How to wear Chelsea boots with style

Chelsea boots began life in the equestrian world and were called jodhpur or paddock boots. The unique boots shot to stardom in the swinging sixties and were a favourite with mods AND rockers. The Chelsea boot has an ankle high profile, which can really make an impression. They are also very sturdy, and a pair with rubber soles will cope well with the hardships of winter. What sets the Chelsea boot apart from other ankle high footwear is the elasticated gusset, which allows the wearer to slip the footwear on and off with ease.

Chelsea brown boots are synonymous with rock ‘n’ roll. To get Rolling Stones style match your Chelsea boots with a plain t-shirt, slim fit chinos and a pair of sunglasses. To create the heritage, or country look, wear suede Chelsea boots with a pair of moleskin trousers, a checked tattersall shirt and a tweed jacket. You may even want to throw on a woollen tie to smarten up the traditional look. For a more modern style, wear as part of a smarter outfit. Because of their smooth ankle hugging shape, men’s Chelsea boots fit well with suit trousers. Black Chelsea boots are the safest option with a suit as they’re a formal colour, and the gusset colour contrast is less obvious.

Like any outfit, it is important that you think about colour. Tan or Chelsea brown boots are very popular, but avoid wearing them with black or charcoal outfits.  An overly pointy Chelsea boot, or boots with toe cap patterning should be worn with caution, as they can detract too much from the rest of an outfit.

In Australia many wear Chelsea boots for work. But if you prefer lace up options then a chunky work boot is a great choice, and is proving popular this Autumn. Desert boots are similar to Chelsea boots in style and also stop at the ankle. Often available in suede, they have just a few eyelets giving them a simple and clean look. Boots aren’t everyone’s cup of tea, so if you want a shoe with similar styling, then a country brogue is a great option. They will give you the same heritage without restricting your ankles. Chelsea boots are a great option for work and play. They’ve come a long way since they were considered riding boots. And though us mortals wear them, in myriad ways, Mick Jagger, the Beatles and the whole mod scene will always be the kings of Chelsea.