What could be more simultaneously comfortable and cozy than fleece-lined Doc Marten Cheslea boots?
I don’t think anyone should worry about aging out of wearing high tops, especially when they’ve got a simple, straightforward color and design like these Vans do.
These kind of resemble moon boots, which I choose to view as a plus.
I never quite understand when I see people wearing these shearling-lined Birkenstocks outdoors on cold days—don’t their heels get chilled?—but they’d be excellent for padding about the house.
Classic black Supergas with a nice thick sole for added height.
I have an earlier version of these Nikes from a few years ago, and they’re the best, most comfortable shoes for those early morning dog walks I’m always bitching about.
These Tretorn rain boots are practical as they are cute, and I dig the blue and red pull tabs.
I showed you these Vince boots—which look like a chic-ified version of Red Wings—not that long ago, but they fit so well in this category that I’m doing a repeat. I don’t often like a white sole on a dark shoe, but these really work somehow.
You can’t beat a timeless pair of Converse All-Stars, and the wee purplish stripe is a winning touch.
This shearling-lined ankle boot from Mansur Gavriel comes in a few colors—including a very cool pale pink—and it’s so appealingly clean-lined.
I can enthusiastically recommend the shearling-lined Birkenstocks. Somehow your feet don’t get cold unless it’s zero degrees (I don’t actually wear them outside that much, though).
I love them! But my feet turn black every time I wear them! So I’ve had them for months and rarely wear them 😫
I always panic a little when I read a suggestion that something I wear regularly may not be age appropriate – aging out of high tops has never occurred to me.
As well it shouldn’t! Sorry to send you into a panic.
I just read a list of things that one should quit wearing after age 30. Since I’m over age 50 & still wear graphic tees, hoop earrings, furry things I realized that these lists are just stupid. Wear what you want. For the rest of your life!
I’ve gotta admit, I don’t get wearing Birkenstock clogs outside on a cold Winter’s day, but then, I don’t get the bare ankles in pic #1, either!
I feel the same! Generally, I just don’t understand cropped pants in winter. If it is cold enough to need heavy boots, why aren’t her shins getting frostbite??
I just bought the vans from Madewell (They had my size in-store in Soho) and I am obsessed with them. They’re waterproof; however, surprisingly not that warm!
Love the Mansur Gavriels and found that J Crew’s Sherpa lined Chelsea boot makes a good dupe for a fraction of the price (though no pink! Only a light tan or black leather)
I feel the same! Generally, I just don’t understand cropped pants in winter. If it is cold enough to need heavy boots, why aren’t her shins getting frostbite??
I have the Tretorns and a pair of Blunnies – both of them make my feet sweat. They are really warm!
My son has the Vans and he really likes them. There are two challenges though. The laces won’t stay tied so we replaced them with speed laces and they are nearly impossible to get on without a shoe horn.
I highly recommend the shearling lined LL Bean Boots. I’ve had a pair for several years and they are very warm and dry. They now have a pair of shearling lined slip on boots that I’m eyeing with great interest.
I love Converse All-Stars, but I just can’t wear them in (midwestern) winter. The cold comes right up through the soles like no other shoes I own.
I didn’t know I missed moon boots, but I absolutely do. And those fleece-lined Docs are fantastic.
I have the Docs and have been wearing them pretty much non stop.
Those Docs tick all the boxes. If I lived in a more consistently cold local I’d be wearing them non stop like Eloise.
I bought the Nikes when you first featured them and have worn away the treads, so they are not great for slippery conditions. The new version looks to have a thicker, gripper-y sole, so they are on the way to me.