Black Briefcase Cold Weather Outfits After 50

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White Dress Shirt Navy Tie Navy Overcoat Black Leather Briefcase Black Leather Derby Shoes Navy Three Piece Suit

Go for a navy overcoat and a black briefcase for an urban outfit that's also easy to wear. Black leather derby shoes will easily spruce up even the laziest of getups. So take cues and be the sharpest dressed gent your age.

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Dark Green Sunglasses White Long Sleeve Shirt Silver Bracelet Navy Sweater Vest Red Puffer Jacket Black Canvas Briefcase Blue Jeans Dark Green Suede Brogues

This combination of a red puffer jacket and a black briefcase is the perfect foundation for an endless number of dapper ensembles. Take your getup down a whole other path with dark green suede brogues. So take cues and you'll be the sharpest dressed guy in town.

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Black Wool Hat White Dress Shirt Red and Black Vertical Striped Tie Black Waistcoat Charcoal Overcoat Black Dress Pants Black Leather Briefcase Red Leather Gloves Black Leather Derby Shoes

For comfort dressing with an urban twist, go for a charcoal overcoat and a black briefcase. And if you want to instantly polish up this look with footwear, why not introduce a pair of black leather derby shoes to the mix? This pairing shows that even well into your 50s you still have a wide range of style options.