Tobacco Pocket Square Outfits After 50

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Gold Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Dark Brown Polka Dot Tie Grey Leather Watch Beige Waistcoat Black Leather Belt Beige Vertical Striped Blazer Navy Chinos Dark Brown Leather Double Monks

Marry a beige vertical striped blazer with a tobacco pocket square for a casual look with an urban spin. If you want to instantly level up this look with footwear, why not round off with dark brown leather double monks? This is a look you, as a gent in his 50s, can always count on.

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Clear Sunglasses White Dress Shirt Dark Brown Pocket Square Blue Blazer Grey Leather Watch Dark Brown Leather Belt Beige Chinos Dark Brown Leather Tassel Loafers

For an off-duty ensemble with a modern take, try pairing a blue blazer with a tobacco pocket square. Dark brown leather tassel loafers will bring a touch of class to an otherwise utilitarian look. A wonderful combo as you shift into your fifties.

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Clear Sunglasses Light Blue Chambray Long Sleeve Shirt Dark Brown Pocket Square Navy Double Breasted Blazer Grey Leather Watch Grey Chinos Navy Leather Tassel Loafers

Such essentials as a navy double breasted blazer and a tobacco pocket square are an easy way to introduce some cool into your day-to-day casual routine. Add navy leather tassel loafers to your look to completely shake up the ensemble. A vivid example for any gentleman who wonders how to dress as a middle-aged gent.

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Olive Bandana Dark Brown Pocket Square White Crew-neck T-shirt Dark Green Plaid Wool Blazer Charcoal Wool Dress Pants Brown Suede Desert Boots

Go for a dark green plaid wool blazer and a tobacco pocket square for a relaxed casual ensemble with a city style twist. A trendy pair of brown suede desert boots is an easy way to transform your outfit. This combination is hard proof middle-aged men can still very well draw compliments.

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Clear Sunglasses Navy Check Dress Shirt Dark Brown Pocket Square Navy Tie Blue Denim Blazer Black Leather Watch Light Blue Chinos Navy Canvas Briefcase Beige Suede Brogues

For a laid-back and cool ensemble, team a blue denim blazer with a tobacco pocket square — these items go beautifully together. Puzzled as to how to round off your getup? Finish off with a pair of beige suede brogues to bump up the style factor. If you're wondering what you should wear as a middle-aged man, this getup is a good source of inspiration.