WATCH: Chris Stapleton and Justin Timberlake Surprise Fans With Duet In Los Angeles

Chris Stapleton’s All-American Road Show rolled through Los Angeles over the weekend and fans were treated to a very special…


Lauren Jo Black

| Posted on

June 12, 2022


2:59 pm

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Justin Timberlake, Chris Stapleton; Photo via Instagram

Chris Stapleton’s All-American Road Show rolled through Los Angeles over the weekend and fans were treated to a very special surprise guest during the show: Justin Timberlake. 

During his headlining set, Stapleton welcomed his longtime friend and collaborator to the stage to join him for a performance of “Tennessee Whiskey.” 

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“Most of you probably know me because of this next man I’m about to bring on stage,” the Kentucky native shared. “He’s one of the greatest musical artists that has ever lived.”

“Please make welcome my brother Justin Timberlake,” Stapleton added as the 10-time GRAMMY winner joined him on stage. 

In a video captured by a concertgoer, the audience can be heard cheering and clapping loudly at the sight of Timberlake entering the stage. Click above to watch around the four-minute mark.

Timberlake hugged Morgane Stapleton and Chris Stapleton before addressing the crowd, “Can you hear me out there, Los Angeles?” 

“You know what time it is Los Angeles,” Timberlake said as Stapleton sang, “It time to drink some whiskey.” 

The pair then joined forces to sing the country classic, trading off verses throughout the song and harmonizing on the chorus as the audience sang along. 

Stapleton shared photos of the unforgettable moment on Instagram. Timberlake was quick to reply, writing, “Love you, brother. Thanks for talking me into hopping up on a date night with wifey!!!! LA, thank you for the ❤️!!!!”

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Chris Stapleton and Justin Timberlake famously sang “Tennessee Whiskey” and Timberlake’s “Drink You Away” at the CMA Awards 2015. 

The duet was one of the most buzzed-about moments of the CMA Awards and ultimately launched Stapleton’s career to new heights. 

Following their CMA collab, sales of Stapleton’s debut album, Traveller, surged. The project went on to win countless awards, including Best Country Album at the GRAMMYs. 

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Stapleton and Timberlake later joined forces on the track “Say Something” for Timberlake’s 2018 album, Man of the Woods.

Chris Stapleton’s All-American Road Show runs through October 27. Click HERE for a full list of tour dates.

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Lauren Jo Black

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Lauren Jo Black

Lauren Jo Black, a University of Central Florida graduate, has immersed herself in the world of country music for over 15 years. In 2008, she co-founded CountryMusicIsLove, eventually selling it to a major record label in 2015. Following the rebranding of the website to Sounds Like Nashville, Black served as Editor-in-Chief for two and a half years. Currently, she assumes the role of Editor-in-Chief at Country Now and oversees Country Now’s content and digital footprint. Her extensive experience also encompasses her previous role as a Country Music Expert Writer for and her work being featured on She’s been spotlighted among Country Aircheck’s Women of Influence and received the 2012 Rising Star Award from the University of Central Florida. Black also spent time in front of the camera as host of Country Now Live, which brought live music directly to fans in 2021 when the majority of concerts were halted due to the pandemic. During this time, she hosted 24 weeks of live concerts via Country Now Live on Twitch with special guests such as Lady A, Dierks Bentley, Jordan Davis, Brett Young, and Jon Pardi. Over the course of her career, she has had the privilege of conducting interviews with some of the industry’s most prominent stars, including Reba McEntire, Blake Shelton, Luke Combs, Carrie Underwood, Luke Bryan, Miranda Lambert, Lainey Wilson, and many others. Lauren Jo Black is a longtime member of the Country Music Association and the Academy of Country Music.