WATCH: Lainey Wilson Draws Jelly Roll-Inspired Face Tattoos on Drew Baldridge During ‘Save Me’ Duet

“I’m gonna turn around and think, ‘Jelly Roll, is that you?’”

By

Lauren Jo Black

| Posted on

July 8, 2025

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12:33 pm

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Drew Baldridge, Lainey Wilson; Photo Courtesy Drew Baldridge

Lainey Wilson recently invited Drew Baldridge to join her for a rendition of “Save Me,” her chart-topping hit with Jelly Roll, and to mark the moment, she gave him fake face tattoos with a Sharpie, replicating Jelly Roll’s signature ink.

During their performance at Hooftbeat Music Festival in Wisconsin, Wilson turned to Baldridge mid-song and joked, “You look a lot like Jelly Roll. We just need to draw you a little teardrop right here.”

Looking around the stage, Wilson asked, “Do you have a permanent marker? Hold up, I’ve got a permanent marker.” 

Drew Baldridge, Lainey Wilson; Photo Courtesy Drew Baldridge
Drew Baldridge, Lainey Wilson; Photo Courtesy Drew Baldridge

Baldridge appeared to be stunned and questioned, “Are you serious?”  

Wilson then drew a teardrop on one side of his face and a cross on the other, teasing, “I’m gonna turn around and think, ‘Jelly Roll, is that you?’”

With his new “tattoos,” Baldridge finished the duet with Wilson, belting the emotional lyrics in unison:

“I’m a lost cause/ Baby, don’t waste your time on me/ I’m so damaged beyond repair/ Life has shattered my hopes and my dreams,” they sang. 

Co-written by Jelly Roll (Jason DeFord) and David Ray Stevens, Jelly Roll first released a solo version of “Save Me” on his 2020 album, Self Medicated. The track took on new life when he teamed up with Lainey Wilson for a reimagined duet following their surprise performance at the 58th Academy of Country Music Awards. The powerful collaboration climbed to No.1 on the country charts in December of 2023, marking Jelly Roll’s third No.1 and Wilson’s fourth on the Billboard Country Airplay chart.   

After having the chance to sing “Save Me” with Wilson, the reigning ACM Entertainer of the Year, Baldrdge reflected on the moment on social media. 

“The following day Last night was an unforgettable night with @Lainey Wilson 😂 @Jelly Roll you definitely pull the tats off better than me,” he joked. 

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Lainey Wilson is set to perform at a few more festivals before she launches the U.S. leg of her highly anticipated Whirlwind World Tour. The trek is set to kick off on August 14 at the Footprint Center in Phoenix, Arizona. Her new single, “Somewhere Over Laredo,” is at country radio now and will appear on her upcoming Whirlwind Deluxe release.   

Drew Baldridge also has a slew of tour dates on the books, including shows with Bailey Zimmerman and various festivals like Watershed, Big Valley Jamboree, and more. Baldridge is working on new music as his single, “Tough People,” continues to impact the charts.     

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Lauren Jo Black

Written by

Lauren Jo Black

Lauren Jo Black is a longtime country music journalist, editor, host, and media personality whose work has helped shape the conversation around country music for nearly two decades. As the current Editor-in-Chief of Country Now, she has become one of the genre’s most respected voices, interviewing hundreds of country music’s biggest stars, including Dolly Parton, Garth Brooks, Reba McEntire, Shania Twain, Randy Travis, Luke Bryan, Carrie Underwood, Blake Shelton, Luke Combs, and countless others. Over the course of her career, Black’s written work and interviews have reached billions of country music fans worldwide. A 2009 graduate of the University of Central Florida, Black began her career by founding Country Music Is Love, one of country music’s earliest independent digital publications, which she later sold to a major record label in 2015 before it was rebranded as Sounds Like Nashville. She then served as the publication’s Editor-in-Chief for more than two years. Her work has also appeared in Forbes, and she previously served as the Country Music Expert for Answers.com. Widely recognized for her expertise, Black has appeared as a featured guest on The Bobby Bones Show, BobbyCast, and Scripps News Morning Rush, providing insight on country music’s biggest moments. She has also hosted Country Now Live, a concert series featuring performances from artists including Lady A, Dierks Bentley, Riley Green, Jordan Davis, Dustin Lynch, Gabby Barrett, Brett Young, Jon Pardi, Kip Moore, Chris Young, and more. The series has welcomed thousands of fans in person while reaching millions more online. In addition, she hosted Connect With Country Now, a weekly interview series featuring conversations with rising country stars. Throughout her career, Black has earned a reputation for discovering and championing artists long before they become household names. She has covered Luke Bryan since the early days of his career, beginning when he was writing songs for other artists, including Billy Currington’s No. 1 hit “Good Directions,” before stepping into the spotlight with his debut single, “All My Friends Say” and eventually becoming one of biggest names in music. She also gave Megan Moroney her first opportunity to walk a major red carpet as Country Now’s official guest correspondent at the 2022 CMA Awards. An interview she conducted in 2018 for Forbes.com with Luke Combs that inspired his multi-week No. 1 hit, “Doin’ This.” She has also hosted stages at CMA Fest, moderated an industry panel at Country Radio Seminar, and helped lead important conversations about the evolving landscape of country music media. Beyond journalism, Black has also used her platform to support charitable causes and highlight organizations making an impact. Through Country Now Live, she has helped raise awareness and support for St. Jude Children’s Research Hospital, while also advocating for animal rescue through Country Now’s Pupdate series, spotlighting organizations including MuttNation Foundation, Wags & Walks, and Proverbs 12:10 Animal Rescue. Black has been recognized as one of Country Aircheck’s Women of Influence and received the 2012 Rising Star Award from the University of Central Florida. She is a longtime member of both the Country Music Association (CMA) and the Academy of Country Music (ACM). After nearly 20 years covering country music, Lauren Jo Black has spent her career telling the stories behind the artists, songs, and moments that have shaped the genre. Her first-ever book, Country Music Forever: An A-to-Z Celebration of Icons, Songs and Stories, brings that same passion and firsthand knowledge to the page, celebrating not only the legendary artists and timeless songs that have become the soundtrack to generations of fans, but also the places, traditions, and cultural moments that have made country music one of the most beloved genres around the world.