Grey Jeans Smart Casual Chill Weather Outfits For Men After 40

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Navy Wool Hat Clear Sunglasses Dark Brown Polka Dot Scarf Dark Brown Polka Dot Pocket Square Dark Brown Houndstooth Overcoat Charcoal Cotton Blazer Charcoal Jeans Navy Leather Brogues

A dark brown houndstooth overcoat and grey jeans married together are a perfect match. Rounding off with a pair of navy leather brogues is a fail-safe way to add some extra definition to your ensemble. This combo demonstrates that staying fashionable as you move into your 40s is easier than one might think.

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Olive Sunglasses Charcoal Wool Turtleneck Olive Wool Blazer Charcoal Jeans Black Leather Biker Jacket Black Leather Gloves Brown Leather Casual Boots

Wear a black leather biker jacket with grey jeans to assemble a neat and relaxed outfit. Don't know how to round off this outfit? Finish off with a pair of brown leather casual boots to spruce it up. This pairing illustrates that in your 40s your dressing options are looking great.

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Blue Print Baseball Cap Tobacco Overcoat White and Black Print Canvas Tote Bag Burgundy Leather Brogue Boots Blue Turtleneck Charcoal Jeans

Go for a tobacco overcoat and grey jeans and be prepared to be treated like a men's style guru. Burgundy leather brogue boots are exactly the right choice here to get you noticed. As a gentleman in his 40s, you're sure to appreciate this getup.

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Clear Sunglasses White Dress Shirt Dark Green Tie Burgundy Waistcoat Beige Houndstooth Blazer Olive Barn Jacket Beige Beaded Bracelet Charcoal Jeans Green Socks Black Leather Double Monks

This pairing of an olive barn jacket and grey jeans is on the casual side but is also dapper and seriously stylish. Rounding off with black leather double monks is an easy way to add an extra dimension to this ensemble. If you're wondering what you should wear as a 40-year-old, this combination is a good source of inspiration.

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Charcoal Scarf Black Pea Coat Charcoal Jeans Brown Leather Brogue Boots

A black pea coat and grey jeans make for the ultimate casually classic look. Brown leather brogue boots are a good pick to round off this outfit. Amazingly stylish, this combo is also totally age-appropriate.