Red Wool Hat Dressy Chill Weather Outfits For Men After 50

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White Dress Shirt Red Tie Red Wool Hat Black Leather Tassel Loafers Burgundy Socks Navy Dress Pants Navy Overcoat Red and Navy Plaid Blazer

For a casual outfit, pair a navy overcoat with a red wool hat — these pieces play pretty good together. Complete your outfit with black leather tassel loafers to easily amp up the wow factor of this getup. Wondering how to dress in your fifties? This ensemble is the perfect answer.