Donald Trump Jr., Who Is Engaged to Kimberly Guilfoyle, Seen Holding Hands with Socialite Bettina Anderson

Trump and Guilfoyle have not publicly called off their engagement, though sources told PEOPLE in September that the couple have allegedly been spending lots of time apart

Photo: SHANNON STAPLETON/POOL/AFP via Getty; John Parra/Getty; Donald Kravitz/WireImage

Donald Trump Jr. stepped out with Florida socialite Bettina Anderson in an apparent display of romance on Monday, Dec. 9, as his relationship status with longtime fiancée Kimberly Guilfoyle remains unclear.

Trump, 46, and Anderson were seen holding hands during a nighttime stroll around Palm Beach, Fla., in photos obtained by Daily Mail. According to the outlet, the pair were celebrating Anderson’s birthday, spending nearly two hours at the popular downtown restaurant Buccan.

While the eldest son of President-elect Donald Trump has not publicly signaled an end to his relationship with Guilfoyle, 55, sources told PEOPLE in September that the pair had allegedly been spending a lot of time apart.

At the time, one source described Trump as more independent than Guilfoyle, coming and going as he pleases and quietly seeing Anderson.

PEOPLE attempted to reach Trump, Anderson and Guilfoyle for comment about the latest relationship reporting.

Donald Trump Jr. and his rumored girlfriend Bettina Anderson.Bonnie Biess/Getty; Alexander Tamargo/Getty

Trump and Guilfoyle, who first began dating in early 2018 after knowing one another for years, got engaged in 2020, but did not publicly reveal the news until two years later.

The couple was frequently seen together, whether on the campaign trail or in Jupiter, Fla., where they live with their blended family.

“We really are a team, we support each other, we’re best friends,” Guilfoyle, who was previously married to California Gov. Gavin Newsom shared during a 2021 appearance on Successful Philanthropy. “We have great conversations and a lot of laughs together. It’s great we have such a strong relationship. It’s never wavered and I really feel blessed to be a part of it.”

Donald Trump and Kimberly Guilfoyle.Kimberly Guilfoyle Instagram

In an interview with Metropolitan Palm Beach magazine in 2022, Guilfoyle elaborated on their relationship, saying, “I love taking care of Don, the way I saw my mother lovingly take care of my father.”

She added, “I go out of my way to make sure he has everything he needs – making coffee in the morning, cooking our favorite meals, doing our families laundry, and caring for our home.”

Additional reporting by
Linda Marx