Kimberly Guilfoyle’s most questionable outfits after Donald Trump Jr. ‘complained about ex-fiancée’s style’
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 in deep red and blue dresses, she has worn more avant-garde ensembles in the past.
On social media, some people have questioned Kimberly’s style choices during her years in the public eye.
A source recently told People that Don Jr., the 46-year-old son of newly elected President Donald Trump, 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, where she would attend high-profile events in her signature figure-hugging dresses.
From completely sheer bodices to fringed mini dresses, FEMAIL takes a look 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 form-fitting, 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, whom she divorced in 2006.
When the UC Davis graduate married the Democratic politician, she was seen in more casual attire.
Since interacting with the Trump family, she has gained attention on social media for her flashy ensembles.
Writer Paul Rudnick takes particular pleasure in poking fun at her outfits, sharing a hot take on X (formerly Twitter) in December 2022.
In the photo for a Bass Pro Shops step and repeat, Kimberly wore a red long-sleeved sequin dress with a cutout that exposed her breasts.
Paul joked that the red dress appeared to be designed by “Ivanka in one of her moods, a bitter Project Runway reject, the one who made Melania’s Christmas decor,” or “Don Jr.” using an Etch-a-Sketch.’
His followers agreed, with one calling the sheared dress “a wardrobe malfunction 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 dress.
In the photo for a Bass Pro Shops step and repeat, Kimberly wore a red long-sleeved sequin dress with a cutout that exposed her breasts, narrowly avoiding a wardrobe malfunction.
One of her most infamous outfits was the completely see-through black dress she wore for A Golden Evening for a Golden President at Mar-a-Lago in February
“The Highlighter who finally got his wish to be a real girl,” someone joked on social media about Kimberly’s neon pink number
Paul also shared photos of Kimberly wearing a heavily embellished, sheer neon yellow number, comparing it to “a massage parlor curtain” and “Miss Boca Raton Sassy Senior.”
“The Highlighter who finally got his wish to become a real girl,” one 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 see-through black dress she wore in February for a golden evening for a golden president at Mar-a-Lago.
Many critics on social media found the glittering dress offensive, with one tweeting: ‘There were little children running around there. It was downright inappropriate, but no one ever said these people had manners.”
Other notable moments include going out in Nashville wearing a heavily fringed beige mini dress and matching knee-high boots and sitting front row at the Zang Toi show during New York Fashion Week with huge butterflies on her shoulders.