In most previous studies of verbal probabilities, participants are asked to translate expressions such as possible and not certain into numeric probability values. This probabilistic translation approach can be contrasted with a novel which-outcome (WO) approach that focuses on the outcomes that people naturally associate with probability terms. The WO approach has revealed that, when given bell-shaped distributions of quantitative outcomes, people tend to associate certainty with minimum (unlikely) outcome magnitudes and possibility with (unlikely) maximal ones. The purpose of the present paper is to test the factors that foster these effects and the conditions in which they apply. Experiment 1 showed that the association of probability term and outcome was related to the association of scalar modifiers (i.e., it is certain that the battery will last at least…, it is possible that the battery will last up to…). Further, we tested whether this pattern was dependent on the frequency (e.g., increasing vs. decreasing distribution) or the nature of the outcomes presented (i.e., categorical vs. continuous). Results showed that despite being slightly affected by the shape of the distribution, participants continue to prefer to associate possible with maximum outcomes and certain with minimum outcomes. The final experiment provided a boundary condition to the effect, showing that it applies to verbal but not numerical probabilities.