Leather Briefcase Smart Casual Chill Weather Outfits After 50

Favorite

Unfavorite

Clear Sunglasses White Short Sleeve Shirt Navy Puffer Jacket Navy Leather Briefcase Grey Chinos Navy Leather Chelsea Boots

If you're all about relaxed dressing when it comes to your personal style, you'll appreciate this casual street style pairing of a navy puffer jacket and a leather briefcase. To bring some extra zing to this look, introduce navy leather chelsea boots to this outfit. Great and age-appropriate, an ensemble like this will help outdo any of your younger fellows.

Favorite

Unfavorite

Grey Beanie Clear Sunglasses Grey Scarf Blue Crew-neck Sweater Navy Lightweight Puffer Jacket Dark Green Chinos Dark Brown Leather Briefcase Dark Brown Suitcase Black Leather Derby Shoes

Dress in a navy lightweight puffer jacket and a leather briefcase for relaxed dressing with a modern finish. If you want to immediately up your ensemble with a pair of shoes, complete your look with a pair of black leather derby shoes. So if you're looking for fashion inspiration for dressing as you reach your 50s, this getup is definitely worth saving for later.