A Comprehensive Timeline of Donald Trump Jr. and Kimberly Guilfoyle’s Relationship


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The First Family is filled with romantic relationships that often leave the public scratching their heads (Donald and Melania Trump, Ivanka and Jared Kushner) but one newer coupling is especially confounding: Donald Trump’s son Donald Trump Jr. and his current girlfriend, Kimberly Guilfoyle.

Guilfoyle, predictably, is a former Fox News host who started dating Trump Jr. in the spring of 2018 and then left the network a few months later. While Trump Jr. was previously married to Vanessa Trump (the two announced their divorced in early 2018), Guilfoyle was married to California Democratic Governor Gavin Newsom from 2001 to 2006 and then married Eric Villency before divorcing in 2009.

Trump Jr. and Guilfoyle are now a Republican power couple, campaigning and working on behalf of the President and showing off their love on Instagram. Below, a comprehensive timeline of their relationship thus far.

November 2007: While it’s unclear when these two first met, we know they’ve known each other since at least November 2007, as they were pictured together, along with Trump Jr.’s ex-wife Vanessa.

December 2016: When Guilfoyle was seen meeting with the Trump transition team, it was reported that she was being considered for the White House press secretary job. Sean Spicer ended up taking on the role until July 2017.

March 2018: It was announced that Trump Jr. and his wife of twelve years, Vanessa, were getting a divorce.

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Vanessa and Donald Trump Jr. and their daughter in 2017.

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April 2018: It was first reported that Guilfoyle and Trump Jr. were dating after the two were spotted together at a party for President Trump’s new ambassador to Germany and then at a dinner in New York City. While they were spotted in early May, it was reported that they had been dating for a few weeks already.

June 2018: The two went Instagram official with … a photo of them and the band Poison.

June 2018: The new couple went public at the Montana Republican Party’s national convention. They showed some PDA, announced their upcoming vacation, and Trump Jr. gave her a shoutout in his speech.

June 2018: People reported that the two went on their first getaway as a couple, as they went to Montana for a fishing vacation.

August 2018: According to Page Six, Guilfoyle and Trump Jr. developed pet names for each other. Trump Jr.’s? Junior Mint. Guilfoyle’s? Pooh Bear.

September 2018: The two went on the campaign trail together for the midterm elections. According to Women’s Wear Daily, Guilfoyle attended 70 rallies and, at times, would visit six states in a day.

April 2019: Guilfoyle was seen looking at wedding dresses at the Mira Zwillinger bridal fashion runway show. At the show, she said that she was a “super romantic at heart” and said, “I believe in great love, so I always have my heart open and my calendar available.”

April 2019: The two are in contract to buy a $4.5 million, seven-room Hamptons home together. Trump Jr. was officially sold on the place after they decided they would add on a room specifically for his guns, according to the New York Post.

April 2019: Guilfoyle joined the Trump 2020 reelection campaign as a senior advisor. Previous to the new role, she served as the vice chairwoman for America First Action, a pro-Trump super PAC.

This post will continue to be updated.


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