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Donald Trump Jr. May Have Just Confirmed the End of His Engagement to Kimberly Guilfoyle

Kristyn Burtt
3 min read
Donald Trump Jr. May Have Just Confirmed the End of His Engagement to Kimberly Guilfoyle
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There have been rumors swirling on the internet that Donald Trump Jr. and Kimberly Guilfoyle ended their engagement, but the couple never made an official announcement. However, Donald Trump’s oldest son may have confirmed the news by stepping out with a new woman, socialite Bettina Anderson, 37.

Donald Jr. and Anderson were spotted cozying uptown together at a brunch on Aug 17 in Palm Beach — and it reportedly isn’t that big of a secret in the gossipy parts of town. “She seemed totally smitten with Don – and he with her,” an eyewitness told the Daily Mail. “They looked totally relaxed, she wearing a white shirt tied off to show her midriff and wide-leg pants, he in shorts and a t-shirt.” A second source added, “They were definitely on a date. They weren’t exactly making out, but the kisses were romantic, and you could tell they were intimate with each other.”

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Bettina Anderson attends the David Yurman and W host an In-Store Shopping Event benefiting The Paradise Fund at the Palm Beach Gardens Mall on March 11, 2014 in Palm Beach, Florida.  (Photo by Larry Marano/Getty Images for David Yerman)
Bettina Anderson attends the David Yurman and W host an In-Store Shopping Event benefiting The Paradise Fund at the Palm Beach Gardens Mall on March 11, 2014 in Palm Beach, Florida.

What makes the timing very curious is the fact that Donald Jr. was last seen with Guilfoyle on Aug. 18 for the MAGA Boat Parade in Palm Beach County — just one day apart. Anderson was also in attendance at a Trump family gathering that also occurred in August with even Donald Jr.’s ex-wife, Vanessa Trump, present. The Daily Mail noted, “The only person who seemed to be missing from the family affair was Kimberly Guilfoyle, 55, his fiancée of four years.”

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The last major appearance of the duo on Donald Jr.’s Instagram page is on April 24 when they were celebrating their anniversary. “Happy 6 year anniversary @kimberlyguilfoyle thanks for always being there no matter what the haters are throwing our way. I love you,” he wrote in the caption. The last post Guilfoyle shared with Donald Jr. was on Aug. 20 when she shared a TikTok from the boat parade, but they were standing apart and not together throughout the clip.

With rumors that Donald Jr. cheated on Vanessa during their marriage with Danity Kane singer Aubrey O’Day, a third source claimed that Guilfoyle was “caught off guard” by the recent allegations with Anderson. “Kimberly either didn’t know about Bettina – or didn’t want to know. Did she hear whispers that Don Jr. was fooling around with someone else? Probably,” they divulged. “She’s no fool but it’s easy to deceive yourself when you’re so committed to someone and believe he’s committed to you.”

With the 2024 presidential election just around the corner, Guilfoyle is dedicated to getting Donald Trump back into the White House. It’s unclear whether the infidelity rumors will derail her political track or her relationship with Donald Jr.

Before you go, click here to see the best presidential love stories in U.S. history.

Barack Obama Michelle Obama Ronald Nancy Reagan Best Presidential Love Stories in U.S. History
Barack Obama Michelle Obama Ronald Nancy Reagan Best Presidential Love Stories in U.S. History

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