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

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

Talia LakritzJul 19, 2024, 03:27 IST

Donald Trump Jr. and Kimberly Guilfoyle are outspoken supporters of former President Donald Trump.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.

Once called "the prom king and queen of MAGA land," Donald Trump Jr. and Kimberly Guilfoyle bolstered Donald Trump's 2024 presidential run with primetime addresses at the Republican National Convention on Wednesday.

The couple, who began dating in 2018, confirmed their engagement in 2022.

Here's a timeline of their relationship.

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

Donald Trump Jr. and Vanessa Trump (left) with Kimberly Guilfoyle (second from right) at an event in New York City.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).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 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 Guilfoyle at a rally.Bob Levey/Getty Images for Left/Right TV
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June 2018: Guilfoyle accompanied Trump Jr. to the Montana Republican Convention.

Kimberly Guilfoyle in Montana.Win McNamee/Getty Images

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.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 Sen. Jon Tester.

Donald Trump Jr. and Kimberly Guilfoyle at a campaign rally for Montana Senate candidate Matt Rosendale.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 at lighting of the National Christmas Tree.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 at New York Fashion Week.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 at a Trump rally.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 at the University of Florida.Paul Hennessy/SOPA Images/LightRocket via Getty Images

November 2019: Trump Jr. and Guilfoyle were asked about their marriage plans during a joint appearance on "The View."

Donald Trump Jr. and Kimberly Guilfoyle on "The View."Lou Rocco/ABC via Getty Images
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August 2020: Trump Jr. watched Guilfoyle record her heated speech for the Republican National Convention.

Donald Trump Jr. watched Kimberly Guilfoyle at the Republican National Convention in 2020.Chip Somodevilla/Getty Images

August 2020: They kissed onstage at a rally in Coplay, Pennsylvania.

Donald Trump Jr. and Kimberly Guilfoyle at a Sportsmen for Trump event.Preston Ehrler/SOPA Images/LightRocket via Getty Images
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October 2020: Guilfoyle joined Trump Jr. for a signing of his self-published book, "Liberal Privilege."

Donald Trump Jr. and Kimberly Guilfoyle at a book signing to promote his book "Liberal Privilege."Lokman Vural Elibol/Anadolu Agency via Getty Images

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
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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

January 2021: Trump Jr. and Guilfoyle skipped President Joe Biden's inauguration and began looking for homes in Florida.

Donald Trump Jr. and Kimberly Guilfoyle exit Air Force One.Noam Galai/Getty Images
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February 2021: Guilfoyle introduced Trump Jr.'s address at the Conservative Political Action Conference.

Donald Trump Jr. and Kimberly Guilfoyle at CPAC.Joe Raedle/Getty Images

March 2021: As their search for a Florida property continued, Trump Jr. and Guilfoyle sold their house in the Hamptons for $8 million.

Donald Trump Jr. and Kimberly Guilfoyle's former home in the Hamptons.Rise Media
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April 2021: The couple purchased a $9.7 million home in the gated Admirals Cove neighborhood of Jupiter, Florida, about 20 minutes from Mar-a-Lago.

Donald Trump Jr and Kimberly Guilfoyle at Mar-a-Lago.NICHOLAS KAMM/AFP via Getty Images

January 2022: Guilfoyle posted a photo with Trump Jr. where she appeared to be wearing a diamond ring on her left ring finger, sparking reports that the two had gotten engaged.

A close-up of Kimberly Guilfoyle's engagement ring.Celal Gunes/Anadolu Agency via Getty Images
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February 2022: Guilfoyle confirmed their engagement in an Instagram post calling Trump Jr. her fiancé.

Kimberly Guilfoyle and Donald Trump Jr. at CPAC.Octavio Jones/Reuters

November 2022: Guilfoyle and Trump Jr. attended Trump's 2024 campaign launch event.

Kimberly Guilfoyle with members of the Trump family.Joe Raedle/Getty Images
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December 2022: In an interview with Metropolitan Palm Beach magazine, Guilfoyle said she is "very traditional" in her relationship with Trump Jr.

Kimberly Guilfoyle and Donald Trump Jr. at CPAC.Lev Radin/Pacific Press/LightRocket via Getty Images

November 2023: Trump Jr. and Guilfoyle hit the campaign trail for Trump, appearing at a rally in Hialeah, Florida.

Donald Trump Jr. and Kimberly Guilfoyle at a rally in Florida.Jabin Botsford/The Washington Post via Getty Images
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July 2024: Trump Jr. and Guilfoyle both spoke on the third night of the Republican National Convention.

Kimberly Guilfoyle and Donald Trump Jr. at the Republican National Convention.Chip Somodevilla/Getty Images
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