White and Red Check Dress Shirt Dressy Fall Outfits For Men In Their 20s

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Clear Sunglasses White Check Dress Shirt Navy Fair Isle Sweater Vest Navy Plaid Wool Blazer Tobacco Dress Pants Dark Brown Socks Dark Brown Fringe Leather Loafers

Channel your inner Bond and try pairing a white and red check dress shirt with tobacco dress pants. Our favorite of a multitude of ways to finish this outfit is dark brown fringe leather loafers. This outfit is a great idea if you're on the lookout for a kick-ass summer-to-fall ensemble. As a 20-something slipping into your 30s, this is how you dress as a dapper grown man.

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White and Navy Check Dress Shirt Navy and White Horizontal Striped Tie Navy Print Pocket Square Dark Green Wool Waistcoat Beige Blazer Brown Leather Watch Brown Beaded Bracelet Navy Chinos Dark Brown Leather Monks

This smart combo of a white and red check dress shirt and navy chinos is extremely easy to pull together in next to no time, helping you look amazing and prepared for anything without spending a ton of time digging through your wardrobe. Put a more sophisticated spin on an otherwise standard ensemble by rounding off with a pair of dark brown leather monks. Nothing like a cool ensemble to cheer up a bleak fall afternoon. As you're getting to your 30s, you probably want to start dressing with more elegance. In this case, looks like this are a tested option.

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White and Black Check Dress Shirt Navy and White Horizontal Striped Tie Black Print Pocket Square Dark Green Waistcoat Brown Beaded Bracelet Tobacco Leather Watch Beige Blazer Navy Chinos Dark Brown Leather Monks

A white and red check dress shirt looks so effortlessly classic when combined with navy chinos. Dark brown leather monks are the most effective way to bring an added touch of style to your look. We love how this combination gets you excited for colder weather in seconds time. If you're in your late 20s, take cues from combinations like this to take a more serious approach to your personal style.

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White and Navy Check Dress Shirt Charcoal Tie Black Crew-neck Sweater Black Plaid Blazer Grey Dress Pants Grey Socks Dark Brown Leather Oxford Shoes

A white and red check dress shirt looks so classy when worn with grey dress pants in a modern man's look. Dark brown leather oxford shoes are the perfect addition to this ensemble. It's is a viable idea if you're scouting for a neat ensemble that will take you from summer to fall. This getup looks great on 20-year-olds.

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Navy Paisley Tie White Check Dress Shirt Olive Wool Waistcoat Navy Duffle Coat Dark Brown Woven Leather Belt Charcoal Wool Dress Pants

Pairing a white and red check dress shirt and charcoal wool dress pants will allow you to show off your sartorial skills. Can you see how super easy it is to look on-trend and stay toasty when chillier weather hits, thanks to this ensemble? Interested in fashion for young gents? This pairing is great inspiration.