The origins of the first five-toed "barefoot shoe"
Five Fingers were the brainchild of Italian designer Robert Fliri. Fliri first had the concept of a foot glove "barefoot shoe" in 1999. He had been spending a good deal of time outdoors, periodically taking off his shoes. It was from these experiences that he conceptualized the foot glove, remarking that, "We have five toes: when they can move and grasp the ground independently, and when you can really sense the surface under your feet, your body is able to do what it is designed for by nature. That is a powerful feeling."
Despite the intuitive power of barefootedness, Robert Fliri's concept of a five-toed foot glove languished until a fortuitous meeting with Marco Bramani, the grandson of Vitale Bramani — the founder of the Italian company Vibram (pronounced "Vee-brum"). As the legend goes, Bramani believed that "Five Fingers" (So named for the Italian word for "fingers" being the same as that for "toes") might make a novel choice of footwear for use on sailboats or in other activities that required greater ground-feel. Bramani brought Fliri into Vibram to develop Vibram Five Fingers.
I don't know if that is proper footwear for a man. I'll have to ask Bubba.