Olivia Rodrigo Sings ‘If It Makes You Happy’ With Sheryl Crow, ‘Lacy’

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Olivia Rodrigo singing with Sheryl Crow on stage.

Six years before Olivia Rodrigo was born, Sheryl Crow‘s “If It Makes You Happy” was charting in the top 10 of the Billboard Hot 100. Decades later, the hit singer-songwriters got together at Nashville’s Bluebird Cafe for a duet of Crow’s ’90s hit.

“pinch me! sang one of my favorite songs of all time with the greatest of all time @sherylcrow !!!! what an honor!!!!” Rodrigo wrote on Instagram, where she shared a photo with Crow and a video of their “If It Makes You Happy” performance, on Friday night (Sept. 29).

“Funnest day ever with the amazingly brilliant @oliviarodrigo! What…