Meaning of "Every Time I Try" by That Dog

The lyrics of "Every Time I Try" by That Dog depict the struggles of trying to mend a relationship or resolve conflicts with someone. The repetition of questions like "What do you wanna do" and "Where do you wanna sleep" highlights the frustration of not being able to understand the other person's desires or needs. The singer expresses a desire to work things out, but constantly fails to find the right approach, leading to emotional pain and tears. The repeated phrase "Every time I try, I cry" reflects the cycle of attempting to find a solution and facing disappointment. Overall, the song captures the difficulty of communication and the emotional toll of unresolved issues in relationships.