I’ve been wearing Sam Edelman Felicia flats to work almost everyday for over a decade (not the same pair…I have a couple pairs at a time that get replaced every two years or so). They are cute and have a padded sole so they’re comfortable to walk distances in. A few years ago the manufacturer changed the design a bit, so now they have an embroidered logo on the heel (yuck) and are slightly less comfortable for my foot. I haven’t found anything as good yet to replace them though, so I am soldiering on with them.
I second Ali’s comment! Have you tried Gekk’s? I’m newly obsessed with them! They’re no show socks except you basically glue them in place in your shoe so they don’t slide around like normal no-show socks seem to do constantly. Then if they get stinky you can pull them out and wash them. They’re not cheap but neither is replacing smelly shoes every three months :-)
after a long search I settled on these. Not super exciting but we will see how it goes. At least they will go with pretty much everything. Sorry for the dansko rant, I am just bitter about them because they are so heavy and I wore them for so long working full time and they changed the structure of my feet! My little toe started rotating. And all the ankle rolls… hard working nurse ain’t got time for that.
I bought a pair of Ecco sandals (the hauraches) for my summer Italy trip, and they were the best! They look kind of dowdy online, but are way cuter on than in the photos, and they have a really supportive insole, and really stable almost sneaker like outsole/bottom, so they really hold up for tons of city walking, while keeping your feet cooler than a regular sneaker, and work with dresses and pants.
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!
I love this post! I splurged on Rothy’s (cherry red point) last year and love them, especially when wearing a basic white shirt + jeans (I work from home). Have you ever done a post on summer travel shoes? We’re taking our kiddos to Europe this summer and I’d love to find a super comfortable (because of all the walking) but also super stylish (because Italy) shoe that would work well with dresses, shorts and pants in hot weather.

Leather sandals or easy flip flops> for sultry summer days? You got it. Pumps for important lunch meetings and happy hour with friends? You can count on us. And don’t think we’ve forgotten about comfort. Our shoes are beautifully designed and comfy enough to wear all day (no blisters here!) Say goodbye to sad feet and hello to a look that rocks—from the boardroom to the weekend and everything in between. Shop our different colors and styles of boots, flip flops, slide sandals, ankle boots, and more!
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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!
Emily, thanks for this comment! I work in disaster relief, so I wear work boots when I’m on sites. I LOVE that my “work uniform” is a)whatever I want when I’m remote, and b)work boots and a hard hat when I’m on site. I wear Vasque hiking boots. These are sturdy and comfortable, with traction and support. They are not, however, steel-toed or puncture-proof, which would technically be best practice. I love them and am willing to forego the latter precautions, but I know that as another commentor mentioned, Red Wing has those things. I would recommend checking out Sierra Trading Post for certain boots, because nice quality brands tend to get very expensive, but they are worth seeking out at a discount.
I absolutely LOVE Pikolinos! They are definitely the most comfortable and longest lasting/wearing shoes I’ve owned. I have 2 pairs of sandals that are going on 4 and 5 years of daily use from May – September for work, city walks, and travel. Last fall I purchased a pair of Pikolino brogues and loafers that were comfortable right out of the box, and are perfect for work or a dressing up a casual outfit. Unfortunately, I find the shoes to be extremely expensive in Toronto, but I’ve been fortunate to come across the brand during visits to Portugal, France, and Spain where they are much more reasonably priced.
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.
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 think I need the Everlane heels now … I work in a corporate legal department in Northern California, but I am often meeting with executives, so I am trying to look halfways professional. I am also a 6 footer, so don’t really need heels. I love Paul Green oxfords (available on Zappos), they look great with slacks or jeans; they look essentially like mens’ oxfords (wingtip and such), but a bit cuter, and they are incredibly comfy and long-lasting.
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.

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I bought a pair of Ecco sandals (the hauraches) for my summer Italy trip, and they were the best! They look kind of dowdy online, but are way cuter on than in the photos, and they have a really supportive insole, and really stable almost sneaker like outsole/bottom, so they really hold up for tons of city walking, while keeping your feet cooler than a regular sneaker, and work with dresses and pants.
I’ve been wearing Sam Edelman Felicia flats to work almost everyday for over a decade (not the same pair…I have a couple pairs at a time that get replaced every two years or so). They are cute and have a padded sole so they’re comfortable to walk distances in. A few years ago the manufacturer changed the design a bit, so now they have an embroidered logo on the heel (yuck) and are slightly less comfortable for my foot. I haven’t found anything as good yet to replace them though, so I am soldiering on with them.
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.
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.

Taos ballet flats. They had some in pewter a few years ago, with a laser cut design along the opening, that I wore daily until the leather on the right toe of one of them cracked. It was the only time I’ve ever felt heartbroken about shoes. I now have a pair of shiny patent leather (black) Taos ballet flats, but they lack the laser cut detail. I would pay double for another pair of those original flats. So cute, comfortable, and perfect with pants or dresses, even for someone with narrow feet.
after a long search I settled on these. Not super exciting but we will see how it goes. At least they will go with pretty much everything. Sorry for the dansko rant, I am just bitter about them because they are so heavy and I wore them for so long working full time and they changed the structure of my feet! My little toe started rotating. And all the ankle rolls… hard working nurse ain’t got time for that.

I love this post! I splurged on Rothy’s (cherry red point) last year and love them, especially when wearing a basic white shirt + jeans (I work from home). Have you ever done a post on summer travel shoes? We’re taking our kiddos to Europe this summer and I’d love to find a super comfortable (because of all the walking) but also super stylish (because Italy) shoe that would work well with dresses, shorts and pants in hot weather.
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