The lyrics tell the story of a person who is struggling to let go of a past love, despite agreeing that the relationship was over. The singer is grappling with their feelings and the expectations of others, expressing the pain of trying to move on.

Meaning of "I'm Not Supposed To Love You Anymore" by Bryan White

"I'm Not Supposed To Love You Anymore" delves into the complex emotions that come with trying to move on from a past relationship. The lyrics depict the internal struggle of the singer who is torn between the agreement to end the relationship and their lingering feelings of love. The mention of packing away pictures and a ring symbolizes the physical act of trying to put the past behind, but the emotional attachment remains strong. The reference to Sherri's jealousy highlights how others may perceive the singer's inability to move on, adding pressure to conform to society's expectations. The letter-writing scene reflects the inner conflict faced by the singer, torn between the rational decision to end things and the emotional turmoil of still caring deeply. Overall, the song captures the raw vulnerability and internal battle of letting go when the heart still clings to a love deemed to be over.