Lainey Wilson is the current queen of country music who everyone and their mama wants to work with, for, or even be in the same room as.
She has become a go-to collaborator over the years, recording countless collaborations and duets with artists including Jelly Roll, Dolly Parton, Wynonna Judd, Keith Urban, Terri Clark, Lauren Alaina, Charlie Worsham and Anne Wilson.
Her collaboration with Jelly Roll, “Save Me,” not only spent two weeks at No.1 on Billboard‘s Country Airplay chart, but it also earned a Grammy nomination for Best Country Duo/Group Performance.
When I had the chance to flip the question on her on Taste of Country Nights back in 2023 and ask her what is her favorite country collaboration of all time, Wilson was quick with her response, almost as if she didn’t have to think about it.
The “Heart Like a Truck” singer said “Man, ‘Islands in the Stream,’ Dolly and Kenny.”
That song was released in 1983, nine years before Wilson was born.
Wilson didn’t stop at naming just one of her favorite country collaborations of all time. She also name-checked Tim McGraw and Faith Hill‘s “It’s Your Love.”
Wilson was alive when this duet came out in 1997. She was around five years old, likely jamming to it while her parents were playing it in the car.
Take a look at some sad country music duets in the pictures below.
The 23 Saddest Country Duets, Ranked
There’s just something about a duet that makes a sad song even sadder. With two different vocal perspectives and stories in play, the heartbreak just feels all that much more — well, heartbreaking!
Read on for Taste of Country’s list of all the saddest duets in country music history, and stay until the end to find out our No. 1 pick.
Gallery Credit: Carena Liptak
10 Best Girls-Only Country Music Duets, Ranked
Here are 10 great, all-female country duets, ranked. You’ll recognize most, but not all, and that’s not because we found legendary duets from the ’60s, ’70s and ’80s. It’s more of a contemporary trend for women to get together
Gallery Credit: Billy Dukes

