Oprah Winfrey and Stedman Graham
Oprah Winfrey and Stedman Graham started dating in 1986, around the same time that the Oprah Winfrey Show was born. In 1992, Stedman proposed to Oprah because “it was time.” And Oprah only said, “That’s great.” But the wedding never happened. And when they were asked about it in 2016, Oprah said that the subject just never came up again.
