Kimberly Guilfoyle stuns with bold new look after ex Donald Trump Jr complained about her 'uptight' style

'Don Jr has been telling people for months that Kim is so uptight and always dresses so professionally', an insider revealed
UPDATED JAN 12, 2025
Kimberly Guilfoyle shocked social media users with a style transformation that came after her ex Donald Trump Jr complained about her style (Getty Images)
Kimberly Guilfoyle shocked social media users with a style transformation that came after her ex Donald Trump Jr complained about her style (Getty Images)

LOS ANGELES, CALIFORNIA: Kimberly Guilfoyle, 55, has turned heads with a dramatic style transformation that comes after her ex Donald Trump Jr complained about her style, as per insiders.  

The television personality and former prosecutor gave her 1.6 million followers a glimpse of her svelte figure in an Instagram Story, where she promoted Coco Love Water while rocking an outfit that was a stark departure from her signature look.

NEW YORK, NEW YORK - SEPTEMBER 11: Kimberly Guilfoyle attends Taoray Taoray fashion show during New
Kimberly Guilfoyle and Lisa Damiani Hochfelder attend Taoray Taoray fashion show during New York Fashion Week: The Shows at Gallery II at Spring Studios on September 11, 2019, in New York City (Roy Rochlin/Getty Images)

Kimberly Guilfoyle shifts from her signature bodycon dress style 

Donald Trump Jr’s ex previously embraced a patriotic aesthetic, frequently donning red, white, and blue to showcase her love for America.

Most notably, she gravitated toward bold Republican red—a color many liberals shunned after Donald Trump’s victory.

However, recently, instead of her usual patriotic red, white, and blue bodycon dresses, Guilfoyle opted for a cozy, off-the-shoulder white sweater mini-dress.

The chic ensemble highlighted her toned legs and was paired with knee-high white pointy-toed boots.

She captioned the post simply, “Obsessed,” tagging the sustainable coconut water brand and its founders.

(kimberlyguilfoyle/Instagram)
Kimberly Guilfoyle debuted a drastic new look on Instagram, showing her 1.6 million followers her svelte figure  (@kimberlyguilfoyle/Instagram)

The shift in style was notable, as Guilfoyle's choice was far more understated and conservative than the skintight, knee-length dresses she was often seen in during her relationship with Trump Jr.

According to sources, Trump Jr, 46, reportedly expressed displeasure with Guilfoyle's fashion choices long before their highly publicized breakup.

Sources close to the Trump family revealed that Trump Jr found Guilfoyle's professional, form-fitting wardrobe to be too formal and “uptight.”

Donald John Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)
Donald John Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)

"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.

"The tight dresses need to go, and she has been told that."

As per Daily Mail, Guilfoyle has also been at the center of a whirlwind of plastic surgery rumors, with many claiming she looks almost unrecognizable compared to her days as a liberal.

Don Jr finds love with fashion-savvy influencer Bettina Anderson

While Kimberly Guilfoyle seems to have embraced a more casual and contemporary style since their split, Donald Trump Jr has moved on with his new love interest, Bettina Anderson, 38.

Anderson has carved out a niche for herself as a style-savvy Instagram personality with 45,000 followers.

Anderson, a Palm Beach socialite with a flair for fashion, has often been seen wearing matching sets, flirty floral dresses, and designer ensembles.

PALM BEACH, FLORIDA - DECEMBER 15: Bettina Anderson attends
Bettina Anderson attends 'A Retro Chic Afternoon' hosted by FIGUE, at Designer and CEO, Liz Lange's home, celebrating her inaugural collection with the brand and the book, Slim Aarons: Style on December 15, 2021, in Palm Beach, Florida (Rodrigo Varela/Getty Images for FIGUE)

Her posts often highlight her enviable collection of designer outfits.

In her bio, the Floridian cheekily writes, “I’m just your typical stay-at-home mom… only I don’t do household chores… or have a husband… or have kids.”

She has even collaborated with Moda Operandi to curate shopping guides, further cementing her role as a style-savvy influencer.

Kimberly Guilfoyle poses backstage for Zang Toi fashion show during New York Fashion Week: The Shows at Gallery II at Spring Studios on February 13, 2019 in New York City. (Photo by Theo Wargo/Getty Images for NYFW: The Shows)
Kimberly Guilfoyle poses backstage for Zang Toi fashion show during New York Fashion Week: The Shows at Gallery II at Spring Studios on February 13, 2019, in New York City (Theo Wargo/Getty Images for NYFW: The Shows)

Guilfoyle, by contrast, rarely discusses fashion on her Instagram, which focuses more on political content and her support for the MAGA movement.

Amid Guilfoyle's split from Trump Jr, Kimberly was nominated as the US ambassador to Greece by her ex’s father, former President Donald Trump.

Taking to social media, the Trump campaign advisor shared, “I’m ready to serve,” though she noticeably avoided addressing the end of her relationship with Trump Jr.

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