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  • Donald Trump Jr. and Kimberly Guilfoyle have been called 'the prom king and queen of MAGA land.' Here's a timeline of their relationship.

Donald Trump Jr. and Kimberly Guilfoyle have been called 'the prom king and queen of MAGA land.' Here's a timeline of their relationship.

Talia LakritzFeb 16, 2021, 22:55 IST

Kimberly Guilfoyle and Donald Trump Jr. attend a rally for President Donald Trump in June 2019.Mandel Ngan/Getty Images

  • Donald Trump Jr. and Kimberly Guilfoyle began dating in 2018 and became a GOP power couple.
  • Guilfoyle, a former Fox News host, was a senior Trump campaign advisor and fundraiser.
  • The couple relocated to Florida after President Trump left the White House.

Donald Trump Jr. and Kimberly Guilfoyle ran in similar circles for years, bumping into each other at exclusive events in New York City with their then-spouses.

It wasn't until 2018 that Guilfoyle, a former Fox News host and ardent Trump supporter, began dating the president's oldest son, turning them into the GOP's premier power couple.

"They are like the prom king and queen of MAGA land," a senior Trump advisor told Insider in October.

Here's a timeline of their relationship.

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November 2007: Donald Trump Jr. and Kimberly Guilfoye ran in the same circles before they started dating.

Donald Trump Jr. and Vanessa Trump (left) posed with Kimberly Guilfoyle (second from right) at an event in New York City in November 2007. NEIL RASMUS/Patrick McMullan via Getty Images

June 2008: They posed for another photo with their then spouses at an event in New York City.

Donald Trump Jr. (second from left), Vanessa Trump (middle), Eric Villency (third from left) and Kimberly Guilfoyle (right) in June 2008. Johnny Nunez/WireImage/Getty Images
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May 2018: Three months after Trump Jr.'s wife Vanessa filed for divorce, Page Six reported that he and Kimberly Guilfoyle were dating.

Donald Trump Jr. and Kimberly Guilfoyle. Steven Ferdman/Getty Images, Astrid Stawiarz/Getty Images for Taoray Wang

June 2018: They made their relationship Instagram official.

Donald Trump Jr. and Kimberly Guilfoye donaldjtrumpjr/Instagram
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June 2018: Guilfoyle accompanied Trump Jr. to the Montana Republican Convention, where they posted more Instagram photos together.

Donald Trump Jr. and Kimberly Guilfoyle in Montana. donaldjtrumpjr/Instagram

August 2018: Page Six reported that they had nicknamed each other "Pooh Bear" and "Junior Mint."

Donald Trump Jr. and Kimberly Guilfoyle at a film premiere in August 2018. Shannon Finney/Getty Images
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September 2018: They returned to Montana to campaign for Matt Rosendale, the Republican challenger of incumbent Democratic Senator Jon Tester in the 2018 midterms.

Donald Trump Jr. and Kimberly Guilfoyle at a campaign rally for Montana Senate candidate Matt Rosendale in Bozeman, Montana, in September 2018. William Campbell-Corbis via Getty Images

November 2018: Trump Jr. and Guilfoyle walked arm-in-arm at the National Christmas Tree lighting on the National Mall in Washington, DC.

Donald Trump, Jr. and Kimberly Guilfoyle arrive for the lighting of the National Christmas Tree in November 2018. BRENDAN SMIALOWSKI/AFP via Getty Images
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February 2019: They attended New York Fashion Week together.

Donald Trump Jr. and Kimberly Guilfoyle in February 2019. Theo Wargo/Getty Images for NYFW: The Shows

May 2019: After joining the Trump campaign as a senior advisor in April, Guilfoyle made several appearances at rallies.

Donald Trump Jr. and Kimberly Guilfoyle in May 2019. Tom Williams/CQ Roll Call
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October 2019: Trump Jr. and Guilfoyle embraced onstage while speaking at the University of Florida.

Donald Trump Jr. and Kimberly Guilfoyle speak at the University of Florida in October 2019. Paul Hennessy/SOPA Images/LightRocket via Getty Images

November 2019: Trump Jr. and Guilfoyle appeared together on "The View," where they sparred with the hosts.

Donald Trump Jr. and Kimberly Guilfoyle on "The View" in November 2019. Photo by Lou Rocco/ABC via Getty Images
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July 2020: Guilfoyle tested positive for COVID-19. Trump Jr. tested negative, but canceled scheduled events as a precaution.

Kimberly Guilfoyle speaks at a Make America Great Again campaign rally in Tulsa, Oklahoma, in June 2020. Win McNamee/Getty Images

August 2020: Trump Jr. watched Guilfoyle record her heated speech for the Republican National Convention.

Donald Trump Jr. watches Kimberly Guilfoyle as she pre-records her address to the Republican National Convention in August 2020. Chip Somodevilla/Getty Images
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August 2020: They kissed onstage at a rally in Coplay, Pennsylvania.

Donald Trump Jr, and Kimberly Guilfoyle kiss during the Sportsmen for Trump launch in August 2020. Preston Ehrler/SOPA Images/LightRocket via Getty Images

October 2020: Guilfoyle joined Trump Jr. for a signing of his new, self-published book, "Liberal Privilege."

Donald Trump Jr. and Kimberly Guilfoyle at a book signing to promote his book "Liberal Privilege" in October 2020. Lokman Vural Elibol/Anadolu Agency via Getty Images
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December 2020: Guilfoyle appeared in a Facebook Live video on Trump Jr.'s Facebook page wishing followers a merry Christmas.

Donald Trump Jr. and Kimberly Guilfoyle snap a selfie. Paul Morigi/Getty Images

January 2021: They showed some PDA while campaigning before the Senate runoff in Georgia.

Donald Trump Jr. and Kimberly Guilfoyle campaign in Dalton, Georgia, in January 2021. Alex Wong/Getty Images
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January 2021: Trump Jr. and Guilfoyle skipped President Biden's inauguration and began looking for homes in Florida.

Donald Trump Jr. and Kimberly Guilfoyle exit Air Force One at the Palm Beach International Airport in January 2021. Noam Galai/Getty Images
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