Brown Chelsea Boots Smart Casual Cold Weather Outfits For Men After 50

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Navy Plaid Overcoat Black Turtleneck Brown Suede Chelsea Boots Charcoal Chinos Black and White Print Baseball Cap

For an outfit that's worthy of a modern fashion-forward guy and casually classic, consider pairing a navy plaid overcoat with charcoal chinos. If you wish to immediately kick up your ensemble with a pair of shoes, complete this look with brown chelsea boots. Those wondering how to stay fashionable as you pass the big five-oh, you have your answer.

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Black Sunglasses White Crew-neck T-shirt Grey Henley Sweater Black Pea Coat Black Jeans Brown Leather Chelsea Boots

This combo of a black pea coat and black jeans makes for the perfect base for an effortlessly sleek menswear style. You can take a classic approach with shoes and add a pair of brown chelsea boots to the equation. If you're often not sure how to dress your age, this combination is a winning option.

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Black Wool Hat Brown Sunglasses Light Blue Dress Shirt Navy Silk Scarf Dark Brown Tie Tobacco Check Blazer Olive Overcoat Dark Brown Corduroy Chinos Dark Brown Leather Chelsea Boots Navy Canvas Tote Bag

An olive overcoat and dark brown corduroy chinos are absolute must-haves if you're picking out a polished wardrobe that matches up to the highest menswear standards. A pair of brown chelsea boots instantly turns up the style factor of your ensemble. This combination illustrates that as a guy in his fifties, you still have a wide range of outfit options.

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Clear Sunglasses Navy Crew-neck Sweater Navy Overcoat Khaki Chinos Dark Brown Suede Chelsea Boots

Consider wearing a navy overcoat and khaki chinos if you're aiming for a clean, stylish look. Brown chelsea boots will breathe an added dose of polish into an otherwise straightforward look. This outfit shows that even after fifty your sartorial options are still looking good.

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Grey Houndstooth Flat Cap Dark Purple Sunglasses Burgundy Turtleneck Beige Overcoat Navy Chinos Dark Brown Leather Chelsea Boots

For an outfit that's pared-down but can be styled in a great deal of different ways, pair a beige overcoat with navy chinos. Bring a dash of sophistication to this outfit by finishing with a pair of brown chelsea boots. As you can see, even in your fifties your styling options are still rather broad.