Throughout its 50-year history of regional cooperation, legalisation and institutionalisation have not featured all that prominently in ASEAN’s diplomatic repertoire. Especially in its formative years, ASEAN relied on political flexibility and institutional informality, eschewing binding legal relations. Even as laws and institutions were developed in ASEAN, adherence to them remained underwhelming. While ASEAN regionalism has often been lauded for achieving relative regional security, it has simultaneously been derided as weak and ineffective due to the lack of adequate implementation of its collective vision. But there are clear signs that the organisation has been adapting itself to have stronger laws and institutions since the ASEAN Charter was adopted in 2007.