In case you missed it, President Donald Trump now loves actress Sydney Sweeney thanks to reports that she’s a registered Republican. Due to her participation in a controversial ad campaign for American Eagle, Sydney has seemingly gained a large number of conservative fans, including Texas Sen. Ted Cruz, who took to social media to defend the AE campaign and call Sydney “beautiful.” Now, Fox News host Jesse Watters has joined the conversation — but with a “creepy” theory about Sydney’s ties to the Trump family.
On Monday, August 4, during Fox News’ The Five, Jesse and his cohosts weighed in on the Sydney Sweeney ad controversy. It was during this discussion that Jesse shared his “weird” theory. “And you know how this ends,” Jesse said. “[Sydney’s] gonna marry Barron [Trump], and it’s gonna be the greatest political dynasty in American history.”
His cohosts laughed at the theory, but critics on X saw it as a strange fantasy and “sick fan fiction.” Some people called Jesse’s “matchmaking” efforts “creepy and weird.”
Watters: You know how this ends? Sydney Sweeney is going to marry Barron Trump and it's going to create the greatest political dynasty in American history. pic.twitter.com/O41vvSlxwd
— Acyn (@Acyn) August 4, 2025
“We’ve left the news and entered Jesse’s daydream journal,” one critic wrote on X. Someone else joked that Sydney was likely “on her way to change that voter registration” after hearing the theory.
Others were just baffled. “The things these people fantasize about perplex me,” one person wrote. Another questioned, “Is Watters OK?”
Sydney, who is known for her roles in Euphoria and Anyone But You (along with her controversial ads), is 27. Meanwhile, Barron, who currently studies at New York University, is only 19.
Jesse’s comments about Sydney and Barron come after the president wrote about his appreciation of Sydney in a lengthy Truth Social post. In the same post, he also bashed Taylor Swift for some reason.
“Sydney Sweeney, a registered Republican, has the ‘HOTTEST’ ad out there,” he wrote. “It’s for American Eagle, and the jeans are ‘flying off the shelves.’ Go get ‘em Sydney!” Elsewhere in the post, he reiterated his claims that Taylor is “no longer hot.”
According to the elder Trump, “being WOKE is for losers” and is not “hot.” He continued with, “Just look at Woke singer Taylor Swift. Ever since I alerted the world as to what she was by saying on TRUTH that I can’t stand her (HATE!). She was booed out of the Super Bowl and became, NO LONGER HOT.”
