Tobacco Briefcase Dressy Fall Outfits After 50

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Clear Sunglasses Pink Dress Shirt Blue Polka Dot Pocket Square Orange Horizontal Striped Tie Navy Trenchcoat Beige Plaid Suit Tobacco Leather Briefcase Black Leather Brogues

A navy trenchcoat and a tobacco briefcase will give off a casual-cool vibe. A pair of black leather brogues will add a different twist to an otherwise everyday outfit. So when summer is done and fall is taking its place, this ensemble is likely to become your favorite. Surely a wonderful idea when it comes to outfit ideas for older gentlemen.

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Clear Sunglasses White Dress Shirt Violet Tie Orange Print Pocket Square Orange Cardigan Olive Suit Silver Watch Brown Leather Briefcase Dark Brown Leather Brogues

Fashionable and functional, this laid-back pairing of an olive suit and a tobacco briefcase brings amazing styling opportunities. Our favorite of a multitude of ways to complement this look is dark brown leather brogues. You can bet this combo is great when cooler weather hits. A great getup as you step into the next decade of your life, your 50s.

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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

Consider pairing a black overcoat with a tobacco briefcase for both dapper and easy-to-create ensemble. For something more on the dressier side to finish off your outfit, introduce a pair of dark brown suede chelsea boots to the equation. Rest assured, this ensemble will keep you snug as well as looking stylish in this weird transition weather. So if you're after dressing tips for 50-year-old guys, this ensemble is definitely worth saving for later.

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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

Reaching for something as straightforward as this off-duty combo of a beige overcoat and a tobacco briefcase can potentially set you apart from the crowd. For something more on the elegant side to finish this ensemble, throw dark brown leather derby shoes into the mix. Seeing as the weather is getting colder with each day, this getup seems a viable choice for in between seasons. This one is a nice yet age-appropriate combo for a 50-year-old gentleman.

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Olive Sunglasses Light Blue Dress Shirt Grey Waistcoat Grey Blazer Black Leather Belt Olive Chinos Brown Leather Briefcase Black Socks Burgundy Leather Oxford Shoes

For a laid-back look, consider wearing a grey blazer and a tobacco briefcase — these two pieces play really good together. You can get a bit experimental with footwear and add burgundy leather oxford shoes to the mix. When leaves are falling down and temps are falling, you'll appreciate how great this ensemble is for summer-to-fall weather. This outfit shows that slipping into your 50s is no reason for your styling standards to drop.