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.

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!


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.
When I was working full time, on my feet all day, I had an amazing pair of Naturalizer boots, so I’d recommend that brand for sure, Also a favorite, Geox shoes are incredibly comfortable. I still wear a pair of wedge sandals I bought about 5 years ago, and they feel like you’re walking on pillows! Bought them in brown too, love them so much! Geox has seasonal warehouse sales, where you can score some great deals, and they have mens, ladies, and childrens footwear.
When I was working full time, on my feet all day, I had an amazing pair of Naturalizer boots, so I’d recommend that brand for sure, Also a favorite, Geox shoes are incredibly comfortable. I still wear a pair of wedge sandals I bought about 5 years ago, and they feel like you’re walking on pillows! Bought them in brown too, love them so much! Geox has seasonal warehouse sales, where you can score some great deals, and they have mens, ladies, and childrens footwear.
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.
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.
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’m a produce manager so I need to wear comfy, heavy, non-slip shoes. After much searching, I found these https://m.6pm.com/p/shellys-london-tulle-hiker-boot-leopard/product/8940739/color/429?zhlfid=139&kpid=42196438&ef_id=WZirBgAAAHxMmQN_:20180310231403:s ( although I got mine for $60!) and they are both cute and functional. And I get compliments on them all the time.
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.
When I was working full time, on my feet all day, I had an amazing pair of Naturalizer boots, so I’d recommend that brand for sure, Also a favorite, Geox shoes are incredibly comfortable. I still wear a pair of wedge sandals I bought about 5 years ago, and they feel like you’re walking on pillows! Bought them in brown too, love them so much! Geox has seasonal warehouse sales, where you can score some great deals, and they have mens, ladies, and childrens footwear.
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!
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.
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 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.
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