Oprah Winfrey – 67, Television Personality

Talk show host and philanthropist Oprah Winfrey are considered by many to be an American icon. Called the Queen of All Media, she is best known for her talk show and made her the first female black billionaire globally. Her signature style of motivational talk has inspired millions, and her ‘Oprah Effect’ made many obscure names like Dr. Phil, Dr. Oz, and Rachel Ray prominent. Her company, the Oprah Winfrey Network, has become her flagship and has made numerous investments in various industries. Oprah’s personal life has been kept private outside of her career, which contrasts with her on-screen presence. What is certain is that Oprah was romantically involved with Stedman Graham.

Although Oprah and Stegman had engagement plans since 1992, they never tied the knot. Oprah said that they never tied the knot because the alternative was that their relationship might not last. Before Graham, romantic links between Oprah and pianist Josh Tesh, critic Roger Ebert, and reporter Lloyd Kramer were abuzz. Today, at age 67, Oprah and Graham have been together for 35 years.