Ambiguity is pervasive in language, yet we resolve it effortlessly and unconsciously, often aided by context and part-of-speech (POS) cues. This study investigates how context similarity and POS influence homonym disambiguation in humans and large language models (LLMs). To enable comparable analyses between humans and LLMs, we first built an expert-curated sentence-pair dataset, manipulating context similarity and homonym POS categories (nouns vs. verbs). Participants (n = 55) and LLMs (via prompting) were asked to rate the sense similarity of target homonyms embedded within each sentence on a 7-point Likert scale. We found that context similarity influenced both groups similarly, but only humans utilized POS information, likely contributing to their superior performance. Model-derived metrics (surprisal, entropy) predicted human reaction times, and angular similarity between homonym representations accounted for additional variance, highlighting the roles of both expectation-based and semantic processes. Psycholinguistic factors like age of acquisition affected only human responses, underscoring distinct language acquisition mechanisms. Together, our findings illustrate how context and POS information interactively shape homonym resolution in humans, while exposing the limitations of current language models in capturing these nuanced processes. Dataset and codes are publicly available at https://github.com/neurothew/context-and-pos-in-action.

Homonymy can easily raise lexical ambiguity due to the misunderstanding of its multiple senses. Correct recognition of homonym sense greatly relies on its surrounding context. This ambiguous nature makes homonyms an appropriate testbed for examining the contextualization capability of pre-trained (PLM) and large language models (LLMs). Considering the impact of part of speech (POS) on homonym disambiguation and the prevalence of English-focused studies in word embedding research, this study extends to Chinese and provides a comprehensive layer-wise analysis of homonym representations in both languages, spanning same and different POS categories, across four families of PLMs/LLMs (BERT, GPT-2, Llama 3, Qwen 2.5). Through the creation of a synthetic dataset and computation of disambiguation score (D-Score), we found that: (1) no universal layer depth excels in differentiating homonym representations; (2) bidirectional models produce better contextualized homonym representations compared to much larger autoregressive models; (3) most importantly, POS affects homonym representations in models in ways that differ from human research findings. The individual differences between LLMs uncovered in our study challenge the simplistic understanding of their inner workings. This reveals a compelling research frontier: conducting controlled experiments with purposefully manipulated inputs to enhance the interpretability of LLMs. We have made our dataset and codes available publicly at https://github.com/neurothew/exploring-homonym-rep-in-llm.