![White Dress Shirt with Dark Green Wool Blazer Dressy Chill Weather Outfits For Men After 50: A dark green wool blazer and a white dress shirt are absolute staples if you're crafting a semi-casual closet that holds to the highest menswear standards. If in doubt about the footwear, introduce a pair of brown leather brogues to your look. This getup illustrates that figuring out how to dress well as a middle-aged guy is easier than one might think.](https://cdn.lookastic.com/looks/overcoat-blazer-waistcoat-large-78203.jpg)
![Grey Herringbone Overcoat](https://cdn.lookastic.com/grey-herringbone-overcoat-original-430844.jpg)
![Olive Check Wool Blazer](https://cdn.lookastic.com/olive-check-wool-blazer-original-11414380.jpg)
![Tan Waistcoat](https://cdn.lookastic.com/tan-waistcoat-original-656370.jpg)
![White and Blue Gingham Dress Shirt](https://cdn.lookastic.com/white-and-blue-gingham-dress-shirt-original-3055343.jpg)
![Khaki Dress Pants](https://cdn.lookastic.com/khaki-dress-pants-original-4711002.jpg)
![Brown Leather Brogues](https://cdn.lookastic.com/brown-leather-brogues-original-511704.jpg)
A dark green wool blazer and a white dress shirt are absolute staples if you're crafting a semi-casual closet that holds to the highest menswear standards. If in doubt about the footwear, introduce a pair of brown leather brogues to your look. This getup illustrates that figuring out how to dress well as a middle-aged guy is easier than one might think.