Blue Chinos with Blue Blazer Smart Casual Cold Weather Outfits After 50

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Dark Green Wool Hat Navy Long Sleeve Shirt Navy Crew-neck Sweater Navy Blazer Black Overcoat Blue Chinos Black Socks Black and White Canvas Low Top Sneakers

For relaxed sophistication with an alpha male finish, you can easily rock a blue blazer and blue chinos. And if you wish to immediately tone down this outfit with footwear, introduce black and white canvas low top sneakers to the mix. This combo is the perfect answer to the question of how to dress age-appropriately as you move into your 50s.

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Olive Beanie Light Blue Dress Shirt Dark Green Tie Light Blue Scarf Navy Blazer Grey Overcoat Navy Chinos Black Leather Derby Shoes

If the occasion calls for a casually smart outfit, you can wear a blue blazer and blue chinos. Take this look down a smarter path by finishing with black leather derby shoes. This is a vivid example of how to dress stylishly as you pass the big 5-0.