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This post was originally published in November 2021 and has been updated.
We’ve all been there. You find the perfect boot (whether to wear to the office or trudge around in the cold), sit down to put it on, and oop — it won’t fit. No matter which angle you try to slot your leg in, no matter how much you grunt and tug at it, it’s just too narrow. So we rounded up some wide-calf boots that’ll give you the style and comfort you want, no fitting drama necessary.

Ok, not a million, but...a lot (aka 27). These synthetic leather knee-high boots have a faux-fur lining and side zipper that allows for easy on-and-off. This moto-inspired look has an adjustable buckle strap too for maximum comfort. Time to ride off in style. ($59.99, Amazon)

This knee-high boot will never go out of style, between its slightly stacked heel and contrast stitching. It also has a foam insole and slip-resistant outsole for less-than-great weather days. The wide upper and zipper make it just right for wearing over your favorite skinny jeans. ($160, Clarks)

Block heel? Straight toe? We love to see it. These 3 1/4-inch heeled beauties come in black and brown. And the simple, buckle-free look is a minimalist’s dream. Pair with a fancy cocktail dress or your best jeans look and say cheers. ($129, Nordstrom Rack)

These polished knee-high boots have a full-length side zip closure (which makes getting them on and off easy) and a goring panel for extra flexibility and comfort. The round toe gives ’em a timeless look that’ll keep them in rotation for years to come. Choose between a classic chocolate brown or black — or both if you can’t decide. ($84.99, Famous Footwear)

These chunky black boots are not only on trend but their 1 1/2-inch heel make walking around all day totally doable. The slanted topline and side buckle add a twist to the lug-sole look. Now all you gotta do is get ready for your Insta close up. ($249, Nordstrom)

This heeled boot has some lace-up detailing in the back (and a tie-up bow too) for a lil’ something special. The stretchy gore extends so you’ll have plenty of room for comfort. Plus the full zip makes getting them on easy — no weird dances, grunts or struggles involved. ($79.99, DSW)

The rubber construction will keep you dry. And the buckle on the back lets you adjust the shaft to your preferred fit. No need to fear any puddles or uncomfy tightness here. ($29.99, Target)

Say ‘giddyup’ to these Dr. Scholl’s boots. They’re made of 100% faux leather and have a memory foam cooling insole that’ll keep your feet feeling supported. Plus they’ve got among the roomiest of fits: the boot openings measure approximately 18 inches around. Yeehaw to that. ($54.28, Amazon)

These 3-inch stacked heels can go with jeans, dresses, leggings — truly anything and everything in your closet. The slouchy look comes in wine, grey, and black. Style city, population: you. ($89.99, Amazon)

Between the platform heel and the almond toe, these are a classic you’ll never get tired of wearing. They have a side zipper that ensures you can pull the buttery soft leather on with ease. Choose between the black leather or brown leather-suede combo, and pair with your favorite dress for going out to dinner. Customers say they’re comfortable despite the heel height. Sold. ($189, Nine West)

An investment, sure, but one you’ll be wearing for years. These sleek knee-high beauties have a comfy block heel, memory-foam insole, and stretchy upper. The real kicker here? They come in eight calf sizes, so you can measure yours to ensure the perfect fit. Amaze. ($303, DuoBoots)

The lug sole lends a trendy touch and makes these our go-to for days where we know we’ll be walking a lot. The leather upper is soft and stretchy but also features a zipper, so there’s no pulling necessary. We love to pair ’em with a floral dress to edge it up a bit. ($250, Nordstrom)
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