Donald Trump’s Son Barron Is a ‘Ladies Man’ – 7 Photos of His Alleged Ex-Girlfriend Revealed
Barron Trump spent his high school years away from the public eye, with no social media presence, yearbook photos, and Secret Service agents by his side. Now, as a college student in New York, he is drawing attention for his charming personality, with whispers of a past romantic relationship emerging from a former classmate who has shared some old photos.
During his high school days, Barron avoided school dances and social media. But all that seems to have changed as the young man steps into life at college, quickly earning the reputation of being quite the “ladies’ man” on campus.
Melania and Barron Trump at “The LEGO Movie” screening on February 5, 2014, in New York. | Source: Getty Images
Recent revelations from a former classmate who claims to be Barron’s ex-girlfriend have surfaced, sharing images of the blonde beauty herself and recalling their early connection.
Barron and Melania Trump stand on stage after then president-elect Donald Trump delivered his acceptance speech on November 9, 2016, in New York. | Source: Getty Images
Barron Trump’s High School Years and College Life
Before entering the spotlight, Barron’s life was mostly spent within the private confines of Oxbridge Academy, an elite private school in Palm Beach, Florida. As the only child of Donald and Melania Trump, and being the youngest son of a U.S. president, Barron’s school life was anything but ordinary.
At the prestigious Oxbridge Academy, he was often shadowed by bodyguards who followed him everywhere on campus. He had a unique presence on campus, known by classmates and teachers as Barron, even though his official records reflected an alias, “Jack,” to protect his privacy.
Barron and Melania Trump photographed on the West Front of the U.S. Capitol on January 20, 2017, in Washington, D.C. | Source: Getty Images
Former classmates have described Barron as a charismatic and well-behaved student, often starting lively conversations that made him entertaining to be around. Despite his guarded upbringing, Barron left a lasting impression during his school years, albeit not participating in traditional high school events like dances or sports games.
Melania and Barron Trump spotted on June 18, 2017, in Washington, D.C. | Source: Getty Images
Melania, Barron’s mother, made sure he stayed away from social media to guard his privacy, which meant that he often missed out on appearing in school functions online.
Barron Trump on the field prior to the International Champions Cup game between Real Madrid and Atlético Madrid on July 26, 2019. | Source: Getty Images
While Barron did not partake in typical school activities, he found his own passions, such as enjoying video games and being an enthusiast of soccer, despite his father’s persuasion to play basketball due to his towering height.
Barron, Donald, and Melania Trump photographed walking across the South Lawn before leaving the White House on board Marine One on November 26, 2019, in Washington, D.C. | Source: Getty Images
Barron shared his admiration for soccer by meeting prominent players and was unafraid to show his support by wearing an Arsenal kit, depicting his favorite soccer club.
Barron and Donald Trump spotted on August 16, 2020, in Washington. | Source: Getty Images
Melania and Barron Trump seen in Manhattan on July 7, 2021. | Source: Getty Images
His academic inclinations led him to a keen interest in science, where he excelled as a student taking some of the most advanced courses available at Oxbridge.
Barron Trump at the funeral of Ivana Trump on July 20, 2022, in New York. | Source: Getty Images
Transition to College Life
In May 2024, Barron graduated from Oxbridge, stepping towards an exciting new phase. During a campaign stop, Donald Trump hinted that his son was headed to a New York university, but he remained cryptic about which one exactly.
In September, Barron was spotted at New York University, where he started his freshman year in one of the country’s top business programs. An insider described him as “quite the ladies’ man” on campus, attracting admiration from all around.
Barron Trump during his graduation at Oxbridge Academy in Palm Beach, Florida, on May 17, 2024. | Source: Getty Images
As Barron settled comfortably into his college life, his presence was becoming more prominent, with many taken by his charm and height that added to his appealing persona.
Barron Trump outside the Capitol on his father’s inauguration day on January 20, 2025. | Source: Getty Images
As he continues his journey through college, Barron’s mother, Melania, has shared her experiences of becoming an empty nester, encouraging her son to make his own path and decisions.
Barron Trump at Donald Trump’s inauguration ceremonies in Washington, D.C. on January 20, 2025. | Source: Getty Images
His Alleged Ex Comes Forward — and So Do the Photos
An intriguing story surfaced when a TikTok user by the name of Maddie, who bears the username @maddatitude, claimed to be Barron’s past sweetheart. She shared nostalgic images of their supposed romantic connection.
The photos were taken when they reportedly attended Columbia Grammar and Preparatory School together. One of the images showcased Maddie and Barron side by side in what appeared to be a class photo.
A screenshot of an old photo of Barron Trump and his alleged ex-girlfriend, Maddie, from a post dated June 18, 2020. | Source: TikTok/maddatitude
Despite their sweet beginnings, distance reportedly took a toll on their young relationship when Barron moved to Florida for high school. Maddie humorously reflected on their fleeting romance in a TikTok video, which gained a lot of attention.
A screenshot of a throwback of Barron Trump and his reported ex-girlfriend from a post dated June 18, 2020. | Source: TikTok/maddatitude
Further glimpses into Maddie’s life show her enjoying catching the social media wave, showcasing her vibrant personality through playful TikTok clips ranging from dance routines to humorous takes.
A screenshot of Maddie from a video dated May 2, 2021. | Source: TikTok/maddatitude
Maddie from a video dated May 28, 2021. | Source: TikTok/maddatitude
Maddie from a video dated September 19, 2021. | Source: TikTok/maddatitude
A screenshot of Maddie from a post dated October 31, 2021. | Source: TikTok/maddatitude
Despite Barron Trump having kept much of his personal life out of the public sphere, details like these from his past help paint a more intimate picture of the young man stepping into adulthood, leaving behind vague glimpses of a romantic past.
A screenshot of Maddie from a post dated July 29, 2023. | Source: TikTok/maddatitude
A screenshot of Maddie from a post dated January 18, 2025. | Source: TikTok/maddatitude
Barron Trump is certainly coming into his own, experiencing a social life that comes with its share of stories and revelations. As he navigates the world beyond the upbringing in a presidential family, he is steadily taking the stage as an individual on his own terms.
