![Charcoal Dress Pants with Dress Shirt Dressy Winter Outfits For Men After 50: This is solid proof that a dress shirt and charcoal dress pants look awesome if you wear them together in a polished getup for today's guy. Finish off this outfit with a pair of olive suede derby shoes to spice things up. We love how ideal this ensemble is to keep you comfy and stylish when the cold days hit. So if you're searching for style tips on what to wear in your fifties, this pairing is a good example.](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)
This is solid proof that a dress shirt and charcoal dress pants look awesome if you wear them together in a polished getup for today's guy. Finish off this outfit with a pair of olive suede derby shoes to spice things up. We love how ideal this ensemble is to keep you comfy and stylish when the cold days hit. So if you're searching for style tips on what to wear in your fifties, this pairing is a good example.