![Olive Derby Shoes with Dress Shirt Dressy Cold Weather Outfits After 50: A dress shirt and grey dress pants are a refined getup that every modern guy should have in his arsenal. A pair of olive derby shoes easily dials up the cool of this outfit. This combination is the perfect answer to the question of how to dress appropriately for your age well into your 50s.](https://cdn.lookastic.com/looks/overcoat-blazer-crew-neck-sweater-large-75243.jpg)
![Olive Overcoat](https://cdn.lookastic.com/olive-overcoat-original-429930.jpg)
![Brown Gingham Blazer](https://cdn.lookastic.com/brown-gingham-blazer-original-439101.jpg)
![Dark Green Crew-neck Sweater](https://cdn.lookastic.com/dark-green-crew-neck-sweater-original-5253099.jpg)
![Light Blue Chambray Dress Shirt](https://cdn.lookastic.com/light-blue-chambray-dress-shirt-original-9289105.jpg)
![Grey Dress Pants](https://cdn.lookastic.com/grey-dress-pants-original-482868.jpg)
![Olive Suede Derby Shoes](https://cdn.lookastic.com/olive-suede-derby-shoes-original-2412141.jpg)
A dress shirt and grey dress pants are a refined getup that every modern guy should have in his arsenal. A pair of olive derby shoes easily dials up the cool of this outfit. This combination is the perfect answer to the question of how to dress appropriately for your age well into your 50s.