This paper aims to study the causativisation of Chinese Shi-yi Constructions, and examines the history of five Shi-yi verbs, i.e. Shi(使), Ling(令), Jiao(教), Jiao(叫) and Rang(讓). Three major tendencies are found in their history: from indirect imperatives to causatives, from deliberate causatives to non-deliberate causatives, and from general causatives to descriptive causatives. This paper argues that the mechanism for the three changes is generalization, including the generalization of the verb meaning, the generalization of the subject type and the generalization of the reference of the object. While the causativisation of Chinese Shi-yi verbs shows the increase of semantic bleaching and the decrease of grammaticality, the verbs are not de-categorialized and thus not grammaticalized. Two forces are proposed to explain this particular phenomenon based on their syntactic characteristics. This case indicates that semantic bleaching is not necessarily accompanied by decategorialization and the causativisation of Chinese Shi-yi verbs is not a case of grammaticalization.