Dress Shoes Smart Casual Outfits For Men After 50

Favorite

Unfavorite

Silver Sunglasses White Short Sleeve Shirt White Sweatshirt Charcoal Denim Jacket Black Leather Watch Silver Bracelet Charcoal Chinos White Canvas Tote Bag Black Leather Derby Shoes

Look stylish yet casual by opting for a charcoal denim jacket and charcoal chinos. Dress shoes are a simple way to power up this ensemble. Perfect if you're scouting for some incredibly inspiring style for middle-aged guys.

Favorite

Unfavorite

White Dress Shirt Black and White Horizontal Striped Tie Olive Wool Blazer Black Chinos Tan Suede Derby Shoes

This classic and casual combo of an olive wool blazer and black chinos is very easy to throw together without a second thought, helping you look dapper and ready for anything without spending too much time going through your closet. Balance out this outfit with a more refined kind of shoes, like these dress shoes. Rest assured this combination is something you can totally wear as a mature gentleman.

Favorite

Unfavorite

Clear Sunglasses Dark Brown Bandana Dark Brown Horizontal Striped Crew-neck T-shirt Brown Shirt Jacket White Jeans Black Suede Oxford Shoes

To pull together a relaxed casual ensemble with a fashionable spin, consider wearing a brown shirt jacket and white jeans. A pair of dress shoes will take your ensemble down a whole other path. This combo is probably exactly what you're looking for as a guy in his fifties.

Favorite

Unfavorite

Clear Sunglasses Light Blue Chambray Dress Shirt White Pocket Square Navy and White Horizontal Striped Tie Navy and Green Plaid Blazer Dark Green Print Waistcoat Silver Watch Olive Cargo Pants Tan Canvas Briefcase Beige Suede Brogues

A navy and green plaid blazer and olive cargo pants are essential in any guy's functional casual closet. Complement this outfit with dress shoes for a touch of refinement. Dressing inspiration like this will help you stay amazingly stylish even after 50.

Favorite

Unfavorite

Navy Sunglasses Navy Crew-neck Sweater Navy Bomber Jacket Black Leather Gloves Blue Jeans Dark Brown Leather Derby Shoes

A navy bomber jacket and blue jeans are among the fundamental elements in any modern gent's functional casual sartorial arsenal. Add a pair of dress shoes to the mix to jazz things up. This outfit is your answer to the question of how to dress appropriately for your age as you pass the big 5-0.