Flat Cap Dressy Cold Weather Outfits For Men After 50

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Navy Flat Cap Navy Overcoat Navy Vertical Striped Dress Pants Black Leather Chelsea Boots Blue Scarf

For casual street style without the need to sacrifice on functionality, we turn to this pairing of a navy overcoat and a flat cap. To introduce some extra definition to this outfit, complete this outfit with a pair of black leather chelsea boots. All in all, a foolproof choice when it comes to fashion for 50-year-old gentlemen.

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Tobacco Flat Cap Navy Knit Wool Turtleneck Charcoal Overcoat Charcoal Plaid Wool Dress Pants Black Socks Dark Brown Leather Loafers

A charcoal overcoat and a flat cap make for the ultimate laid-back outfit for any gentleman. Perk up your outfit by wearing dark brown leather loafers. This getup proves that even in your 50s you still have a wide range of dressing options.

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Brown Flat Cap Clear Sunglasses Light Blue Gingham Dress Shirt Dark Brown Leather Gloves Navy Tie Dark Brown Wool Blazer Brown Herringbone Overcoat White Corduroy Dress Pants Dark Brown Suede Tassel Loafers

For an urban ensemble, Go for a brown herringbone overcoat and a flat cap. Dark brown suede tassel loafers are the most effective way to add a little kick to the ensemble. An obvious pick for a man in his fifties!

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Grey Herringbone Flat Cap Black Print Silk Scarf White Dress Shirt Charcoal Wool Waistcoat Charcoal Wool Dress Pants Red and White Houndstooth Overcoat

A red and white houndstooth overcoat and a flat cap are a great combo to have in your casual styling repertoire. Wondering what to wear as you become older? This ensemble is the perfect answer.