Donald Trump Jr.’s choice to end his engagement with Kimberly Guilfoyle may be associated with her numerous cosmetic procedures. This conjecture stems from the visible alterations in her appearance over time, as illustrated in various photographs. Observers have noted the significant changes in her features, which some believe could have led to strains in their relationship. Although the precise reasons for their split remain undisclosed, these images appear to highlight a considerable evolution in her aesthetic preferences, prompting further conversation among onlookers.
Everyone should be reminded that it is perfectly acceptable to politely decline requests, and Kimberly Guilfoyle should have exercised her right to do so after an unflattering candid photo surfaced online, showcasing her face in a less than flattering manner. Hair stylist April Burkes shared a carousel of images on Instagram from her time in Washington D.C. during Donald Trump’s inauguration. However, among the more than a dozen photos, which included images of the inauguration programs, a headshot of JD Vance, and delightful table snacks, there was an outdoor selfie with Guilfoyle that made the former fiancé of Donald Trump Jr. appear as if Burkes had stumbled upon a wax figure of her likeness in a park.
According to her Instagram page, Burkes owns Skylin Hair Studio in North Carolina. While it remains unclear why she was invited to the inauguration, she did caption the post featuring Guilfoyle with, “Had us a fun lil girls trip.” Given the context of the other images, it seems that Burkes may not have a personal connection with Guilfoyle and instead simply happened to pass by her and request a photo. It is evident that Guilfoyle enjoys being the center of attention.I recently observed that Kimberly Guilfoyle was spotted at her most recent event. The new Ambassador to Greece has a long-standing history of fashion flux, and it seems unlikely that Guilfoyle would not bring some form of eye-catching attire to Washington D.C. The images do not fully capture her entire outfit, but it is known that Guilfoyle has been adjusting the length of her dress, possibly to attract the attention of Donald Trump Jr., who is clearly preoccupied with his youthful new partner.
Regarding cosmetic procedures, Guilfoyle has been avoiding plastic surgery rumors for years, especially since she entered the public eye while dating Donald Trump Jr. Additionally, it does not help that she often appears to enhance her makeup to counterbalance the work she has had done, consistently adding to a list of embellishing makeup elements that have gradually become the norm rather than exceptions. Burke’s unfiltered photo did not reveal Guilfoyle’s foundation, but the absence of any digital filter and the light makeup job did wonders to highlight the quality of her cosmetic work. Nevertheless, one thing we can always rely on is Guilfoyle’s thick, well-defined eyebrows, which are prominently displayed. It is reassuring to know that some aspects remain unchanged.
Kimberly Guilfoyle’s Most Iconic Outfits Ever
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Over the years, Kimberly Guilfoyle has undergone a significant style transformation and has made several fashion statements along the way. When Guilfoyle was introduced to the public through GQ in 2004, her profile resembled that of one of America’s most sophisticated figures.Guilfoyle’s marriage to Newsom was short-lived, and she later secured a co-hosting position as one of the panelists on the Fox News program “The Five,” beginning a relationship with Donald Trump Jr. in 2018. Notably, one of her preferred designers since entering the Trump sphere has been Chiara Boni. Boni does not typically request public figures to refrain from wearing her clothing based on their political views; however, she did express to BoF that she identifies as “liberal.” Stylist Lauren Rothman notes that women like Guilfoyle are attracted to Boni’s garments due to their flattering tailoring. Many of her designs are also vibrant and monochromatic, making them photogenic. They are safe choices that do not reveal much skin, which is a style Guilfoyle often embraced during her time in the fashion industry.
Guilfoyle modeled while attending law school, stating to People in 2014, “It ended up being a great way to pay for it.” One of her roles involved posing in lingerie for Victoria’s Secret. Although she does not publicly wear anything as revealing these days, there have still been complaints regarding her outfits being inappropriately revealing. The sequins on Kimberly Guilfoyle’s Balmain mini dress sparkled under the bright lights of the Admirals Cove Street Fair, yet they appeared somewhat out of place. In December 2023, Guilfoyle attended the Jupiter, Florida carnival with Donald Trump Jr. She later shared details of her outfit on Instagram, revealing that her platform sandals with towering heels were Louboutins. She appeared more ready for a night out than eager to ride the Ferris wheel with her partner.Guilfoyle also shared photos on Facebook, where some noted fashion critics commented on her choice of attire for the event. “At least Don Jr. knows what is appropriate to wear when interacting with the kids,” one user remarked. “The higher she gets, the longer her skirts become,” another added.
Short skirts have been a staple of Guilfoyle’s wardrobe on Fox News. According to The Washington Post, it was no coincidence that she often positioned herself where viewers could get a clear view of her legs on “The Five.” Two sources recalled former Fox News CEO Roger Ailes observing a segment of her show and stating, “There’s Kimberly, doing her job.”
When attending events where cameras are sure to be flashing, it is generally advisable to select fabrics that are not sheer. Actress Kristen Bell informed People that she has her stylist take snapshots of her outfits before she steps onto the red carpet to ensure they do not become see-through when photographed. Kimberly Guilfoyle could have benefited from this advice during her appearance at Zang Toi’s fall 2019 show during New York Fashion Week. For the event, she wore a fitted black dress adorned with fabric butterflies on the sleeves. The butterflies would have been the focal point of the garment had it not been so sheer. It seems she may have been unaware that bright lighting would render her undergarments visible and the waistband of her shapewear apparent when she chose the dress.
Guilfoyle encountered a similar issue when she attended The New York Society for the Prevention of Cruelty to Children (NYSPCC) Food & Wine event.She donned a striking outfit during a campaign appearance. Kimberly Guilfoyle was expected to assist Arizona congressional hopeful Abe Hamadeh at a political event. However, many attendees seemed more focused on her controversial clothing choice than on the policies being discussed. She wore a little black dress featuring a side slit that extended up to her hip, along with a plunging neckline that revealed considerable cleavage. Perhaps she thought that the sheer mesh inserts covering the two revealing openings added a touch of elegance to the garment. Nonetheless, they did not prevent her from becoming a distraction as she stood on stage behind Hamadeh.
This was Hamadeh’s moment to shine—he had made it to the MAGA spotlight by securing an invitation to speak at Mar-a-Lago. Yet, the fashion critics appeared to be more concerned with Guilfoyle’s perplexing outfit than with the policies he was outlining. It likely didn’t help that Guilfoyle was the focal point of the photo Hamadeh shared on his X account. One observer remarked, “Wow, she’s really putting it all out there.” Another referred to Guilfoyle as “wannabe Elvira.” However, it’s worth giving her some grace—perhaps she is simply trying to maximize the impact of her party dresses, especially since her future husband is anxious about the Trump family’s financial situation. They may all need to consider selling off their wardrobes to assist Donald Trump in addressing his $450 million civil fraud judgment.
