Donald Trump isn’t known for soft words — especially when it comes to Taylor Swift. So his reaction to her engagement with Travis Kelce surprised many. On August 26, Swift and Kelce shocked fans with a joint Instagram post announcing their engagement after two years of dating. With over 26 million likes, the news dominated headlines — and sparked curiosity about what the president would say. Trump and Swift have a long, bitter history. In 2024, after she endorsed Kamala Harris, Trump blasted on Truth Social: “I HATE TAYLOR SWIFT!” He later mocked her again while praising actress Sydney Sweeney, calling Swift “Woke” and claiming she was “booed out of the Super Bowl.”

Swift hasn’t held back either. In 2019 she called Trump’s presidency an “autocracy.” A year later, she accused him of “stoking the fires of white supremacy” during nationwide protests. Given this backdrop, his engagement comments caught people off guard. Asked about Swift and Kelce, Trump first joked: “Well, I wish him a lot of luck,” grinning as reporters laughed. Then he softened: “I think he’s a great player, a great guy, and she’s a terrific person. So, I wish them a lot of luck.”