Tobacco Pocket Square Dressy Fall Outfits After 50

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Clear Sunglasses White Dress Shirt Black Polka Dot Tie Brown Pocket Square Black Waistcoat Dark Brown Wool Blazer Navy Jeans Black Leather Tassel Loafers

If you're on the lookout for a bold casual yet on-trend look, go for a dark brown wool blazer and a tobacco pocket square. Go off the beaten track and spice up your ensemble by rounding off with a pair of black leather tassel loafers. As the weather turns cooler, you'll see that an ensemble like this is perfect for fall. Surely a great idea if we're talking style for men over 50.

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Clear Sunglasses White Dress Shirt Navy Print Tie Brown Polka Dot Pocket Square Tobacco Waistcoat Brown Wool Blazer Charcoal Dress Pants Brown Leather Oxford Shoes

Teaming a brown wool blazer with a tobacco pocket square is an on-point option for a laid-back and cool outfit. Why not introduce a pair of brown leather oxford shoes to the equation for an added touch of sophistication? When it's one of those dull autumn afternoons, what better to brighten it up than a sharp outfit like this one? This one is a great but also age-appropriate combination for an over-50 man.

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Clear Sunglasses White Dress Shirt Dark Brown Print Tie Brown Print Pocket Square Navy Check Waistcoat Navy Blazer Beige Dress Pants Dark Green Socks Dark Brown Suede Tassel Loafers

Perfect the cool and casual getup by opting for a navy blazer and a tobacco pocket square. Go ahead and add a pair of dark brown suede tassel loafers to the mix for a dose of elegance. There's no better way to spice up a bleak fall day than a dapper getup like this one. If you often wonder how to dress your age without giving up on style, this pairing is a fail-safe option.

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White Dress Shirt Dark Brown Pocket Square Dark Brown Suspenders Dark Brown Suit Navy Trenchcoat Navy Print Scarf Dark Brown Suede Derby Shoes

Try pairing a navy trenchcoat with a tobacco pocket square if you're in search of an outfit option for when you want to look laid-back and cool. Finishing with dark brown suede derby shoes is an effective way to bring a bit of classiness to this outfit. There's no nicer way to brighten up a dreary autumn afternoon than a kick-ass ensemble like this one. As you can see, even in your fifties you still have a vast array of outfit options.

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Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Navy Waistcoat Navy Plaid Blazer Black Leather Watch Black Studded Leather Belt White Chinos Dark Brown Leather Double Monks

Try pairing a navy plaid blazer with a tobacco pocket square for an outfit that's both bold casual and seriously stylish. Elevate your outfit with the help of dark brown leather double monks. As you can see, this look is a really savvy option, especially for transitional weather, when the mercury is falling. This ensemble proves that even after fifty your styling options are in no way limited.