The lyrics of "Smile Like That" explore the narrator's observations of someone's smile and their desire to be able to make that person smile in the same way. They reflect on the genuineness of the smile, expressing acceptance and a desire for both individuals to find happiness, even if it's with someone else.

Meaning of "Smile Like That" by Esperanza Spalding

The lyrics of "Smile Like That" delve into the complexities of unrequited love, emotional honesty, and acceptance. The narrator's keen observations of the other person’s smile and the happiness it brings highlight a longing to be the source of that joy. However, they also acknowledge the reality of the situation, emphasizing the importance of remaining true to oneself and allowing the other person to find their happiness, even if it's not with them. The acceptance of the situation and the desire for both parties to be genuinely happy, even if it means being apart, underscores themes of maturity, selflessness, and emotional growth. The narrator ultimately resolves to set the other person free while holding onto the hope of finding their own happiness elsewhere. The lyrics present a nuanced exploration of love, longing, and the complexities of romantic relationships.