The Breakup Conversation is a satirical simulation of the conversation at the end of a romantic relationship. The player is expected to perform a breakup over instant messenger, while the computer, playing the role of the soon-to-be-ex, will attempt to guilt and emotionally manipulate the player to give in and fail to break up. The engine includes knowledge of numerous “guilt games†that could take place during a breakup, and some ways of getting through them — for example, the “it’s not you it’s me†ritual, the “why are you doing this to me†blame, the refusals to discuss issues, and other ways in which people panic, reason, plead, lay guilt, and so on. These rituals are treated informally, and meant to be exaggerated and entertaining, rather than psychologically felicitous — they were inspired by sitcoms, personal anecdotes, and popular self-help books on relationships. The Breakup Conversation is a Windows executable program.