Brown Leather Briefcase Cold Weather Outfits After 50

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

A beige overcoat and a brown leather briefcase are great menswear elements to have in your daily casual fashion mix. Complement this outfit with dark brown leather derby shoes to serve a little mix-and-match magic. Perfect to portray that you're old enough and confident enough to hold your own in the outfit department.

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Grey Beanie Clear Sunglasses Grey Scarf Blue Crew-neck Sweater Navy Lightweight Puffer Jacket Dark Green Chinos Dark Brown Leather Briefcase Dark Brown Suitcase Black Leather Derby Shoes

This bold casual combination of a navy lightweight puffer jacket and a brown leather briefcase is extremely versatile and up for whatever's on your itinerary today. Finish your getup with a pair of black leather derby shoes to jazz things up. Wondering what clothing is appropriate as you slip into your 50s? This combo is the perfect answer.

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Clear Sunglasses White Dress Shirt Navy Tie Navy Pocket Square Tobacco Overcoat Grey Check Suit Dark Brown Leather Briefcase Brown Leather Brogues

If you appreciate function above all else, this relaxed casual pairing of a tobacco overcoat and a brown leather briefcase is your go-to. Step up your outfit by sporting a pair of brown leather brogues. So take notes and be the best dressed guy in town.