The lyrics move from the sting of romantic rejection to a more playful kind of comfort. In the first part, the speaker realizes that someone she liked understood her feelings but still turned her away. She feels embarrassed and hurt, yet also begins to see that her attraction may have been stronger in appearance than in reality. In the later part, she finds companionship in a new guitar, which becomes a welcome contrast to an unresponsive person.
Being โkicked to the curbโ is an idiom meaning to be rejected or discarded. The speakerโs battered-jeans and band-shirt details make the person seem familiar and appealing, which sharpens the disappointment when he rejects her. In the second part, Cherry โunderstandsโ and โplays alongโ: these phrases describe the guitar as if it were a friend who listens and responds. Calling it a โnew best friendโ gives the instrument a humorous, affectionate role.
The shift to the guitar may be a lighthearted way of expressing loneliness, but it also suggests a real turn toward something the speaker can enjoy and control. The song does not claim that music erases rejection; she still sings her blues. Nor is it entirely clear how much of the guitarโs companionship is a joke and how much is emotionally meaningful.