Oprah Winfrey & Stedman Graham – $3 Billion
While Oprah Winfrey, the queen of media, has never married, she has been in relationships. Many of which she says shaped her into the strong woman she is today. But one relationship has withstood the test, and that one is with Stedman Graham.
They started dating in 1986, the same year Oprah began working on the Oprah Winfrey Show. They have been engaged since 1992, and while they haven’t married, they are still happily engaged today. Stedman has a net worth of $10 million, which is but a drop in the ocean compared to Oprah’s $3.5 billion.