Diana Ross & Tracee Ellis Ross – 40
Diana Ross was well into her singing career at the age of 40. Similar to this, Tracee made a name for herself as an actor and comedian, most notably playing the lead character on Black-ish.
Madonna & Lourdes Leon – 22
Madonna was set to break out as a singer at the age of 22. The Queen of Pop’s daughter with Carlos Leon has spent her entire life mingling with Hollywood’s biggest A-listers, attended the University of Michigan for four years, and has since become a “it girl” in the world of fashion after landing her first significant campaign for Miu Miu.