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Kimberly Guilfoyle teases new romance with snap of Valentine’s bouquet after Donald Trump Jr. split

Kimberly Guilfoyle teased a new romance on Valentine’s Day after her bombshell split from ex-fiancé Donald Trump Jr.

The TV personality flaunted a bouquet of red roses that were held together with a heart-adorned bow via her Instagram Story on Friday.

While Guilfoyle didn’t provide further context to the photo aside from a gif of red hearts, she later slipped into a mini silver dress for a night out.

Kimberly Guilfoyle seemingly soft-launched a new romance on Valentine’s Day. Kimberly Guilfoyle/Instagram
The TV personality shared a bouquet of roses via her Instagram Story Friday. Kimberly Guilfoyle/Instagram

Reps for the former prosecutor weren’t immediately available to Page Six for comment.

Page Six broke the news in December that Guilfoyle, 55, and Don. Jr., who started dating in 2018, had parted ways after nearly seven years together and four years engaged.

We were told the exes were on shaky grounds for some time and weren’t “getting along over the past year.”

In December 2024, Page Six revealed that she split from Donald Trump Jr. AFP via Getty Images
At the time, we were told they weren’t “getting along over the past year.” LightRocket via Getty Images

“They get argumentative at Mar-a-Lago in front of people. Nothing crazy, but you know when a couple is fighting. They bicker in public,” an insider told us.

At the time, Page Six also confirmed that Don. Jr., 47, had quickly moved on with Bettina Anderson, a Palm Beach socialite, after they were photographed several times together.

“Bettina and Don have been together for a few months, and are super cute and happy together. It’s just a natural fit — everyone is happy for them!” we were told last December.

“They bicker in public,” a source told us. David Wallace/The Republic / USA TODAY NETWORK via Imagn Images
The businessman has since started dating Bettina Anderson. Getty Images for Fanatics

Days after news of their romance broke, Anderson and the businessman were spotted enjoying a getaway to Venice, Italy.

Anderson was also Don. Jr.’s plus one to Christmas dinner at Mar-a-Lago with President Donald Trump.

In January, an insider told Page Six that the couple were also “essentially living together” at Anderson’s Palm Beach, Fla., townhouse.

When news broke that Don. Jr. and Guilfoyle had split, he was already dating Bettina Anderson. Getty Images
We’re told the two are “super cute and happy together.” Getty Images

Despite calling it quits, Don. Jr. and Guilfoyle have remained on good terms and the latter even wished her ex a happy birthday with a sweet tribute post in January.

Guilfoyle, who was also appointed to be the ambassador to Greece, also attended Trump’s inauguration weekend in Washington, DC., on Jan. 20.

Page Six was told Guilfoyle “has every intention of maintaining a relationship” with Don. Jr. despite their split.

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