Black Chinos with Double Monks Dressy Chill Weather Outfits In Their 30s

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Black Flat Cap White Dress Shirt Dark Brown Wool Tie Charcoal Pocket Square Black Waistcoat Dark Green Check Wool Blazer Dark Brown Leather Double Monks Black Socks Black Chinos Dark Brown Leather Briefcase

For an ensemble that's nothing less than gasp-worthy, team a dark green check wool blazer with black chinos. Get a bit experimental in the footwear department and spruce up your ensemble by finishing with a pair of double monks. As a 30-something Millennial guy, you probably want to start dressing with more class. That's when ensembles like this are a real lifesaver.