![Dark Brown Casual Boots with Denim Shirt Smart Casual Winter Outfits For Men After 50: For an ensemble that's super straightforward but can be modified in a myriad of different ways, consider wearing a denim shirt and blue jeans. A good pair of dark brown casual boots is the most effective way to give an extra dose of polish to your outfit. While it can be a bit nerve-racking and time consuming to look stylish on extra cold days, it's outfits like this that prove it's totally possible. All in all, a good example of smart casual fashion for gents in their fifties.](https://cdn.lookastic.com/looks/duffle-coat-shawl-cardigan-denim-shirt-large-58062.jpg)
![Red Duffle Coat](https://cdn.lookastic.com/red-duffle-coat-original-2396499.jpg)
![Dark Brown Shawl Cardigan](https://cdn.lookastic.com/dark-brown-shawl-cardigan-original-2472135.jpg)
![Blue Denim Shirt](https://cdn.lookastic.com/blue-denim-shirt-original-2767407.jpg)
![Blue Jeans](https://cdn.lookastic.com/blue-jeans-original-468792.jpg)
![Tobacco Leather Casual Boots](https://cdn.lookastic.com/tobacco-leather-casual-boots-original-11313211.jpg)
![Tan Canvas Backpack](https://cdn.lookastic.com/tan-canvas-backpack-original-8068231.jpg)
For an ensemble that's super straightforward but can be modified in a myriad of different ways, consider wearing a denim shirt and blue jeans. A good pair of dark brown casual boots is the most effective way to give an extra dose of polish to your outfit. While it can be a bit nerve-racking and time consuming to look stylish on extra cold days, it's outfits like this that prove it's totally possible. All in all, a good example of smart casual fashion for gents in their fifties.