In recent years geopolitical developments which involve powerful states clashing have demonstrated the fragility of small states and their positions within the international system. It is evident that changing hegemony has a greater impact on small states than the most powerful ones. This paper aims to research how one can understand - to a certain extent - the intractable situation between the People's Republic of China and Republic of China Taiwan through a Singaporean narrative. The objective is to further develop critical thinking on the issue by applying and testing neorealism as well as defensive realism as a theoretical approach. Realism is considered as the most sufficient theoretical framework to examine the research topic with. The critical assesment is based on empirical research and relevant circumstances as well as a historical dimensions. By analyzing the case of Singapore as a small state in southeast Asia with core elements within realism such as neorealism and defensive realism, it generates further understanding of the Singaporean standpoint in the China-Taiwan issue. The study found with regards to ethnical history as well as military and economic power that China possess, it is evident that further tension and possible escalation of the conflict would have a major impact on Singapore both economically and politically.