After the lifting of martial law in Taiwan, social movements increasingly gained strength and then, accompanied by the full-scale Legislative Yuan elections, advocacy of many issues to protect the vulnerable was forming bills from mere ideas. However, social welfare advocacy often reached the end of social legislation. Taiwan’s jurisprudence inherited the tradition from European Continent’s “legal positivism” and often followed the paradigm of “Hermeneutics” which developed the core legal theory and formal validity from the concept and meaning of words and logic. Such a development, however, may more easily ignored other outside systems, especially the interaction between law and social relations. “Society” has its pre-existing and ever-changing structure, because it is formed by the individual; besides, the individual’s response in the face of specific situations and context will always be different from the prediction of “behaviorism.” Under the social structure and context, social policy and social legislation have a more profound interaction than other fields of law. Therefore, we can observe more predicament under the implementation and evaluation of social legislation. Under this consideration, this paper used the method of case study and chose two social legislations of cigarette labeling and taxi driver restriction, which were already reviewed by the constitutional court. We found that both the tradition argument model of jurisprudence and the lack of evaluation tool caused the distance between law interpretation and social reality. In addition, we found a small number of constitutional court judges gradually realized the limitations of the tradition argument model of jurisprudence and tried to inquire about the social reality from the “different opinions.” This papper aimed to react to the old problem of “the law alone is not enough,” but the use of the local material should be allowed to present a perspective of the social legislation in recent years and to promote a dialogue between law and society.