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

This combo of a dark brown houndstooth overcoat and grey jeans looks dapper, but it's extremely easy to imitate too. A pair of navy leather brogues will put a different spin on this ensemble. A vivid example of how to dress well and look age-appropriate.

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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

This pairing of a black leather biker jacket and grey jeans is impeccably stylish and yet it's functional and ready for anything. For extra fashion points, introduce brown leather casual boots to the mix. So if you're on the lookout for dressing tips for guys over 40, this ensemble is a perfect example.

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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

A tobacco overcoat and grey jeans are a pairing that every fashion-savvy man should have in his wardrobe. The whole ensemble comes together if you add burgundy leather brogue boots to this outfit. A great pairing as you move into the next stage of your life.

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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

If you like functional style, wear an olive barn jacket with grey jeans. To bring out an elegant side of you, add black leather double monks to the equation. So if you're after style ideas on what to wear as you slip into your 40s, this pairing is a great example.

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Charcoal Scarf Black Pea Coat Charcoal Jeans Brown Leather Brogue Boots

A black pea coat and grey jeans are a pairing that every style-conscious man should have in his menswear collection. We're loving how this whole look comes together thanks to brown leather brogue boots. This one is a stylish but also age-appropriate combination for an over-40 gentleman.