MAGA Figures Announce Engagements at White House Celebration

WASHINGTON — What began as a festive White House gathering quickly turned into a moment of personal announcements for several prominent figures in former President Donald Trump’s political orbit, as engagement news rippled through the crowd and lit up conservative social media.

Donald Trump Jr., the former president’s eldest son, confirmed his engagement during the event, marking the third such milestone in his personal life. Trump Jr. married his first wife, Vanessa Trump, in 2005. The couple had five children before divorcing in 2018. In the years that followed, he was publicly linked to Kimberly Guilfoyle, then a high-profile Trump ally and now a former Greek ambassador, with whom he parted ways ahead of the most recent presidential election.

Guilfoyle herself is no stranger to political spotlight. She was previously married to California Governor Gavin Newsom, now positioning himself as a leading Democratic figure and a frequent political foil to Trump — a detail not lost on attendees quietly swapping observations on the White House lawn.

Trump Jr.’s fiancée, Anderson, is a model and socialite with deep establishment roots. She is the daughter of Harry Roy Anderson Jr., who once made headlines as the youngest bank president in U.S. history. Friends say Anderson has followed her parents’ example by remaining deeply involved in charitable causes.

Speaking after the celebration, Anderson struck an emotional tone. “I feel like the luckiest woman in the world to be marrying the love of my life,” she said. “It was an unforgettable weekend. I’m incredibly grateful.”

The same weekend also brought another surprise announcement from the MAGA universe. On the 15th, Republican Congresswoman Marjorie Taylor Greene and Brian Glen, a White House correspondent for the conservative outlet Real America’s Voice, revealed their engagement.

Greene, once among Trump’s most vocal and visible allies in Congress, has recently found herself in a more complicated political position. After being labeled a “betrayer” by Trump, she announced plans to resign from her House seat in January 2026 — a dramatic turn for a lawmaker who once embodied the combative media style of the Trump era.

She gained renewed attention earlier this year during Ukrainian President Volodymyr Zelenskyy’s visit to the White House, when she sharply asked, “Why aren’t you wearing a suit?” — a remark that spread rapidly across conservative and liberal media alike.

Despite her rift with Trump, the former president appeared to signal continued goodwill toward Glen during a recent event, offering a brief but pointed endorsement: “I like you,” he said, drawing murmurs from the audience.

Greene and Glen began dating in 2023. Glen, speaking to acquaintances, described Greene in almost mythic terms, calling her “a mystical figure — like a unicorn.”

As the celebration wound down, the announcements underscored a familiar dynamic of the Trump era: politics, media, and personal lives intertwined, with even moments of romance unfolding under the bright lights of national power.