The narrator expresses their difficulty in saying goodbye to someone they care about and their hesitance in doing things they don't want to do. They question whether they should pretend not to care or hide their true feelings. They also contemplate the consequences of expressing their emotions and consider staying or leaving.

Meaning of "I Don't Know How to Say Goodbye to You" by Sam Phillips

The lyrics of "I Don't Know How to Say Goodbye to You" encapsulate the struggle of saying farewell to someone important. The repetition of not knowing how to say goodbye emphasizes the emotional turmoil experienced by the narrator. They admit to not being good at doing things they don't want to do, suggesting that their difficulty in parting ways stems from their deep attachment to the person.

The narrator grapples with the decision to pretend not to care or to be honest about their feelings. They question whether the other person shares the same emotional connection, unsure if their feelings would be discovered or reciprocated. The mention of a kiss and a touch hints at the intimacy they share with this person, and the fear of revealing too much or becoming vulnerable.

The lyrics reflect the dilemma of whether to stay or go. The narrator wonders if the other person would be scared if they choose to stay and let them look inside, exposing their true self. This could imply a fear of rejection or a fear of being too exposed emotionally. On the other hand, the contemplation of smiling and walking away suggests a desire to protect oneself from potential heartache or disappointment.

Overall, the song explores the complexities of parting ways and the struggle to express genuine emotions. It delves into the internal conflict of wanting to hold onto someone and the fear of the unknown that comes with saying goodbye.