This analysis of the social construct of acculturation and naturalization from the viewpoints of both native and immigrant Singaporean citizens, reveals that naturalized citizens are more responsive to the effect of discerned immigrant menaces and contribution albeit they consider the integration of the newcomers in mainstream society as less problematic. The definition of socio-economic reliance and how it may mitigate acculturation stance will also be debated. More specifically, what and by how much must immigrants do in order to be considered a full participating member in the adopted society? The convergence and divergence of viewpoints will illuminate the perceptual gaps between native and immigrant communities. In addition, the composite score of the markers will provide a measurement of social inclusiveness; it reflects the depth of psychological barriers imposed by the individual in preserving the distinct boundaries of citizenship. Multivariate analyzes showed that the two groups reacted differently to the challenges and benefits from immigration. Surprisingly, naturalized citizens were more sensitive to the impact of perceived immigrant threats and contribution even though they imposed fewer barriers to the new arrivals in becoming a part of the mainstream society. The definition of socio-economic confidence and how it may moderate acculturation attitude will also be discussed.