Grey Shirt Dressy Fall Outfits For Men In Their 20s

Favorite

Unfavorite

Grey Vertical Striped Dress Shirt Charcoal Tie Grey Check Pocket Square Black Leather Watch Burgundy Leather Zip Pouch Charcoal Plaid Suit White Trenchcoat Charcoal Socks Burgundy Leather Derby Shoes

Choose a grey shirt and a white trenchcoat - this look is guaranteed to make a statement. Feeling venturesome today? Lift up this look by wearing burgundy leather derby shoes. So when summer is fading away and fall is settling in, this ensemble has a good chance of becoming your uniform. This pairing proves that as a young gent, you have a wide range of outfit options.

Favorite

Unfavorite

Grey Dress Shirt Silver Bracelet Black Corduroy Suit Dark Brown Leather Chelsea Boots

Rev up the style factor in a grey shirt and a black corduroy suit. And it's a wonder how dark brown leather chelsea boots can upgrade a look. This combo is a really savvy idea, especially for fall, when the temps are getting lower. A look like this will make you look a million times sleeker as a gent in his twenties.

Favorite

Unfavorite

Dark Brown Sunglasses Grey Dress Shirt Dark Brown Print Tie Olive Wool Waistcoat Dark Brown Corduroy Blazer Dark Brown Leather Watch Navy Dress Pants Dark Brown Leather Monks

A grey shirt and navy dress pants are a seriously stylish look to try. Add dark brown leather monks to your getup to easily turn up the wow factor of any outfit. When leaves turn yellow and red and fall is in full swing, you'll appreciate how ideal this look is for transitional weather. Gents who are curious how to dress well as you navigate your 20s, you have your answer.

Favorite

Unfavorite

Grey Dress Shirt Grey Plaid Scarf Camel Overcoat Black Leather Belt Olive Dress Pants Black Leather Chelsea Boots

To look modern and smart, rock a grey shirt with olive dress pants. Boost the formality of this getup a bit by sporting a pair of black leather chelsea boots. When leaves are falling down and autumn is in the air, you'll appreciate how ideal this outfit is for summer-to-fall weather. If you want to project maturity and class as a gent in his 20s, an outfit like this is a winning option.

Favorite

Unfavorite

Dark Brown Sunglasses Grey Dress Shirt Black and White Horizontal Striped Tie Brown Leather Watch Brown Leather Gloves Dark Brown Suit Dark Brown Suede Casual Boots

This is solid proof that a grey shirt and a dark brown suit look amazing when matched together in an elegant ensemble for a modern dandy. Our favorite of a countless number of ways to finish this outfit is with dark brown suede casual boots. When leaves turn yellow and red and autumn takes over, you'll love this combination as your go-to for summer-to-fall weather. Wearing this, any 20-year-old man is bound to put most of his peers to shame.