The lyrics describe a complex romantic entanglement between three characters, Iris, Paperman, and Sheila. They grapple with their desires and attempt to rationalize their actions, all the while questioning who they are trying to fool as they navigate feelings of temptation, guilt, and passion.

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Meaning of "Who Are We Trying To Fool?" by Jimmy Buffett


The lyrics of "Who Are We Trying To Fool?" by Jimmy Buffett delve into the complexities of human nature when it comes to romantic relationships. The characters in the song, Iris, Paperman, and Sheila, find themselves entangled in a web of desire and temptation, struggling to navigate their emotions. They question themselves and each other, trying to understand the motivations behind their actions. The song hints at the idea that we often deceive ourselves and others when it comes to matters of the heart, denying our true feelings or intentions. The characters grapple with the duality of human nature, torn between societal expectations and personal desires. Ultimately, the song suggests that the pursuit of love and passion often leads to inner conflict and self-deception, as individuals try to reconcile their true feelings with the constraints of reality.