Life & Career: Oprah said she has zero “regrets” about not starting a family

Oprah and Stedman have an understanding/Ruven Afanador

Oprah has zero regrets on life.

Blog King, Mass Appeal

LOS ANGELES — Despite having no husband and no children, Oprah Winfrey harbors no regrets about how she’s navigated through life. The 65-year-old television tycoon gave an elucidation during a recent chinwag with People Magazine. Oprah, who was once betrothed to longtime inamorato Stedman Graham, said she came awfully close to becoming barefoot and pregnant. She met Stedman, 68, at a charity event in 1986. “At one point in Chicago I had bought an additional apartment because I was thinking, ‘Well, if we get married, I’m going to need room for children,’” she explained.

But, after interviewing a regiment of emotionally-scarred guests on “The Oprah Winfrey Show,” she realized “the depth of responsibility and sacrifice that is actually required to be a mother.” As a corollary, Oprah’s affiance to Stedman was abruptly back-burnered.

“I realized, ‘Whoa, I’m talking to a lot of messed-up people, and they are messed up because they had mothers and fathers who were not aware of how serious that job is,’” Oprah said.

“I don’t have the ability to compartmentalize the way I see other women do. It is why, throughout my years, I have had the highest regard for women who choose to be at home [with] their kids, because I don’t know how you do that all day long. Nobody gives women the credit they deserve.

“I used to think about this all the time, that I was working these 17-hour days, and so were my producers, and then I go home and I have my two dogs and I have Stedman, who’s letting me be who I need to be in the world. He’s never demanding anything from me like, ‘Where’s my breakfast? Where’s my dinner?’ Never any of that, which I believed would have changed had we married.

“Both he and I now say, ‘If we had married, we would not be together.’ No question about it — we would not stay married, because of what that would have meant to him, and I would have had my own ideas about it.”

Hindsight is 20/20.

But, looking back, Oprah said she sauntered the right path.

Besides, she’s found a motherly substitute through her African boarding school.

“I have not had one regret about that,” Oprah reiterated.

“I also believe that part of the reason why I don’t have regrets is because I got to fulfill it in the way that was best for me: the Oprah Winfrey Leadership Academy for Girls in South Africa. Those girls fill that maternal fold that I perhaps would have had. In fact, they overfill — I’m overflowed with maternal.”

Do you agree with Oprah’s choices?

Is Stedman merely a side piece?

Share your thoughts.


  1. He set for life for dicking down a billionaire all the respect in the world

  2. Oprah for President 🇺🇸🇺🇸🇺🇸🇺🇸

  3. Chris Wainwright

    Oprah is a SNAKE and a hypocrite

  4. Oprah is a billionaire, but I would never trade lives with her. A life of shopping and dining with Steadman and Gayle or the happy times that I have with my daughters and grandkids? Hmmm! Not even close!

  5. Stedman is Oprah’s beard, they are probably both gay and only together for appearances.

  6. Oprah likes her freedom

  7. There was talk that she was gay

  8. Jeannettea Crowder

    Oprah and Gayle are lovers.

  9. Fuckery

  10. She isn’t the only one he is having sex with that’s for sure.

  11. This Sun Child

    I like Oprah, but, honestly, what does her private life have to do with anyone else? Focus on your own life and get on with that👍🏾

  12. I don’t trust this Oprah woman at all!

  13. oprah loves her men quiet and she loves to dominate men

  14. Thomas Fletcher

    That’s Oprahs ” I’m not a lesbian” guy ! Did you hear her explanation ?

  15. I think Oprah is a closeted lesbian

  16. Marriage is a hell hole for a man.

  17. cottoncandy691

    Opra wants a WOMAN not a MAN !!
    OPRA and GAYLE ??

  18. Oprah Winfrey is a Goddess..

  19. She is in love with Gayle and tbh i think shes Gay….her relationship with Stedman is so dam fake it isnt funny…Oprah is 100%gay

  20. Stedman doesn’t want to sign her prenuptial agreement what’s mine is mine and what’s yours is mine!!! Woman with power

  21. steadman is a hot guy, not sure what he’s doing with oprah.

  22. Gay as can be fools

  23. If I were Oprah I wouldn’t get married too.

  24. Estella Maldonado

    Come out of the closet already Oprah!!

  25. There were years ago rumors she and Gayle King were an item. Steadman, according to rumor, is a front to cover her and Gayle’e relationship. Personally I think she is a selfish, self centered person and didn’t want to enable him to get access to her money.

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