This is what Kimberly Guilfoyle would look like without her 'MAGA makeover'
This is what Kimberly Guilfoyle would look like without her 'MAGA makeover'

Charl Wright Fri, October 16, 2026 at 3:31 AM UTC
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Kimberly Guilfoyle appearance has changed drastically over the years (Image: LAURENT HOU, Hans Lucas/AFP via Getty Images)
Kimberly Guilfoyle's appearance has undergone significant transformation over the years, with the former Ambassador to Greece now displaying what some describe as a characteristic "Mar-a-Lago face."
When the 57-year-old first entered the political scene in the early 2000s, her look appeared largely natural with minimal cosmetic enhancements. Speculation has mounted that the former Fox News personality - who reportedly maintains a confidential "burn book" - has undergone numerous surgical procedures.
During her marriage to Gavin Newsom from 2001 to 2005, Guilfoyle presented a more natural aesthetic, favoring understated yet elegant makeup and her natural hair without extensions.
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Following their divorce, Guilfoyle went on to wed Eric Villency, an American businessman. It was during this period that observers noticed alterations to her appearance, particularly enhanced lip volume and fuller facial contours.
The most dramatic shift in her look occurred before her relationship with Donald Trump Jr., to whom she was engaged for multiple years, reports the Irish Star.

Kimberly's appearance has changed over the years (Image: WireImage)
Guilfoyle's mid-facial region and lips showed progressively enhanced volume, firmness, and fullness when compared to her naturally slender features from her earlier Fox News tenure, with plastic surgeons suggesting extensive dermal filler treatments as the likely cause.
Additional speculation includes possible rhinoplasty and botulinum toxin injections in her forehead region.
Guilfoyle has not publicly addressed these claims. Throughout this relationship, Guilfoyle began adopting heavier makeup styles, favoring dark eye makeup, bronzed skin, and more defined eyebrows.
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AI shows what Kimberly may have looked like (Image: Getty Images / ChatGPT)
While she had traditionally worn her hair with a side part, during this period she switched to a middle part, a style she maintains to this day.
Following their breakup, she continued evolving her appearance, unveiling a more sculpted facial structure, which observers have speculated could be the result of buccal fat removal or weight loss.
Given how dramatically Guilfoyle's appearance has changed since the 2000s, many have been curious about what she might look like without cosmetic enhancements.
The Express US utilized two AI image generators to create representations of what the mother-of-one might look like without cosmetic procedures, and the outcomes are striking.
In the two images, generated by Microsoft's Copilot and OpenAI's ChatGPT, Guilfoyle appears with a more organic look. Natural aging lines are visible around her eyes, cheeks, and forehead.

AI generated image shows what Kimberly would look like now (Image: Getty Images / Copilot)
She also appears with a more slender facial structure, a stark contrast to the fuller cheeks and lips she currently displays. Additionally, her hair falls just past her collarbones without extensions, contributing to the natural aesthetic.
Lastly, her makeup is significantly more understated than her current signature style, and rather than the dark smoky eyes and full-coverage foundation she now favors, Guilfoyle is shown with subtle eyeshadow, peachy cheeks, and a natural lip color.
Yet, despite widespread speculation about her MAGA WAG transformation, Guilfoyle has never acknowledged undergoing cosmetic surgery, remaining entirely silent on the subject.
Source: “AOL Entertainment”