Barron Trump’s friend Bo Loudon seems unable to hide his fondness for Karoline Leavitt

WASHINGTON, DC: Bo Loudon, known as Barron Trump’s close friend and a rising figure from Donald Trump’s 2024 campaign, appears to have developed a not-so-subtle fondness for 27-year-old White House press secretary Karoline Leavitt.
Once primarily a cheerleader for the campaign, Loudon has recently shifted some of his attention — and admiration — toward Leavitt, especially after she officially took on the press secretary role.
The 18-year-old's enthusiastic posts on X (formerly Twitter) have shown a swooning tone in his messages celebrating her rise, as per Nicki Swift.
It's such an honor to be the youngest person to ask @KarolineLeavitt, the youngest Press Secretary in history, a question as part of the New Media Briefings.
— Bo Loudon (@BoLoudon) April 30, 2025
God bless President Trump, Karoline Leavitt, and this incredible administration!🙏 pic.twitter.com/HSbwsix3vx
Bo Loudon can't stop gushing over Karoline Leavitt
Bo Loudon is the son of former Missouri State Senator John William Loudon and conservative media personality Gina Loudon, who served on Donald Trump’s 2024 campaign media advisory board, as per the Irish Star.

Now making headlines himself, Loudon — who recently received praises from UFC star Conor McGregor — appears to have a noticeable admiration for Leavitt.
His fondness for the 27-year-old became apparent when he posted a celebratory message on X congratulating Leavitt on her appointment as White House press secretary.

Since then, his social media activity has continued to feature photos with Leavitt.
In February, Loudon shared a post on X featuring a photo of himself with Leavitt, arms around each other, captioned, “Just bumped into my talented and incredible friend Karoline Leavitt at President Trump's Mar-a-Lago club.”
Just bumped into my talented and incredible friend @PressSec at President Trump's beautiful Mar-a-Lago club.
— Bo Loudon (@BoLoudon) February 8, 2025
Karoline is the GREATEST PRESS SECRETARY IN HISTORY! pic.twitter.com/YQggmuP8nJ
Recently, he posted again, this time writing, “It's such an honor to be the youngest person to ask @KarolineLeavitt, the youngest Press Secretary in history, a question.” The post also included a photo of Leavitt and Loudon with their arms around each other, both flashing bright smiles for the camera.
According to The List, Loudon is clearly developing a fondness for Leavitt, despite the fact that she is married.
Interestingly, while Loudon and Barron are 18 and 19 — making them nine and eight years younger than Leavitt — she herself has an even wider age gap with her husband, Nicholas Roccio, who is 30 years her senior. The couple tied the knot just days before Trump’s second inauguration in January of this year.
Barron Trump’s friend Bo Loudon recently had a standout moment during White House press briefing
On April 30, Barron Trump’s self-proclaimed "best friend" Bo Loudon took part in a White House press briefing specifically organized for influencers — and things got a little awkward. When Leavitt called on him, Loudon appeared noticeably nervous.
“H-hi, Karoline… So, um…” he began, stumbling over his words, according to footage shared on Instagram. While his nerves could have stemmed from being in the spotlight, the question he posed centered directly on Leavitt herself.
View this post on Instagram
“As the youngest press secretary in history, who is a wife and a mom, you've become wildly popular with 'America First' patriots,” Loudon said. “Um — as an 18-year-old, I can say you're definitely an inspiration to Gen-Z. Uh — what has been the biggest highlight for you in these first hundred historic days?”
In these carefully staged briefings, it's common for questions to cast Trump and his administration in a favorable light — so Loudon’s effusive praise wasn’t out of place. Still, the fact that he focused so intently on Leavitt added an interesting layer to the moment.
In her response, Leavitt acknowledged the compliment and pointed out that she, like Loudon, is also part of Gen Z.