This book constitutes the refereed proceedings of the 14th International Workshop on Security, IWSEC 2019, held in Tokyo, Japan, in August 2019. The 18 regular papers and 5 short papers presented in this volume were carefully reviewed and selected from 61 submissions. They were organized in topical sections named: Public-Key Primitives; Cryptanalysis on Public-Key Primitives; Cryptographic Protocols; Symmetric-Key Primitives; Malware Detection and Classification; Intrusion Detection and Prevention; Web and Usable Security; Cryptanalysis on Symmetric-Key Primitives; and Forensics.