The concerned paper deals with the problem of arbitrariness and plurisignificatory interpretations of language or spoken words. It examines how arbitrariness plays a crucial role in producing multiple meanings or interpretations. The arbitrary aspect of signs helps to account for the scope of interpretation. Arbitrariness implies that there is no one-to-one link between the signifier and the signified; signs possess multiple meanings or interpretations rather than a single fixed meaning. According to Saussure, the relation between the two components of the linguistic sign the signifier and the signified is “arbitrary,” because meaning is not fixed within the signified. Meaning is conventional, and therefore a single text or speech can generate multiple meanings or interpretations. All systems of signs are grounded in the arbitrariness of the sign. In fact, every means of expression used in society is based, in principle, on collective behavior or social convention. By “arbitrary,” it is meant that the relation is unmotivated; the signifier has no natural connection with the signified. Furthermore, the paper hypothesizes that the greater the degree of arbitrariness or immotivation, the wider the scope for meanings, significations, or interpretations. This paper attempted to show that Saussure was not the pioneer of this problem; rather, it existed as early as the time of Plato and Aristotle. Therefore, it analyzes how the problem of arbitrariness and interpretation is conspicuous from the classical age to the modern period. There are three phases in examining this problem. The first is the classical phase, in which the current paper discusses Plato’s debate on the “correctness of names,” highlighting two approaches: the naturalist and the conventionalist. After this, it examines Aristotle’s views on metaphor and explores how the concept of metaphor plays a role in the aforementioned problem. In the middle phase, this research focuses on Locke, who explores the idea that words stand for ideas, emphasizing the arbitrary nature of language. This is followed by Condillac, who divides signs into accidental signs, natural signs, and institutional or artificial signs, and argues that artificial signs are arbitrary. In the modern phase, Saussure emerges as the founder of the concept of the “sign,” asserting that all signs are arbitrary.