Black Windbreaker with Black Leather Derby Shoes Smart Casual Warm Weather Outfits After 40

Favorite

Unfavorite

Black Sunglasses White Crew-neck T-shirt Black Windbreaker Silver Watch Black Leather Belt Charcoal Chinos Black Leather Derby Shoes

For a casual look with a twist, reach for a black windbreaker and charcoal chinos. If you wish to immediately dial up this ensemble with a pair of shoes, why not throw in a pair of black leather derby shoes? With an outfit like this, any guy in his forties will put most 20-somethings to shame.