Talk show legend Oprah Winfrey has been in a romantic relationship with Stedman Graham — an American businessman, educator, author and global lecturer — for nearly four decades.

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.

Oprah Winfrey and Stedman Graham have been together for nearly 36 years. Here's a timeline of their relationship. Áine Cain,Max Kalnitz,Talia Lakritz January 29, 2022 at 1:03 PM ...

Oprah Winfrey and Stedman Graham have been a quiet power couple for nearly four decades. The two have been together since 1986, and were even briefly engaged in 1992, but never walked down the aisle.

Oprah Winfrey and her longtime partner Stedman Graham have figured out the key to maintaining their decades-spanning relationship—and it has a lot to do with […] ‘You Are Not Perfect ...

Listen up lovers! Stedman Graham is out here dropping relationships jewels and we’re very impressed with his love wisdom. While promoting his new book, Identity Leadership: To Lead Others You ...

1986: Oprah Winfrey and Stedman Graham meet and begin dating Winfrey recounted her relationship with Graham in a personal essay she wrote for O magazine, now Oprah Daily, in January 2020.

TV show host and millionaire, Oprah Winfrey, on why she will never marry boyfriend of 27 years, Stedman Graham | Australian Women's Weekly content brought to you by Now to Love ...

*Star Magazine had Oprah Winfrey and Stedman Graham on its front page over the weekend with the headline “Dream Wedding! Celebrating 30 Years of Love.” Only problem…it wasn’t true.

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 ...