Tan Briefcase Casual Fall Outfits After 50

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Clear Sunglasses Beige Crew-neck T-shirt Olive Barn Jacket Silver Bracelet Black Chinos Tan Canvas Briefcase Tan Suede Slip-on Sneakers

Master casual street menswear by opting for an olive barn jacket and a tan briefcase. To add a little depth to your outfit, complement your look with tan suede slip-on sneakers. On not-so-bone-chilling days, rock this easy-to-transition outfit and look absolutely amazing. This combination demonstrates how to stay fashionable as you reach your 50s.

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Black Sunglasses Black and White Crew-neck T-shirt Grey Hoodie Silver Bracelet Blue Jeans Tan Canvas Briefcase Dark Brown Leather Desert Boots Mint Print Sweater Vest

Try teaming a grey hoodie with a tan briefcase for comfort dressing with an edgy finish. Dark brown leather desert boots are guaranteed to infuse an added dose of style into your outfit. This look is the definition of perfect for when temps are dropping and fall is in full swing. Now that's how you keep it casual as a middle-aged man.

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Clear Sunglasses Beige Crew-neck Sweater Yellow Quilted Gilet Dark Green Watch Silver Bracelet Navy Chinos Tan Canvas Briefcase Tan Suede Low Top Sneakers

Dress in a yellow quilted gilet and a tan briefcase to assemble an interesting and bold casual outfit. For a more refined finish, why not complete this ensemble with a pair of tan suede low top sneakers? This one is a savvy pick if you're picking out a cool ensemble for transeasonal weather. Wondering how to nail casual looks as you age into your 50s? This combo is a perfect example.

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Navy Baseball Cap Silver Sunglasses White Henley Shirt Navy Pocket Square Red Plaid Long Sleeve Shirt White Shirt Jacket Yellow Leather Gloves Blue Jeans Tan Canvas Briefcase Brown Suede Casual Boots

Try pairing a white shirt jacket with a tan briefcase for equally stylish and easy-to-create outfit. Finishing off with a pair of brown suede casual boots is a fail-safe way to bring some extra zing to this outfit. As you can see here, it's super easy to look awesome and stay comfortable when cooler weather comes, thanks to this look. Think gentlemen in their fifties can't pull off modern off-duty outfits? This combo will prove you otherwise.