Oprah Winfrey and Stedman Graham Photo Credit: Janet Mayer / PRPhotos.com We know Oprah and Stedman aren’t married but the couple has been rocking since 1986. To be frank, the couple is an honest portrayal of many American relationships (minus the billions, of course) who have been together a long time but have opted for one reason or another to not get married. More celebrity couples who have lasted over 20 years: Blair Underwood and wife Desiree have been married since 1994. Vanessa Bell Calloway and Hubby Anthony Calloway have been going strong since 1988. Holly Robinson Peete and Rodney Peete wed in 1995. D.L. Hughley and his wife wed in 1986. Angela Bassett and Courtney B. Vance wed in 1997. SEE ALSO • Rest In Power: Notable Black Folks Who We’ve Lost In 2025 • The History Of Black Cowboy Fashion • The Top Superfine Looks From the 2025 Met Gala Celebrity Couples We Adore: New Love, Legendary Love & The In-Between 43 photos HEAD BACK TO THE BLACKAMERICAWEB.COM HOMEPAGE