This paper will discuss the role of the jesters at the court of Nasr al-Din Shah, with more particular reference to Karim Shire′i, whose humor gained a lasting place in popular memory. It will look at the jesters in the context of their essential role, to remind the king that he was human. This poses a number of questions with regard to who the jester was and how he carried out his function. First, there is the question of the relationship between the Shah and jester, the degree to which it could become personal and why. Second, the paper will look at the jester's identity and the way it is defined by his relationship with the Shah. Third, it will consider the jester's relationship with the court as a whole and his function within a strictly related hierarchical environment. All of these required that the jester constantly maintain a delicate and sometimes dangerous balance, which could only be carried out by one who inherently possessed a particular kind of wit. Consideration will be given as to what the jester represented both to the court and to the public, specifically with reference to the widely held concept of the wise fool, and its religious implications. This relates to the issue of ‘innocence,’ (‘the mad have cast upon their tongues words from the unseen’) whether natural or assumed and its purpose in allowing freedom to the jester to draw the ruler's attention to unpalatable truths. Further points to explore are the relationship between the jester and chaos in an ordered environment and how far the jester pressed the boundaries, or even exerted political influence, and how far his function was in fact conservative and destined to help preserve the existing order. Last, the paper will look at the origins of the court jesters as far as they are known and consider their implications for the rise of these individuals. It will attempt to establish if each was characterized by a particular kind of buffoonery by comparing and contrasting them. In particular, the jokes attributed to Karim Shire'i will be discussed both in terms of how far it is possible to identify him as their author with any certainty and how far they may be considered as constituting a genre of humor. Finally, the legacy of this humor within the popular memory will be assessed.