Donald Trump Jr. has neither publicly confirmed his breakup from longtime fiancée, Kimberly Guilfoyle, nor his new relationship with Palm Beach socialite Bettina Anderson.
But sources close to Trump Jr., 46, and the family of President-elect Donald Trump are opening up to People magazine about the reasons that Trump Jr. became tired of his six-year relationship to Guilfoyle, 55, and began dating the younger Anderson about six months ago, “right under Guilfoyle’s nose,” as the Daily Beast added.
It turns out that Trump Jr. didn’t like Guilfoyle’s “style,” including the “tight dresses,” a political source told People in another report. He felt that the 39-year-old Anderson, with her honey-blonde hair and “Waspy” model looks, would “impress” his father and perhaps make her a more ideal romantic partner.
“Don Jr. has always wanted to look good in his father’s eyes,” the political source told People.
Meanwhile, Trump family members got tired of Guilfoyle’s attention-seeking ways and are happy that the former Fox News host will be leaving their “immediate sphere” to take a job as Trump’s new ambassador to Greece, People reported.
“Kim is not a nice person and always wants the limelight,” a source told People in another report.
The former first lady of San Francisco-turned Trump loyalist couldn’t help but become aware that her fiancée had begun seeing Anderson, 39, after he took the socialite on a trip to Alaska and started to introduce her to family and friends as his new girlfriend, even “when he was still very much with Kim,” People reported.
“For the most part Kim has looked the other way because she loves the power and lifestyle,” the source told People.
When Guilfoyle became Trump Jr.’s girlfriend in 2018, she also became a top campaigner and fundraiser for Trump and one-half of a MAGA power couple. And, as Trump himself said on Truth Social Tuesday, he named her to be U.S. ambassador to Greece in part because he wanted to reward her for being “a close friend and ally.”
But, as many suspected, sending Guilfoyle off to Europe was part of a Trump family plan to “remove her from the picture,” so that Anderson could take her place as Trump Jr.’s new significant other, People reported.
“They are trying to send Kim abroad,” a political insider told People, who added that Anderson also wanted Guilfoyle “out of the area.”
The plan also was for Trump Jr. to wait for the election to pass before letting the public know that he no longer saw a future with Guilfyole and had a new woman in his life — who also happens to be “a big Republican,” People reported. “They didn’t want the split to get in the way of anything to hurt Donald in the election,” the political insider told People.
The U.K. tabloid the Daily Mail on Tuesday confirmed months of speculation that Trump Jr. and Anderson were an item by publishing photos of the two leaving a dinner date in Palm Beach Monday night. Later Tuesday, Trump announced he was nominating Guilfoyle to be the U.S. ambassador to Greece.
For public purposes, Guilfoyle said on social media that she was “honored” to accept the nomination, while Trump Jr. gallantly said on X, “I am so proud of Kimberly. She loves America and she always has wanted to serve the country as an ambassador.”
Trump Jr. and Guilfoyle, the ex-wife of California Gov. Gavin Newsom, began dating in 2018, shortly after Trump Jr.’s first wife, Vanessa, filed for divorce to end their 12-year marriage. Trump Jr. and Vanessa share five children.
Guilfoyle also left her lucrative job at Fox News after she began dating Trump Jr. The New Yorker reported in 2020 that Guilfoyle was effectively forced out of her Fox News job, following a human resources into allegations that she engaged in sexually inappropriate behavior in the workplace.
As a couple, Trump Jr. and Guilfoyle, a former San Francisco prosecutor, became known as “the prom king and queen of MAGA” politics as they campaigned together around the country on his father’s behalf. At donor events, they also were known for alluding to their playful sex life, while Guilfoyle often liked to introduce herself to the crowd — or appear at Trump’s Jan. 6, 2021 rally preceding the violent attack on the U.S. Capitol — doing a sexy dance.
At such events, Trump Jr. appeared to take delight in Guilfoyle’s sexy dances and flamboyant style. But at some point he began to get weary of it, according to the political insider who said that he had started to complain about her “style,” People reported. Others in their “orbit” shared his complaints, according to People.
“Don Jr. has been telling people for months that Kim is so uptight and always dresses so professionally in these kinds of dresses and high heels, and never looks relaxed or casual,” the political source said, while commenting to People on “the optics” of the relationship. “The tight dresses need to go and she has been told that.”
Apparently, Anderson’s more natural, fun-loving style is more to Trump Jr.’s taste these days, especially as he sees that she could become his “own Melania Trump equivalent,” a source told People.
“She is a party girl, and outgoing, and Don is smitten with her,” a Palm Beach source told People.
“Bettina is smart, sexy and savvy and knows it. She likes to have fun,” another source added. “Who knows what, if anything, will come from this.”
