Donald Trump Says He ‘Can’t Stand’ ‘Woke’ Taylor Swift While Praising Sydney Sweeney

Donald Trump has once again insulted Taylor Swift, this time dragging the pop superstar’s name into a discussion about Sydney Sweeney’s widely criticized ad campaign with American Eagle.

In a heated post on Truth Social on Monday (Aug. 4), the president compared the two women’s politics in an attempt to prove that conservative women are more “hot.” “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!”

Though the Euphoria star has not commented on it publicly, a recent piece from BuzzFeed reported that she has been a registered Republican since 2024, when Trump won his second of three presidential runs. The report came shortly after Sweeney made headlines for her controversial American Eagle commercials, in which the actress — who is a white woman with blonde hair and blue eyes — boasted about having both “great jeans” and “great genes” — something that upset many consumers who compared the ad’s messaging to Nazi propaganda.

Trump, however, is clearly a fan of the campaign. As for Swift, who has opposed his policies numerous times, the twice-impeached POTUS wrote Monday, “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!),” he continued. “She was booed out of the Super Bowl and became, NO LONGER HOT. The tide has seriously turned — Being WOKE is for losers, being Republican is what you want to be. Thank you for your attention to this matter!”

Billboard has reached out to Swift’s rep for comment.

Trump’s message is far from the first time he’s dissed the 14-time Grammy winner. Her first time speaking about politics was to endorse Democratic candidate Phil Bresden for Senate in 2018, shortly after which the president said he liked her music “25% less.”

In the years since, Trump’s attacks on the singer have heated up as she’s repeatedly endorsed his opponents for president, most recently backing Kamala Harris in the 2024 election. A few days after she posted in support of the former VP, he wrote on Truth Social, “I HATE TAYLOR SWIFT!” And this past February, he claimed that fans at the Super Bowl booed her “out of the stadium,” when, in reality, the musician stayed for the entire game and only received boos from a few Philadelphia Eagles fans who were this year’s rivals to Swift’s team of choice, the Kansas City Chiefs.

In May, Trump again lobbed insults at Swift, posting out of the blue: “Has anyone noticed that, since I said ‘I HATE TAYLOR SWIFT,’ she’s no longer ‘HOT?’”

It’s unclear why, months later, Trump is bringing the Eras Tour headliner back up on his social media platform, or how she’s related to the controversy surrounding Sweeney and American Eagle. The fashion brand, for it’s part, recently responded to the backlash, posting a statement on Instagram asserting that the campaign “is and always was about the jeans.”

“We’ll continue to celebrate how everyone wears their AE jeans with confidence, their way,” the company added on Aug. 1. “Great jeans look good on everyone.”