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Latest Shocking Entertainment News: Donald Trump Jr. and Bettina Anderson Enjoy Date Night at Florida Gala

Donald Trump Jr. and Bettina Anderson’s latest date night was a star-studded event.

The couple stepped out at the 2025 amfAR Gala in Palm Beach, Florida, on Saturday, March 15. The event — which was hosted by Coco Rocha, featured a performance from Ricky Martin and honored Martha Stewart — raised $3.8 million for amfAR’s HIV research.

While Trump, 47, opted for a simple navy suit and white dress shirt, Anderson, 37, sparkled in a champagne-colored mini dress adorned with scale-shaped sequins. The pair looked loved up while posing for photos together on the red carpet and inside the event.

Trump and Anderson sparked romance rumors in December 2024 after they were spotted holding hands during a Palm Beach outing. Amid the speculation, news broke that Trump ended his engagement to ex Kimberly Guilfoyle.

Kimberly Guilfoyle Attends Inauguration After Donald Trump Jr. Split

“Don and Kimberly broke up before the election and started to divide assets around the end of September,” a source exclusively told Us Weekly in December 2024, noting that it was Trump who pulled the plug on their romance. “The breakup was amicable and so is their relationship today. They just had different goals.”

Trump said he and Guilfoyle, who began dating in 2018, will “never stop caring for each other” in a statement to Page Six at the time, adding, “I could not be more proud of her and the important role she’ll continue to play [as U.S. ambassador to Greece].”

Donald Trump Jr and Bettina Anderson Look Loved Up During Fundraiser Date Night in Florida
Bettina Anderson and Donald Trump Jr. attend amfAR Palm Beach Gala on March 15, 2025. Ryan Emberley/amfAR/Getty Images for amfAR

Another source exclusively told Us that Trump’s relationship with Anderson is “different” from what he shared with Guilfoyle, 56. “When it comes to his relationship with Bettina it’s just about them,” the insider explained in December 2024. “He wants a partner. She doesn’t need anything from him and just wants to be with him.”

Trump and Andersonhave been spotted together more and more over the past several months, from an Italian vacation and Mar-A-Lago holiday dinner in December 2024 to inauguration events for President Donald Trump in January.

A separate source told Us in January that Donald Jr.’s father thinks he and Anderson are a “great match,” sharing, “If he didn’t she wouldn’t be going to the inauguration.”

Last month, Donald Jr. and Anderson were seen getting into the game day spirit at a pre-Super Bowl party in New Orleans. He donned a black long-sleeved shirt and grey pants for the outing, while Anderson sported an all-denim ensemble.

Donald Jr. was previously married to Vanessa Trump from 2005 to 2018. The exes share kids Kai, 17, Donald III, 16, Tristan, 13, Spencer, 12, and Chloe, 10. News broke earlier this month that Vanessa, 47, has been dating pro golfer Tiger Woods for several months.



by Paige Strout

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