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Trump ODay Not An Isolated Incident

[Blind Gossip] You may have read by now that Donald Trump Jr. had an affair with singer Aubrey O’Day of Danity Kane while she was filming Celebrity Apprentice.

You might think that was an isolated incident. It was not.

There was another female celebrity who had a similar experience with him during the years he was filming Apprentice.

He told her that his marriage was in trouble and that he was essentially a free agent. He really pursued her. He told her that she was beautiful and smart and that was a rare combination. She was flattered. She said he was very kind and generous with her. When I asked her how far things had gone, she just smiled and said, “Pretty far!” so I don’t know if they were in love or just fooling around.

This “affair” did not occur during the same season as the Aubrey O’Day affair.

Vanessa Trump recently filed for divorce from Don Jr.

Similar: Trump Having An Affair With Back Door Woman

Celebrity:

[Optional] You must have dinner with one member of the Trump family. Who would you select and why? Please keep your comments civil.

Reader Interactions

Comments

  3. No idea for the other affair. Not surprised at Aubrey; very opportunistic chick. If I had to have dinner with a Trump, it would be Melania. She could use the laughs.

  5. Hmmm… Star Jones? Victoria Gotti? lol
    Probably Brandi Glanville, she’s thirsty enough to do it

  8. No idea on the celebrity.

    The only Trump family member I’d have dinner with is Melania. She seems so over her husband! Lol!

  11. No idea as I never watched the apprentice after the first few shows.

    I’d go wth Baron or Tiffany. Love to hear their take on the world.

  13. Cindy Lauper?

    Actually Hope D, the Playboy Playmate I would guess.

    I would like to dine with Baron Trump (is that the son’s name?). He appears lonely and certainly neglected by his father. He honestly would be the most interesting and genuine of the bunch.

  18. Celebrity: Natalie Gulbis

    [Optional] You must have dinner with one member of the Trump family. Who would you select and why? Melania so I could get all the tea on the rest of the family.

  20. Barron. He’s at a fun age, and I don’t think he’s been destroyed yet.

    I hope not, anyway.

    • I think you’re onto something with Claudia. The other person who immediately came to mind is Dayanara Mendoza

  22. Apprentice affair— Omorossa. Dinner with a Trump— Melanie. I would like her beauty tips

  23. Celebrity: Carrie Keagan. The Carrie woman kind of gives Aubrey vibes and he seems to have a type.

    [Optional] You must have dinner with one member of the Trump family. Who would you select and why?

    I haven’t had a dinner with a baby before but I’m certain all the little ones would be nice dinner mates. Certainly better than the adults.

  24. Don’t know who the celebrity hook up is?

    Tiffany Trump would be the only tolerable member of that family. Raised by her mom and not in the gilded Trump tower. She seems sweet and down to earth. Good for her. If she is a DL bad girl, she’s astute enough to keep it private.

    • Brande Roderick is another possibility, I’m actually leaning more toward this one.

  26. Maybe Brande Roderick?

    I’d go to dinner with Barron Trump. lol Maybe I could see first hand if there’s anything to these autism rumors. Also, since he’s young, he would be more genuine and real than the rest, where you’d just be dining with their “brand”.

  27. Celebrity: ?

    Optional: Ugh. I’d pick Eric. Although the conversation would likely not be very stimulating, he seems least likely to have an agenda.

  28. Celebrity: Brandi Glanville

    [Optional] You must have dinner with one member of the Trump family. Who would you select and why?: Tiffany Trump, because her mom Marla Maples , has tales to tell.

  29. I’m going with Natalie Gulbis. She was 26 at the time of taping, is drop dead goregous, and is DJTJrs type (tall, blonde, & skinny). She also spoke at the RNC in 2016 in support of DJT.

  32. Omarosa.

    I’d go with Ivana. As long as she is Ivanka’s mother, she will be part of the family. I’ll bet she’d be a lot more willing to speak honestly about that family than anyone in the inner circle.

    If not her, Barron. Kids are candid…

  33. No idea about the celeb, but I’d love to have lunch with Trump’s sister. As a seated federal judge, her opinion on his current legal woes would be fascinating!

  34. Shouldn’t this be a solved blind? There was a blind for someone waiting to file for divorce and it was obvi someone in the Trump family.

  35. I’ll say Jennie Finch. She seems like his type.

    I’d have dinner with The Donald himself. That would be one entertaining dinner! For better or for worse…he’s going to endure throughout history.

  36. People guessing Brande Roderick obviously don’t know her. No chance in hell that she would an affair with son or father.

  37. I’d have dinner with The Donald just to confirm my suspicion that he holds his knife with a fist and chews with his mouth open

  38. Hope Dworaczyk (for sure his “type”)

    I’m gonna pass on dinner with any of that family.