Red and Navy Check Shirt Jacket Winter Outfits For Men In Their 20s

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White Henley Shirt Charcoal Scarf Red and Black Check Shirt Jacket Brown Overcoat Black Chinos Black Leather Casual Boots

If the situation allows a casual outfit, try pairing a red and navy check shirt jacket with black chinos. For something more on the classy end to complete your look, add black leather casual boots to your outfit. Many believe that just because it is snowing outside you have to sacrifice smart style, but that's just not true, and this ensemble is a clear example. As you're going from your 20s to your 30s, you want to start dressing more like a mature gentleman. That's when ensembles like this are a surefire option.