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

"These will add a more relaxed yet professional vibe with the flow of the maxi dresses or skirts," says Dawn. This power shoe and your maxi skirt can also be paired with tights or scrunch socks ...

The best dress sneakers for men are polished, but they also have features like cushioned insoles and molded footbeds that ensure all-day comfort. Our top pick is the Cole Haan 2.ZeroGrand Laser ...

For those of you just tuning in, this is the latest episode of Menswear Trends Live (2025), where the coats are big, the ...

These come in a variety of colors and have such good reviews. Opt for a classic shoe like a round toe ballet flat with bow detail in a neutral color. You can wear these with dresses/skirts ...

For example, dress shoes are generally fine, but comically oversized lug soles are best avoided. The same goes for sneakers: Minimalist kicks are typically good, but bright colors and big logos?