Love this post. I used to always buy cheap shoes and they would leave me tired and blistered every time. One Christmas I got the Everlane Babo shoes and I am NEVER going back. I literally where these shoes everywhere—work, out, walks around the city. They are by far the most comfortable shoes that I’ve ever owned. I feel so passionately about these shoes that I will find myself on unsoliciated ramblings on elevators telling everyone they should buy these shoes. I realize they aren’t the *cutest* shoe (I call them my elf/witch shoes) but I love their interesting shape and they go with everything! Do yourself a favor and buy these shoes: https://www.everlane.com/products/womens-modern-babo-black?utm_medium=cpc&utm_source=pla-google&utm_campaign=838132553&utm_content=197323891655&utm_term=pla-341116225674&adgroup=43249559952&pid=2414-8509&device=m&gclid=CjwKCAiA24PVBRBvEiwAyBxf-TmH1XO5IYJ8Bi3MK5k-SUMQmo8tvfiC1Gc0v86JuwjptnbHnglemhoCwPAQAvD_BwE
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!
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. 

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 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.
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
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 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 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.

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 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)! 

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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