Black Leather Chelsea Boots with Charcoal Chinos Dressy Chill Weather Outfits In Their 20s

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White Dress Shirt Black Tie Burgundy Pocket Square Black Sunglasses Black Leather Watch Black Wool Waistcoat Black Leather Belt Charcoal Wool Blazer Grey Chinos Black Socks Black Leather Chelsea Boots

Go for a charcoal wool blazer and charcoal chinos to don a dressy, but not too dressy menswear style. A pair of black leather chelsea boots will take this getup in a smarter direction. As you're approaching your 30s, you probably want to start dressing in a more sophisticated manner. That's when ensembles like this are a fail-safe option.

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Dark Brown Sunglasses White Dress Shirt Black Leather Watch Burgundy Pocket Square Black Tie Black Wool Waistcoat Black Leather Belt Charcoal Wool Blazer Grey Chinos Black Socks Black Leather Chelsea Boots

This pairing of a charcoal wool blazer and charcoal chinos is the perfect base for an outfit. To bring some extra zing to your look, complement your ensemble with a pair of black leather chelsea boots. When it comes to dressing ideas for 20-somethings, this combination looks cool on most guys.