![Brown Shorts with Black Leather Derby Shoes Smart Casual Outfits In Their 20s: A grey short sleeve shirt and brown shorts matched together are a smart match. With footwear, go for something on the dressier end of the spectrum with a pair of black leather derby shoes. As you're heading into your 30s, you probably want to start dressing more like a mature gentleman. That's when combinations like this are a life saver.](https://cdn.lookastic.com/looks/short-sleeve-shirt-shorts-derby-shoes-large-103671.jpg)
![Grey Short Sleeve Shirt](https://cdn.lookastic.com/grey-short-sleeve-shirt-original-368424.jpg)
![Brown Shorts](https://cdn.lookastic.com/brown-shorts-original-485928.jpg)
![Black Chunky Leather Derby Shoes](https://cdn.lookastic.com/black-chunky-leather-derby-shoes-original-11529327.jpg)
![Black Embellished Leather Belt](https://cdn.lookastic.com/black-embellished-leather-belt-original-11512547.jpg)
![Silver Watch](https://cdn.lookastic.com/silver-watch-original-9550590.jpg)
![Black Socks](https://cdn.lookastic.com/black-socks-original-605268.jpg)
A grey short sleeve shirt and brown shorts matched together are a smart match. With footwear, go for something on the dressier end of the spectrum with a pair of black leather derby shoes. As you're heading into your 30s, you probably want to start dressing more like a mature gentleman. That's when combinations like this are a life saver.