Oral and written traditions already existed a long time ago which are highlighted through various high value work. These works are processed as a medium to convey a words of advice, reprimand, satire and philosophy as a guide for the readers. The purpose of this study is to study the inquisitive semantics in strange conversational genre folklore. The objectives of this study are to identify utterances that display behaviors that were opposite to the norms of life and analyse the influence of culture and intelligence in folklore. This study is a qualitative study and an exploratory design by using a corpus data which is the Buku Antologi Enam Hikayat by choosing Hikayat Nakhoda Muda. The data were collected based on primary and secondary data and all the data were analysed based on three stages which is script semantics, resonans semantics and inquisitive semantics. Relevance Theory was used in this study. This study also includes the philosophy and intelligence of the previous society and the knowledge from other fields in order to get the concrete answer for every lexical that are used in the folklore. The results found that each lexical used in folklore has its own meaning and need to analyse by using inquisitive semantics analysis.