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If you're looking for a handsome date night look, wear brown or black Chelsea boots with dark grey jeans, a turtle-neck shirt and a textured blazer. A watch is a necessity for this combination. Choose between a stainless steel sport watch and a dress watch with a leather strap that matches your shoes.


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Leather Chelsea boots are preferred as they work with both suits and jeans. Dark brown or black is a versatile and timeless colour choice. Never tuck your trousers into your boots. Your trouser length should fall over the top of your boots. Keep the boot leather polished if wearing with a suit.


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A beige plaid flannel shirt jacket and jeans are the kind of casual must-haves that you can style a hundred of ways. Inject this outfit with a sense of refinement by finishing off with a pair of chelsea boots. This combination of a brown zip sweater and jeans is a safe and very stylish bet. Chelsea boots are the most effective way to punch up.


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Opt for classic black Chelsea boots for men with a clean design. Tuck the jeans into the boots for a seamless transition. On top, go for a slim-fit button-down shirt in a neutral tone, like white or light grey. Layer with a well-fitted leather jacket for added edge, or a tailored blazer for a smart-casual twist.


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Blundstone #550 Chelsea Boots. Courtesy of Blundstone. This is the modern version of the men's Chelsea work boot from the '60s that started a wild footwear revolution. The Blundstone #500 Chelsea.


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Starting with the footwear, leather or suede boots are both good options. Stick with dark colours for leather, but feel free to venture into lighter territory where suede is concerned. Slim- and straight-fit legwear is always a winner at the weekend, whether jeans or chinos. If it's denim, stick to casual washes like stonewash, mid-wash and grey.


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3. Astorflex. Made from healthy, eco-friendly leather, Astorflex offers a collection of stylish, classic shoes and its Chelsea boots are among the brand's finest. The ultra-comfortable boots are made using high-end Italian construction for a superior fit. Founder: Ferdinando Travenzoli.


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Chelsea boots are a natural pairing for jeans. Whereas dark browns and black match well with dark denim, the opposite is true for pale washes. Instead, try a pair of stone suede Chelsea boots with light wash jeans, and finish the look with a complementary corduroy Harrington jacket, which adds a touch of preppy flair.


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1. Grey Coat With Black Jeans & Black Shoes. If you want to look like your favorite celebrity make sure you dress up! Throw on your favorite grey coat on top and wear a stylish blazer underneath. A pair of chelsea boots in black color, along with dark pants will look amazing for both casual & formal events.


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The first instruction in how to wear Chelsea boots is: black is the most versatile choice, able to go with any trouser colour or style. Brown works best with lighter and mid-wash denim, and a.


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1. Cuff your straight jeans to expose a sliver of ankle. Roll the bottom of your jeans up 1 inch (2.5cm), and keep rolling until they are the right height to expose a little bit of your ankle. Having your ankle peek through will keep your ankles looking slim and show off your boots. 2.


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Style for the transitional season, wear black jeans with a beige crewneck and a pair of brown leather Chelsea boots. . Pair a traditional sweatshirt with flawless white pants to add a sense of elegance to your casual ensemble. To add a polished touch, finish the look with elegant brown Chelsea boots that showcase your great style.


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The All-Purpose Pick: R.M. Williams "Gardener" Chelsea boots, $495. The No-Frills Pick: Morjas brown leather Chelsea boots, $399. The Crappy Weather Pick: Bludstone 500 Chelsea boots, $210.


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Men's Chelsea Boots with Jeans . Our last example is super classic and perfectly suitable for those who prefer their shoes to be simple. Nevertheless, Chelsea's are super trendy and here to stay. Of course, you can go for a very traditional and understated design and choose materials in restrained and muted colors like brown or black. OR, you.


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Suede Chukkas. Suede chukka boots are a closet must-have for the fashionable modern gentleman. Textured and easy to wear, suede chukkas offer casual outfits with jeans a smart look. To maximize versatility, make sure to get these boots in a color that fits a range of styles.