While the former One Direction member sang “Music for a Sushi Restaurant” to his Inglewood, Calif., audience, he dropped to his knees and split his pants.
After making a shocked face at the crowd, the singer, 28, covered the tear with his hands and good-naturedly rolled his eyes at his bandmates.
Styles finished out the performance with a towel hiding the rip.
Aniston was far from the only A-list audience member, with Kylie Jenner, Trevor Noah and Ellen DeGeneres also in attendance.
However, Twitter users were quick to poke fun at the fact that Styles once admitted to crushing on the 53-year-old “Friends” alum.
“Harry’s first ever celebrity crush (jennifer aniston) is in the audience tonight and he F–KING RIPPED HIS PANTS in front of her,” one fan wrote.
Another added, “If I were Harry, just thinking about ripping my pants in front of Jennifer Aniston would send me into early retirement.”
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