The song's title originates from a real experience Musgraves had as a young pre-teen performer back in her home state of Texas. "I had this title saved for a while," she said. "It's something that someone said to me a long time ago. I was probably 11 or 12, and this stage mom, this certain stage mom of this girl I used to sing with, well, we would wear these really Western outfits and she would like to wear hers down real low, and I like to cock my hat back, my cowboy hat, kind of retro-like, which I still think is really cute today. And I was like doing my own thing, and this stage mom came over and she was like, right before we went on stage, she was like, 'Don't wear your hat like that! You're gonna look like some dime store cowgirl.' So, there's a song now."