The lyrics of Harry Connick, Jr.'s song "Greatest Love" tell the story of the singer's mother and the life lessons she imparted to him. The song begins with the singer reminiscing about his childhood, where his mother would tell him stories about life. These stories described both happy and sad moments, which the singer cherishes as some of the best memories of his life. The song goes on to mention the lessons his mother taught him about men and women. She emphasized the importance of staying true to oneself and finding a partner who would reciprocate that loyalty. The singer's mother encouraged him to embrace his uniqueness and strive for a fulfilling life. Despite acknowledging that fairytales are rare in reality, the singer's mother believed he was special and deserving of a love story of his own. She instilled in him the determination to find a girl and create their own fairytale-like love story. The lyrics also touch upon the singer's mother's passing, expressing that even though she never met his future bride, she would be happy knowing he found love and that he is getting married. Overall, the song "Greatest Love" reflects on the lessons, love, and guidance the singer's mother provided him and celebrates the idea of a unique and extraordinary love story that he hopes to create in his own life.
