Does Donald Trump Jr.’s Ex Kimberly Guilfoyle Have a New Boo?
The U.S. ambassador to Greece seems to have received a special gift before V-Day.
Photo Illustration by Victoria Sunday/The Daily Best/Getty Images
It’s a tale of two Valentines.
Bettina Anderson, Donald Trump Jr.’s new girlfriend, posted a photo last week of what appeared to be a roughly $1,000 caviar set. It was unclear who purchased the gift, but it was seemingly meant to be enjoyed by Trump Jr.’s side.
“Ready for Valentine’s Day,” she wrote, alongside an emoji of two champagne glasses clinking.
Not one to be outdone, Kimberly Guilfoyle—Trump Jr.’s recent ex—posted a photo to her Instagram Stories this week showing an extravagant bouquet of pink roses she received from... well, it’s not entirely clear.
“Thank you,” the new U.S. Ambassador to Greece captioned the post, along with two pink heart emojis.
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Per The Daily Mail, the roses were from Boutique Royal, a luxury flower shop in Miami, that retail for $250. A quick scroll through the shop’s website suggests that Guilfoyle’s bouquet was one of the shop’s more affordable offerings, as some of their floral arrangements cost almost $4,000.
The Mail also identified Anderson’s haul as the Grand Caviar Tasting Set from Portage Foods.
Donald Trump Jr. and Bettina Anderson attend Michael Rubin's 2025 Fanatics Super Bowl Party at The Sugar Mill on February 08, 2025 in New Orleans, Louisiana.
Kevin Mazur/Getty Images for Fanatics
A Palm Beach socialite, Anderson was first spotted in the Trump entourage at the Republican National Convention in July, where she was pictured sitting behind Trump Jr. and Guilfoyle. A few months later, The Daily Mail published a doozy of a report claiming that the pair were spotted canoodling in Palm Beach. In one December outing, they were photographed holding hands.
Although Trump Jr. never officially confirmed his split with Guilfoyle, the first son told Page Six in a statement that the two would “never stop caring for each other” and would “always keep a special bond.”
“I could not be more proud of her and the important role she’ll continue to play in my father’s administration,” he continued referring to Guilfoyle’s ambassadorship to Greece.
He and Anderson then proceeded to hard-launch their relationship in January, attending several of his father’s inaugural festivities hand-in-hand.
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