The Three Women: Who Is Donald Trump Jr.'s Wife? (Ex-Wife, Ex-Fiancée, And New Fiancée Revealed)

Donald Trump Jr.'s marital status has been a subject of intense public fascination for years, and as of December 2025, the landscape of his romantic life has undergone a significant and recent transformation. The eldest son of former President Donald Trump is not currently married, but he is officially engaged to a prominent Palm Beach socialite and ocean conservationist, marking a new chapter just months after the end of a high-profile engagement to a political media personality. This article provides the most current and in-depth look at the three key women who have defined Donald Trump Jr.'s adult life: his ex-wife, his recent ex-fiancée, and his current fiancée.

Donald Trump Jr. Biography and Key Entities

Donald John Trump Jr., often referred to as Don Jr., is an American businessman, political activist, and author. Born on December 31, 1977, he is the first child of Donald Trump and his first wife, Ivana Trump.

• Full Name: Donald John Trump Jr.
• Born: December 31, 1977 (47 years old as of late 2025)
• Parents: Donald Trump and Ivana Trump
• Education: The Hill School, University of Pennsylvania (B.S. in Economics)
• Professional Role: Executive Vice President of The Trump Organization, where he oversees global real estate and business development.
• Political Role: A prominent political activist and figure in the Republican party, known for his frequent media appearances and for authoring books that support his father’s political movement.
• Children: Five (with ex-wife Vanessa Trump)

The Ex-Wife: Vanessa Trump (2005–2018)

Vanessa Kay Trump (née Haydon) holds the title of Donald Trump Jr.’s only wife to date. Their marriage lasted for 12 years, producing five children, before their eventual separation and divorce.

The Marriage and Family Life

Donald Jr. and Vanessa first met in 2003 at a fashion show, where they were introduced by Donald Trump Sr. They married in November 2005 at the Mar-a-Lago Club in Palm Beach, Florida, in a ceremony officiated by Donald Trump Sr.'s sister, Maryanne Trump Barry. During their marriage, they had five children, making them one of the largest families in the Trump dynasty. The children are:

• Kai Madison Trump (born 2007)
• Donald John Trump III (born 2009)
• Tristan Milos Trump (born 2011)
• Spencer Frederick Trump (born 2012)
• Chloe Sophia Trump (born 2014)

Vanessa filed for divorce in March 2018, citing an uncontested divorce. The divorce was officially finalized later that year.

Vanessa Trump’s Surprising New Relationship

In a major development that has captured significant media attention in late 2024 and throughout 2025, Vanessa Trump has reportedly found a new partner in golf legend Tiger Woods. Sources close to the Trump family confirmed in March 2025 that the two had made their relationship Instagram official, having quietly dated since November 2024. This unexpected romance has been described by insiders as "really, really serious" as the couple heads into 2026.

The Ex-Fiancée: Kimberly Guilfoyle (2018–Late 2024)

Following his divorce from Vanessa, Donald Trump Jr. began a highly public relationship with former Fox News host and political commentator, Kimberly Guilfoyle.

A High-Profile Political Partnership

The couple began dating in 2018 and quickly became a high-profile power couple in Republican political circles. Kimberly Guilfoyle, a former prosecutor and television personality, was a National Chair of the Trump Victory Finance Committee, raising millions for the campaigns. Their relationship was characterized by joint appearances at rallies, political events, and conservative media engagements. They became engaged in late 2020, though the news was not widely reported until early 2022. Despite the engagement, the two never married, and their relationship ended in late 2024.

Kimberly Guilfoyle’s Current Diplomatic Role

Kimberly Guilfoyle has since moved on to a significant diplomatic position. In 2025, she was nominated and officially took office as the United States Ambassador to Greece. This role marks a major shift from her previous career in media and campaign consulting, although she also continues to host her own show, *The Kimberly Guilfoyle Show*, on the Rumble platform.

The New Fiancée: Bettina Anderson (Late 2024–Present)

The most recent and significant update to Donald Trump Jr.’s relationship status is his engagement to socialite and philanthropist Bettina Anderson.

Who is Bettina Anderson?

Bettina Anderson is a prominent Palm Beach socialite, born in December 1986, to entrepreneur Harry Loy Anderson Jr. and philanthropist Inger Anderson. She is known for her work in ocean conservation and natural disaster relief, rather than politics. Anderson is the founder of The Paradise Fund, a non-profit organization focused on providing relief after natural disasters and promoting environmental causes. Her passion for the ocean is evident through her personal involvement as a licensed rebreather technical diver.

The Engagement and Future Plans

Donald Trump Jr. and Bettina Anderson began dating after his split from Kimberly Guilfoyle in late 2024. The engagement was announced by President Donald Trump at a White House holiday party in late 2024/early 2025, confirming the new relationship status. The shift from the highly political and media-driven relationship with Kimberly Guilfoyle to the more private, philanthropic-focused relationship with Bettina Anderson has been noted by observers. The engagement signals a new, more grounded chapter for Don Jr., with the couple sharing a connection to the Palm Beach community and a mutual interest in the outdoors, though Anderson’s non-profit work in disaster relief and ocean advocacy introduces a fresh, non-political dimension to his personal life.