In this paper, we investigated the process of interestingness cognition in metaphor comprehension. We did this from the point of view that the interestingness of a metaphor (e.g., “life is like a gamble”) is related to its interpretative diversity. Two studies were conducted to assess this phenomenon: Study 1 (interpretation-production) and Study 2 (interpretation-presentation study). In Study 1, we observed that a greater number of interpretations were produced from a metaphor that was interesting and easy to understand as compared to one that was less interesting and difficult to understand. In Study 2, we observed that a metaphor was more interesting when more information on simile interpretation was presented. On the basis of these results, we discuss the relationship between the process of metaphor comprehension and metaphor evaluation.