Tobacco Briefcase Dressy Fall Outfits After 50

Favorite

Unfavorite

Clear Sunglasses Pink Dress Shirt Blue Polka Dot Pocket Square Orange Horizontal Striped Tie Navy Trenchcoat Beige Plaid Suit Tobacco Leather Briefcase Black Leather Brogues

For an ensemble that's super simple but can be flaunted in a myriad of different ways, consider wearing a navy trenchcoat and a tobacco briefcase. Black leather brogues are an easy way to breathe a dash of sophistication into your ensemble. You can bet this getup is the answer to all of your transeasonal dressing woes. When it comes to dressing ideas for mature gents, this combo looks cool on most men.

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt Violet Tie Orange Print Pocket Square Orange Cardigan Olive Suit Silver Watch Brown Leather Briefcase Dark Brown Leather Brogues

This casual combo of an olive suit and a tobacco briefcase is super easy to pull together in no time, helping you look awesome and prepared for anything without spending a ton of time combing through your wardrobe. Finishing with a pair of dark brown leather brogues is a surefire way to give an extra touch of elegance to your ensemble. We're loving how ideal this outfit is when cooler weather arrives. Like this idea for your styling collection as a 50-year-old gent?

Favorite

Unfavorite

White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

If you're a fan of city casual pairings, then you'll appreciate this combo of a black overcoat and a tobacco briefcase. For something more on the elegant side to round off your ensemble, throw a pair of dark brown suede chelsea boots in the mix. As you can see, this combination is a really savvy idea, especially for summer-to-fall weather, when the temps are getting lower. An excellent idea for 50-year-old guys!

Favorite

Unfavorite

Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

This relaxed casual combination of a beige overcoat and a tobacco briefcase is a surefire option when you need to look good but have no extra time to plan an ensemble. Here's how to bring an added touch of sophistication to this outfit: dark brown leather derby shoes. When it's one of those bleak fall days, sometimes only a kick-ass look like this one can get you out the door in the morning. A practical illustration for any gentleman who wonders how to dress as a 50-something gentleman.

Favorite

Unfavorite

Olive Sunglasses Light Blue Dress Shirt Grey Waistcoat Grey Blazer Black Leather Belt Olive Chinos Brown Leather Briefcase Black Socks Burgundy Leather Oxford Shoes

For an outfit that's super straightforward but can be flaunted in a ton of different ways, make a grey blazer and a tobacco briefcase your outfit choice. For something more on the classier end to finish this look, add burgundy leather oxford shoes to this look. This outfit is a great idea when it comes to a killer ensemble that transitions easily into fall. So if you're scouting for a modern yet age-appropriate outfit, this one is great.