#18 – Taylor Swift (Then/Now)
Back when she was just a teenage country music singer living in Nashville, Tay’s image wasn’t as fascinating as it is now! On the contrary, her beginnings were pretty awkward! But her success in music had less to do with looks than it did with her talent and passion for music, and those two elements were present since day 1. Of course image is a good ally in showbiz, so soon enough Taylor would start experimenting with her curls, cat eye and different hair lengths and colors to look as naturally chic and sophisticated as she does now.