Debbie Harry is probably one of the most iconic Women in Rock of all time. Frontwoman of Blondie, Debbie Harry is known for her bleached blonde hair, ultra tiny shorts, commanding stage presence and sexy voice. Fun facts: before Debbie Harry started Blondie, she was a waitress at Max’s Kansas City and a Playboy Bunny. What’s great about her style is that she made shorts and a t-shirt sexy, she really defined a style of punk that isn’t just studs and torn clothes.