Building datasets for dialogue tasks is expensive and time-consuming, requiring recruitment, training, and data collection from study participants. In response, much recent work has sought to use large language models (LLMs) to simulate both human-human and human-LLM interactions, as they have been shown to generate convincingly human-like text in many settings. However, how well do LLM-based simulations reflect real human dialogue? In this work, we answer this question by generating a large-scale dataset of 100,000 paired LLM-LLM and human-LLM dialogues from the WildChat dataset and quantifying how well the LLM simulations align with their human counterparts. Overall, we find relatively low alignment between simulations and human interactions, with systematic differences in multiple textual properties, including style and conversational dynamics. Further, we find that models perform similarly in simulating English, Chinese, and Russian dialogues. Our results also suggest that LLMs only simulate a narrow range of the overall distribution of human dialogue, as they perform better on the subset of humans who write similarly to the LLM’s own style.

Email is a vital conduit for human communication across businesses, organizations, and broader societal contexts. In this study, we aim to model the intents, expectations, and responsiveness in email exchanges. To this end, we release SIZZLER, a new dataset containing 1800 emails annotated with nuanced types of intents and expectations. We benchmark models ranging from feature-based logistic regression to zero-shot prompting of large language models. Leveraging the predictive model for intent, expectations, and 14 other features, we analyze 11.3M emails from GMANE to study how linguistic and social factors influence the conversational dynamics in email exchanges. Through our causal analysis, we find that the email response rates are influenced by social status, argumentation, and in certain limited contexts, the strength of social connection.