On August 26, 2025, Taylor Swift and NFL star Travis Kelce stunned fans with a joint Instagram post announcing their engagement after two years of dating. The news, which quickly racked up more than 26 million likes, dominated social media and even made its way into a cabinet meeting with former President Donald Trump.
Given Trump’s rocky history with Swift, many expected a sharp remark. In 2024, after Swift publicly endorsed Kamala Harris, Trump lashed out on Truth Social with the words, “I HATE TAYLOR SWIFT!” He later mocked her again while praising actress Sydney Sweeney, accusing Swift of being “woke” and claiming she was “booed out of the Super Bowl.” Swift has fired back over the years, labeling Trump’s presidency an “autocracy” in 2019 and accusing him of “stoking the fires of white supremacy” during nationwide protests in 2020.
So when asked about Swift and Kelce’s engagement this week, Trump caught reporters off guard. Smiling, he first quipped, “Well, I wish him a lot of luck.” Then he softened his tone: “I think he’s a great player, a great guy, and she’s a terrific person. So, I wish them a lot of luck.”
The couple’s engagement marks the next step in a whirlwind romance that began in 2023. According to insiders, marriage and children had already been part of their conversations. The announcement was so big that even FOX News broke into programming to cover it, while Google rolled out a Swift-themed confetti Easter egg to celebrate.
And now, in a twist no one quite expected, Swift and Kelce have earned something unusual: Donald Trump’s public seal of approval.