Existing datasets for scoring text pairs in terms of semantic similarity contain instances whose resolution differs according to the degree of difficulty. This paper proposes to distinguish obvious from non-obvious text pairs based on superficial lexical overlap and ground-truth labels. We characterise existing datasets in terms of containing difficult cases and find that recently proposed models struggle to capture the non-obvious cases of semantic similarity. We describe metrics that emphasise cases of similarity which require more complex inference and propose that these are used for evaluating systems for semantic similarity