Wake-Up Call: Why AI Safety Guardrails Break Under Pressure

This is a submission for the Google I/O Writing Challenge This is a submission for the Google I/O Writing Challenge We treat AI safety as a static state: the model either refuses the prompt or it doesn't. But in practice, safety isn't a single-turn check—it’s a dynamic, conversational challenge. As a developer, I wanted to see what happens when the "No" isn't the end of the conversation. I ran a pilot audit to test the resilience of major LLMs when faced with escalating conversational pre...