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I second Ali’s comment! Have you tried Gekk’s? I’m newly obsessed with them! They’re no show socks except you basically glue them in place in your shoe so they don’t slide around like normal no-show socks seem to do constantly. Then if they get stinky you can pull them out and wash them. They’re not cheap but neither is replacing smelly shoes every three months :-)
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.
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.
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 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.
Basically, these are them. https://www.deichmann.com/GB/en/shop/home-ladies/home-ladies-shoes/home-ladies-shoes-loafers/00009001307653/Slip*On*Casual*Shoes.prod?gclid=EAIaIQobChMI8J6yqf_f2QIV7bXtCh1wiAn0EAAYASABEgIeU_D_BwE&adword=google%2FBrand_Brand_Deichmann%2Fsearch%2Fdeichmann&imgFmt=&_=1520624405081&mlid=1178.26.244312.44044fabbd4970dcb4af7508ed681eb3…0.1520624402.1.1523216402&fromCategoryDetail=true&positionInList=46
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)!