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Are Donald Trump Jr. and Kimberly Guilfoyle About to Pull an Ariana Grande-Pete Davidson?

  • November 7, 2019
  • News
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Update: Kimberly Guilfoyle confirmed her departure from Fox News on Twitter Tuesday morning. She also confirmed that she is indeed joining Don Jr. on the campaign trail, assuming a Vice Chairwoman position for America First. 

It’s not often that we compare liberal-minded Saturday Night Live stars to Donald Trump Jr., but when we do, you know it’s for good reason.

Trump Jr.—whose wife and the mother of his five children, Vanessa, filed for divorce this past March—wasted no time diving into the dating pool. By May, the 40-year-old was reportedly dating 49-year-old Fox News co-host Kimberly Guilfoyle.


As per a tweet from Vanity Fair correspondent Gabriel Sherman, Don Jr.’s girlfriend of mere months is leaving her post at Fox News.

Huffington Post‘s Yashar Ali also reports that Guilfoyle’s exit wasn’t voluntary, per three sources familiar with the matter, though her camp denies that was the case. 

Additional sources have corroborated that Guilfoyle’s departure from the network signals that she will soon join her beau on Trump’s campaign trail.

According to The Hill, it is likely Guilfoyle will join a pro-Trump super PAC called America First.

If this were a Meghan Markle-Prince Harry situation (à la The Tig, which Meghan shuttered prior to her engagement annoucnement), we’d be like, “Ah, he must’ve proposed,” and honestly our thoughts this time around aren’t all too different.

I mean, joining the family business … That’s pretty death-do-us-part-y, no?

Not to mention, in a radio interview with conservative outlet Breitbart, Guilfoyle said she “finally got it right this time” in reference to Jr., seeming to allude to previous short-lived marriages to California Lieutenant governor Gavin Newsom and interior designer Eric Villency.

RELATED: There’s Another Love Triangle in the White House—Here’s What You Need to Know

In the case that Don Jr. does fall to one business suit-clad knee, he’d be laying claim to the celebrity relationship trend of 2018: the lightning-fast engagement. Pete and Ariana did it; Hailey and Justin did it; will Kimberly and Don Jr. make three … ?

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