Grey Blazer with Blue Chinos Smart Casual Chill Weather Outfits After 50

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Dark Brown Polo Neck Sweater Grey Check Blazer Grey Houndstooth Overcoat Navy Linen Chinos Dark Brown Suede Derby Shoes

As you can see, looking casually classic doesn't require that much effort. Pair a grey blazer with blue chinos and you'll look incredibly stylish. If you want to feel a bit fancier now, introduce a pair of dark brown suede derby shoes to the mix. As you can see here this combination is something you can totally wear as an over-50 guy.