In this study, we investigate whether information-theoretic measures such as surprisal can quantify the elusive notion of subtext in a Chekhovian short story. Specifically, we conduct a series of experiments for which we enrich the original text once with (different types of) meaningful glosses and once with fake glosses. For the different texts thus created, we calculate the surprisal values using two methods: using either a bag-of-words model or a large language model. We observe enrichment effects depending on the method, but no interpretable subtext effect.