Briefcase Dressy Fall Outfits In Their 30s

Favorite

Unfavorite

Black Sunglasses White Dress Shirt Beige Horizontal Striped Wool Tie Charcoal Wool Blazer Charcoal Plaid Overcoat Dark Green Leather Briefcase Navy Dress Pants Brown Leather Double Monks

This combination of a charcoal plaid overcoat and a briefcase is hard proof that a safe casual look doesn't have to be boring. Make this outfit slightly smarter by rounding off with a pair of brown leather double monks. When leaves change color and autumn takes over, you'll love this outfit as your uniform for transeasonal weather. As a 30-something Millennial man, you want to start dressing in a sleeker manner. If that's the case, inspiration like this comes in handy.

Favorite

Unfavorite

White Dress Shirt Navy Tie Tan Crew-neck Sweater Grey Plaid Wool Suit Brown Trenchcoat Burgundy Leather Oxford Shoes Black Leather Briefcase Black Leather Gloves

This casual pairing of a brown trenchcoat and a briefcase is super easy to put together in no time flat, helping you look awesome and ready for anything without spending too much time going through your wardrobe. Put a classier spin on an otherwise all-too-common ensemble with burgundy leather oxford shoes. Seeing as fall is taking over, this getup appears a viable choice for the transitional season. As you mature into your 30s, you want to start dressing more maturely. In this case, ensembles like this are ideal as inspiration.

Favorite

Unfavorite

Charcoal Long Sleeve Shirt Dark Brown Tie Tan Sweater Vest Black and White Tweed Blazer Charcoal Wool Dress Pants Dark Brown Leather Chelsea Boots Dark Brown Leather Briefcase

A black and white tweed blazer and a briefcase are indispensable staples if you're crafting a casual closet that matches up to the highest sartorial standards. And if you need to immediately perk up this outfit with footwear, complement your outfit with dark brown leather chelsea boots. Seeing as autumn is taking over, this outfit seems a viable option for in between seasons. Definitely a savvy option if we're talking style for 30-something Millennial men.

Favorite

Unfavorite

Olive Hat Green and Red Plaid Bow-tie White Dress Shirt Dark Brown Waistcoat Navy Overcoat Brown Leather Belt Brown Leather Briefcase Black Jeans Brown Leather Brogue Boots

Rock a navy overcoat with a briefcase if you're hunting for an outfit idea that speaks off-duty dapperness. When it comes to footwear, go for something on the classier end of the spectrum with brown leather brogue boots. When it's one of those dull autumn days, sometimes only a knockout outfit like this one can get you out the door in the morning. If you frequently wonder how to dress your age but also look fashionable, this combination is a perfect example.

Favorite

Unfavorite

Black Sunglasses Light Blue Long Sleeve Shirt Grey Plaid Wool Waistcoat Navy Wool Blazer Navy Dress Pants Brown Leather Briefcase Dark Brown Leather Casual Boots

For something more on the casual side, try pairing a navy wool blazer with a briefcase. For a dressier feel, add dark brown leather casual boots to your look. You can bet this combo is the answer to all of your autumn wear problems. This pairing proves that as a 30-something Millennial man, you have a vast array of dressing options.