A contextual conversion platform, and method for converting text-to-speech, are described that can convert content of a target to spoken content. Embodiments of the contextual conversion platform can identify certain contextual characteristics of the content, from which can be generated a spoken content input. This spoken content input can include tokens, e.g., words and abbreviations, to be converted to the spoken content, as well as substitution tokens that are selected from contextual repositories based on the context identified by the contextual conversion platform.