The Chelsea boot is a 2015 footwear essential. Stylish but not flashy. On trend but not try hard. Practical but definitely good looking…

With their roots in Victorian equestrian wear, these handsome chaps were adopted by West London’s “Chelsea set” in the 1960s. Made up of musicians, artists, directors and designers, the group popularised the formerly functional “paddock boot”, giving it a new, stylish lease of life. Later picked up by both The Beatles and The Rolling Stones, the Chelsea boots status as a style staple was cemented.


But that’s more than enough history. How should you be wearing your Chelsea boot today?


1. Dress it up


The versatility of the Chelsea boot makes this a shoe not to be sniffed at. Good looking with jeans and equally en pointe with a suit, this is footwear for every occasion.

To dress your Chelsea boots up, channel the shoe’s history by opting for a retro-informed slim fit trouser with a 60s mod feel. If you like a vintage feel, incorporate retro elements into your look: turtle necks under a slim blazer, a shorter leg trouser that skims the ankle and shows off your footwear, a double breasted suit…


To update the style, opt for something monochrome and focus on outerwear. Go for a strong, statement coat and pair it with slim fit trousers and a laid-back-but-still-smart shirt.




2. Wear it with denim


If you’re dressing your Chelsea boots down, a good pair of jeans are a surefire win. But a denim jacket will give your look a younger, lighter edge. If you dare to double denim, you’ll take this style from contemporary to cowboy classic, so be prepared to wear it with attitude.


3. Wear it with leather


Leather outerwear is a great match for a casual Chelsea boot look, hearkening back to how the Beatles and Stones rocked theirs. Keep it casual with light, straight leg jeans or style with a scarf to soften your look. For a tougher 80s punky vibe, opt for classic skinny black jeans and leather on top.



4. Keep it contemporary


Interesting proportions, clashing textures, a mix of influences. The versatility of the Chelsea boot plays neatly into the hands of current trends. Choose ankle grazing trousers with over-sized coats, mix a monochrome style with a tan Chelsea boot, layer up and base it all on a sturdy, stylish shoe.



How do you wear your Chelsea boots? How do you take them from casual wear to office attire? Share your snaps and style pointers with our readers. Or head over to our online store to find your perfect pair