This study analyzes and compares two pragmatic viewpoints of “moral imagination.” In the first part, this study discusses the pragmatic metaphor of “deliberation as imaginative rehearsal,” which includes John Dewey’s “dramatic rehearsal” and Steven Fesmire’s critical revision of “improvisational imagination.” In the second part, this study examines Richard Rorty’s neopragmatist standpoint, which emphasizes that culture should be described as a poeticized orientation, not rationalized or scientized. In other words, Rorty redescribes moral imagination as liberal irony. In the last part, this study comprehensively compares the two pragmatic metaphors of moral imagination and extends ethics research and moral instruction methods.