![White and Navy Gingham Dress Shirt with Black Blazer Outfits For Men After 40: For an effortlessly classic getup, reach for a black blazer and a white and navy gingham dress shirt — these two items fit beautifully together. Spice up your getup with a classier kind of footwear, like this pair of tobacco leather derby shoes. This look is ideal for middle-aged guys.](https://cdn.lookastic.com/looks/blazer-sweater-vest-dress-shirt-large-64796.jpg)
![Black Blazer](https://cdn.lookastic.com/black-blazer-original-438804.jpg)
![Hot Pink Sweater Vest](https://cdn.lookastic.com/hot-pink-sweater-vest-original-11485468.jpg)
![White and Navy Gingham Dress Shirt](https://cdn.lookastic.com/white-and-navy-gingham-dress-shirt-original-2951303.jpg)
![Navy Jeans](https://cdn.lookastic.com/navy-jeans-original-468486.jpg)
![Tobacco Leather Derby Shoes](https://cdn.lookastic.com/tobacco-leather-derby-shoes-original-2415687.jpg)
![Multi colored Print Pocket Square](https://cdn.lookastic.com/multi-colored-print-pocket-square-original-4159831.jpg)
For an effortlessly classic getup, reach for a black blazer and a white and navy gingham dress shirt — these two items fit beautifully together. Spice up your getup with a classier kind of footwear, like this pair of tobacco leather derby shoes. This look is ideal for middle-aged guys.