Looking for something more comfortable and relaxed than a hard-bottom loafer or wingtip, but dressier than a sneaker? Try a pair of leather driving shoes.
I don’t have a car here in the city, so for me these are walking shoes – and they are one of the most comfortable pairs I own, including my collection of sneakers.
The best part, of course, is their versatility. In a sleek leather, these driving mocs are the perfect high/low combination that can have you ready for just about anything. They can quickly dress up a casual look, or dress down a formal look.
Here are three examples.
1. Sharp Weekend
I wore this late afternoon bar hoping with some friends. You never know what’s going to happen…if it runs late in NYC some “fancy” places look down on sneakers, so the drivers keep your options open.
The shoes here make this casual look borderline dressy.
When looking at drivers, make sure the lining (preferably leather) is smooth and the insole is firmly set in place – you’ll be wearing them without socks and you don’t want rubbing or slipping.
Use a slim rugby as a sweater and layer it over a short-sleeve button-down shirt. It’s easier and more comfortable than having 2 bunchy sleeves.
- Brown leather drivers by Botticelli
- White s/s button-down shirt by American Apparel
- Slim washed denim jeans by Polo Ralph Lauren
- Watch by Montblanc Timewalker Automatic (42mm)
- Striped rugby shirt by Michael Bastian
- Nato Striped grosgrain watch strap by Corvus