Kimberly Guilfoyle, 56, has built a reputation for her high-profile relationships and glamorous public image, but her latest photos on Instagram have once again left social media divided.
The former TV personality and ex-fiancée of Donald Trump Jr. stepped out in a biker-inspired outfit at the U.S. launch of GB News in Washington, D.C.
While some praised her sharp styling, others voiced concern that her cosmetic enhancements may be becoming a bit too much.
Kimberly Guilfoyle’s social media fans are divided over her bold appearance
In her new photos, Guilfoyle posed alongside notable political figures, including Press Secretary Karoline Leavitt and British broadcaster Nigel Farage.
She wore a cropped leather biker jacket with metallic zipper accents over a silky, black long-sleeved top with a choker neckline.
Black pants, smoky eye makeup, and her trademark brunette waves completed the ensemble.
While her outfit exuded some edge, many of the comments she received had little to do with her fashion, according to the Daily Mail.
Netizens immediately called out her facial features, particularly her lips, which some suggested looked overdone.
“Girl, stop with the lips! Nooooo,” one person wrote, while another bluntly added, “Too much lips!”
A more biting remark accused her of having “Mar-a-Lago face,” a phrase often used to describe members of Donald Trump’s inner circle rumored to have had cosmetic surgery.
Still, the criticism was not universal. Numerous netizens also jumped to her defense, with many praising her look.
“Absolutely gorgeous, you’re beautiful,” one supporter commented, while another echoed, “You’re gorgeous, Kimberly!”
Cosmetic speculations surrounding Kimberly Guilfoyle have been around for some time
This was not the first time Guilfoyle’s appearance has sparked conversations about cosmetic procedures.
In April 2024, New York plastic surgeon Dr. Joel Kopelman told the Daily Mail that Guilfoyle may have been using too much Botox, which could sometimes result in an asymmetric look.
He added that while fillers are designed to enhance volume, their overuse can leave the face looking puffy and unnatural.
“Overuse or misplacement of Botox can weaken the wrong muscles, leading to these outcomes of brow ptosis (dropping) and possibly some asymmetry around her mouth.
“Additionally, while fillers can create volume and lift, excessive use can lead to an overfilled or puffy appearance.
“Her cheeks and lips appear to have been augmented significantly, possibly crossing the line into ‘too much,’ which can make the results less natural,” Kopelman explained.
Despite such speculation, Guilfoyle has never publicly confirmed undergoing cosmetic procedures.
The latest backlash resulting from Guilfoyle’s recent Instagram photos coincided with the resurfacing of old photos, which highlighted just how much her style has changed over the decades.
In recent weeks, fans unearthed old photos of Guilfoyle, sparking comparisons with her current appearance.
One early photo showed her with a short haircut, bold brows, and minimal makeup, which gave her a youthful and natural look. Another captured her smiling in an elegant up-do with soft pink lip gloss and understated eye makeup.
For some fans, these images reinforced the idea that she was at her most radiant before apparent cosmetic enhancements became part of her look.
Others argued that her changing appearance simply reflects the natural evolution of style and beauty standards over time.
Kimberly Guilfoyle has become a notable voice among conservatives online
Guilfoyle’s personal life has only added to the fascination. She was previously married to California Governor Gavin Newsom from 2001 to 2006, and later became engaged to Donald Trump Jr. before their split.
Last year, rumors surfaced that Don Jr., 47, had complained about her style, allegedly saying she appeared “uptight” and “too professional.”
“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,” an insider told People magazine.
Soon after, he was photographed with his new partner, Bettina Anderson, 38.
Despite her split with the Trump family, Guilfoyle has remained one of social media’s most notable conservative voices.
Following reports of Charlie Kirk’s injuries at his event at Utah Valley University, she wrote, “Pray with everything you have for Charlie and his family!!” on social media.
When reports of Kirk’s passing emerged, she shared several photos of the slain commentator and shared her condolences for his wife and children.
“I will miss my dear friend, Charlie Kirk. Charlie had such a big heart and a powerful presence. He loved this country, stood for freedom, and inspired so many with his courage and conviction.
“My prayers are with Erika, his two children, and his family. May God surround them with comfort and peace,” Guilfoyle wrote.
Netizens shared their thoughts on Kimberly Guilfoyle’s Instagram photo on social media
