Together with the volume “Inquiries in philosophical pragmatics: Theoretical developments,” this book collects selected contributions to the conference Pragmasophia II held in Lisbon in 2018. The eleven essays of this volume focus on how a linguistic structure or expression manifests a pragmatic phenomenon, and are ordered considering their relationship with the specificity of the context. The first three papers, devoted to the topics of prototype-based generalizations, scalar implicatures, and temporal ordering, propose new insights into pragmatic phenomena considering linguistic behavior independent of the social activity in which it is placed. In the last papers, the analytical and empirical goal becomes predominant. Here, the theoretical advances are considered as instruments for analyzing specific texts, such as marketplace interactions, courtroom speech, schizophrenic discourse, narratives of literary texts for children or deception in movies. In between, three papers devoted to emotive or loaded words bridge the passage from more theoretical to more empirical and context-oriented works.