Donald Trump Jr., the eldest son of former President Donald Trump, is currently not married but is in a relationship with Palm Beach socialite and model Bettina Anderson. His romantic life has been a subject of public interest, particularly given his high-profile relationships and his prominent role in the Trump family business and political activities.
Trump Jr.’s relationship history reflects the complexities of life in the public eye, where personal relationships often become intertwined with political and business considerations. From his 12-year marriage to model Vanessa Haydon, which produced five children, to his six-year engagement to former Fox News host Kimberly Guilfoyle, and now his current relationship with Anderson, each chapter of his romantic life has unfolded under intense media scrutiny.
The evolution of Trump Jr.’s relationships also mirrors broader changes in his life circumstances, including his transition from New York to Florida residency, his increasing involvement in his father’s political campaigns, and his role as a father to five children. His current relationship with Anderson began publicly emerging in late 2024, following the apparent end of his engagement to Guilfoyle, who has since been appointed as ambassador to Greece by President Trump.
Understanding Trump Jr.’s relationship history provides insight not only into his personal life but also into the dynamics of one of America’s most prominent political families. His relationships have often intersected with political events, campaign activities, and family business interests, making them particularly noteworthy for those following American politics and celebrity culture.
Current Relationship: Bettina Anderson
Donald Trump Jr. and Bettina Anderson (Image via Getty)
Donald Trump Jr. is currently dating Bettina Anderson, a Palm Beach socialite and model who has become increasingly visible in Trump family circles since 2024. Anderson, who leads a wildlife conservation nonprofit called Project Paradise, first appeared in the Trump orbit during the Republican National Convention in July 2024, where she was photographed sitting behind Trump Jr. and his then-fiancée Kimberly Guilfoyle.
The relationship became public during President Trump’s inauguration events in January 2025, when Anderson and Trump Jr. attended multiple inaugural functions together, including a reception at Trump National Golf Club and the Inaugural Ball. Their public appearances have continued throughout 2025, with the couple attending high-profile events such as the Super Bowl and Trump’s address to Congress, where they were photographed displaying affection.
Anderson’s background as a Palm Beach socialite aligns well with Trump Jr.’s current Florida residency, as he switched his official residence from New York to Florida in December 2021. The couple’s relationship appears to be serious, with sources indicating that Trump Jr. has been referring to Anderson as “his girlfriend.”
Previous Marriage: Vanessa Haydon Trump (2005-2018)
Trump Jr.’s most significant long-term relationship was his marriage to model Vanessa Kay Haydon, which lasted from 2005 to 2018. The couple first met in 2003 at his father’s suggestion and married on November 12, 2005, at Mar-a-Lago estate in Palm Beach, Florida, with the ceremony officiated by Trump Jr.’s aunt, Judge Maryanne Trump Barry.
During their 12-year marriage, the couple had five children: Kai Madison (born May 2007), Donald John III (born February 2009), Tristan Milos (born October 2011), Spencer Frederick (born October 2012), and Chloe Sophia (born June 2014). Their eldest daughter, Kai, was named after her maternal great-grandfather, Danish jazz musician Kai Ewans, and has since become a prominent figure in her own right, speaking at the 2024 Republican National Convention and committing to play golf at the University of Miami.
The marriage faced challenges, particularly during the investigation into Russian interference in the 2016 election, which President Trump suggested contributed to the couple’s difficulties. Vanessa filed for divorce in March 2018, initially seeking an uncontested divorce, though it later became contested before being settled at the end of 2018. Despite the divorce, the former couple has maintained an amicable relationship for the sake of their children.
Vanessa Trump has since moved on romantically and is now dating professional golfer Tiger Woods, a relationship that became public in March 2025. Both Woods and Vanessa live in Palm Beach, Florida, where she is raising her children with Trump Jr.
Engagement to Kimberly Guilfoyle (2018-2024)
Donald Trump Jr. (Image via Getty)
Following his divorce from Vanessa, Trump Jr. began dating Kimberly Guilfoyle in 2018. Guilfoyle, a former Fox News host and legal analyst, had been connected to the Trump family for years before their romantic relationship began. The couple’s relationship quickly became serious, with Guilfoyle leaving Fox News in 2018 to join the pro-Trump super PAC America First Action.
