Lenny Kravitz is the longest running and most ageless out of this group.
And here's a bonus picture of him and Kesha for height context:Frazer Harrison / Getty Images for The Recording AcademyPaul Archuleta / FilmMagic / Getty ImagesHalsey at their very first Grammys in 2017:Amy Sussman / Getty ImagesCarrie Underwood at her last Grammys in 2022:Kmazur / WireImage / Getty ImagesParis Hilton at her very first Grammys in 2009:Angela Weiss / AFP via Getty ImagesKevin Mazur / Getty Images for The Recording AcademyDua Lipa at her very first Grammys in 2019:Kevin Mazur...
AcademyRich Fury / Getty Images for The Recording Academy25.H.E.R.
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