Oprah Winfrey and Stedman Graham
In 1986, when Winfrey and Graham began dating, no one could have predicted how wildly successful she would become. The couple has never officially tied the knot, but they’ve stayed together for more than 30 years, in spite of various challenges.
Graham addressed some of those challenges in a 2015 interview on OWN, where he said “I want her to succeed and be as successful as she possibly can, so I encourage that. That’s not always an easy thing to do when you’re a man in a relationship with a very powerful woman.”
