Oprah Winfrey and Stedman Graham mark 40 years of partnership

In Chicago, United States, Oprah Winfrey and Stedman Graham were photographed together for the first time in over seven years, celebrating their 40-year relationship. The couple attended an event at Navy Pier, where they posed with celebrity chef Art Smith. Oprah, 72, and Stedman, 75, have been together since 1986, getting engaged in 1992 but later deciding against marriage. Their relationship is marked by a strong bond and mutual support, with both valuing their individuality.

Oprah Winfrey and Stedman Graham mark 40 years of partnership
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Published Aug 11, 2026

Topic overview

Briefly

  • Oprah Winfrey and Stedman Graham were seen together for the first time in over seven years at an event in Chicago.
  • The couple has been together for 40 years and got engaged in 1992 but chose not to marry.
  • Their relationship emphasizes individuality and mutual support, contributing to its lasting nature.

What happened

In Chicago, United States, Oprah Winfrey and Stedman Graham were seen together for the first time in over seven years, celebrating their 40-year relationship. The couple attended an event at Navy Pier, where they posed for photos alongside celebrity chef Art Smith. Oprah, 72, wore a cream-colored cropped blazer with matching trousers, while Stedman, 75, opted for a classic black suit without a tie. Their relationship has been characterized by a strong bond and mutual support, despite not being married. They got engaged in 1992 but called off the engagement the following year, choosing to remain a couple without a traditional marriage. Oprah has expressed that she realized she did not want a marriage but rather wanted to feel valued in their relationship. Stedman has previously commented on the importance of individuality in their relationship, stating that he is dedicated to Oprah's happiness while also finding his own fulfillment. Their enduring partnership has sparked discussions about the nature of commitment and the choices couples make regarding marriage.

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Updated Aug 11, 2026

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