Light Blue Dress Shirt with Dark Brown Leather Derby Shoes Warm Weather Outfits After 50

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Navy Print Pocket Square Orange Print Tie Brown Gingham Blazer Dark Brown Dress Pants Dark Brown Leather Derby Shoes

This sophisticated combo of a light blue dress shirt and dark brown dress pants is a popular choice among the dapper guys. Feeling transgressive? Shake things up by sporting dark brown leather derby shoes. This getup illustrates that even in your 50s your outfit options are still looking good.

Favorite

Unfavorite

Dark Brown Sunglasses Light Blue Dress Shirt Black and White Check Pocket Square Silver Watch White Jeans Dark Brown Leather Derby Shoes Navy Double Breasted Blazer

For something on the semi-casual end, try this pairing of a light blue dress shirt and white jeans. To introduce an extra dimension to your outfit, add dark brown leather derby shoes to the mix. If you're wondering how you should dress as a man in his fifties, this combination gives a fair idea.

Favorite

Unfavorite

Light Blue Dress Shirt White Pocket Square Olive Tie Navy and Green Plaid Blazer Navy Canvas Tote Bag Grey Chinos Dark Brown Leather Derby Shoes

A light blue dress shirt and grey chinos are absolute must-haves if you're planning a classic and casual wardrobe that matches up to the highest sartorial standards. For a more polished touch, complete your look with dark brown leather derby shoes. A look like this will help any 50-something gent outdo his younger pals.

Favorite

Unfavorite

Dark Green Sunglasses Light Blue Dress Shirt Navy Tie Black Leather Belt Navy Suit Olive Leather Briefcase Black Socks Dark Brown Leather Derby Shoes

This combo of a light blue dress shirt and a navy suit is a tested option when you need to look like a British gent. You can get a little creative when it comes to shoes and throw in dark brown leather derby shoes. When it comes to fashion for gentlemen in their fifties, this combo is perfect.

Favorite

Unfavorite

Black Sunglasses Light Blue Dress Shirt Olive Camouflage Tie Red Print Pocket Square Olive Camouflage Blazer Tan Shorts Dark Brown Leather Derby Shoes

This combo of a light blue dress shirt and tan shorts is a never-failing option when you need to look effortlessly sleek but have no time. A trendy pair of dark brown leather derby shoes is the most effective way to bring a hint of sophistication to this look. This combo proves that as a 50-year-old guy, you still have a wide range of styling options.