Stars’ First Grammy Appearances | Us Weekly

They may be big shots in the music industry now, but everyone has to start somewhere — why not the Grammys?

From Lady Gaga, who stunned Us in 2009 with her spiky headdress, to Justin Timberlake, who has been attending the award show since his days as a boy-bander (complete with bleach-blond perm), a star’s first Grammys appearance is a special moment never to be forgotten.

Some first-time attendees get lucky and win their first Grammy at their inaugural awards show. Billie Eilish won her first five trophies at the 2020 ceremony when she was just 18 years old, breaking several records.

The “Bad Guy” singer became the youngest person to be nominated for — as well as win — in all four major categories: Album of the Year, Record of the Year, Song of the Year and Best New Artist. She is the only woman to ever win all four in one night, and her album, When We Fall Asleep, Where Do We Go?, also scored the Best Pop Vocal Album award.

“That s— was f—- crazy,” Eilish told Vogue days after winning her Grammys. “If anything, it’s an exciting thing for the kids who make music in their bedroom. We’re making progress, I think, in that place — kids who don’t have enough money to use studios.”

Scroll through to see how Hollywood’s hottest musicians have evolved since we first saw them at the Grammys!