Donald Trump Jr. Seen Holding Hands with Bettina Anderson Amid Engagement to Kimberly Guilfoyle
Photo: SHANNON STAPLETON/POOL/AFP via Getty; John Parra/Getty; Donald Kravitz/WireImage
Donald Trump Jr., 46, raised eyebrows after being spotted hand-in-hand with Florida socialite Bettina Anderson during a nighttime outing in Palm Beach, Florida. The sighting has ignited speculation about his relationship with longtime fiancée Kimberly Guilfoyle, 55, as reports circulate about the couple spending increasing time apart.
On Monday, December 9, Trump Jr. and Anderson were photographed together, enjoying a stroll before celebrating Anderson’s birthday at Buccan, a popular upscale restaurant in Palm Beach. According to the Daily Mail, the pair spent nearly two hours at the trendy spot, further fueling rumors about their relationship. Neither Trump Jr. nor Anderson has commented on the outing or the speculation it has triggered.
Trump Jr.’s engagement to Kimberly Guilfoyle dates back to 2020 after the two began dating in 2018. The couple became a fixture both socially and on the campaign trail, frequently appearing at political events and rallying together for Trump Sr.’s presidential campaigns.
Guilfoyle has spoken openly about their bond in past interviews, often praising their partnership. In 2021, she described their relationship as one built on deep mutual respect. “We really are a team. We support each other, we’re best friends. I feel blessed to be a part of it,” she said at the time.
She echoed similar sentiments in 2022, highlighting her pride in supporting Trump Jr. and their shared life. “I love taking care of Don, the way I saw my mother lovingly take care of my father,” Guilfoyle explained. “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 family’s laundry, and caring for our home.”
Despite their public expressions of unity, insiders have hinted at signs of distance between the two. Reports suggest Trump Jr. has been spending time more independently, with one source describing him as having a tendency to “come and go as he pleases,” including his recent outings with Anderson, reported People magazine.
The Palm Beach sighting has sparked a wave of speculation, particularly among social media users, about the status of Trump Jr.’s engagement with Guilfoyle. While neither party has addressed the rumors, the optics of Trump Jr.’s public appearance with Anderson continue to raise questions about their relationship.
For now, the nature of Trump Jr.’s connection with Anderson remains unclear, but the outing marks a notable moment for a pair that once presented a united front both personally and politically.
