Please Don’t Destroy Members Still Can’t Believe Taylor Swift Agreed to ‘Three Sad Virgins’ Bit Either

Over the past three seasons the men of Please Don’t Destroy have capably picked up the digital short mantle left to them by the previous Saturday Night Live viral video trio The Lonely Island. That includes roping major stars into appearing in their bits, including 2021’s hilarious “Three Sad Virgins” sketch featuring then cast member Pete Davidson and that night’s musical guest, Taylor Swift.

On Monday night (Nov. 6) the three — John Higgins, Martin Herlihy and Ben Marshall — visited The Tonight Show to talk about their breakout success on SNL, and, of course, reveal how they got the biggest pop star in the world to do a hilarious pop-in for their video. “We didn’t think that she would do it,” said Higgins, son of SNL writer/producer and Tonight Show announcer/sidekick Steve Higgins.

“[SNL writer] Dan Bulla, who wrote it with us, said, ‘We should have Taylor Swift do it’… and we were like, ‘yeah, obviously!'” So, they pitched it to her — including mentioning the name of the bit and how it would consist of her and Davidson roasting them — and she was immediately like, “‘Yes!’ and was like, ‘I get that about you guys,'” Higgins lamented.

In fact, Marshall said, Swift actually pitched even more jokes making fun of them and now, Higgins admitted, every time they walk down the street people yell out, “‘Hey, sad virgin!'” Which is a bummer, he said, because it’s not even true. “We’re not sad.”

In case you missed the original, in it Davidson pitches the trio on doing a video in which they are all pals who hang out. He then slow raps about his crazy tabloid fame and the cool and famous friends he has… except for those “three sad virgins.” The guys stop the shoot to ask if the parody song is actually about them, and after assuring them it’s just a joke, Davidson raps their names and some unflattering characteristics (not smart, breath smells like a fart) to their mortification.

After they ask for some changes, Davidson continues the humiliation, only agreeing to stop after they hit the song’s bridge. Cue Swift, who comes in to croon more cruel, but accurate, insults, including “Ben is like a sad Ron Weasley/ He looks like if Big Bird lost all his feathers/ And Martin has the charm and the sex appeal of a scarecrow/ John has a big-ass bowling ball head/ How does he stay upright with that big, fat melon?”

Swift is the leading finalist with nods in 20 categories at the 2023 Billboard Music Awards. You can watch the BBMAs here, and via Billboard and the BBMA’s social media channels on Nov. 19.

Watch Please Don’t Destroy on The Tonight Show and check out the “Three Sad Virgins” sketch below.