Madonna
We couldn’t create a list like this without mentioning Madonna! The legendary singer was a style icon in the 1980s, with people trying to replicate her fashionable looks all the time. Her signature teased blonde hair turned heads wherever she went. She would typically accessorize with a scrunchie or bow to complete her looks. It wasn’t the ’80s without over-the-top accessories and teased hair, after all.
Madonna
Anna Wintour
Anna Wintour is famous for her expertise in all things fashion, so it’s no surprise that her hairstyles would be just as stylish as everything else. The Vogue magazine editor-in-chief has had the same exact haircut and hairdo since she was fourteen years old. There’s something inspiring about it if you ask us. Sticking to what you know and love no matter the trends is a bold move. In doing so, she made this cut a trend in itself.
Anna Wintour