The song "I'm confessin'" by Lester Young is about a person who is expressing their love and confessing their feelings to someone else. They are uncertain if the other person feels the same way, and they are afraid of being left heartbroken if the other person decides to leave them. The lyrics convey a sense of vulnerability and longing, as the singer fears the possibility of rejection. Ultimately, the song captures the experience of unrequited love and the fear of losing the person they care about. It's a classic tale of love, heartache, and the uncertainty that comes with opening up to someone.