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Best wide fit ankle boots
JD Williams Leather Square Toe Boot EEE Fit
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Credit: JD WilliamsNow these classic black ankle boots are ridiculously chic. They're just calling out to be worn with a pair of high-waisted jeans and a maxi wool winter coat. Or, swap out for a beaten-up leather jacket and party dress for the evening.
Available in widths: E-EEE
Jones Bootmaker Cagliari Wide Calf Fit Knee High Boots
Credit: Jones Bootmaker
The hardest working shoes around – oh, and the most on-trend this winter season, FYI – meet the knee-high boot. And they don't come more classic than these black leather beauties from Jones Bootmaker. Maxi dresses or mini skirts, they'll go with everything in your wardrobe day to night.
Available in fit: wide
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Simply Be Cady Metallic Chunky Chelsea Ankle Boots
Now 35% Off
Credit: Simply BeIf you live in chunky stomper boots (guilty) why not mix it up with these silver metallic Chelsea boots? They'll bring a mix of glam and punk to an outfit, and will save you on nights out when you don't want to wear heels but still wanna wear something a lil' different.
Available in fit: wide and extra wide EEE fit
Best wide calf cowboy boots
DuoBoots Saffron Knee High Boots in Black Suede
Credit: Duoboots
Cowboy boots are a footwear trend we will never tire of. DuoBoots has designed these sleek suede stunners with a memory foam insole meaning they are some of the comfiest Western-style boots around. Yee-haw!
Available in calf widths: 30cm-53cm
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Best wide calf moto boots
New Look Extra Calf Fit Black Leather-Look Buckled Knee-High Biker Boots
Credit: New Look
We're *very* into moto style biker boots atm, and this New Look pair nails the trend with cute buckle detailing. They're also great if you're not looking for a big heel (AKA maximum versatility and comfort).
Available in calf widths: wide
Best for a custom-made fit
Fillies and Boots Mora Burgundy Suede Boots
Credit: Fillies and Boots
The best thing about over-the-knee boots is getting away with wearing no trousers when the cooler weather rolls in. A mini skirt or blazer dress will look pretty darn fabulous atop these babies. And the best part? They're custom-made by Italian artisans for your exact calf and foot measurements, so a perfect fit is guaranteed.
Available in calf widths: 32-56cm
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Best square toe wide fit boots
Next Forever Comfort® Ankle Sock Boots
This sleek pair of sock boots in an off-white hue cleverly nails the '60s mod trend. You can also bag them in classic black and brown suede, if that's more your speed. All will work great for an all-neutrals 'quiet luxury' look.
Available in fit: regular, wide, extra wide
Best wide fit kitten heel boots
M&S Collection Wide Fit Leopard Print Kitten Heel Ankle Boots
Credit: M&S
M&S is a go-to on the high street for fashion-forward wide-fit footwear and we're particularly obsessed with these beaut leopard print kitten heels from the brand. The mid-kitten heel means they're not challenging to walk in, while the zip fastening keeps things smooth.
Available in fit: wide
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Best wide fit comfy boots
Yours Black Knee High Chain Detail Boots In Wide E Fit & Extra Wide EEE Fit
Credit: Yours
While we're facing Arctic-style temps outside, our feet are calling out for the cosiest, comfiest footwear. Enter Yours with these soft leather knee high boots that offer plenty of style points, too. Ideal for pairing with the chunkiest of knitwear.
Available in widths: E-EEE
Best wide calf leather boots
DuoBoots Freya Black Leather Knee High Boot
Credit: DUOBOOTS
We couldn't not include another pair of DuoBoots. With seven calf sizes available and plenty of stunning styles to choose from, they really are one of the best places to find yourself a pair of killer boots that won’t let you down in the calf department. Case in point: this Freya style that reigns supreme in the heeled knee-high boots category.
Available in calf widths: 30cm-50cm
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Best wide fit cowboy ankle boots
Gabor Kirsten Wide Fit Suede Western Calf Boots
A very wearable take on the cowboy trend, these super comfy suede ankle boots will go with everything – and we mean everything. In classic black, they couldn't be more versatile, so get ready to pair 'em with jeans, dresses and everything in between.
Available in calf widths: wide
Best for a custom-made fit
Fillies and Boots Hebe Boots
Credit: Fillies and Boots
Err, now these boots are a wardrobe staple. Yes, we had to include another pair from Fillies in this edit because there are just so many good knee high options from the custom-made Italian brand. Invest in these transeasonal pair now and they'll still be in your rotation come next spring.
Available in calf widths: 32-56cm
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Best suede wide calf boots
Sargasso & Grey Extra-Wide Fit Knee High Boots
Credit: Sargasso & Grey
In a super cute shade of navy-grey suede, these boots are a seriously luxe option – and a fab investment that will see you through year after year. They're soft yet hard-wearing, so you can wear them all over without damaging them.
Available in calf widths: EEE
Best heeled wide calf boots
Dune Paicing Wide Fit Leather Side Zip Ankle Boots Black
Fancy a little heel to glam up your ankle boot game? These Dune beauties are an instant outfit lifter – we love the cute almond-shaped toe and gold zip detailing.
Available in calf widths: wide
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Best wide fit tan boots
Jones Bootmaker Emelia L Leather Calf Boots
Credit: Jones Bootmaker
We're loving the deep tan shade of these classic knee-high boots from Jones Bootmaker. They've got a small block heel to make them extra comfy – you honestly won't want to take these babies off – as well as a sleek side zip to keep things extra flattering.
Available in calf widths: standard, wide

Lauren Nicole Coppin Campbell is the Contributing Curve Editor of Cosmopolitan UK. The former curve model and digital content creator has worked in the fashion industry, specialising in plus-size fashion content, for six years. Known for her excellent eye for style, captivating imagery and witty sense of humour to match, Lauren Nicole continues to inspire women to live boldly through their clothes.
Find her on TikTok

Sophie Leen is the Bookings Editor for Cosmopolitan UK and Women's Health UK. She specialises in creating fashion and shopping content across both digital and print platforms, as well as producing all of our fashion editorial photoshoots, which have included our digital cover with Olly Alexander and our curve influencer’s letter to the high street story. Sophie also looks after our Try Before You Train franchise where our team have tested and reviewed over 100 gymwear items.
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