Janet Jackson – Age 55

Being one of the most iconic musicians in the industry means all eyes are on you. But for Janet Jackson, she doesn’t mind putting her clean face on display, like when she was spotted at a London restaurant in December 2018. The Scream singer feels most beautiful in moments that she shares with her son, Eissa Al Mana.

Many people regard Jackson, sister of the late King of Pop Michael Jackson, as one of the best vocalists out there, so it doesn’t come as a surprise that her belongings were fetched for high prices at a recent auction. Kim Kardashian, for one, bought her attire in the If music video.