"Letter" by Everlast is a reflective and introspective song about love, heartbreak, and regret. The protagonist narrates his feelings and experiences after seeing his ex-girlfriend with her new partner. The lyrics convey a mix of emotions, including jealousy, anger, sadness, and acceptance. The song starts with the acknowledgment that sometimes in relationships, you win or lose, experiencing both joy and heartache. The protagonist reflects on the broken hearts and unresolved issues they had in the past. Despite the pain, he claims to not be mad at his ex-girlfriend, using the term "boo" as a term of endearment. The protagonist then reveals that he recently saw his ex-girlfriend with her new man, and it hurts him deeply. He expresses the desire to harm the new partner physically, wanting revenge for the love they shared. This intense reaction shows the lingering feelings and unresolved emotions within the protagonist. The lyrics also touch upon the protagonist's relationship with his father, suggesting that he may have made similar mistakes in his own love life. He expresses sadness over hurting his former partner, highlighting the remorse he feels. Although the protagonist initially feels angry and hurt, he acknowledges that he has moved on from the pain. He no longer needs protection (umbrellas) from the stormy weather of emotions. He decides to face the reality and step outside into the rain, comparing himself to Keith Sweat, a musician known for emotional songs about heartbreak. The protagonist reflects on the years he and his ex-girlfriend spent together, highlighting the effort they put into their relationship. He acknowledges his mistakes, confessing that he hurt his "one true love" just as his father may have hurt his mother. By doing so, he acknowledges the consequences of his actions. The protagonist admits that he is patiently waiting in the background, observing his ex-girlfriend's life from afar. He realizes that he cannot hide from the truth and accepts responsibility for his actions. He believes his ex-girlfriend may be surprised by how things eventually turn out between them. The song concludes with the protagonist expressing a willingness to let go of his feelings and move on. He accepts that his ex-girlfriend is happy with her new partner and sings that he will respect her choice. Overall, "Letter" is a heartfelt song that explores themes of love, regret, and acceptance. It showcases the protagonist's journey from anger and jealousy to understanding and letting go.