Summary: The theory of hesitant fuzzy linguistic term sets (HFLTSs) is a powerful technique used to describe hesitant situations, which are typically assessed by experts using several possible linguistic values or rich expressions instead of a single term. The union of HFLTSs with respect to each expert, that is, an extended HFLTS (EHFLTS), further facilitates the elicitation of linguistic assessments for addressing group decision-making problems because EHFLTSs can deal with generalized (either consecutive or non-consecutive) linguistic terms. In this study, we propose proportional HFLTSs (PHFLTSs), which include the proportional information of each generalized linguistic term. The mathematical form for a PHFLTS is consistent with that for a linguistic distribution assessment. However, the underlying meanings of the proportions associated with generalized linguistic terms are different. PHFLTSs can be viewed as a special method for performing linguistic distribution assessments. PHFLTSs are recognized as a useful extension of HFLTSs and a possibility distribution for HFLTSs under different assumptions. We define the basic operations with closed properties among PHFLTSs on the basis of t-norms and t-conorms. We then propose a probability theory-based outranking method for PHFLTSs by providing possibility degree formulas. We also study two fundamental aggregation operators for PHFLTSs, namely, the proportional hesitant fuzzy linguistic weighted averaging operator and the proportional hesitant fuzzy linguistic ordered weighted averaging operator. Several important properties of these aggregation operators are investigated. Finally, we use the proposed multiple criteria group decision-making model in practical applications.