Donald Trump on Tuesday congratulated pop superstar Taylor Swift and Kansas City Chiefs tight end Travis Kelce on their engagement.During an afternoon briefing with reporters, Trump said:“I wish them a lot of luck. He’s a great player. I think he’s a great guy. I think she’s a terrific person.”His remarks stood in contrast to an Aug. 4 post on Truth Social in which he mocked the 14-time Grammy winner and declared she was “no longer hot” while championing actress Sydney Sweeney."Sydney Sweeney, a registered Republican, has the 'HOTTEST' ad out there. It's for American Eagle, and the jeans are 'flying off the shelves.' Go get 'em, Sydney!" Trump wrote."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."Trump’s jab at Swift was applauded by conservative pundits such as Megyn Kelly.For years, Trump and Swift have been on different ends of the political spectrum. The singer was vocal in her support of Democratic candidates in Tennessee in 2018 during the midterms. She also supported former president Joe Biden in 2020 and Kamala Harris in 2025.Trump made her a regular target in his speeches and posts.Travis Kelce-Taylor Swift duo is setting records View this post on Instagram Instagram PostTaylor Swift and Travis Kelce revealed their engagement with a carousel of photos featuring a rose garden proposal, including a close-up of the diamond ring.“Your English teacher and your gym teacher are getting married,” their Instagram post read.The announcement concluded a romance that started in the summer of 2023, when Kelce tried to reach out to Swift during an Eras Tour concert. They publicly announced their romance that fall at a Kansas City Chiefs game.Swift appeared on Travis Kelce's "New Heights" podcast earlier this month to promote her brand new album, "The Life of a Showgirl." The episode set a Guinness World Record for live podcast viewership on YouTube, highlighting the pair's cultural impact.