It was the kind of NFL deadline day nobody in football or pop culture saw coming. While teams scrambled to finalize their 53-man rosters, Taylor Swift and Kansas City Chiefs star Travis Kelce took everyone by surprise, announcing their engagement on Instagram for the world and their fans to see.
Their whirlwind romance, which took off during Week 3 of the 2023 NFL season, has had fans from both camps glued to every move. The joint post put a unique spin on the usual announcement, with the caption: “Your English teacher and your gym teacher are getting married,” and their engagement photos racked up 1.2 million likes in the first 10 minutes.
Why Did Donald Trump Comment on Taylor Swift and Travis Kelceās Engagement?
As talk of Swift and Kelceās engagement spread, President Donald Trump weighed in with his thoughts and sent well wishes to the couple. In a reaction shared with Fox News, Trump said, “Well, I wish them a lot of luck. I think he’s a great player, I think he’s a great guy and I think that she’s a terrific person. I wish them a lot of luck.”
JUST IN: President Trump gives his honest reaction to Taylor Swift and Travis Kelce’s engagement:
“I wish them a lot of luck.” pic.twitter.com/6QNyUpJUg7
ā Fox News (@FoxNews) August 26, 2025
This moment comes against the backdrop of tension between Swift and Trump that boiled over during the 2024 election season. Swiftās public endorsement of former Vice President Kamala Harris made headlines, with her saying in a widely shared Instagram post: “I will be casting my vote for Kamala Harris and Tim Walz in the 2024 Presidential Election. I’m voting for @kamalaharris because she fights for the rights and causes I believe need a warrior to champion them. I think she is a steady-handed, gifted leader and I believe we can accomplish so much more in this country if we are led by calm and not chaos.”
Not long after Swift shared her endorsement, Trump replied on Truth Social using all caps: āI HATE TAYLOR SWIFT!ā and made it clear how he felt about her involvement in politics.
Donald Trump shares thoughts on Taylor Swift following her endorsement of Kamala Harris:
āI HATE TAYLOR SWIFT!ā pic.twitter.com/g5g1zC8P2m
ā Pop Base (@PopBase) September 15, 2024
Adding to the public focus, Trump has continued to share opinions about Swift, including remarks about her appearance and her reception at major events.
Referencing Sydney Sweeney and Swift in a post from early August, Trump wrote, āSydney Sweeney, a registered Republican, has the āHOTTESTā ad out there [ā¦] Just look at Woke singer Taylor Swift. Ever since I alerted the world as to what she was saying on TRUTH that I canāt stand her (HATE!). She was booed out of the Super Bowl and became, NO LONGER HOT.ā
Donald Trump claims āwoke singerā Taylor Swift is āno longer hotā because of him:
āSydney Sweeney, a registered Republican, has the āHOTTESTā ad out there [ā¦] Just look at Woke singer Taylor Swift. Ever since I alerted the world as to what she was saying on TRUTH that I canāt⦠pic.twitter.com/W7g9EZnIMq
ā Pop Crave (@PopCrave) August 4, 2025
Meanwhile, Kelceās proposal marks the end of the 2025 NFL preseason and means the regular season is just around the corner for Kansas City and the rest of the league. On top of all the engagement excitement, Swift also announced her new album, “The Life of a Showgirl,” showcasing her continued dominance on multiple fronts.

