Kimberly Guilfoyle teases potential new romance as she flaunts Valentine's Day bouquet after Don Jr split

Kimberly Guilfoyle turned heads in a silver dress and flaunted an extravagant bouquet of roses on her Instagram Story on Valentine's Day
PUBLISHED FEB 16, 2025
Kimberly Guilfoyle made headlines this Valentine’s Day by hinting at a possible new romance after splitting from Don Jr (Getty Images)
Kimberly Guilfoyle made headlines this Valentine’s Day by hinting at a possible new romance after splitting from Don Jr (Getty Images)

PALM BEACH, FLORIDA: Kimberly Guilfoyle made waves this Valentine’s Day, hinting at a possible new romance just as her ex, Donald Trump Jr, paraded his new girlfriend, Bettina Anderson, across high-profile events.

The former Fox News host didn’t just let the holiday pass quietly, she made a statement in a silver dress and flaunted a lavish bouquet of roses, setting off a social media spectacle, Daily Mail reported.

(kimberlyguilfoyle/Instagram)
Kimberly Guilfoyle donned a silver revenge dress as she celebrated the day of love (@kimberlyguilfoyle/Instagram)

Kimberly Guilfoyle’s Valentine’s post sparks new romance speculation

Kimberly Guilfoyle took to Instagram Stories to share a stunning arrangement of bright pink roses from Miami luxury florist Le Boutique Royal, a bouquet that retails for about $250.

With a simple yet telling caption, "thank you" accompanied by two pink heart emojis, she left followers speculating about a potential new love interest.

This carefully timed post followed Anderson’s Valentine’s Day flex—an extravagant gift basket filled with romantic goodies, seemingly setting the stage for a silent social showdown.

(kimberlyguilfoyle/Instagram)
Kimberly Guilfoyle showed off a bouquet of roses on her Instagram Stories (@kimberlyguilfoyle/Instagram)

Valentine’s wasn’t the only moment of calculated timing. Days before, Don Jr and Anderson went public at the Super Bowl LIX, attending alongside his children.

The event marked a significant shift in the relationship’s visibility, with Anderson confidently stepping into the spotlight. But Guilfoyle wasn’t far behind—also attending the game, creating a scenario ripe for an awkward ex-encounter.

(Instagram/bettina_anderson)
Don Jr's girlfriend Bettina Anderson also shared a love heart emoji while seemingly on vacation with him (Instagram/bettina_anderson)

Anderson appeared unbothered, taking to Instagram Stories to share a bathroom selfie with a cheeky caption: "Make bathroom selfies great again."

A playful nod to Donald Trump’s famous 'Make America Great Again' slogan, the caption reinforced her growing presence within the Trump orbit.

Don Jr’s new romance causes tension in Trump’s inner circle

While Bettina Anderson is stepping into the role of Don Jr’s leading lady, not everyone in President Trump’s circle is convinced she’s the right fit.

“Allies of the president’s eldest son expressed concerns that Anderson isn’t ‘MAGA enough’ after her previous support for the Black Lives Matter movement and strict Covid rules,” an insider revealed.

Adding to the skepticism, some close to Don Jr have questioned Anderson’s motives, labeling her as a social climber with a “carefree influencer lifestyle.”

 (L-R) Donald Trump Jr. and Bettina Anderson attend 2025 Fanatics Super Bowl Party at The Sugar Mill on February 08, 2025 in New Orleans, Louisiana. (Photo by Anna Webber/Getty Images)
(L-R) Donald Trump Jr and Bettina Anderson attend 2025 Fanatics Super Bowl Party at The Sugar Mill on February 08, 2025 in New Orleans, Louisiana (Anna Webber/Getty Images)

“It’s one thing to worry about Palm Beach shenanigans making a stop at Mar-a-Lago,” a source added. “But to let those problems penetrate the White House is a new level of trouble.”

While Don Jr moves on with Anderson, Guilfoyle isn’t wallowing—she’s leveling up.

Donald John Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)
Donald John Trump Jr and Kimberly Guilfoyle are seen leaving Zuma restaurant on June 12, 2024, in London, England (Justin E Palmer/GC Images)

After their split just before the election, she received a prestigious appointment as the new US Ambassador to Greece, a move that was both a personal and professional win.

“I am so proud of Kimberly,” Don Jr said in a statement on X.



 

He continued, “She loves America and she always has wanted to serve the country as an Ambassador. She will be an amazing leader for America First.”

Even President Donald Trump showered her with praise, calling her “supremely qualified to represent the United States.”

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