White Dress Shirt with Dark Brown Leather Double Monks Dressy Fall Outfits After 50

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Clear Sunglasses White Dress Shirt Red Print Pocket Square Light Blue Polka Dot Tie Grey Overcoat Black Leather Watch Navy Check Suit Brown Leather Double Monks White Socks

A white dress shirt and a grey overcoat are certainly worth adding to your list of essential menswear items. Opt for dark brown leather double monks et voila, the getup is complete. We're loving that this ensemble is ideal when colder weather arrives. This outfit demonstrates that moving into your 50s is no reason to lower your sartorial standards.

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Clear Sunglasses White Dress Shirt Red Print Pocket Square Blue Polka Dot Tie Grey Overcoat Dark Brown Leather Watch Navy Check Suit White Print Socks Brown Leather Double Monks

Opt for a white dress shirt and a grey overcoat for devastatingly dapper attire. Add dark brown leather double monks to the mix and you're all set looking killer. It's is an exciting pick if you're figuring out a neat ensemble that will take you from summer to fall. If you're not sure how to dress age-appropriately without giving up on style, this combo is a tested option.

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Clear Sunglasses White and Navy Gingham Dress Shirt Purple Polka Dot Pocket Square Violet Sweater Vest Brown Leather Belt Brown Leather Watch Brown Houndstooth Blazer Navy Plaid Dress Pants Navy Argyle Socks Brown Leather Double Monks

A white dress shirt looks so polished when worn with navy plaid dress pants. Now all you need is a pair of dark brown leather double monks to round off this look. When temps are getting lower and autumn is in the air, you'll appreciate how ideal this look is for weird fall weather. This pairing demonstrates that looking fashionable as a gent in his 50s is not particularly hard.