![Grey Check Blazer with Charcoal Wool Dress Pants Dressy Chill Weather Outfits For Men After 40: Combining a grey check blazer and charcoal wool dress pants is a surefire way to infuse your day-to-day styling arsenal with some masculine sophistication. As for footwear, add dark brown suede chelsea boots to your ensemble. Wondering how to dress your age after 40? This pairing is the perfect answer.](https://cdn.lookastic.com/looks/blazer-waistcoat-dress-shirt-large-35285.jpg)
![Grey Check Wool Blazer](https://cdn.lookastic.com/grey-check-wool-blazer-original-10233285.jpg)
![Dark Brown Wool Waistcoat](https://cdn.lookastic.com/dark-brown-wool-waistcoat-original-2456493.jpg)
![White Check Dress Shirt](https://cdn.lookastic.com/white-check-dress-shirt-original-10166374.jpg)
![Charcoal Wool Dress Pants](https://cdn.lookastic.com/charcoal-wool-dress-pants-original-2163489.jpg)
![Dark Brown Suede Chelsea Boots](https://cdn.lookastic.com/dark-brown-suede-chelsea-boots-original-9659567.jpg)
![Olive Leather Zip Pouch](https://cdn.lookastic.com/olive-leather-zip-pouch-original-11395491.jpg)
Combining a grey check blazer and charcoal wool dress pants is a surefire way to infuse your day-to-day styling arsenal with some masculine sophistication. As for footwear, add dark brown suede chelsea boots to your ensemble. Wondering how to dress your age after 40? This pairing is the perfect answer.