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

Easy to slip on and style with a black slip dress or knit tank dress, these versatile shoes play off the '90s ... us at least one iteration of a ballet flat over the years, firmly planting the ...

Pair them with baggy jeans and a beige coat like Holmes did or wear them with a tonal dress. Shop more red velvet flats inspired Holmes’s unfussy-yet-festive shoes.