Shirt Dressy Fall Outfits For Men

Favorite

Unfavorite

Brown Sunglasses Light Blue Vertical Striped Dress Shirt Olive Print Tie Silver Bracelet Tan Trenchcoat Tan Plaid Suit Dark Brown Socks Dark Brown Suede Loafers

Pairing a shirt with a tan trenchcoat is a good choice for a smart and refined outfit. Balance your outfit with a more elegant kind of footwear, such as this pair of dark brown suede loafers. Seeing as the weather is getting colder with each day, this outfit is a great idea for the transitional season.

Favorite

Unfavorite

Brown Sunglasses White and Blue Vertical Striped Dress Shirt Dark Brown Tie Black Leather Watch Brown Houndstooth Wool Blazer Brown Trenchcoat Grey Dress Pants Charcoal Socks Dark Brown Suede Double Monks

Putting together a shirt and grey dress pants is a surefire way to inject your wardrobe with some masculine refinement. Rounding off with a pair of dark brown suede double monks is a fail-safe way to breathe an extra dose of style into this ensemble. There's no nicer way to spice up a dull fall afternoon than a cool ensemble like this one.

Favorite

Unfavorite

Brown Sunglasses White and Brown Vertical Striped Dress Shirt Dark Brown Tie Silver Watch Brown Trenchcoat Brown Dress Pants Dark Brown Suede Double Monks

Team a shirt with brown dress pants and you're bound to make an entrance. Play down the casualness of this ensemble by sporting a pair of dark brown suede double monks. Seeing as autumn is taking over, this getup is a good choice for the time in between seasons.

Favorite

Unfavorite

Brown Sunglasses Violet Vertical Striped Dress Shirt Black Horizontal Striped Tie Black Overcoat Dark Brown Wool Suit Black Leather Derby Shoes

A shirt looks especially classy when paired with a black overcoat in a modern man's ensemble. Introduce black leather derby shoes to this outfit for a major style upgrade. We love that this combo is ideal when cooler days are here.

Favorite

Unfavorite

White Vertical Striped Dress Shirt Brown Print Tie Brown Houndstooth Scarf Brown Blazer Dark Brown Sweater Vest Black Leather Watch Black Leather Gloves Beige Dress Pants Dark Brown Suede Casual Boots

Dress in a shirt and beige dress pants for a proper sophisticated ensemble. Take a more elegant approach with footwear and introduce dark brown suede casual boots to the mix. When temps are dipping and autumn is in full swing, you'll love this ensemble as your go-to for summer-to-fall weather.