Oprah Winfrey talking to Stedman Graham during an episode of her TV show in 1987. OWN Graham made his first appearance on "The Oprah Winfrey Show" during a viewer Q&A.

Oprah Winfrey and Stedman Graham make their relationship work despite having the largest wealth gap in a celebrity couple in 2025. Here's what to know.

After a couple years of dating, the couple already felt the pressure to take the next step in the relationship. In a rare 1989 appearance on The Oprah Winfrey Show, Graham was asked about tying ...

Stedman Graham is a business executive, author, educator and Oprah Winfrey’s partner of more than 30 years. Graham and Oprah met in 1986 at a charity function and soon took their relationship ...

Kennedy Center honoree Oprah Winfrey and Stedman Graham pose on the red carpet of the Kennedy Center Honors gala on Dec. 5, 2010, in Washington. NICHOLAS KAMM/AFP/Getty Images ...

Oprah Winfrey and Stedman Graham have been an item for more than 30 years, but there’s a very good reason why they’ve remained partners over spouses. In a new Vogue interview, the beloved ...

Stedman Graham and Oprah Winfrey | Daniel Zuchnik/FilmMagic “Anyone who’s ever met him is always amazed by what a genuine gentleman he is. He’s so positive,” Winfrey gushed.

Stedman Graham, boyfriend to Oprah Winfrey since the 1980s, does not appear to be one of these people. Graham, who lives near Ellen DeGeneres in Montecito, California, pays a neighborly visit to ...

Oprah Winfrey won’t be quarantining by herself anymore. Winfrey and Stedman Graham, her longtime partner, reunited under one roof after he self-quarantined himself for 14 days after potentially ...

Oprah Winfrey laughed when Seth Meyers encouraged her to run for president — but even longtime partner Stedman Graham is down for the idea Stephanie Petit is a Royals Editor, Writer and Reporter ...

Stedman Graham and Oprah Winfrey together in 1986. Ron Galella/Ron Galella Collection via Getty Images The businessman married his first wife, Glenda, in 1974, according to the Daily Mail, but the ...

Oprah Winfrey and Stedman Graham began dating in 1986, the same year Winfrey's show debuted. Winfrey and Graham got engaged in 1992 but called the ceremony off the following year.