Leather Briefcase Chill Weather Outfits After 50

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Clear Sunglasses White Short Sleeve Shirt Navy Puffer Jacket Navy Leather Briefcase Grey Chinos Navy Leather Chelsea Boots

Consider pairing a navy puffer jacket with a leather briefcase for a look that's both edgy and comfortable. A pair of navy leather chelsea boots effortlessly smartens up any outfit. So if you're hunting for a good-looking but also age-appropriate combination, this one fits the bill.

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White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

A black overcoat and a leather briefcase are a great outfit to add to your day-to-day styling collection. And if you wish to immediately level up your outfit with one piece, add a pair of dark brown suede chelsea boots to the mix. When it comes to dressing in your 50s, this combination looks good on almost any guy.

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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 leather briefcase are an easy way to introduce subtle dapperness into your casual styling collection. A pair of dark brown leather derby shoes immediately smartens up any look. Interested in fashion for middle-aged gents? This ensemble is definitely worth saving to your favorites.

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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

Team a navy lightweight puffer jacket with a leather briefcase for a trendy and easy-going look. You could perhaps get a bit experimental in the shoe department and class up this outfit by wearing a pair of black leather derby shoes. In this, any mature guy will put any younger dude to shame.

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Dark Brown Wool Hat Light Blue Dress Shirt Navy Tie Gold Watch Brown Plaid Blazer Navy Scarf Charcoal Dress Pants Brown Leather Briefcase Camel Overcoat Tan Plaid Socks Navy Suede Tassel Loafers

This combination of a camel overcoat and a leather briefcase looks well-executed and instantly makes you look cool. If you wish to immediately step up your ensemble with shoes, why not add a pair of navy suede tassel loafers to the equation? This combination demonstrates that reaching age 50 is no reason to let your styling standards slip.