![Grey Wool Dress Pants with Black Leather Oxford Shoes Dressy Fall Outfits After 50: For an ensemble that's nothing less than Kingsman-worthy, consider pairing a grey plaid wool blazer with grey wool dress pants. Black leather oxford shoes will infuse a touch of sophistication into an otherwise too-common outfit. This getup is an excellent pick when it comes to a neat look that will take you from summer to fall. So if you're looking for dressing tips for middle-aged men, this pairing is perfect.](https://cdn.lookastic.com/looks/blazer-waistcoat-dress-shirt-large-45242.jpg)
![Grey Plaid Wool Blazer](https://cdn.lookastic.com/grey-plaid-wool-blazer-original-440988.jpg)
![Grey Plaid Wool Waistcoat](https://cdn.lookastic.com/grey-plaid-wool-waistcoat-original-659472.jpg)
![Light Blue Vertical Striped Dress Shirt](https://cdn.lookastic.com/light-blue-vertical-striped-dress-shirt-original-2899279.jpg)
![Grey Wool Dress Pants](https://cdn.lookastic.com/grey-wool-dress-pants-original-482616.jpg)
![Black Chunky Leather Oxford Shoes](https://cdn.lookastic.com/black-chunky-leather-oxford-shoes-original-11658892.jpg)
![Charcoal Paisley Tie](https://cdn.lookastic.com/charcoal-paisley-tie-original-11349143.jpg)
For an ensemble that's nothing less than Kingsman-worthy, consider pairing a grey plaid wool blazer with grey wool dress pants. Black leather oxford shoes will infuse a touch of sophistication into an otherwise too-common outfit. This getup is an excellent pick when it comes to a neat look that will take you from summer to fall. So if you're looking for dressing tips for middle-aged men, this pairing is perfect.