Donald Trump Jr.’s Ex-Fiancee Kimberly Guilfoyle Poses With Kevin Costner at 2025 Super Bowl

Kimberly Guilfoyle and Kevin Costner’s Super Bowl Encounter

Kimberly Guilfoyle, the ex-fiancée of Donald Trump Jr., made headlines after she was spotted at the 2025 Super Bowl in New Orleans, where she mingled with Hollywood star Kevin Costner. Guilfoyle, 55, took to Instagram to share a photo of herself alongside the Yellowstone actor, 70, during the big game. The two seemed to enjoy each other’s company, with Guilfoyle dressed in a stylish ensemble of red leggings, knee-high boots, and a black fur jacket, while Costner opted for a casual look in a white button-down shirt and khakis. The event was not just about football; it was also a star-studded gathering, with Guilfoyle rubbing shoulders with other notable figures, including comedian Pete Davidson, actor Jaleel White, and Gracie Hunt, the daughter of Kansas City Chiefs owner Clark Hunt.

Guilfoyle’s presence at the Super Bowl was particularly noteworthy, as her ex-fiancé, Donald Trump Jr., 47, was also in attendance with his new girlfriend, Bettina Anderson. Despite the awkward dynamics of their shared social circle, Guilfoyle seemed to navigate the event with grace and confidence, focusing on celebrating the game and connecting with friends and celebrities alike.

A Glimpse Into Guilfoyle’s Social Circle at the Super Bowl

Beyond her encounter with Kevin Costner, Kimberly Guilfoyle’s Instagram posts revealed a lively and sociable evening at the Super Bowl. She shared snapshots of herself with several high-profile figures, including Pete Davidson, whose irreverent humor and larger-than-life personality always make for an entertaining interaction. Guilfoyle also posed for a photo with Jaleel White, best known for his role as Steve Urkel in the classic sitcom Family Matters. Additionally, she was seen alongside Gracie Hunt, the daughter of Chiefs owner Clark Hunt, highlighting her ability to connect with diverse groups, from Hollywood stars to sports royalty.

Guilfoyle’s ability to blend seamlessly into such a wide range of social circles speaks to her charisma and magnetic personality. Whether she’s engaging with celebrities, politicians, or sports enthusiasts, she consistently commands attention and exudes confidence. Her presence at the Super Bowl was no exception, as she seemed to thrive in the high-energy environment, bourbon in hand and surrounded by friends.

The End of Guilfoyle and Donald Trump Jr.’s Relationship

Kimberly Guilfoyle’s appearance at the Super Bowl came months after her highly publicized breakup with Donald Trump Jr., the eldest son of former President Donald Trump. The two had been engaged for several years before calling it quits late in 2024. While the breakup was reportedly amicable, it marked the end of a relationship that had been a significant part of both their lives.

In a statement released in December 2024, Donald Trump Jr. expressed his admiration for Guilfoyle, praising her accomplishments and the role she would continue to play as U.S. ambassador to Greece. “She’s been an undefeated prosecutor, national TV news star, a leader of the MAGA movement, and close advisor to the president,” he said. “The people of Greece are getting an absolute star, and now the whole world will see it more than ever.”

Though the couple has since gone their separate ways, sources close to the pair have emphasized that the breakup was cordial. “Don and Kimberly broke up before the election and started to divide assets around the end of September,” an insider shared. The decision to keep the breakup private was reportedly made to avoid distracting from more pressing issues, reflecting the pair’s mutual respect and mature approach to ending their relationship.

Donald Trump Jr. Moves On with Bettina Anderson

Following his breakup with Kimberly Guilfoyle, Donald Trump Jr. has found love again with Bettina Anderson, a 38-year-old Florida socialite and influencer. The two have been spotted together on multiple occasions, and sources suggest that Trump Jr. is “smitten” with his new partner.

According to insiders, Trump Jr.’s relationship with Anderson is vastly different from his previous romance with Guilfoyle. “When it comes to his relationship with Bettina, it’s just about them,” a source revealed. “He wants a partner. She doesn’t need anything from him and just wants to be with him.” This sentiment highlights a dynamic of mutual respect and equality in their relationship, which many observers see as a refreshing change of pace.

Trump Jr.’s new girlfriend, Bettina Anderson, has been described as someone who is content to keep a low profile, preferring to focus on her personal life rather than seeking the spotlight. This contrasts with Guilfoyle, who has long been a public figure, both as a prominent TV personality and as a key player in the MAGA movement. The difference in their approaches to life has reportedly been a welcome change for Trump Jr., who is said to appreciate Anderson’s grounded and laid-back nature.

Looking Ahead for Kimberly Guilfoyle

Despite her breakup with Donald Trump Jr., Kimberly Guilfoyle seems poised to continue thriving in both her personal and professional life. Her role as U.S. ambassador to Greece is a testament to her enduring influence and capabilities, and her recent appearance at the Super Bowl showcased her ability to remain a central figure in high-profile social and cultural events.

Guilfoyle’s journey has been nothing short of remarkable. From her early days as a prosecutor to her rise as a national TV news star and her involvement in politics, she has consistently demonstrated her ability to adapt and succeed in various roles. Her relationship with Donald Trump Jr., while significant, was only one chapter in her life, and she appears ready to embrace whatever comes next with the same confidence and determination that have defined her career.

As she navigates this new phase of her life, Guilfoyle’s fans and supporters will undoubtedly be watching with interest to see how she continues to evolve and grow. Whether she remains in the political arena, returns to television, or pursues new opportunities, one thing is certain: Kimberly Guilfoyle is a force to be reckoned with.

Conclusion

The 2025 Super Bowl was more than just a sporting event for Kimberly Guilfoyle; it was an opportunity to connect with friends, celebrate her personal growth, and showcase her resilience. Her encounter with Kevin Costner, along with her interactions with other celebrities, highlighted her ability to thrive in the spotlight. Meanwhile, the recent updates on her ex-fiancé Donald Trump Jr.’s new relationship with Bettina Anderson served as a reminder of how life moves forward, even for high-profile figures.

As Guilfoyle continues to embrace her role as U.S. ambassador to Greece and remains a key figure in American conservatism, her journey serves as an inspiration to many. Her strength, grace, and ability to navigate complex personal and professional landscapes are qualities that have earned her both respect and admiration.

In the end, the story of Kimberly Guilfoyle and Donald Trump Jr. is one of love, mutual respect, and growth. While their chapter together has come to a close, both seem determined to embrace the future with optimism and determination. And as they move forward, their individual paths will undoubtedly continue to shape the public eye and political landscape for years to come.