![Navy Dress Shirt with Shirt Jacket Smart Casual Chill Weather Outfits For Men In Their 30s: This combination of a shirt jacket and a navy dress shirt is a never-failing option when you need to look extra sharp. Serve a little outfit-mixing magic by wearing a pair of dark brown leather casual boots. This pairing demonstrates that figuring out how to dress well as a 30-something man is easier than one might think.](https://cdn.lookastic.com/looks/parka-shirt-jacket-dress-shirt-large-66934.jpg)
![Olive Parka](https://cdn.lookastic.com/olive-parka-original-2593293.jpg)
![Olive Shirt Jacket](https://cdn.lookastic.com/olive-shirt-jacket-original-11480793.jpg)
![Blue Chambray Dress Shirt](https://cdn.lookastic.com/blue-chambray-dress-shirt-original-9287851.jpg)
![Beige Cargo Pants](https://cdn.lookastic.com/beige-cargo-pants-original-1860513.jpg)
![Dark Brown Leather Casual Boots](https://cdn.lookastic.com/dark-brown-leather-casual-boots-original-11313214.jpg)
![Black Tie](https://cdn.lookastic.com/black-tie-original-594864.jpg)
This combination of a shirt jacket and a navy dress shirt is a never-failing option when you need to look extra sharp. Serve a little outfit-mixing magic by wearing a pair of dark brown leather casual boots. This pairing demonstrates that figuring out how to dress well as a 30-something man is easier than one might think.