Kimberly Guilfoyle Sparks Super Bowl Drama: Cozy with Kevin Costner While Don Jr. and New Girlfriend Bettina Anderson Steal the Spotlight
The 2025 Super Bowl wasn’t just a showdown between the Kansas City Chiefs and the Philadelphia Eagles—it became the stage for an unexpected and highly publicized reunion between Kimberly Guilfoyle, her ex-fiancé Donald Trump Jr., and his new girlfriend, Bettina Anderson. Fans were left stunned as the former couple navigated the awkward encounter, with Guilfoyle making headlines for her cozy photo with Yellowstone star Kevin Costner.
Kimberly Guilfoyle posed for a cozy snap with Yellowstone actor Kevin Costner during the 2025 Super Bowl – as her ex-fiancé, Don Jr . and his new beau, Bettina Anderson, were also at the venue
It’s unclear exactly who Guilfoyle was rooting for, but red is the signature color of the Kansas City Chiefs, who battled the Philadelphia Eagles for the Lombardi Trophy
But as Guilfoyle posed with Costner, her ex was also at the venue with his new girlfriend, socialite Anderson
The Awkward Run-In: Guilfoyle Meets Don Jr. and Bettina Anderson
Kimberly Guilfoyle, who was engaged to Don Jr. for over six years before their split in late 2024, found herself in an uncomfortable situation when she crossed paths with her ex and his new flame, socialite Bettina Anderson, at the Super Bowl. The tension was palpable, and Guilfoyle’s reaction didn’t go unnoticed.
While Don Jr. and Bettina kept a low profile, Guilfoyle made a splash on social media, sharing a photo with Kevin Costner that quickly went viral. The image, which showed Costner with his arm around Guilfoyle, sparked speculation about their relationship status. Was this a calculated move to steal back the spotlight, or just a friendly photo op? Fans couldn’t help but wonder.
Kevin Costner and Kimberly Guilfoyle: A Strategic Snap?
Dressed in bold red leggings, suede knee-high boots, and a chic cropped black fur jacket, Guilfoyle looked every bit the socialite as she posed with Costner. The actor, known for his role in Yellowstone, kept it casual in khaki pants and a white button-down shirt. The photo, shared on Guilfoyle’s Instagram Story, immediately caught the attention of fans and media alike.
“Kimberly knows how to make a statement,” one fan commented. “That photo with Costner was a power move.”
But the timing of the photo raised eyebrows, as it came just as Don Jr. and Bettina Anderson were making their own splash at the event. Bettina, who shared a cheeky bathroom selfie on Instagram with the caption, “Make bathroom selfies great again,” appeared unfazed by Guilfoyle’s presence.
Don Jr. and Bettina Anderson: A New Chapter
While Guilfoyle was busy mingling with celebrities like Kevin Costner, Pete Davidson, and Jaleel White, Don Jr. and Bettina Anderson were spotted enjoying the game together. Bettina, dressed in a sleek black blazer with nothing underneath, exuded confidence as she shared glimpses of their Super Bowl experience on social media.
The couple’s public debut at the Fanatics Super Bowl Party the night before had already set tongues wagging, but their appearance at the game solidified their status as one of the event’s most talked-about pairs.
The Breakup and Lingering Tensions
Despite their split, Don Jr. and Guilfoyle have maintained a public front of mutual respect. In December 2024, Don Jr. told Page Six:
“Kimberly and I will never stop caring for each other and will always keep a special bond.”
However, sources close to the former couple suggest that the breakup wasn’t as amicable as it seemed. Guilfoyle’s visible discomfort at the Super Bowl and her decision to share a photo with Costner at such a high-profile event have fueled rumors of lingering tensions.
“Kimberly’s photo with Kevin wasn’t just a coincidence,” an insider claimed. “She knew Don Jr. and Bettina would be there, and she wanted to remind everyone that she’s still a force to be reckoned with.”
Donald Trump’s Role: A Family Affair
Adding another layer to the drama, former President Donald Trump was also in attendance, making history as the first sitting U.S. president to attend a Super Bowl. Accompanied by his daughter Ivanka Trump, the elder Trump’s presence only heightened the stakes for the already tense reunion.
Interestingly, Trump recently appointed Guilfoyle as the U.S. Ambassador to Greece, a move that Don Jr. publicly supported despite their breakup.
“I could not be more proud of her and the important role she’ll continue to play in my father’s administration,” Don Jr. said at the time.
But fans couldn’t help but speculate about the dynamics at play. Was this appointment a genuine recognition of Guilfoyle’s talents, or a way to keep her close to the Trump family despite the split?
Taking to her Instagram Stories , Bettina gave a subtle shoutout to her beau Don Jr.’s dad, Donald, as she shared a snap showing off her outfit for the game
His father, Donald, was also in attendance with daughter Ivanka Trump, as he became the first sitting U.S. President to go to a Super Bowl
The Internet Reacts: Fans Take Sides
Social media exploded with reactions to the Super Bowl drama. While some fans praised Guilfoyle for her bold appearance and high-profile connections, others sided with Don Jr. and Bettina, applauding their new relationship.
“Kimberly posing with Kevin Costner? Iconic,” one user tweeted. “She’s showing Don Jr. what he’s missing.”
Meanwhile, others were less sympathetic:
“Don Jr. has moved on, and it’s time for Kimberly to do the same. That photo with Costner felt desperate.”
The Exes Speak Out: Controversial Comments
Adding fuel to the fire, both Guilfoyle and Don Jr. have made cryptic comments about their past relationship in recent interviews. Guilfoyle, when asked about her breakup, said:
“Sometimes, people grow apart. But I’ll always cherish the memories we made together.”
Don Jr., however, took a more pointed approach:
“I’ve learned that not everyone who stands beside you is meant to stay there. Life moves on, and so do I.”
These remarks have only deepened the divide among fans, with some accusing Don Jr. of being dismissive and others criticizing Guilfoyle for clinging to the spotlight.
What’s Next for Kimberly Guilfoyle?
As the dust settles from the Super Bowl drama, one thing is clear: Kimberly Guilfoyle isn’t fading into the background anytime soon. Whether she’s posing with Hollywood stars or navigating her new role as U.S. Ambassador to Greece, Guilfoyle remains a polarizing figure who knows how to keep the spotlight on her.
But with Don Jr. and Bettina Anderson’s relationship gaining traction, the question remains: Can Guilfoyle truly move on, or will the shadow of her past continue to follow her?
Conclusion: A Super Bowl to Remember
The 2025 Super Bowl may have been about football, but for Kimberly Guilfoyle, Don Jr., and Bettina Anderson, it was a stage for personal drama that captivated fans and media alike. From cozy photos with Kevin Costner to cryptic comments about their past, the former couple proved that even after a breakup, the spotlight doesn’t dim—it just shifts.
What do you think about Kimberly Guilfoyle’s Super Bowl appearance? Was her photo with Kevin Costner a power move or a desperate attempt to stay relevant? And is Don Jr.’s new relationship with Bettina Anderson the real deal? Let us know in the comments below!