Dress Shirt with Double Monks 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

This off-duty combo of a dress shirt and navy skinny jeans is a winning option when you need to look cool in a flash. For something more on the sophisticated end to finish off your outfit, complete this look with a pair of double monks. If you're making it through your mid-20s, pay attention to ensembles like this to take a more adult direction in your style.

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Blue Chambray Dress Shirt Blue Knit Tie Silver Watch Aquamarine Plaid Overcoat Tan Check Suit Dark Brown Leather Briefcase Navy Socks Brown Leather Double Monks

You'll be amazed at how easy it is to pull together this sophisticated ensemble. Just a dress shirt worn with an aquamarine plaid overcoat. When in doubt as to the footwear, go with double monks. An obvious pick for a man in his 20s!

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Dark Green Beanie White Dress Shirt Navy Knit Tie Brown Gingham Waistcoat Tan Suede Gloves Olive Field Jacket Navy Suit Navy Socks Olive Suede Double Monks

If the occasion calls for a polished yet knockout look, rock a dress shirt with an olive field jacket. Follow a more elegant route when it comes to shoes by slipping into double monks. An outfit like this can make any 20-year-old guy look better than any of his peers.

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Light Blue Chambray Dress Shirt Black and White Print Pocket Square Tan Sweater Vest Navy Corduroy Blazer Dark Brown Woven Leather Belt Brown Leather Watch Tan Raincoat Grey Wool Dress Pants Black Socks Burgundy Leather Double Monks

Consider wearing a dress shirt and grey wool dress pants for rugged elegance with a twist. For something more on the daring side to finish off your ensemble, complement your getup with a pair of double monks. As a 20-something guy, you're sure to like this combo.

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Light Violet Vertical Striped Dress Shirt Burgundy Print Tie Dark Brown Waistcoat Navy Overcoat Beige Chinos Navy Socks Dark Brown Suede Double Monks

A dress shirt and beige chinos worn together are a perfect match. Take a classic approach with shoes and complement your outfit with a pair of double monks. If you want people to see maturity in you as a guy in his 20s, an ensemble like this is what you're looking for.