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Cole Haan blocked heels
Any block heel from Ferragamo
Swear by Calvin Klein heels
Calvin Klein pumps
I like a skinny ~3in heel better. I guess by comfortable I meant well fitted. Also not designer- can’t afford Louboutins 😅
It’s totally personal to you. You should just try a bunch. I don’t know that you’ll get good shoes <$100. I’d aim to find shoes at around $150 that feel great the moment you put them on. I’ve never “broken in” a heel.
Don’t settle for a shoe that digs into the sides a little, or roughs up the back of your heel. Even if slightly. Throughout the day, that “slight” feeling will grow.
For me, Sam Edelman and Ivanka Trump shoes fit best. Although I bought Ivanka Trump shoes years ago (pre-presidency). I bought another pair this year and it didn’t seem to be as good quality.
Cool 😎
I also like the skinny heels. I try to look for a little bit of platform in the front so it gives a bit more cushion and less arch. I also use feet cushions for shoes that don’t have platform
In the front and it’s a game changer! I got DR JK Ball of Foot Cushion Kit from Amazon.
Cole Haan and Michael Kors both have well fitting comfortable pumps around 2.75” that hold up well.
Vince camuto is stylish and very comfy! You can walk or stand in them all day! Look at sales online or in department stores for different styles.
Sofft brand
Ecco
Cole haan pumps
Jcrew block heels. Leather, calf hair - tons of colors. I get mine second hand on Posh or eBay and they last for like 1-3 years with weekly/daily wear.
If you are feeling fancy - Manolo has heel height from 110mm down to kitten and the toe cleave is so office hot.
Target (a new day brand) has amazing heels surprisingly. I wear them only once a week so that might be why. But I like buying black pumps once every six months so they always look new so never want to spend a lot. I’ve had cole haan, Burberry, and Kate spade pumps and didn’t love any of them. Will second Calvin Klein being very good.