When it comes to synonyms for "playing on", there are many options available to add variety to your writing or conversation. Some possibilities include using "manipulating", "exploiting", "leveraging", or "capitalizing upon" instead. These synonyms all convey the idea of taking advantage of a situation or circumstance for one's own benefit, with varying degrees of intent or negativity. Other synonyms could include "toying with", "teasing", "bantering", or "jesting", which suggest a more playful or light-hearted interaction. Ultimately, the most effective synonym for "playing on" will depend on the context and intended emphasis of the sentence or phrase.