All my boots are made for walking. And that’s just what they do.

I only have comfortable boots, i dont bother with footwear that’s uncomfortable, my lifes too short for hurting feet.

Find a well -rated outdoor store nearby, and go in and ask them to help you find a good pair. Be completely open about having no idea how to fit boots, and try to be as descriptive about the most common issues you’ve experienced. You can usually get free return if you wear them inside the house for a day or two to check fit.

It can be time consuming to find the right pair, but once you find a good pair it’ll make a huge difference and give you somewhere to go from one they eventually wear out.

Don’t take specific brand advice from the internet because everyone’s feet are different shapes. It’s a very individual thing.

Either you’re buying bad boots, the wrong size boots, or not breaking in your boots.

Hiking boots tend to offer the best comfort IMO.

Boot weirdo reporting in. I wear boots pretty much all day every day.

My current favourite are “Steel Blue” brand, model: Argyle.

They’ve been around for years now and each iteration has actually been an improvement.

These things are so god damn comfortable, which is quite rare in a boot with such protection and a 300C sole.

Can’t recommend them highly enough.

I bought a ridiculously expensive pair of hiking boots and ended up going back to my steel blues because they just fit me so well.

Surprised nobody’s mentioned this yet– What kind of socks are you wearing?

Boots used to always suck for me. Double check your sizing, and I recommend mid to heavyweight socks. Quality insoles help a lot, too. (Darn tough socks have been a game changer for me)

Go try on more boots… there are hundreds of styles. Go to a place that has lots and knowledgeable people to help you. And don’t tie them so tightly.

You might have flat feet or need more arch support, go to a place where they’re specialized in selling shoes and boots and tell them you’re always uncomfortable.

Also, cute looking shoes are more often than not not built to be good for your feet, I can’t believe the number of girls/women I’ve met that freeze all winter because they refuse to wear actual winter boots because they’re ugly…

Work boots? Try Thorogoods, redwings, even a few of the Wolverines brands like Bates are awesome.

Casual wear boots are somewhat trickier. Gotta just try em on in person see which ones fit to you correctly.

There is a “break in” period for all leather boots though, where the leather softens at the natural bends when you walk. Takes only a few days if you treat the leather right and keep it clean and moisturized.

Redbacks are the most comfortable boots I’ve ever tried yet.

I always go for the wide shoes whenever I can, because I know my feet are wider than average, and arch supports because I know I have flat feet. You might want to find an expert who can show you many different shapes of shoes or a foot and ankle specialist who can diagnose if you need extra support or anything.

I have iron rangers that took about two weeks to break in, and now they’re like an extension of me. So comfortable. But the break in period was…trying.

Every pair of boots I’ve owned have needed breaking in before becoming comfortable, and then they remained comfortable for the duration of their life.

I love my Thursday boots. I do a fair amount of standing and walking in them and wear them all the time and they’ve always been comfortable for me.

I don’t know if you have this in your town, but there’s an old school shoe store near me that has actual sales people who know their stuff. They’ve never led me astray.

My current ones are Ecco boots, but I credit the store more than the boots.

I do not.