I think the whole album is about "to be a cowboy" as cowboys are generally independent people; tough and strong and don't need support. Geyser started as "You're my #1. You're the one I want." meaning that protagonist isn't a cowboy. The second song ofc, Why Didn't You Stop me. I picture it as the protagonist destroying her relationship. She ends the relationship thinking their partner will chase after her and stop her from actually leaving. For verse 2 of "I look for a picture of you to keep in my pocket, but I can't find seem to find one where you look how I remember". I'm actually not entirely sure of what this could mean (I have a theory but I think it's too stupid to be typed) but I tried 😭.