This study examines how the female and male characters' humour in the American sitcom How I Met Your Mother explained in view of Grice's four conversational maxims and three theories of humour – the incongruity theory, hostility theory and relief theory. In doing so, the study also looks at the divergences and convergences in humour created between the male and female characters of How I Met Your Mother. Similar to previous research, results showed that the violating and flouting of Gricean maxims can lead to humour, which can be explained by the three theories of humour. In most examples of my study, all humour theories could be applied to the same humorous situation, providing different angles and interpretations. Furthermore, the results showed that the male and female characters create humour differently and the reason might be that there is a connection to social and cultural norms about genderr oles, which may have been stereotyped in the sitcom. For future studies, this paper suggests that a quantitative study should be conducted in order to draw quantitative conclusions regarding the frequency of violations and flouts of maxims between male and female genders of the show. The reason for the suggestion is that the results in this paper is based on four episodes and therefore limited to these specific episodes. A quantitative study could perhaps include more episodes in order to reach more general conclusions regarding the shows entirety.