Dark Brown Derby Shoes with Shirt Jacket Smart Casual Outfits After 50

Favorite

Unfavorite

Beige Houndstooth Baseball Cap Clear Sunglasses White Crew-neck T-shirt Dark Brown Sweater Vest Dark Brown Corduroy Shirt Jacket Khaki Chinos Dark Brown Socks Dark Brown Chunky Leather Derby Shoes

As you can see, looking seriously stylish doesn't take that much work. Pair a shirt jacket with khaki chinos and be sure you'll look amazing. Finishing off with dark brown derby shoes is the most effective way to give an extra touch of elegance to this look. Ideal to show people that you're old enough and confident enough to make your own sartorial choices.

Favorite

Unfavorite

Clear Sunglasses Black Turtleneck Navy Floral Scarf Navy Shirt Jacket Charcoal Parka Grey Chinos Black Socks Dark Brown Leather Derby Shoes

Marry a shirt jacket with grey chinos if you're aiming for a proper, on-trend getup. Want to break out of the mold? Then why not complete this outfit with dark brown derby shoes? So if you're on the lookout for dressing tips for men in their 50s, this combo is perfect.

Favorite

Unfavorite

Clear Sunglasses Multi colored Print Scarf Grey Canvas Backpack Navy Shirt Jacket White Chinos Light Blue Socks Dark Brown Leather Derby Shoes

So as you can see, looking casually sophisticated doesn't require that much effort. Just wear a shirt jacket and white chinos and you'll look awesome. To give your look a smarter twist, complete this getup with dark brown derby shoes. This combo shows that dressing well as you get older is totally doable.

Favorite

Unfavorite

Clear Sunglasses Light Blue Long Sleeve Shirt Mustard Crew-neck Sweater Dark Brown Leather Watch Dark Brown Wool Shirt Jacket Dark Green Corduroy Chinos Violet Argyle Socks Dark Brown Leather Derby Shoes

Choose a shirt jacket and dark green corduroy chinos if you're aiming for a sleek, dapper ensemble. For something more on the classier side to finish your outfit, add a pair of dark brown derby shoes to this ensemble. Rest assured this outfit is something you can totally wear as an over-50 gentleman.

Favorite

Unfavorite

Clear Sunglasses Light Blue Long Sleeve Shirt Navy Chinos Dark Brown Leather Derby Shoes Navy Shirt Jacket

We love the way this classic and casual combo of a shirt jacket and navy chinos instantly makes any man look on-trend. Take a more polished approach with shoes and introduce dark brown derby shoes to the equation. So if you need outfit inspiration for dressing well into your 50s, this ensemble is perfect.