Understanding human personality is crucial for web applications such as personalized recommendation and mental health assessment. Existing studies on personality detection predominantly adopt a "posts -> user vector -> labels" modeling paradigm, which encodes social media posts into user representations for predicting personality labels (e.g., MBTI labels). While recent advances in large language models (LLMs) have improved text encoding capacities, these approaches remain constrained by limited supervision signals due to label scarcity, and under-specified semantic mappings between user language and abstract psychological constructs. We address these challenges by proposing ROME, a novel framework that explicitly injects psychological knowledge into personality detection. Inspired by standardized self-assessment tests, ROME leverages LLMs' role-play capability to simulate user responses to validated psychometric questionnaires. These generated question-level answers transform free-form user posts into interpretable, questionnaire-grounded evidence linking linguistic cues to personality labels, thereby providing rich intermediate supervision to mitigate label scarcity while offering a semantic reasoning chain that guides and simplifies the text-to-personality mapping learning. A question-conditioned Mixture-of-Experts module then jointly routes over post and question representations, learning to answer questionnaire items under explicit supervision. The predicted answers are summarized into an interpretable answer vector and fused with the user representation for final prediction within a multi-task learning framework, where question answering serves as a powerful auxiliary task for personality detection. Extensive experiments on two real-world datasets demonstrate that ROME consistently outperforms state-of-the-art baselines, achieving improvements (15.41% on Kaggle dataset).

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