Barron Trump’s best friend seems to have ‘a crush’ on Karoline Leavitt. It looks like Bo Loudon, Barron Trump’s self-confessed best friend, is crushing on White House press secretary Karoline Leavitt, in an awkward exchange at the White House.

Barron Trump’s long-time best buddy has been sharing the spotlight since Donald Trump’s 2024 campaign, becoming a regular on the Rebuplican even scene.

18-year-old Bo Loudon – who was recently praised by Conor McGregor -is the son of former Missouri state senator John William Loudon and conservative commentator Gina Loudon, who happened to serve on the Trump campaign’s media advisory board.

Now it seems that he might harbour a soft spot for White House Press Secretary Karoline Leavitt. Ever since Loudon congratulated Leavitt with a celebratory post on X when she became press secretary, he’s appeared to be very fond of the 27-year-old.

In February earlier this year, he said, “Just bumped into my talented and incredible friend Karoline Leavitt at President Trump’s Mar-a-Lago club,” in a post on TikTok, and included a photo of him and Leavitt with their arm around the other.

 

Loudon posted something similar in April, saying, “It’s such an honor to be the youngest person to ask @KarolineLeavitt, the youngest Press Secretary in history, a question.”

Popular website The List have said that Loudon is “clearly crushing on” Leavitt, who is married.

Both Barron Trump and Bo Loudon are 18-years-old, which is nine years younger than 27-year-old Leavitt.

Leavitt has a much wider age gap with her husband Nicholas Roccio, however, who is 30 years older than her. The pair married just days before President Donald Trump’s inauguration in January this year.

At a White House event this week, Loudon appeared to gush over Leavitt, describing her as “wildly popular … and definitely an inspiration to Gen Z.”

He went on to ask the press secretary, “What has been the biggest highlight for you in these first 100 days?”

From there, Leavitt appeared slightly awkward, calling herself a “zillennial, because I’m right on the cusp of millennial and Gen Z.”

She concluded by saying that when Trump “was in his 20s he was building buildings in Manhatten, so certainly he believes in the strength and the ability of young Americans across the country… “

Before referring back to Loudon to say, “Like yourself, here at the White House at just 18 years old. Thanks for being here.”

In an event photo of Loudon and Leavitt, posted on Loudon’s X account, Leavitt can be seen in a simple black pleated dress and nude pumps, while Loudon wore a custom suit from Mark Russell.