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There are many certainties in life, one of which is that come fall you'll be reaching for coziness in the form of over-the-knee boots. And this year, some of your fave styles have had an extra '80s upgrade. Get your cold-weather inspiration from these four street-style babes... 
Olivia Culpo wearing slouch boots | ASOS Style Feed

Picture: Getty

Slouch it

What's the most '80s thing you can think of right now? Slouch boots, right? Well, they're back and have had the OK from actress and big-time street-style aficionado Olivia Culpo. To avoid your outfit becoming too bulky, though, keep everything else streamlined by pairing the boots with tights and a mini dress. Shoulder pads optional.

Picture: ASOS

Pointed shape — check. Glossy leather — check. Comfy slouchy finish, plus a sassy midi heel — all the checks. Take notes from Culpo and wear with a black structured mini dress with a nipped-in waist. Then, add red accessories and you’re good to go.


ASOS KINGSHIP heeled over-the-knee boots, $158
Blogger wearing flat over the knee boots | ASOS Style Feed

Picture: Rex

Flat out

If comfort is key, (literally) follow in the footsteps of Italian stylist Diletta Bonaiuti. Here, over-the-knee boots gain stamina with a flat heel, but the look gets jazzed up with subtle color (gray would work just as well as navy). With dark legs, you can afford to go brighter with the rest of your get-up, so match with a white mini and chunky graphic sweat.

Picture: ASOS

All day, all night, these gray over-the-knees are a girly-but-comfy solution to fall footwear. The charcoal shade adds a softly-softly dose of color, so for a chic evening look, add a PVC mini and a cropped sweater. 


ASOS KASBA flat over-the-knee boots, $67
Blogger wearing orange PVC boots | ASOS Style Feed

Picture: Getty

Power boot

If you’ve ever wondered what a seriously wow pair of legs look like, it’s these PVC-swathed beauties. Singaporean street-style star Yoyo Cao knows that less is more if what you’re working with brings the heat. In this case, all that’s needed is a leather belted trench clashed up with '80s-tastic acid-orange booties that disappear into the skirt of the trench. One simple box clutch seals the deal.

Picture: ASOS

To get your own power stride, enlist the help of these RAID over-the-knee boots in engine red. The tight sock fit amps up the dressy factor, while the chunkier heel provides wear-all-day stamina. Pair with a black leather trench for a statement weekend look.


RAID Bottle over-the-knee boots, $72

Blogger wearing heeled over the knee boots | ASOS Style Feed

Picture: Getty

Head over heel

In a dream world, all our "add to carts" would be multipurpose and, in the case of OTK boots with a heel, that’s exactly what you get. Warm? Yes. Glam? Oh yes. Take notes from this blogger and use yours to regulate your temperature, enabling you to go sans tights. Pair with a black turtleneck, leather mini and add color with a teal overcoat. 

Picture: ASOS

Trust us when we say, black boots are (and will always be) an all fall, all winter long staple. Props to the comfy block heel and snug fit, which ups the wear-with-everything factor.


ASOS KINGSHIP heeled over-the-knee boots, $79