PESSIMISTIC meaning : 1. thinking that bad things are more likely to happen or emphasizing the bad part of a situation…. Learn more. Pessimistic means expecting the worst possible outcome or taking a gloomy view of things. Find the origin, usage, and translations of the word pessimistic and its related terms in this comprehensive online resource. Pessimistic means expecting or hoping for bad things to happen. Learn the synonyms, pronunciation, examples and usage of pessimistic in British and American English. PESSIMIST definition : 1. a person who thinks that bad things are more likely to happen or who emphasizes the bad part of…. Learn more.