Donald Trump Jr. Steps Out With Bettina Anderson at Inauguration Party

Following marriages to Ivana Trump and Marla Maples, Donald Trump met third wife Melania Trump at a 1996 New York Fashion Week fete. 

“It was a big fashion party that my friend organized, fashion week, and he invited me,” the native of Mesto, Slovenia recalled on a 2016 episode of On the Record With Greta Van Susteren. “That’s how we met with Donald.”

After marrying in a lavish 2005 wedding at his Mar-a-Lago estate in Florida, they welcomed son Barron Trump the following year.

Months after ended his 13-year marriage to model Vanessa Haydon in 2018, Donald Trump Jr.—Trump's eldest child with first wife Ivanka—began dating former Fox News host Kimberly Guilfoyle. 

Having known each other for years, Guifoyle said she realized instantly the father to Kai (who made a speech at the 2024 Republican National Convention) Donald III, Tristan, Spencer and Chloe was her person. 

When they went on their first date, "that was it," Guilfoyle told Metropolitan Palm Beach magazine in 2022. "Sparks. In fact, we have been together from that night on, happily ever after!”

They got engaged in 2020.

As Jared Kushner recalled in his book Breaking History: A White House Memoir, he was introduced to Ivanka Trump, the president-elect's daughter with ex Ivana, in 2007 after her father suggested they meet to discuss real estate.

“The conversation soon turned to NASCAR, New Jersey diners, and other unlikely interests that we had in common,” he wrote. “That led to a second lunch at my favorite Indian restaurant, the Tamarind Flatiron & Tea Room on Twenty-Second Street, where we talked for three hours.”

Despite a brief split, they finalized their partnership in 2009—marrying at New Jersey's Trump National Golf Club—and welcomed daughter Arabella in 2011, followed by sons Joseph in 2013 and Theodore in 2016. 

When North Carolina native Lara Trump was introduced to Eric Trump, the politician's younger son with ex-wife Ivana, she knew she was at the height of something. 

"When I first met Eric, I did not know who his dad was," she recalled on her podcast The Right View of meeting the 6-foot-5 Georgetown University grad in 2008. "I didn't know his last name initially. I just knew I met some really tall guy out."

Married at Mar-a-Lago in 2014, they welcomed kids Luke in 2017 and Carolina in 2019. A television producer when she started dating her future husband, Lara served as a campaign advisor for Trump in 2016 and 2020 before being elected as co-chair of the Republican National Committee in March 2024. 

Tiffany Trump—the president-elect's only child with second wife Maples—hard launched her relationship with motorcycle heir Michael Boulos in January 2019, providing her Instagram followers with a glimpse at their shared holiday celebrations weeks earlier. Announcing their engagement two years later, the pair wed at Mar-a-Lago in November 2022, the Georgetown Law graduate labeling the experience "magical" in a social media post. 

Trump revealed his daughter's pregnancy during a Oct. 10 campaign event, telling the crowd at the Detroit Economic Club, "She's an exceptional young woman. And she’s going to have a baby. So that’s nice."

Though Barron Trump, the president-elect's now-adult son with third wife Melania, hasn't publicly addressed his dating life, his father suggested the New York University student isn't prioritizing romance at the moment. 

"I’m not sure he’s there yet," Trump said, when asked by businessman Patrick Bet-David on his PBD Podcast if the college freshman is “good with the ladies in school.”

While Trump said he didn't believe his youngest had a girlfriend, he raved, "He’s very, very smart. He’s a good student .. goes to a great school and does really well. And he’s a very nice guy."