5 Surprising Facts About Bettina Anderson: The Florida Socialite Now Dating Donald Trump Jr. In 2025

Donald Trump Jr.'s romantic life has once again captured the media spotlight in 2025, following the conclusion of his high-profile engagement to political commentator and former prosecutor Kimberly Guilfoyle. As of the current date, December 13, 2025, the eldest son of former President Donald Trump is confirmed to be dating Florida-based socialite, model, and philanthropist, Bettina Anderson. The new relationship has been a topic of intense curiosity, especially after the couple began making public appearances together, including at high-profile political events and lavish social gatherings in the Palm Beach and Mar-a-Lago circles.

The transition in Trump Jr.'s personal life comes as his former fiancée, Kimberly Guilfoyle, has taken on a significant diplomatic role, further cementing the end of their long-term partnership. Bettina Anderson represents a new chapter, bringing a background steeped in high-society philanthropy and the arts, a contrast to the overtly political focus of his previous relationship. The public is eager to learn more about the woman who is now frequently by the side of one of the most prominent figures in American conservative politics.

Bettina Anderson: Complete Biography and Profile of Donald Trump Jr.'s Girlfriend

Bettina Anderson is a well-known figure in the affluent Palm Beach society scene, recognized for her work in philanthropy, modeling, and her prominent family background. Her relationship with Donald Trump Jr., which began to surface publicly in late 2024 and early 2025, has thrust her into the national political conversation.

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• Full Name: Bettina Anderson
• Age: Reportedly 38 years old (Born in December 1986).
• Hometown/Residence: Palm Beach, Florida.
• Family Background: She is the daughter of Inger Anderson and the late Harry Loy Anderson Jr., a well-respected entrepreneur who was once the country's youngest bank president at the Worth Avenue National Bank. Bettina is the second youngest of six children and has a twin sister.
• Education: Anderson holds a Bachelor of Arts degree in Art History, Criticism, and Conservation from Columbia University.
• Career & Profession: Socialite, Model, Philanthropist, and Business Professional. She has modeled for various publications and is a social media influencer.
• Philanthropic Work: She is the co-founder of The Paradise Fund, a natural disaster relief charity she established in 2005 with her brothers, Kent and Loy Anderson, dedicated to raising awareness and funds for environmental and humanitarian causes.
• Previous Relationships: She was previously linked to William “Beau” Wrigley Jr., the heir to the Wrigley gum fortune.
• Children: She has no children.

Anderson's social media persona often blends high-fashion glamour with a tongue-in-cheek self-description as a "typical stay at home mom, only without the kids or the chores," highlighting her position within the elite Palm Beach enclave.

The Shocking Split: Donald Trump Jr. and Kimberly Guilfoyle’s Engagement Ends

The news of Donald Trump Jr. dating Bettina Anderson confirms the quiet end of his engagement to Kimberly Guilfoyle. The couple, who had been together since 2018 and engaged since late 2021/early 2022, were one of the most recognizable and powerful duos in the Republican political landscape. Their relationship was a fixture at Trump rallies and political fundraisers, known for their passionate advocacy for the Trump family and conservative causes. [cite: 1, 8, 12 from previous step]

While neither party made a formal, dramatic announcement about the split, sources close to the family confirmed the end of the engagement in late 2024 and early 2025. The separation appears to be amicable, with reports suggesting that Guilfoyle intends to maintain a cordial relationship with the Trump family, citing their shared history and mutual friends. [cite: 14, 16, 17 from previous step]

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The former Fox News host and prosecutor has since embarked on a new career path, which likely contributed to the change in her relationship status. In a significant move, Kimberly Guilfoyle was appointed as the United States Ambassador to Greece, a role she officially took on in 2025. [cite: 2, 7 from previous step] This diplomatic position requires a substantial commitment and relocation, marking a clear geographical and professional separation from Donald Trump Jr.'s base in Florida and his political activism.

A History of High-Profile Relationships: From Vanessa to Bettina

Donald Trump Jr.'s dating history is characterized by relationships with women who hold prominent positions in media, entertainment, or high society. His current relationship with Bettina Anderson continues this pattern, following his marriage to Vanessa Trump and his engagement to Kimberly Guilfoyle. This history provides context for the public's intense interest in his romantic life. [cite: 1, 3, 8 from previous step]

The Marriage to Vanessa Trump

Donald Trump Jr. married former model Vanessa Kay Haydon in 2005 at his father’s Mar-a-Lago estate in Palm Beach, Florida. Their marriage lasted over a decade, during which they had five children: Donald Trump III, Kai Madison, Tristan Milos, Spencer Frederick, and Chloe Sophia. The couple's divorce was finalized in 2018. Vanessa Trump, who has since been linked to other prominent figures, remains focused on co-parenting their five children. [cite: 3, 12 from previous step]

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The Brief Link to Aubrey O'Day

During his marriage to Vanessa, it was widely reported that Donald Trump Jr. had a brief affair with singer Aubrey O'Day between 2011 and 2012. O'Day, a former member of the pop group Danity Kane, later spoke publicly about the relationship, which added a layer of celebrity gossip to Trump Jr.'s personal narrative. [cite: 1 from previous step]

The Political Power Couple: Kimberly Guilfoyle

Shortly after his separation from Vanessa, Trump Jr. began dating Kimberly Guilfoyle in 2018. Their relationship quickly evolved into a political partnership, with Guilfoyle becoming a key advisor and surrogate for the Trump family. They were engaged in 2022, often appearing as a united front at rallies and conservative events. Their shared political passion defined their public image until their quiet separation in late 2024, paving the way for Guilfoyle's move to diplomacy as the U.S. Ambassador to Greece. [cite: 2, 8, 14 from previous step]

The New Dynamic: Bettina Anderson and the Trump Circle

Bettina Anderson’s integration into the Trump family circle has been swift and public. She has been seen with Donald Trump Jr. at various family events and political gatherings, signaling the seriousness of their commitment. The couple was notably photographed together at a lavish Indian billionaire wedding and at President Trump's Turnberry golf course in Scotland, indicating she is now a fixture in his personal and professional life.

The contrast between Anderson and Guilfoyle is marked. While Guilfoyle was a political insider and firebrand, Anderson is primarily a socialite and philanthropist with deep roots in the Palm Beach elite. Her focus on The Paradise Fund charity work and her background in art history at Columbia University suggest a different set of interests. Her presence introduces a new dynamic to Donald Trump Jr.'s public image, shifting the focus, at least partially, from pure political activism to a blend of high-society life and conservative influence. This new relationship with the Florida socialite is set to be closely watched as the Trump family continues to play a central role in American politics in 2025 and beyond.