Their relationship was highly public, with the couple becoming what some called “the prom king and queen of MAGA land.” They frequently appeared together at political events, campaign rallies, and Trump family gatherings. The couple reportedly became engaged on December 31, 2020, Trump Jr.’s 43rd birthday, though they kept the engagement private until January 2022.
Guilfoyle confirmed their engagement in February 2022 through social media posts, and the couple continued to be prominent figures in Trump’s 2024 presidential campaign. They both delivered speeches at the Republican National Convention in July 2024 and appeared at numerous campaign events throughout the election cycle.
However, by December 2024, reports emerged that the couple had ended their engagement. Trump Jr. was photographed holding hands with Bettina Anderson, and while he stopped short of officially confirming the end of his relationship with Guilfoyle, he stated that they “will never stop caring for each other and will always keep a special bond.” Guilfoyle has since been appointed as ambassador to Greece in the Trump administration, allowing her to remain within the Trump political orbit despite the end of their romantic relationship.
Impact on Family and Political Life
Donald Trump Jr. (Image via Getty)
Trump Jr.’s relationships have consistently intersected with his family’s political and business activities. His children from his marriage to Vanessa have become increasingly visible in Trump family political events, with his daughter Kai speaking at the Republican National Convention and appearing at her grandfather’s inauguration.
The transition between his relationships has been managed with apparent consideration for both family dynamics and political implications. Guilfoyle’s appointment as ambassador to Greece demonstrates how personal relationships within the Trump family often have political dimensions, while his current relationship with Anderson suggests a continued connection to Florida’s social and political circles.
Trump Jr.’s relationship history reflects the unique challenges faced by members of prominent political families, where personal choices often become public matters and romantic relationships can have broader implications for family business and political activities.
Kristen Stewart has officially tied the knot with screenwriter Dylan Meyer, marking a beautiful milestone in their whirlwind romance that began in 2019. The beloved “Twilight” actress, who has been in the public eye for her various relationships over the years, found her perfect match in Meyer, and their love story culminated in an intimate wedding ceremony in April 2025.
The couple’s journey to marriage has been anything but conventional, reflecting Stewart’s authentic approach to love and relationships. After years of high-profile romances, including her well-documented relationship with “Twilight” co-star Robert Pattinson, Stewart discovered a deeper connection with Meyer that transcended the typical Hollywood romance. Their relationship represents not just a personal triumph for Stewart but also a testament to finding love when you least expect it.
What makes their union particularly special is the genuine partnership they’ve built together. Both creative professionals in the entertainment industry, Stewart and Meyer, have successfully intertwined their personal and professional lives, creating a foundation built on mutual respect, shared interests, and unwavering support for each other’s careers. Their story resonates with many who believe in the power of authentic connections and the importance of finding someone who truly understands and complements your life goals.
From their first meeting on a movie set in 2013 to their recent nuptials, Stewart and Meyer’s relationship timeline showcases a love that was meant to be, even if it took several years to fully blossom into the beautiful partnership we see today.
Kristen Stewart’s Marriage to Dylan Meyer
Kristen Stewart Dylan Meyer (Image via Getty)
Kristen Stewart married screenwriter Dylan Meyer on April 20, 2025, in an intimate ceremony held at their Los Angeles home. The wedding was a low-key affair that perfectly reflected the couple’s preference for privacy and authenticity over Hollywood glamour. The ceremony took place on Easter Sunday, with close friends and family in attendance, including actress Ashley Benson and her husband, Brandon Davis.
The couple obtained their marriage license from the Los Angeles County courthouse the day before their wedding, keeping the entire process relatively private until news broke shortly after the ceremony. Meyer confirmed their marriage on Instagram with a sweet post featuring photos from their wedding day, captioning it simply “I do. I really really really really really do.”
Wedding Details and Ceremony
The wedding ceremony was held at Casita del Campo, a Mexican restaurant in Silver Lake, Los Angeles, in the restaurant’s intimate outdoor space. The venue choice reflected the couple’s casual, down-to-earth approach to their relationship and their preference for meaningful locations over traditional wedding venues.
Both brides opted for relaxed wedding attire that showcased their personal style. Stewart wore a light gray matching shirt and mini skirt set, while Meyer chose a sheer white top paired with a champagne mini skirt and a black bow in her hair. Their casual approach to wedding fashion demonstrated their commitment to authenticity over convention, staying true to their personalities rather than conforming to traditional bridal expectations.
