Kimberly Guilfoyle made a glamorous return to the spotlight at Mar-a-Lago, where she attended the 2025 Wags to Riches Gala, hosted at former President Donald Trump’s private club in Palm Beach, Florida.

The high-profile charity event, aimed at raising funds for animal welfare, marked one of her first major public appearances since her breakup with Donald Trump Jr.

The former Fox News host, and newly appointed U.S. Ambassador to Greece, stunned in an elegant black mermaid-style gown that emphasized her sleek silhouette.

The dress featured a dramatic plunging lace bodice and feather-detailed skirt, elegantly separated by a satin bow at the waist. Coordinating shoulder embellishments added extra flair to the already eye-catching ensemble.

Kimberly Guifoyle/instagram
Guilfoyle completed the look with silver-toned accessories, including a glittering bracelet, drop earrings, and a lariat-style necklace.

Her long brunette hair was styled into soft waves that framed her smoky eye makeup and nude glossy lips, a glam look expertly crafted by celebrity makeup artist Austin Ryde. The entire ensemble was styled by fashion designer Oscar Lopez, who also works with other conservative public figures such as Lara Trump.

Kimberly Guifoyle & her son Anthony Villency/instagram
A New Chapter Post-Split
The gala appearance follows months after Guilfoyle’s engagement to Donald Trump Jr. was called off. Since the breakup, the political figure has notably shifted her style.

Once frequently seen in patriotic red and blue hues during her time with Trump Jr., Guilfoyle now favors a sophisticated black-and-white color palette, signaling what many interpret as a fresh personal transformation.

Observers have also noted subtle changes to her appearance, with some speculating online about the use of weight-loss treatments like Ozempic. Beneath photos from the event shared on X, one user wrote, “Ozempic. All the wealthy MAGA women use it.” Despite the occasional critical comment, the majority of reactions were positive.

“She looks a lot better now! Good for her,” wrote one user. “I will say she looks much healthier, thank God. Being with Jr. was going to kill her,” said another.

Tension Behind the Scenes
According to sources cited by People, Guilfoyle’s style had previously been a source of conflict during her relationship with Trump Jr. An insider revealed that he would regularly make comments about her fashion choices, allegedly complaining that she appeared “too uptight” and “overly professional.”

“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,” the source said. “She was even told the tight dresses need to go.”

These remarks reportedly occurred not long before Trump Jr. was seen vacationing in Italy with Florida socialite Bettina Anderson.

Their romantic getaway happened just days after the public learned of the couple’s broken engagement. The two had been spotted earlier in September 2024 sharing a kiss in Palm Beach, signaling the start of their relationship even as he remained publicly engaged to Guilfoyle.

Despite the end of her high-profile engagement, Guilfoyle remains firmly embedded in the political and social elite. Her recent appointment as U.S. Ambassador to Greece by President Trump reflects her continued influence within conservative circles.