Dress Shirt Dressy Outfits For Men In Their 20s

Favorite

Unfavorite

White and Black Polka Dot Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Leather Watch Black Suit Black Leather Briefcase Black Leather Oxford Shoes

For an ensemble that's nothing less than wow-worthy, try pairing a dress shirt with a black suit. Let your sartorial expertise truly shine by complementing this look with a pair of black leather oxford shoes. Men who wonder how to dress well and look good as you navigate your 20s, you have your answer.

Favorite

Unfavorite

Navy Print Dress Shirt White Pocket Square Dark Brown Leather Belt Blue Canvas Watch Navy Sunglasses Navy Suit Navy Leather Tassel Loafers

Irrefutable proof that a dress shirt and a navy suit look awesome when teamed together in an elegant look for a modern gent. For something more on the daring side to finish off this getup, add a pair of navy leather tassel loafers to the mix. A solid pairing as you transition into young adulthood.

Favorite

Unfavorite

Clear Sunglasses White and Black Gingham Dress Shirt White Pocket Square Black and White Polka Dot Tie Tan Suit Black and White Print Socks Dark Brown Leather Monks

This elegant pairing of a dress shirt and a tan suit will allow you to prove your outfit coordination savvy. A good pair of dark brown leather monks is an easy way to inject a hint of stylish nonchalance into your look. Rock this combination when you want to project a more elegant image as a 20-something gent.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Charcoal Tie White Pocket Square Silver Watch Charcoal Plaid Three Piece Suit Brown Leather Briefcase Brown Leather Double Monks

This classy combo of a dress shirt and a charcoal plaid three piece suit is a popular choice among the dapper men. And if you need to instantly dress down your look with footwear, why not add brown leather double monks to the equation? Ideal to portray that even as a 20-something you're confident enough to hold your own in the outfit department.

Favorite

Unfavorite

Yellow Check Dress Shirt Navy Tie White Pocket Square Brown Leather Watch Grey Waistcoat Navy Suit Brown Leather Double Monks

A dress shirt and a navy suit are among the unshakeable foundations of a good wardrobe. Brown leather double monks will add a carefree vibe to this getup. If you want people to see maturity in you as a gent in his twenties, a look like this is a fail-safe option.