![Olive Derby Shoes with Dress Shirt Dressy Winter Outfits After 50: Opt for a dress shirt and grey dress pants and you're bound to make women swoon. Complete your outfit with olive derby shoes to bring a dash of stylish nonchalance to this ensemble. If you're looking to stay warm this winter season and look stylish while doing so, this ensemble is basically an essential. As you can see this outfit is something you can totally wear as a 50-something gent.](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)
Opt for a dress shirt and grey dress pants and you're bound to make women swoon. Complete your outfit with olive derby shoes to bring a dash of stylish nonchalance to this ensemble. If you're looking to stay warm this winter season and look stylish while doing so, this ensemble is basically an essential. As you can see this outfit is something you can totally wear as a 50-something gent.