Black Canvas Briefcase Fall Outfits After 50

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Navy Sunglasses Blue Sweater Vest Navy Bomber Jacket Black Leather Watch Silver Bracelet Light Blue Chinos Black Canvas Briefcase Navy and White Canvas Low Top Sneakers Charcoal Print Short Sleeve Shirt

This combination of a navy bomber jacket and a black canvas briefcase is dapper and yet it's easy and apt for anything. If you need to immediately step up this look with footwear, add a pair of navy and white canvas low top sneakers to the mix. When it's one of those dull autumn afternoons, what better to spice it up than a sharp ensemble like this one? This getup is your answer to the question of how to dress as you pass the big five-oh.

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Dark Green Sunglasses White Long Sleeve Shirt Silver Bracelet Navy Sweater Vest Red Puffer Jacket Black Canvas Briefcase Blue Jeans Dark Green Suede Brogues

This combo of a red puffer jacket and a black canvas briefcase looks well-executed and makes any man look infinitely cooler. Make this look a bit more refined by finishing with a pair of dark green suede brogues. This ensemble is a really savvy choice, especially for autumn, when the temperature is getting lower. This ensemble is your answer to the question of how to dress appropriately for your age as you reach your 50s.