Kimberly Guilfoyle Is Unrecognizable In Old Modeling Pics Before Rumored Plastic Surgery

Kimberly Guilfoyle has certainly become a staple in the Republican inner circle. Not only is she an outspoken political commentator, but she's definitely a friend of the Trump family. While it seems that her former fiancé Donald Trump Jr. has ditched her for his alleged mistress, she's not going anywhere. Donald Trump has tapped her to be the new U.S. ambassador to Greece. Despite frequently being associated with whichever famous male figure she's dating, she's got quite the interesting résumé. Guilfoyle has been a TV news personality, as well as a prosecutor. Over the years, her career has changed, her famous partners have varied, and even her political views have undergone a transformation. But, it's her physical appearance that may have undergone one of the biggest transformations of all. 

Guilfoyle's aforementioned impressive resume also included modeling. And, her photos from her youth have given us a clue of just how different she looks today. Many folks believe that this is a result of plastic surgery — though Guilfoyle hasn't confirmed or denied this. The Daily Mail interviewed plastic surgeon Dr. Gary Motykie, who was "suspicious" that Guilfoyle "dabbled" in both cheek and lip fillers. The List received similar intel from cosmetic dermatologist Dr. Mariano Busso, who suggested that one of the biggest changes in her appearance is a result of "the increased size of her lips most likely due to the addition of dermal fillers." 

Kimberly Guilfoyle's modeling throwbacks are almost unrecognizable. In 2015, she shared one to Instagram with the caption, "#FlashbackFriday to my modeling days!! Xx #MakingTheCase." In the photo, she's posing with a pouty face and pin-up style clothing, alongside a vintage car. Commenters had plenty to say about the black-and-white shot. "Gorgeous, The complete package," someone said, while another wrote, "You have my heart pounding!" And that's not the only modeling pic she's shared. Guilfoyle posted another image, which resulted in equal amounts of praise. Responses ranged from, "wait, thats you???" to "Omg you are still absolutely gorgeous!"

Since her modeling days, Guilfoyle has been a prosecutor, a Fox News host, and a Democratic mayor's wife when she was married to Gavin Newsom. She's even acted in a movie and written a children's book. While it may not seem like modeling fits into this strangely varied career trajectory, for Guilfoyle, it was the perfect path. 

Ultimately, Kimberly Guilfoyle's modeling days became a stepping stone for her legal dreams. In a 2014 interview with Cosmopolitan, Guilfoyle reflected on her career history and how it helped her meet her goals. "I knew I wanted to go to law school, and I wanted to have the funds to do so, so when I was in college at UC Davis, I had three jobs," she recalled, noting that modeling was one of them. The experience taught her valuable lessons, including how to build her self-esteem and how to really own her "autonomy as a woman."

That wasn't the only time she spoke about the experience, and from the sound of it, she excelled at posing for the camera. While chatting with People that same year, Guilfoyle rattled off her modeling accomplishments: "I modeled everything from clothes, swimwear and lingerie, including Victoria's Secret!" And, if you think she has any second thoughts about her prior gig, think again. Guilfoyle told Cosmo, "I don't have any regrets about all of the jobs in the different fields that I've worked in." No wonder she shared all those throwback pics.

While Kimberly Guilfoyle may be proud of her old modeling pics, they certainly draw attention to her changing appearance. Plenty of people think that she has already taken things way too far with plastic surgery. And, it seems that her face may be changing at an increasingly rapid pace. Fans took particular issue with two events that took place in 2024. In May, she posed to promote her children's book, "The Princess & Her Pup." On one photo promoting her book's release, an Instagram user wrote: "Why did you turn to plastic surgery? You didn't need it!" "STOP Kimberly, you are destroying your looks," someone said on another Instagram post.

In July, Guilfoyle made a speech at the Republican National Convention. Her time on stage got people talking, but likely not for the reasons she wanted. Guilfoyle has been known to take photoshopping her pics too far when she posts on social media. The photos she shares on Instagram still rake in plenty of comments about her possible plastic surgery. Yet, Guilfoyle's Instagram vs reality moment at the 2024 RNC proved that when her face is left unfiltered and unedited, she looks even more plastic surgery-ridden than she does on her Instagram grid. Looking at her younger modeling photos shows that Guilfoyle has changed quite a bit over the years. And, her appearance at the RNC proves that her transformation doesn't look like simple aging: she looks like an entirely different person.

Kimberly Guilfoyle has stirred up quite a bit of conversation about her possible plastic surgery. That doesn't mean, though, that she's the only one in Donald Trump's inner circle who may enjoy a little — or should we say "a lot" of nip and tuck. From Laura Loomer to Matt Gaetz, plenty of people in Trump's world have gotten work done that put them dangerously close to botched territory. Even for folks who don't necessarily look overdone with plastic surgery, like Lara Trump, their younger photos are evidence that there have been some major changes made. If Guilfoyle has gotten plastic surgery, it may have something to do with a trend among her peers.

The trend of Trump cronies getting heavy plastic surgery is so pervasive that The Hollywood Reporter even calls it the "Mar-a-Lago face." It's no secret that many politicians seem to enjoy going under the knife for aesthetic reasons, but that doesn't mean they're all open about it. D.C.-based dermatologist Tina Alster told the outlet, "Some of the Republican operatives have been adamant that I don't take any photos of them and insist on putting their charts under alias names." She added, "I try to book those with Secret Service early before other people arrive, or late, after they leave, and I take great pains to make sure I separate the appointment of Democrats and Republicans by at least an hour.” So, while Guilfoyle's look may be getting some bad press, at least she's in good company.