I work at a business school and rarely wear heels anymore. I have embraced a feminine menswear style. I have the everlane loafers, cole haan oxfords (they come in wide which translates to less narrow), an old pair of jcrew monkstrap type shoes. I have one pair of 1” -ish heels, again “wide” cole haans. Non work I do clogs/clog boots (everyone has their fancy faves but Dansko is still my go to for their sole) and multiple Ecco leather sneakers. Very comfy, those!
For you Australian Cup of Jo readers out there – check out Bared Footwear. Their footwear is stylish, comfortable and the company was started by a podiatrist. I wear the “Parrot” style at work, where I’m on my feet for up to 9 hours sometimes. I LOVE THEM, they are supportive and my legs don’t feel nearly as tired at the end of the day, compared to when I don’t wear them.
For those of us not in an office setting that requires heels and the like…Hoka One One Bondi 5 and Hoka One One Clifton 4 running shoes are amazing. Working in a research lab on my feet all day I’ve found there’s no point in wearing anything other than sneakers (and absolutely no open toed shoes – you’ll lose a foot!). I have gigantic and WIDE hoofs with a supination issue and high arches. Hoka One One makes the best shoes for my feet (the Bondi is the cushiest). Insoles that support your unique foot shape are a must (I’ve found that Superfeet Green insoles do it for me, plus a custom pair of orthotics for long runs). But seriously, go see a podiatrist and get your feet and your gait analyzed (multiple times throughout your life – it changes!). Well worth the co-pay.
My husband splurged and got me a pair of Tory Birch flats for Christmas this year (these: https://www.toryburch.com/minnie-travel-ballet-flat–leather/32880.html?dwvar_32880_color=232&cgid=shoes-ballet). After years of wearing el cheapo Target flats, it was AMAZING. Zero break-in period. One of the most comfortable pairs of shoes I’ve ever worn. It has definitely made me realize that, if you can float it, better quality shoes are worth it!

For those of us not in an office setting that requires heels and the like…Hoka One One Bondi 5 and Hoka One One Clifton 4 running shoes are amazing. Working in a research lab on my feet all day I’ve found there’s no point in wearing anything other than sneakers (and absolutely no open toed shoes – you’ll lose a foot!). I have gigantic and WIDE hoofs with a supination issue and high arches. Hoka One One makes the best shoes for my feet (the Bondi is the cushiest). Insoles that support your unique foot shape are a must (I’ve found that Superfeet Green insoles do it for me, plus a custom pair of orthotics for long runs). But seriously, go see a podiatrist and get your feet and your gait analyzed (multiple times throughout your life – it changes!). Well worth the co-pay.


I commute in Cole Haan ballet flats (unless boots are needed) and then change into heels at my desk. My most comfortable are the Sam Edelman Hazel pumps, which are honestly the most comfortable heels I’ve ever worn. Pro tip – Zappos sells the black and nude (in various materials) in a narrow width, which has been a life saver for my feet! I’ve also found Ann Taylor and Tory Burch heels to be pretty comfortable and narrow feet friendly. 

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I’m a long-time reader but first-time commenter – this post has made me want to share my shoe shopping secret. On New Year’s Day, Saks has an incredible sale (up to 75 percent off!) before noon. It’s amazing for shoes! In the past few years, I’ve gotten black Rag and Bone 1.5” heel booties and grey suede Stuart Weitzman loafers for 70 percent off. Still a splurge, but so worth it. I wear them constantly. I work in a formal environment and have to be *dressed* for work each day (though I avoid suits). I also generally avoid heels, save for a pair of ridiculously comfortable oxford heels I got from L.L.Bean, of all places, and always get compliments on. Flats, loafers, and boots are my mainstays, even though I’m short and pretty small. You don’t have to wear heels to look professional!
Being a petite lady, I’m a size five in women’s, which proves difficult sometimes. Some shoes don’t even go down to a five! Always a six, never a five. So I’ve started resorting to buying kid’s shoes! A women’s five is around a kid’s 3-3.5, depending on the shoe. I’ve found lots of cute slip on shoes this way, for example! I always get a small internal swell of resourceful pride when I get complimented on them, knowing, little do they know, I got them for cheap from the children’s section!
If you’re in need of a specialized design as well as specific construction, our shoe shape filter helps you browse women’s work footwear in shapes like heeled sandal, pump, athletic, dress boot, flat, slide flat, and work boot. Our search-by-color filter lets you pick from hues like olive green, classic black, playful floral patterns, deep browns and reds, and more. Whether you prefer a marbled leather outer with antimicrobial lining or high-quality suede with cushioned inserts, you can find a range of materials and features all right here. Plus, using our handy filters, you can hone in on quality women’s work footwear brands, including Skechers, KEEN, Timberland, and more.
Want something between a men's shoe and a boot? Check out a Chukka. Perfect for going from work to a night out with friends. For a classic comeback, the boat shoe is making waves again, making these men's shoes perfect for casual wear. Whether you lace up, slip-on or buckle down, the men's shoes department has the styles and brands you need at the prices you want.
When I was in my early 20’s, I realized that I would not be able to sit at a desk for the next 40 plus years and went back to school to get a degree in occupational therapy. I specialize in pediatrics and work in a sensory integration gym with mats on most of the surfaces, so we take off our shoes when we treat. I wear Crocs at work! I play with children all day long and I don’t have to wear women’s shoes, ever, which I find impossible to walk in, anyway. When I go out I wear Frye boots in the winter or Mephisto sandals in the summer. I refuse to hobble myself.

I have such a hard time with content like this because I work a (literal) blue collar job. my go to work shoes are 5.11 ATAC 8″ boots. theyre kind of expensive, but theyre by far the most comfortable tactical boots I’ve ever tried on. I am in the market for a new pair though, and I think I want ones with a puncture resistant shank, so if any other work boot wearing cup of jo readers have recommendations Id love to hear them.
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