After a source told People that Donald Trump Jr. complained about his former fiancée Kimberly Guilfoyle’s style, some of her more questionable style choices have resurfaced on social media.
While Kimberly, 55, is most often photographed wearing plunging red and blue dresses, in the past, she’s worn more avant-garde ensembles.
On social media, some people have questioned Kimberly’s style choices during her years in the public eye.
A source recently told People that President-elect Donald Trump’s son Don Jr., 46, complained about Kimberly’s fashion sense before he was spotted with his new love interest, Palm Beach socialite Bettina Anderson, 38.
Earlier this week, DailyMail.com exclusively revealed that Don Jr. and Kimberly officially called off their engagement after she was ‘blindsided’ by photos of her fiancé cozying up to Bettina.
Now, an insider told People that ‘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.’
Kimberly is now Trump’s pick for US ambassador to Greece, which would see her attending high-profile events in her signature skintight dresses.
From completely sheer bodices to heavily fringed minidresses, FEMAIL is looking at some of the TV news personality’s most shocking outfits.
After a source told People that Donald Trump Jr. complained about his former fiancée Kimberly Guilfoyle’s style, some of her more questionable style choices have resurfaced on social media
An insider told People that ‘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’
Kimberly often wears skintight, dated dresses paired with designer heels and accessories for photo ops
The former prosecutor famously transformed her aesthetic after leaving her first husband, California Governor Gavin Newsom, who she divorced in 2006.
When the UC Davis grad was married to the Democratic politician, she was seen in more casual clothing.
Since linking up with the Trump family, she has received attention on social media for her flashy ensembles.
Writer Paul Rudnick takes particular joy in poking fun at her outfits, sharing one hot take on X (previously Twitter) in December 2022.
In the photo in front of a Bass Pro Shops step and repeat, Kimberly wore a red sequined long sleeve gown with a cut-out revealing her breasts.
Paul joked that the red gown appeared to be designed by ‘Ivanka in one of her moods, a bitter Project Runway reject, whoever created Melania’s Xmas décor,’ or ‘Don Jr using an Etch-a-Sketch.’
His followers agreed, with one calling the shorn gown ‘a wardrobe malfunction just waiting to happen.’
Another tweeted, ‘With all that money and so many designers… She still chooses to look so classless, cheap and inappropriate.’
One person said it looked like a cat with sharp claws had gotten involved with the gown.
In the photo in front of a Bass Pro Shops step and repeat, Kimberly wore a red sequined long sleeve gown with a cut-out revealing her breasts, narrowly avoiding a wardrobe malfunction
One of her most infamous outfits was the completely sheer black gown she famously wore in February for A Golden Evening for a Golden President at Mar-a-Lago
‘The Highlighter that finally got its wish to become a real girl,’ one person on social media joked about Kimberly’s neon pink number
Paul also shared pictures of Kimberly wearing a heavily-embellished, sheer neon yellow number, and compared it to ‘a curtain in a massage parlor’ and ‘Miss Boca Raton Sassy Senior.’
‘The Highlighter that finally got its wish to become a real girl,’ a follower joked back.
Another said the neon dress looked like ‘a candle that was lit and left burning overnight.’
One of her most infamous outfits was the completely sheer black gown she wore in February for A Golden Evening for a Golden President at Mar-a-Lago.
Many critics on social media found the glittering gown offensive, with one tweeting, ‘There were little kids running around that place. It was grossly inappropriate, but no one ever said these people had manners.’
Other notable moments include going out in Nashville while wearing a heavily fringed beige minidress with matching knee-high boots and sitting front row at the Zang Toi show during New York Fashion Week with enormous butterflies on her shoulders.
