The song "Who Woulda Knew" by Joell Ortiz depicts a complex relationship that is facing challenges and uncertainties. The lyrics delve into the conflicting emotions and desires both the narrator and his partner experience. In the first verse, the narrator expresses how his partner's mind sometimes drifts back to her previous lifestyle before they came together. He acknowledges that while he sees a future with her, she often reminisces about the club scene and the life she used to enjoy. This creates tension and affects their relationship. The hook sung by Father Dude emphasizes the theme of unexpected outcomes and uncertainties in their relationship. It suggests that despite the possibility of their separation, the song is still dedicated to her. The second verse delves into issues of jealousy and insecurities within the relationship. The narrator acknowledges that his partner becomes concerned about his popularity and questions his loyalty whenever someone shows interest in him. This creates disagreements and strained dynamics between them. The final verse explores the concept of longing for the past and hesitations about committing fully to their present situation. The narrator hints that his partner may still be attached to her previous experiences and may even miss certain aspects of her old life. He contemplates whether she truly loves him or simply loves the idea of being ready for a committed relationship. He also expresses his hopes for a promising future, but wonders if his efforts to resolve their issues will be in vain. Overall, the song reflects on the challenges and doubts that arise in relationships, particularly when both partners have different desires and struggle to fully embrace their current situation. The lyrics convey a sense of longing, uncertainty, and the potential consequences of not addressing these issues.