![Red Long Sleeve Shirt with Casual Boots Dressy Chill Weather Outfits For Men After 40: This combination of a red long sleeve shirt and black dress pants resonates sophistication and class. A pair of casual boots easily revs up the appeal of your ensemble. This outfit illustrates that as a middle-aged guy, you have a vast array of styling options.](https://cdn.lookastic.com/looks/shawl-cardigan-waistcoat-long-sleeve-shirt-large-35703.jpg)
![Brown Shawl Cardigan](https://cdn.lookastic.com/brown-shawl-cardigan-original-2467527.jpg)
![Brown Wool Waistcoat](https://cdn.lookastic.com/brown-wool-waistcoat-original-657342.jpg)
![Burgundy Plaid Long Sleeve Shirt](https://cdn.lookastic.com/burgundy-plaid-long-sleeve-shirt-original-360150.jpg)
![Black Dress Pants](https://cdn.lookastic.com/black-dress-pants-original-480420.jpg)
![Dark Brown Leather Casual Boots](https://cdn.lookastic.com/dark-brown-leather-casual-boots-original-11313214.jpg)
![Black Leather Watch](https://cdn.lookastic.com/black-leather-watch-original-9558291.jpg)
This combination of a red long sleeve shirt and black dress pants resonates sophistication and class. A pair of casual boots easily revs up the appeal of your ensemble. This outfit illustrates that as a middle-aged guy, you have a vast array of styling options.