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.
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’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!
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!

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!


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 work for a public transit system, so I have a job that has my time split in offices with public officials wearing suits and walking around in train yards and tunnels with oil-covered rail mechanics. Sometimes I’ll have time to swap out my shoes at my desk, but I’ve relied on these suede Vans https://goo.gl/yVJZxT for 3 years now. They’ll never pass for heels, but they are incredibly versatile and comfortable plus the price point is perfect.
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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.
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.
Last month I caved and ordered the Siena flats by Crocs (!!) and I love them! I’m a reporter, and I’ve just started a new job at a business publication that has an in-house fashion/lifestyle magazine. Most of my work clothes previously have been traveler/hiker rugged, so I needed a pair of black flats ASAP to fit into the downtown offices I’m suddenly in. They do not look like the Crocs mules AT ALL, and I am so happy with them already! https://www.amazon.com/gp/product/B0105TPPNM/ref=oh_aui_detailpage_o00_s00?ie=UTF8&psc=1

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)!
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