Liz Phair describes this track from her debut album as "true-confession, diary-entry singing." She told Rolling Stone in 2018: "There's no pretense or bravado. It's really saying, 'I don't know if I am cut out to do what it seems to be that society wants women to do.' It's the little things, the little habits that I can't handle. It's the fear of being married and the fear of being in that role. It's a confession as opposed to other songs that are proclaiming loudly."
"And I like the way it's produced to echo that sentiment. It's very small and creepy," she said, comparing it to eerie vibe of a horror movie like the 1975 thriller The Stepford Wives. "The town is all in on it and you're suddenly realizing that you feel like an alien."
"Sloop John B" is a traditional West Indian folk song, and it was a huge hit for The Beach Boys in 1966. They tweaked the lyric, "This is the worst trip since I've been born" to "...I've ever been on" as a wink to acid culture.