21. Sade (The Smooth Operator)Another lady who wears red lipstick beautifully is the stunning, soulful singer Sade Adu. I’ve always been a fan of her music but until recently I had no idea that she got her degree in fashion design and even had a small men’s fashion company for a while. It’s obvious to me now that her experience with fashion had a big influence on her style. She often wore menswear pieces, making them look just as elegant as her dresses. With her angelic voice, she became one of the most successful British musicians as well as one of the lucky few singers to make the cover of Time. Her international hits include Smooth Operator, Sweetest Taboo, Is It A Crime, and No Ordinary Love. If she still sounds unfamiliar, you’ve probably heard her music playing in an elevator somewhere or at the dentist’s office… but don’t be too quick to dismiss it. It’s still some of the most beautiful music I’ve heard.