"If It Kills Me" by Jason Mraz is about unrequited love and the struggle to express one's feelings to the other person. The narrator is in love with someone who doesn't seem to feel the same way, and he's afraid to confess his feelings because he doesn't want to risk ruining their friendship or getting rejected. He fantasizes about telling the person how he feels and getting a positive response, but he knows it's just wishful thinking. He also admits that he's living a double life, hiding his feelings and pretending everything's fine, which is taking a toll on him. The chorus expresses his desire to love the person in a deeper, more intimate way than just friends, but he still can't bring himself to say the words. He knows he has to find a way to express his feelings before it's too late, even if it means risking rejection. The bridge is a plea for the person to give him a chance and hold his heart in their hand. He regrets not saying anything sooner and fears missing his chance again if he doesn't act soon. In the end, the narrator is willing to do whatever it takes to be with the person he loves, even if it means risking his own happiness. The song is a heartfelt expression of the pain and uncertainty of unrequited love.