You can even find wallet-friendly women’s work footwear when you search by our price and discount filters. Our shoe width and size filters can help you find the right fit, and if you need a new pair quickly, you can take advantage of our free shipping on eligible items. Better yet, if you find they don’t quite fit your needs, you can take advantage of our free returns on eligible items.
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!
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.
The Men's Shoes Department at Amazon.com is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
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.
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 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. 

I can’t say enough about Rothy’s flats! I have two pairs – a leopard print and a bright blue with orange soles and they are both the pointed toe flats. I get a ton of compliments from random people on the street, and all of my coworkers have bought a pair. They feel like sneakers but are fashionable and can be washed in the washing machine so if I get caught in a rainstorm, they aren’t ruined. 

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.
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.
I have the same problem with some of my shoes, you just have to pick the right store. I like nine west and MK but I have bought a few online I love and are comfortable. I have found a site I like called http://www.heelstoday.com, I bought a 6in stiletto from them that turned out to be great and I have bought two other pairs. So I would look at them if you are in to online shoes.

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.


If you’re a commuter, I really recommend the brand All Black! I have a few of their slip-on Vans-style shoes and have received so many compliments on them. They’re super comfy for the commute into work, and they’re nice enough to wear in the office if you work somewhere a bit more casual/ slip off super easily if you’re running to a meeting and need to quickly change shoes. They’re the best (and currently on sale)!


The Men's Shoes Department at Amazon.ca is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
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 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!

So I tried the Susina loafers and they ARE soft as butter, which was nice, but I know I am hard on shoes, so I returned and opted for the Everlane Modern Loafer (and got my official Everlane Club Member card…jk) Significant price difference, but I feel worth it. LOVING them! Ordered 1/2 size up and will likely use a stretcher to break in the toebed a bit more.
The Men's Shoes Department at Amazon.ca is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
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