Oprah Winfrey & Stedman Graham – 33 Years Together

Stedman Graham and Oprah Winfrey have been dating since 1986, and although they announced their engagement in 1992, we don’t think we’ll be seeing these two walk down the aisle in the near future. Oprah herself said that she doesn’t have plans of exchanging marital vows anytime soon.

According to Oprah, Graham’s interpretation of being a husband and the meaning of being a wife to her would’ve been quite traditional and she couldn’t have fit into that role. They would only end up not being together if they pursued marriage, so they decided not to go through with it instead. Oprah recently had a voice role in the 2018 movie, Crow: The Legend.