe from Cole Haan may look killer, but it won’t feel that way. Made with the company’s patented Nike Air technology, it’s totally supportive so you’ll be the most comfortable person at the party. |
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