Dark Brown Shoes Smart Casual Fall Outfits For Men After 40

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Clear Sunglasses Light Blue Vertical Striped Dress Shirt Teal Tie Brown Wool Blazer Dark Brown Barn Jacket Navy Jeans Dark Brown Leather Brogues Grey Plaid Flat Cap

A dark brown barn jacket and navy jeans are a great ensemble that will take you throughout the day and into the night. Add a pair of dark brown leather brogues to this outfit to instantly rev up the fashion factor of any getup. As you can see here, it's very easy to look sharp and stay warm when cooler weather hits, all thanks to looks like this one. More polished looks like this look handsome with silver hair.

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Grey Plaid Flat Cap Black Sunglasses Dark Brown Check Scarf Black Leather Watch Olive Barn Jacket Dark Brown Leather Gloves Navy Jeans Orange Socks Dark Brown Leather Brogues

Why not wear an olive barn jacket with navy jeans? These two items are very practical and look awesome when matched together. Play up the formality of your look a bit by finishing with a pair of dark brown leather brogues. This one is a viable pick if you're figuring out a standout look for weird transition weather. A fail-safe option for 40-year-old men who are on a mission for age-appropriate looks.

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Brown Sunglasses Grey Wool Turtleneck Red and Black Check Flannel Shirt Jacket Grey Wool Dress Pants Dark Brown Leather Monks

Marry a red and black check flannel shirt jacket with grey wool dress pants to look like a modern dandy with a good deal of class. Dark brown leather monks complement this look quite nicely. This ensemble is a really great choice, especially for autumn, when the temperatures are dipping. This combination illustrates that dressing your age and staying stylish are not mutually exclusive things.

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Navy Beanie Navy Print Scarf Dark Brown Leather Gloves White and Blue Vertical Striped Shirt Jacket Olive Cargo Pants Dark Brown Leather Casual Boots

A white and blue vertical striped shirt jacket and olive cargo pants? It's an easy-to-create look that anyone could wear on a daily basis. Here's how to play it up: dark brown leather casual boots. This one is a viable idea if you're putting together a killer outfit that will take you from summer to fall. If you're wondering how you should dress as an over-40 gentleman, this getup is a good source of inspiration.

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White and Blue Vertical Striped Dress Shirt Blue Bracelet Beige Print Pocket Square Burgundy Paisley Tie Navy Leather Watch Navy Vertical Striped Suit Navy Socks Dark Brown Suede Casual Boots

A navy vertical striped suit and a white and blue vertical striped dress shirt are robust players in any modern gentleman's closet. Change up your outfit with more relaxed footwear, like these dark brown suede casual boots. This one is a viable option when it comes to putting together a well-coordinated look for transitional weather. If you're not sure how to dress your age, this outfit is a good illustration.