Our tester wore 10 different styles over the course of a few weeks to determine the most comfortable dress shoes for men.

Louis Coraggio, a health coach and the founder of Body Architect and TrampoLEAN, says good workout shoes should feel comfortable right away — they shouldn’t feel as if you have to break them in.

And here’s where it all starts—your shoes. The right pair can make or break your cross training sessions ... thinner socks, like Bombas Men's Running Half Calf Socks can help you squeeze ...

To help you find the perfect fit, we consulted three celebrity and editorial stylists, all with years of experience in the fashion industry, on the best dress shoes for men under $250.