Wishful Drinking (song)

"Wishful Drinking" is the first duet between the artists. Andress stated in a press release: "I've never done anything like 'Wishful Drinking' before, I've always wanted to work with Sam and have been such a fan of his for a long time. I admire how he stays so true to himself and am so happy to have him join me for my first collaboration. The song was co-written by my friend JP Saxe, and it became this amazing sad bop, which we all know I love". Hunt said: "I heard Ingrid's music a while back and knew right away she was a very talented singer and songwriter, I met her not long ago at a Nashville Sports League kickball game and I really enjoyed getting to know her a little bit. When the opportunity came along to be a part of this song with her, I was all in". Lauren Jo Black of Country Now described the song as "a story of a couple who is trying to move past a breakup and find themselves thinking of one another when they drink".[4]

Luana Harumi of V Magazine wrote that the song "is a moving country-pop ballad that perfectly combines Andress's soft pitch and Sam Hunt's husky vocals".[5] Kelly Brickey of Sounds Like Nashville commented that it "spins with a modern buzz that mixes clever lines with a strong beat over ice for a sound that goes down easy".[6]

The music video was released on August 2, 2021, and filmed at the Flamingo Cocktail Club in Nashville, Tennessee. The video features "vintage-inspired fashion and '70s glam"[7] and showcases Andress and Hunt "performing the song from across the room before getting up to sing on a small stage in the bar".[8]