I hear you! I wrote a similar request a while back about work-wear for those of us who don’t have as much flexibility in our attire for work. I’m a PT in a hospital and in pediatrics, so I’m always moving … and sometimes on the floor! Like you, I also walk a few miles a day. In my middle-age, I’ve discovered I’m a total sneakerhead and have taken to wearing fashion-forward sneakers that are also comfortable and longish-lasting. These are my current faves: Reeboks in aubergine! http://www.reebok.com/us/classic-leather-wb/BS6199.html?cm_mmc=RbkSEM_Google_PLA_ecom-_-NB-Men%27s-Shoes-Classics-_-Men%27s-Classic+Leather-_-Reebok&cm_mmca1=US&gclid=CMCmtIbj5dkCFc3Aswodmr8DUw&gclsrc=ds&dclid=CJSSuIbj5dkCFcy7swodHtwFyQ.
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.
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.
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 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.
Check out our latest arrivals section for the latest styles and brands in men's shoes, like Allen Edmonds, Kenneth Cole, Timberland, Steve Madden, Frye, Cole Haan, Calvin Klein, and Bass. We feature categories of men's shoes that fit the latest trends and styles, from fashion sneakers to dress boots, so you can always be on the cutting edge of men's shoe fashion.
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.

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 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 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.
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!
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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