Trump Once Said He ‘Hated’ Taylor Swift — Now Calls Her ‘Terrific’ After Engagement

From ‘I Hate Her’ to ‘Terrific Person’: Trump’s Surprising Take on Taylor Swift’s Engagement” A stunning reversal as Donald Trump wishes luck to Taylor Swift and Travis Kelce after years of public jabs.

by Lila Chambers

Despite a long history of public criticisms, US President Donald Trump offered warm wishes to pop icon Taylor Swift and NFL star Travis Kelce after the couple confirmed their engagement. The announcement came with a joint Instagram post from Swift and Kelce, captioned, “Your English teacher and your gym teacher are getting married.”

During a cabinet meeting on August 26, 2025, Trump was asked about the news. He responded, “I wish them a lot of luck. I think he’s a great guy. I think that she’s a terrific person.” This showed a notable shift from Trump’s previous harsh remarks aimed at Swift, especially during and after the 2024 presidential elections when Swift publicly supported the Democratic candidate.

Trump’s criticism of Swift has been consistent over the past year, particularly targeting her political endorsements. Earlier in 2025, he expressed his disdain for Swift on his Truth Social platform, declaring loudly, “I HATE TAYLOR SWIFT!” He also claimed that because of her “woke” views, Swift was no longer popular, writing, “She was booed out of the Super Bowl and became, NO LONGER HOT.” He contrasted this by praising actor Sydney Sweeney’s advertisement for American Eagle Jeans as an example of a “registered Republican” doing well.

In February 2025, Trump shared a clip from the Super Bowl where Swift, who was supporting Kelce, was booed by the crowd. Trump captioned it as, “Trump gets massive cheers at the Super Bowl while Taylor Swift gets booed – The world is healing!” He later mocked her again, saying, “The only one that had a tougher night than the Kansas City Chiefs was Taylor Swift. She got BOOED out of the Stadium. MAGA is very unforgiving!”

Swift has remained silent on Trump’s repeated attacks.

The couple’s engagement drew massive attention on social media. Swift’s Instagram post featured a romantic photo series of Kelce proposing in a lush garden setting. The singer showcased a vintage cushion-cut diamond ring on a gold band, with floral arrangements described as simple yet elegant.

Travis Kelce’s father, Ed Kelce, revealed the proposal occurred on August 10, shortly after recording a podcast with his brothers. The couple has been publicly dating since 2023, with Swift becoming a familiar figure at Kansas City Chiefs games. Their recent engagement marks a new chapter celebrated with a return to Arrowhead Stadium for their first public outing since the announcement.

Trump’s sudden cordial tone towards Swift and Kelce during the cabinet meeting could be seen as a departure from his previous negative comments, but it remains unclear if the change signals any lasting shift in their personal or public relationship.

This engagement combines two high-profile figures from different worlds—music and sports—sparking widespread excitement while highlighting the complex interplay of celebrity, politics, and public opinion in America today.

This development marks a fresh chapter for Swift and Kelce, a couple whose relationship has captivated fans and media alike throughout 2023 and 2025.

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