While the media has predominantly focused on Donald Trump’s marriage to Melania since 2005, his prior romance with Kara Young in the late 1990s proved equally intriguing and, at times, cringe-inducing. Their love story began in 1997 at a gathering in the Hamptons. At the time, Young, a biracial model, was navigating the complexities of a faltering relationship with gossip columnist AJ Benza.
Donald Trump then separated but still married to Marla Maples following his infidelity during his first marriage to Ivana Trump, found himself entangled with a younger Young, who was 28 years old at the time. Despite the notable age difference between the 51-year-old Trump and Young, she was captivated by his wit and magnetic persona. Trump ultimately played a pivotal role in Young’s decision to end her relationship with Benza.
The fresh duo swiftly caught the media’s eye as they stepped out together, gracing various high-profile occasions. Their presence was noted at notable events like Kate Moss and Naomi Campbell’s Halloween bash in 1997, as well as Time Magazine’s 75th anniversary celebration in 1998. Unlike some of Trump’s prior relationships, this one seemed to hold genuine promise.
Trump even took the significant step of meeting Young’s parents, signaling a commitment to their relationship. Their romance endured for roughly two to two and a half years, with conflicting reports on the precise timeline, before they ultimately parted ways.