![Olive Derby Shoes with Dress Shirt Dressy Warm Weather Outfits After 50: One of the smartest ways to style out such a timeless menswear piece as a dress shirt is to pair it with grey dress pants. If you need to easily dress down this getup with a pair of shoes, complement this look with a pair of olive derby shoes. This ensemble is most probably exactly what you're looking for as a middle-aged man.](https://cdn.lookastic.com/looks/double-breasted-blazer-dress-shirt-dress-pants-large-42489.jpg)
![Grey Double Breasted Blazer](https://cdn.lookastic.com/grey-double-breasted-blazer-original-2638275.jpg)
![Light Blue Dress Shirt](https://cdn.lookastic.com/light-blue-dress-shirt-original-2899293.jpg)
![Grey Dress Pants](https://cdn.lookastic.com/grey-dress-pants-original-482868.jpg)
![Olive Leather Derby Shoes](https://cdn.lookastic.com/olive-leather-derby-shoes-original-11344579.jpg)
![Dark Green Horizontal Striped Tie](https://cdn.lookastic.com/dark-green-horizontal-striped-tie-original-11343972.jpg)
One of the smartest ways to style out such a timeless menswear piece as a dress shirt is to pair it with grey dress pants. If you need to easily dress down this getup with a pair of shoes, complement this look with a pair of olive derby shoes. This ensemble is most probably exactly what you're looking for as a middle-aged man.