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The Singer And Mr Controversy

[Blind Gossip] Female actresses and singers and models don’t always date within the entertainment industry.

You may have noticed a lot of couples in the past few years involving a female entertainer and a male business executive.

Model Miranda Kerr and Snapchat CEO Even Spiegel are now married.

Tech entrepreneur Elon Musk dated both actress Amber Heard…

 …and had a baby with singer Grimes.

Salma Hayek is married to François-Henri Pinault, the billionaire CEO of Kering. Kering owns luxury brands like Gucci, Yves Saint Laurent and Balenciaga.

You get the point. If you are a business mogul with a hundred million dollars or more in the bank, you too can date a celebrity!

Not every one of those couples goes public, though.

There is a famous young singer/ multi-hyphenate who has dated her share of celebrities over the years. We have talked about her many times. Want to know who she secretly dated?

Of course you do!

He is a wealthy media figure who always seems to be in the middle of one controversy or another. Dating seems to be a cruel sport for him and he is currently under fire for his treatment of women. While Mr. Controversy insists that the encounters were consensual, the details are still disturbing.

Yes, this odd pairing was actually a couple!

They dated a few years ago after she broke up with [Male Singer]. They kept it quiet. Then they hooked up again in the beginning of 2020 for a couple of months. They still text each other and hook up occasionally. It’s not serious. She knows he’s a womanizer and it won’t ever lead to anything.

We do wonder how he treated her during their hookups and whether she experienced anything remotely like the treatment those other women experienced.

If she did, we really hope she will set the bar higher for her next relationship.

Similar: Lurching Towards Engagement

Singer:

Mr. Controversy:

Clues:

[Optional] What do you think of him? Does this relationship surprise you?

Reader Interactions

Comments

  1. leelee24 says

    Ariana Grande and Dave Portnoy. Her choice of boyfriends has always seemed surprising so this one would fit.

  5. Gem216 says

    Singer: Selena Gomez?
    Mr. Controversy: Definitely Dave Portnoy from Barstool sports
    Clues: “Raise the Bar” “cruel sport ” – He owns Barstool Sports
    I think he was set-up by cancel culture. These encounters were consensual in my opinion. He put out a video about the accusations.

  12. sallylalala says

    Womanizer? Is that a clue? So Britney after she split from Timberlake? Not sure who the male is.

  16. thisisannoying says

    Sounds like Simon Cowell and Demi Lovato but I thought BG posted about that before – the male singer part makes me think of Ariana Grande though, I can’t think of a male singer Demi has dated in recent years