Dylan Meyer: The Woman Who Captured Stewart’s Heart
Dylan Meyer is a talented screenwriter and actress who has made her mark in Hollywood through her creative work and now as Kristen Stewart’s wife. Born to Oscar-nominated screenwriter Nicholas Meyer, Dylan grew up in a creative household that fostered her love for storytelling and filmmaking.
Professional Background
Meyer has established herself as a skilled screenwriter with several notable projects to her credit. She co-wrote and executive-produced the 2016 Netflix movie “XOXO,” starring Sarah Hyland, and has penned episodes for the sci-fi series “Miss 2059.” Her writing portfolio also includes short films such as “Loose Ends” (2015) and “Rock Bottom” (2019), showcasing her versatility as a storyteller.
As an actress, Meyer has appeared in various short films, including “The Death and Return of Superman” (2011), “Wrestling Isn’t Wrestling” (2015), and “Jem Reacts to the New Jem and the Holograms Trailer” (2015). Her dual talents as both writer and performer have given her a unique perspective on the entertainment industry.
Personal Interests and Social Media Presence
Meyer’s Instagram presence reveals her love for nature and animals, particularly her cats Zsa Zsa and Snack, who frequently appear in her posts. Her social media aesthetic focuses on outdoor shots from around Los Angeles and candid moments with her pets, reflecting her down-to-earth personality and love for simple pleasures.
The Love Story: From First Meeting to Marriage
Kristen Stewart and Dylan Meyer (Image via Getty)
Stewart and Meyer’s love story began in 2013 when they first met on a movie set, though they wouldn’t begin dating until six years later. During their initial meeting, both were involved in other relationships, and despite Meyer’s attempts to stay in touch via email over the years, Stewart admits she never responded.
Reconnection and Romance
Their romantic journey truly began in August 2019 when they reconnected at a mutual friend’s birthday party. Stewart has described this reunion as life-changing, telling Howard Stern, “The day that I met her, it was like all bets were off. I was like, ‘Where have you been, and how have I not known you?’”
The relationship moved quickly from the start. Stewart revealed that she told Meyer she loved her just two weeks into dating, describing the moment as happening “in some shitty bar” where she simply said, “Oh man, I’m so in love with you. Done.” This immediate connection and honesty set the tone for their entire relationship.
Going Public and Engagement
The couple went Instagram official in October 2019 when Meyer shared a black-and-white photo of them kissing. By November 2019, Stewart was already talking about marriage on Howard Stern’s show, saying she “can’t wait” to propose to Meyer.
However, it was Meyer who ultimately proposed in 2021, surprising Stewart, who had been planning to pop the question herself. Stewart revealed the engagement news on Howard Stern’s show in November 2021, explaining how Meyer “grabbed that bowl and made it happen” in what Stewart described as a perfectly executed proposal.
Stewart’s Dating History Before Meyer
Before finding lasting love with Meyer, Stewart had several high-profile relationships that kept her in the public eye. Her most famous relationship was with “Twilight” co-star Robert Pattinson, which lasted from 2009 to 2013 and was marked by intense media scrutiny.
The Pattinson relationship ended dramatically in 2012 when Stewart was photographed kissing her “Snow White and the Huntsman” director, Rupert Sanders, leading to a public apology and temporary breakup. Though they briefly reconciled, the relationship ultimately ended in May 2013.
Following her split from Pattinson, Stewart dated visual effects producer Alicia Cargile, French singer Soko, musician St. Vincent, and New Zealand model Stella Maxwell. Her relationship with Maxwell lasted from late 2016 until late 2018, ending shortly before Stewart began dating Meyer.
Their Partnership and Future Plans
Kristen Stewart (Image via Getty)
What sets Stewart and Meyer’s relationship apart is their genuine partnership both personally and professionally. Stewart has spoken about how they’ve “interlocked” their careers and interests, making them “so much smarter and stronger together.”
In interviews, Stewart has expressed her desire to start a family with Meyer, stating, “I don’t know what my family’s going to look like, but there’s no way that I don’t start acquiring kids.” She’s also mentioned wanting to have biological children, though she admits to being “so scared of childbirth.”
The couple’s approach to their relationship reflects their shared values of authenticity, creativity, and mutual support. They’ve successfully maintained their individual identities while building a strong partnership that enhances both of their lives and careers.
