Brown Leather Boots Smart Casual Chill Weather Outfits For Men After 40

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Orange Beanie Black Crew-neck T-shirt Silver Bracelet Tan Harrington Jacket Black Jeans Dark Brown Leather Chelsea Boots

This combination of a tan harrington jacket and black jeans is on the casual side but will guarantee that you look sharp and really dapper. Balance out this outfit with a more polished kind of shoes, like this pair of brown leather boots. So take notes and be the sharpest dressed gent your age.

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Grey Houndstooth Flat Cap Clear Sunglasses Burgundy Turtleneck Purple Pocket Square Camel Overcoat Navy Jeans Black Print Canvas Tote Bag Dark Brown Leather Brogue Boots

Dress in a camel overcoat and navy jeans if you're aiming for a clean, sharp outfit. Complement your look with brown leather boots and ta-da: the outfit is complete. This combo proves that figuring out how to dress well at 40 and beyond is easier than one might think.

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Beige Beanie Dark Brown Sunglasses Dark Green Scarf Charcoal Bomber Jacket Beige Canvas Zip Pouch Olive Tie-Dye Long Sleeve Shirt Tobacco Chinos Tobacco Leather Chelsea Boots Tan Sweatshirt

Pairing a charcoal bomber jacket with tobacco chinos is an on-point option for a relaxed casual outfit. A pair of brown leather boots instantly ramps up the classy factor of any look. This combination illustrates that going into your 40s with style is not that hard.

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Dark Brown Beanie Orange Sunglasses Dark Brown Knit Wool Turtleneck Orange Shirt Jacket White Corduroy Chinos Dark Brown Socks Dark Brown Leather Desert Boots

Go for a simple but stylish option by opting for an orange shirt jacket and white corduroy chinos. Complement your outfit with brown leather boots and the whole ensemble will come together. A safe bet combo proper for mature gents.

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Dark Brown Sunglasses Dark Brown Sweatshirt Dark Brown Overcoat Black Cargo Pants Black Socks Dark Brown Leather Chelsea Boots

Loving how this smart casual pairing of a dark brown overcoat and black cargo pants instantly makes you look stylish. Let your styling expertise really shine by finishing off your outfit with a pair of brown leather boots. This outfit looks great on gentlemen over 40.