The lyrics to Heartless by Kanye West narrate the bitter ending of a relationship. She made mistakes, and so did he. They agreed to let things be, but somehow still end up on the phone in the middle of the night arguing. He wants to be able to end their relationship on a good note, but she is being so "heartless" that he is losing the desire to fix things because she kept turning to her friends because they only know the bad stories and not the special love that they did share. However, she is willing to overlook her own decisions and hold him responsible for what he has done. She wants to make him pay, and is therefore looking to her friends and his old friends for support. He feels that he is being wronged, and while she thinks he is getting what he deserves, he is explaining that he is not going to stick around and be harassed by her and her friends. In her mind, she thought her plan was working... She wanted him to suffer. He will leave and be "gone into the night", and he is confident that in a few month's time, she will regret her actions because she is unable to find a better boyfriend than he was.