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.
Working with the Italian fashion house is as common as breaking out radio hits for Styles, who holds a close relationship with the brand and its former creative director Alessandro Michele.
In November, he partnered up with the high-fashion label for his HA HA HA menswear collection. The name is a combination of Styles' and Michele's first name initials plus the laughter thought to be emanated by the laughing face emoji.
On weekend one, Styles stepped out in a black fur coat, which he later took off to reveal a custom Gucci sequin jumpsuit in all of its glory.
And for his return at weekend two, he wore an eye-catching all-pink Gucci look featuring a flamingo pink feather coat, and metallic pink pants and an unbuttoned vest, embellished with his initials and fruits.
While performing his song, "Music for a Sushi Restaurant," Styles' tan leather trousers ripped at the seam near his crotch.
Per a video shared on TikTok by a concertgoer, the accident occurred when the singer knelt down on one knee, which instantly split the seam of his pants in the process. After noticing the gap, Styles bashfully continued to sing while covering the rip. He covered it with a towel while he danced around — but that was only a temporary fix.
“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.”
This wouldn't be the first time the Grammy winner has stolen the show with his outfits, granted, for more fashionable reasons.
Last year proved to be a momentous occasion in fashion for the Don't Worry Darling heartthrob, who entered a new era of personal style in tandem with the release of his third studio album, Harry's House, in May.
Out of his robust rotation of high-fashion ensembles, Styles made waves in April with his Coachella wardrobe, which was incredibly jazzy for his debut at the famous music festival.
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.
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