Evaluating expressive speech remains challenging, as existing methods mainly assess emotional intensity and overlook whether a speech sample is expressively appropriate for its contextual setting. This limitation hinders reliable evaluation of speech systems used in narrative-driven and interactive applications, such as audiobooks and conversational agents. We introduce CEAEval, a Context-rich framework for Evaluating Expressive Appropriateness in speech, which assesses whether a speech sample expressively aligns with the underlying communicative intent implied by its discourse-level narrative context. To support this task, we construct CEAEval-D, the first context-rich speech dataset with real human performances in Mandarin conversational speech, providing narrative descriptions together with fifteen dimensions of human annotations covering expressive attributes and expressive appropriateness. We further develop CEAEval-M, a model that integrates knowledge distillation, planner-based multi-model collaboration, adaptive audio attention bias, and reinforcement learning to perform context-rich expressive appropriateness evaluation. Experiments on a human-annotated test set demonstrate that CEAEval-M substantially outperforms existing speech evaluation and analysis systems.

Recent speech-LLMs have shown impressive performance in tasks like transcription and translation, yet they remain limited in understanding the paralinguistic aspects of speech crucial for social and emotional intelligence. We propose CP-Bench, a benchmark for evaluating speech-LLMs on contextual paralinguistic reasoning the integration of verbal content with non-verbal cues like emotion and prosody. The benchmark includes two curated question answering (QA) datasets requiring both linguistic and empathetic understanding. We evaluate state-of-the-art speech-LLMs from both open and closed-source models and perform a comprehensive analysis across different question types. The top two models were further analyzed under temperature tuning to understand its effect on this task. Our benchmark reveals a key gap in existing evaluations and offers insights into building more context-aware and emotionally intelligent speech-capable LLMs.