Zimbio, in photo: Oprah Winfrey, Stedman Graham
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1986 - Present

Oprah and Stedman have been together since 1986, and they were engaged in 1992, but they never followed through with the ceremony. The media have kept a close watch on their relationship, in part since they have never married, and it's even been rumored that Oprah is homosexual and the relationship is a sham, though Oprah has denied this claim.