![White Dress Shirt with Grey Plaid Waistcoat Chill Weather Outfits After 40: Putting together a grey plaid waistcoat with a white dress shirt is an on-point choice for a dapper and classy look. Dress down this look by rocking a pair of black suede monks. This getup demonstrates that figuring out how to dress stylishly as an over-40 guy is quite manageable.](https://cdn.lookastic.com/looks/overcoat-waistcoat-dress-shirt-large-78214.jpg)
![Navy Overcoat](https://cdn.lookastic.com/navy-overcoat-original-426870.jpg)
![Grey Plaid Wool Waistcoat](https://cdn.lookastic.com/grey-plaid-wool-waistcoat-original-659472.jpg)
![White Dress Shirt](https://cdn.lookastic.com/white-dress-shirt-original-355266.jpg)
![Grey Plaid Wool Dress Pants](https://cdn.lookastic.com/grey-plaid-wool-dress-pants-original-482604.jpg)
![Black Suede Monks](https://cdn.lookastic.com/black-suede-monks-original-11346386.jpg)
![Dark Brown Leather Tote Bag](https://cdn.lookastic.com/dark-brown-leather-tote-bag-original-8625952.jpg)
Putting together a grey plaid waistcoat with a white dress shirt is an on-point choice for a dapper and classy look. Dress down this look by rocking a pair of black suede monks. This getup demonstrates that figuring out how to dress stylishly as an over-40 guy is quite manageable.