Waistcoat Smart Casual Chill Weather Outfits In Their 20s

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Navy Flat Cap White Dress Shirt Dark Brown Tie Dark Brown Paisley Pocket Square Black Waistcoat Black Embellished Leather Belt Dark Brown Beaded Bracelet Navy Skinny Jeans Dark Brown Leather Briefcase Black and White Print Socks Dark Brown Leather Double Monks Dark Green Plaid Wool Blazer

For an outfit that's casually refined and wow-worthy, team a waistcoat with navy skinny jeans. Introduce dark brown leather double monks to this look to avoid looking too casual. This combination shows how to look good as you make it through your 20s.

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White Dress Shirt Navy Knit Tie Brown Plaid Wool Waistcoat Dark Brown Leather Watch Navy Shawl Cardigan Silver Bracelet Blue Ripped Jeans Brown Suede Chelsea Boots

A waistcoat and blue ripped jeans are a go-to combo for many style-savvy gents. Slip into a pair of brown suede chelsea boots to completely shake up the getup. A proper outfit for any man in his twenties.

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Navy Flat Cap Light Blue Chambray Long Sleeve Shirt Brown Harrington Jacket Navy Leather Watch Navy Beaded Bracelet Navy Jeans Dark Brown Leather Casual Boots Grey Socks Brown Gingham Waistcoat

You'll be amazed at how very easy it is for any gentleman to get dressed like this. Just a waistcoat and navy jeans. Add a more relaxed twist to your outfit by rounding off with a pair of dark brown leather casual boots. This pairing shows how 20-something men succeed in the fashion department.

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Navy Flat Cap Light Blue Vertical Striped Dress Shirt Dark Brown Polka Dot Tie Burgundy Corduroy Waistcoat Blue Shawl Cardigan Dark Brown Leather Watch Khaki Chinos Dark Brown Suede Casual Boots

This combination of a waistcoat and khaki chinos embodies sophistication and class. Our favorite of an infinite number of ways to finish off this look is with a pair of dark brown suede casual boots. Rock this combination to look a bit dressier than a regular 20-something.

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Beige Beanie Black Crew-neck T-shirt Grey Quilted Waistcoat Dark Brown Leather Gloves Beige Blazer Burgundy Overcoat White Jeans Dark Brown Leather Brogue Boots

Ramp up your menswear game by combining a waistcoat and white jeans. Why not take a more laid-back approach with footwear and introduce dark brown leather brogue boots to the equation? Gentlemen who wonder how to wear semi-casual looks as you go through your 20s, you have your answer.