Britney Spears – Age 39

Britney Spears may currently be entangled in her legal conservatorship battle, but she is drop-dead gorgeous nonetheless. Sure, the Princess of Pop has noticeably aged since her Hit Me Baby One More Time days, but she still packs the same allure from before.

When just in the house or running errands, Spears, now 39, skips the glamorous look and chooses to stay au naturel. The Oops!…I Did It Again singer also loves experimenting with beauty trends and resurrecting previous styles, and of late, she rocked pink hair inspired by Sarah Jessica Parker’s Hocus Pocus character.