Tobacco Flat Cap Smart Casual Outfits For Men After 40

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Dark Brown Flat Cap Clear Sunglasses Grey Houndstooth Overcoat Dark Brown Jeans Brown Leather Brogue Boots

This combo of a grey houndstooth overcoat and a tobacco flat cap is impeccably stylish and yet it's relaxed enough and ready for anything. Finishing with a pair of brown leather brogue boots is an easy way to give a touch of sophistication to this outfit. Overall, a fail-safe choice if we're talking style for over-40 guys.

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Dark Brown Flat Cap Clear Sunglasses White Knit Wool Turtleneck Brown Houndstooth Overcoat Beige Chinos Dark Brown Socks Dark Brown Leather Oxford Shoes

To assemble a laid-back outfit with a clear fashion twist, try pairing a brown houndstooth overcoat with a tobacco flat cap. On the fence about how to finish this getup? Wear a pair of dark brown leather oxford shoes to elevate it. This look is ideal for gents in their 40s.

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Brown Flat Cap White Vertical Striped Dress Shirt Brown Tie Olive Field Jacket Beige Print Canvas Tote Bag Black Leather Belt Navy Jeans Navy and White Canvas Low Top Sneakers

Try pairing an olive field jacket with a tobacco flat cap if you wish to look casually dapper without too much work. Finishing with navy and white canvas low top sneakers is a guaranteed way to add some extra depth to this outfit. Like this outfit idea for a 40-something gent?

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Brown Herringbone Flat Cap Black Crew-neck T-shirt Black Blazer Navy Dress Pants Dark Brown Leather Chelsea Boots

Who said you can't make a stylish statement with a casual street style ensemble? That's easy in a black blazer and a tobacco flat cap. Ramp up the dressiness of your look a bit by slipping into dark brown leather chelsea boots. This one is a good-looking and age-appropriate pairing for a 40-something guy.

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White Vertical Striped Long Sleeve Henley Shirt Brown Herringbone Flat Cap Dark Brown Leather Casual Boots Charcoal Wool Dress Pants Navy Cardigan Black Overcoat

A black overcoat and a tobacco flat cap are an easy way to introduce some cool into your daily off-duty collection. Dark brown leather casual boots are a guaranteed way to breathe a touch of elegance into your ensemble. This pairing looks incredible no matter your age.