Contextual StereoSet: Stress-Testing Bias Alignment Robustness in Large Language Models

A model that avoids stereotypes in a lab benchmark may not avoid them in deployment. We show that measured bias shifts dramatically when prompts mention different places, times, or audiences -- no adversarial prompting required. We introduce Contextual StereoSet, a benchmark that holds stereotype content fixed while systematically varying contextual framing. Testing 13 models across two protocols, we find striking patterns: anchoring to 1990 (vs. 2030) raises stereotype selection in all models tested on this contrast (p