Dress Shirt with Shirt Jacket Chill Weather Outfits For Men In Their 20s

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White Plaid Dress Shirt Navy Tie Tan Shirt Jacket Olive Barn Jacket Navy Wool Gloves Navy Chinos Brown Socks Dark Brown Leather Casual Boots

This pairing of a shirt jacket and a dress shirt looks refined, but in a cool kind of way. Put a more relaxed spin on an otherwise all-too-safe ensemble by rocking dark brown leather casual boots. If you're wondering how you should dress as a young gentleman, this combo gives a fair idea.

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White Dress Shirt Navy Tie Navy Wool Shirt Jacket Olive Barn Jacket Brown Leather Watch Olive Chinos White Socks Dark Brown Leather Casual Boots Tan Canvas Briefcase

One of our favorite ways to style such a hard-working menswear item as a shirt jacket is to pair it with a dress shirt. For a more casual vibe, add dark brown leather casual boots to your ensemble. Smarter ensembles like this work handsome on 20-year-old men.

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White Dress Shirt Grey Sweater Vest Grey Shawl Cardigan Black Leather Watch Red Wool Shirt Jacket Charcoal Check Dress Pants Charcoal Socks White Canvas Low Top Sneakers

Loving how this combo of a shirt jacket and a dress shirt instantly makes a man look stylish and refined. Feeling brave? Switch things up by slipping into white canvas low top sneakers. A great combo to uphold a mature image.

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Clear Sunglasses Brown Bandana White Dress Shirt Grey Plaid Waistcoat Brown Wool Shirt Jacket Beige Dress Pants Black Embroidered Velvet Loafers

For a look that's classy and Kingsman-worthy, pair a shirt jacket with a dress shirt. Black embroidered velvet loafers are the simplest way to inject a hint of refinement into your outfit. As a gent in his 20s, you'll like this look.