During her glitzy comeback to the limelight, Kimberly Guilfoyle went to the 2025 Wags to Riches Gala, which was held at the private club of former President Donald Trump in Palm Beach, Florida.
The well-known charity function, which raised money for animal welfare, was one of her first significant public appearances since her split from Donald Trump Jr.
The recently appointed American ambassador to Greece, a former Fox News host, looked stunning in a black mermaid-style gown that accentuated her sleek figure.
A satin bow at the waist gracefully divided the dress’s dramatic plunging lace bodice and feather-detailed skirt. The already striking ensemble gained additional flair from matching shoulder embellishments.
Guilfoyle accessorized the ensemble with silver-toned pieces, such as a lariat-style necklace, drop earrings, and a glittering bracelet.
Celebrity makeup artist Austin Ryde created a glam look for her by skillfully styling her long brunette hair into soft waves that framed her smoky eye makeup and nude glossy lips. Fashion designer Oscar Lopez, who collaborates with other conservative public figures like Lara Trump, styled the entire ensemble.
A New Chapter After Divorce
Guilfoyle’s engagement to Donald Trump Jr. was called off months prior to the gala appearance. The political figure’s style has changed significantly since the split.
Guilfoyle, who was once often spotted wearing patriotic red and blue colors while she was with Trump Jr., now prefers a chic black-and-white color scheme, which many see as a new phase of her personal development.
Her appearance has also changed slightly, according to observers, and some have speculated online that she may have used weight-loss medications like Ozempic. One user commented, “Ozempic,” beneath images of the event posted on X. Every affluent MAGA woman makes use of it. The majority of responses were positive, despite the odd critical remark.
She now looks much better! “Good for her,” one user commented. “Thank God, she appears to be in much better health. Another said, “She was going to die because she was with Jr.
Behind-the-scenes tension
Guilfoyle’s style had previously caused friction during her relationship with Trump Jr., according to sources People cited. According to an insider, he would frequently remark on her wardrobe selections, claiming that she looked “too uptight” and “overly professional.”
“Don Jr. has been telling people for months that Kim is so stiff and never looks relaxed or casual; she always dresses so professionally in these kinds of dresses and high heels,” the source claimed. “They even told her to get rid of the tight dresses.”
According to reports, these comments were made shortly before Trump Jr. and Florida socialite Bettina Anderson were spotted on vacation in Italy.
Days after the public found out about the couple’s broken engagement, they took a romantic vacation. Even though he was still publicly engaged to Guilfoyle, the two had been seen kissing in Palm Beach earlier in September 2024, marking the beginning of their relationship.
Even after her high-profile engagement ended, Guilfoyle is still deeply ingrained in the social and political elite. She continues to be influential in conservative circles, as evidenced by President Trump’s recent appointment of her as U.S. Ambassador to Greece.
