Grey Plaid Wool Blazer Dressy Cold Weather Outfits For Men After 50

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Black Sunglasses White Dress Shirt White Pocket Square Grey Tie Grey Plaid Wool Blazer Black Overcoat Silver Watch Dark Brown Bracelet Charcoal Dress Pants Black Socks Black Leather Double Monks

Opt for a grey plaid wool blazer and charcoal dress pants for a really sharp look. Look at how well this look pairs with black leather double monks. This outfit illustrates that figuring out fashion as you step into your 50s is not that hard.