The Fashion Risk I’m Glad I Took
Stilettos were the norm for this self-proclaimed girlie girl. “I wasn’t comfortable unless I was in heels, a formfitting dress, and dramatic makeup,” says the creative director of a men’s clothing company. That all changed the day the 36-year-old fell in love with a pair of very unfeminine oxford flats. Since then Simone has picked up four more menswear styles and insists that she has never felt sexier: “I like the idea of wearing something ‘borrowed from his closet.’ ”
To buy: The Generic Man canvas oxfords. Milly blouse. Banana Republic trousers. Timex watch. Nugaard Design bracelet.