BEDMINSTER, NEW JERSEY - JUNE 13: Kimberly Guilfoyle arrives at Trump National Golf Club before a speech by U.S. President Donald Trump on June 13, 2023 in Bedminster, New Jersey. Earlier in the day, Trump pled not guilty in federal court in Miami on 37 felony charges, including illegally retaining defense secrets and obstructing the government’s efforts to reclaim the classified documents. (Photo by Chip Somodevilla/Getty Images)
Earlier this week, Donald Trump’s oldest son Donald Trump Jr. was seen in photos holding hands with socialite Bettina Anderson in Palm Beach, Florida, in the wake of the now-public news that he and his former fiancé, Kimberly Guilfoyle, have officially broken up.
Trump Jr. and Anderson are suspected to have been dating for six months.
Although Trump Jr. has not mentioned the separation, he has spent the last stretch of their relationship criticizing her style. A political source close to the family revealed 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 tight dresses need to go, and she has been told that.”
Photos of Anderson and Trump Jr. kissing in public surfaced last month.
Anderson has reportedly long been pushing Trump Jr. to find a way to move Guilfoyle “out of the area” so as to allow their own relationship to more fully blossom, but Trump Jr. decided not to make any public shifts until after the election to avoid any negative optics for his father.
On Tuesday, Trump announced that he had picked Guilfoyle to serve in Greece as the U.S. ambassador and Trump Jr. jumped on the opportunity to congratulate Guilfoyle.
He wrote in a post on X, “I am so proud of Kimberly. She loves America and always has wanted to serve the country as an Ambassador. She will be an amazing leader for America First.”
Multiple political sources close to the family have explained that Trump Jr. has been specifically looking for a partner who would channel the energy of his late mother, Ivana Trump, and earn his father’s respect.
Many internet users have pointed out the Oedipal complex at play, as Trump Jr. searches for a woman comparable to his mother in order to fulfill his father’s role.
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