Madonna – 60

Ah, the iconic Queen of Pop, Madonna – whenever you picture her, you are bound to have an image of her with her characteristic blonde mane! However, older generations who witnessed Madonna in her first waves of fame would remember her having not blonde, but brunette locks. Yes, her career has faded quite a bit – but let’s remember the wee-days of Madonna’s iconic career! But here’s the surprise – if you haven’t seen it yet, Madonna is donning a new brunette, short hairstyle! Of course, just like everything that comes from Madonna (style mostly), it is bold!