Polo with Derby Shoes Smart Casual Warm Weather Outfits After 40

Favorite

Unfavorite

Clear Sunglasses Violet Polo White Harrington Jacket Olive Chinos White Canvas Derby Shoes

Get into zen mode in this comfortable pairing of a polo and olive chinos. Play down the casualness of this look by sporting derby shoes. With a look like this, any middle-aged gent is bound to put most 20-somethings to shame.

Favorite

Unfavorite

Clear Sunglasses Dark Brown Polo Brown Suede Blazer Charcoal Jeans Burgundy Leather Derby Shoes

If you enjoy functional looks, team a polo with charcoal jeans. Follow the classic route with footwear by slipping into derby shoes. Classic combos like this are worth having in your wardrobe at any age.

Favorite

Unfavorite

Silver Sunglasses Blue Bandana Dark Brown Polo Blue Shirt Jacket Brown Bracelet Khaki Chinos Light Blue Socks Brown Leather Derby Shoes

This combo of a polo and khaki chinos looks amazing and makes you look instantly cooler. A trendy pair of derby shoes is an easy way to power up your outfit. This is a good illustration of how to dress stylishly and look age-appropriate.

Favorite

Unfavorite

Black Sunglasses Beige Polo Burgundy V-neck Sweater Silver Watch Dark Brown Dress Pants Burgundy Socks Black Leather Derby Shoes

This combination of a polo and dark brown dress pants might pack a punch, but it's super easy to pull together. A trendy pair of derby shoes is an effortless way to bring an extra touch of style to your ensemble. When it comes to dressing ideas for 40-year-old gents, this look is perfect.

Favorite

Unfavorite

Black Sunglasses Beige Polo Burgundy V-neck Sweater Silver Watch Burgundy Socks Black Leather Derby Shoes Grey Dress Pants

For an ensemble that's truly wow-worthy, choose a polo and grey dress pants. Wondering how to finish your outfit? Wear a pair of derby shoes to amp up the style factor. This outfit is probably exactly what you've been looking for as a 40-year-old gent.