Dress Shirt Dressy Fall Outfits For Men In Their 20s

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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

For masculine elegance with a clear fashion twist, try pairing a dress shirt with an aquamarine plaid overcoat. Brown leather double monks integrate effortlessly within a multitude of outfits. This look is a pretty savvy pick, especially for autumn, when the temperature is getting lower. As you're moving through your late 20s, you want to start dressing more maturely. In this case, combinations like this prove useful as a source of inspiration.

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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

For a casually stylish ensemble, consider pairing a dress shirt with an olive field jacket — these two items go nicely together. With shoes, go for something on the classier end of the spectrum and complete your outfit with olive suede double monks. Nothing like a knockout look to spice up a gloomy autumn day. As you're transitioning from your 20s to your 30s, you probably want to start dressing in a more elegant manner. In this case, inspo like this is very useful.

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White Dress Shirt White and Red and Navy Horizontal Striped Tie Dark Brown Beaded Bracelet Tan Check Waistcoat Gold Watch Beige Suit Brown Socks Black Leather Briefcase White Canvas Low Top Sneakers

A dress shirt and a beige suit are absolute staples if you're figuring out a classy wardrobe that holds to the highest sartorial standards. For a more laid-back take, complete this outfit with white canvas low top sneakers. This outfit is a viable choice if you're planning a killer outfit that will take you from summer to fall. As you're getting to your 30s, you want to start dressing with more refinement. If that's the case, combos like this are perfect as inspiration.

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Clear Sunglasses White Dress Shirt Pink Tie White Print Pocket Square Navy and White Gingham Waistcoat Beige Leather Watch Grey Blazer Blue Chinos Brown Leather Double Monks

A dress shirt and blue chinos are the kind of casually sleek pieces that you can wear for years to come. If you want to instantly rev up this look with one single piece, add brown leather double monks to the equation. As you can see, it's very easy to look awesome and stay comfortable when cooler weather arrives, all thanks to getups like this one. A great pairing as you shift into your twenties.

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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

A dress shirt and navy chinos are solid players in any man's closet. Feel somewhat uninspired with this outfit? Introduce dark brown leather monks to mix things up a bit. This one is a great pick when it comes to crafting a well-coordinated ensemble for transeasonal weather. Interested in outfit ideas for young guys? This outfit is great inspiration.