Princess Stéphanie of Monaco
In the '80s and early '90s, Princess Stéphanie straddled the worlds of celebrity and royalty. This was only fitting since she's the youngest child born to Monaco's ruling monarch Prince Rainier III and Hollywood legend Grace Kelly. After Princess Grace was killed in a car accident in 1982, Stéphanie—who was a passenger in the car—struggled to move on.
She eventually worked as a model, was romantically linked to actor Rob Lowe and became a European pop star. When she appeared on The Oprah Show in 1991, Princess Stéphanie was promoting her album Stéphanie which had already sold 5 million copies in Europe. She explained that one song, "Born Blue," was about the sadness of growing up royal. "Why shouldn't I be allowed to be happy and even have fun?" she says. "It's a cry saying, 'When I cry, my tears are real. I hurt the same way; I laugh the same way. It's not fair to treat me any different.'"