Donald Trump Jr. shared joyful news on Monday that’s sure to add even more cheer to the holiday season: he is officially engaged to longtime girlfriend Bettina Anderson.
The eldest son of President Donald Trump proposed to longtime girlfriend Bettina Anderson after over a year of dating, revealing the happy news during a recent White House gathering. A beaming Trump Sr. stood proudly beside the newly engaged couple.
The announcement came during a recent gathering at the White House, where President Donald Trump proudly stood beside his eldest son and future daughter-in-law as they revealed the engagement. Trump Jr. expressed his gratitude and excitement, thanking Anderson for saying “yes” and calling the moment a “big win to end the year.” Anderson, radiant and clearly moved, described the experience as “the most unforgettable weekend” of her life.
She went on to say she felt like the “luckiest girl in the world,” offering warm thanks to the Trump family for hosting such a meaningful celebration and giving special recognition to First Lady Melania Trump for the beautifully crafted holiday décor that filled the room.
Trump Jr. and Anderson—known in Palm Beach social circles for her poise, philanthropy, and professionalism—have been linked for more than a year. Their relationship became public in late 2024 after photos surfaced in the Daily Mail, and by New Year’s Eve, Anderson was standing confidently with the Trump family at their Mar-a-Lago celebration. Their appearance together signaled that the relationship was both genuine and serious.
This engagement marks Trump Jr.’s third. He married Vanessa Trump in 2005 at Mar-a-Lago, and the couple shared more than a decade together, raising five children: Kai, 18; Donald III, 16; Tristan, 14; Spencer, 13; and Chloe, 11. Vanessa, who has remained on good terms with the Trump family, is currently dating golf legend Tiger Woods.
After his marriage ended, Trump Jr. became engaged to Kimberly Guilfoyle in 2020. Although the two eventually went their separate ways, speculation about their split intensified as he was increasingly seen with Anderson around Palm Beach.
While the exact moment of the proposal remains private, one thing is clear: the Trump family has yet another reason to celebrate as they head into the new year.
