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STYLE AND CULTURE
HOW TO WEAR CHELSEA BOOTS
By Symone Keisha, November 10, 2024
There are always signs that winter is on its way. The days get darker, pumpkin spice everything is absolutely everywhere and the sudden urge to stock up on Chelsea boots hits. Chelsea boots are the perfect option for all kinds of F/W occasions and make for a pretty good alternative to sneakers, too. Read on for details on how to wear Chelsea boots, plus some ASOS-approved picks.
BLACK IS A CLASSIC, OBVIOUSLY
If you’re looking for that wear-all-season-long pair, black Chelsea boots would like a word. They’re like that dependable friend in the circle that you’ve known for years and who *always* has your back. Whether you choose to wear them for weekend strolls, or for a casual date night, go for something classic like the ones on the left or up the ante with tough-girl hardware.
Styling tip: this timeless style works with everything – from jeans to dresses. We love them styled with tartan midis and oversized knits for an effortlessly cool look.
Styling tip: this timeless style works with everything – from jeans to dresses. We love them styled with tartan midis and oversized knits for an effortlessly cool look.
DO IT IN DR. MARTENS
In case you didn't know, Dr. Martens aren't just your go-to for chunky lace-ups. Case in point: the styles above. A heeled pair is perfect for dressier occasions when you want to elevate a casual look, while chunky platform is key to skirting the snow looking put-together throughout winter.
Styling tip: if you want your Chelsea boots to stand out, socks are the answer. White frilly socks nod to tomboy femme, while thicker knitted styles are an F/W essential.
Styling tip: if you want your Chelsea boots to stand out, socks are the answer. White frilly socks nod to tomboy femme, while thicker knitted styles are an F/W essential.

Pictures: ASOS
SWITCH UP THE LENGTH
If you haven't invested in a pair of slightly higher Chelsea boots, this is your sign to do it now. This season is all about changing it up, and we love how this hybrid can add an edge to any 'fit.
Styling tip: longer Chelsea boots look great styled with mini skirts just add a fun pair of tights to make the look more winter-proof – sheer styles and colorful tights are trending right now.
Styling tip: longer Chelsea boots look great styled with mini skirts just add a fun pair of tights to make the look more winter-proof – sheer styles and colorful tights are trending right now.