The Unforgettable Outfit Worn by Kimberly Guilfoyle

Kimberly Guilfoyle’s frilly dress a look we hope we won’t see again

At a pre-inauguration celebration for President Donald Trump on January 19, 2025 at the National Building Museum, Kimberly Guilfoyle arrived in a sequin, white column dress with a thigh-high slit and pale blue flapper ruffles that went all the way to the ground. She paired this with a large cross around her neck. Typical of her usual style (what we now refer to as that dreaded “Mar-A-Lago Face”), Guilfoyle wore her long hair parted down the middle in big curls, and rocked heavy, impactful makeup. It was a lot of what we’re used to with her, but with the added style of the flouncy, unexpected flapper dress.

To make things even more awkward, Guilfoyle was the ex-girlfriend at the party. She had previously been engaged to Don Trump, Jr., but that fizzled around the end of 2024. Since their engagement, Don Jr. has started dating socialite Bettina Anderson, who attended the pre-inauguration dinner as well, and looked sleek in a black halter dress. That could not have been an easy or comfortable situation for either party. But Don Jr. and Guilfoyle allegedly had a fairly amicable split; plus, she was made ambassador to Greece in December 2024, so she’s clearly not going anywhere during Trump’s presidency, despite her fizzled relationship with his son. Since she’s not leaving the MAGA circle any time soon, we can only hope that Guilfoyle ditched the frills, flounces, and flapper style soon.