[{"role": "user", "content": "I'm working on a personal memoir and I need to translate a poignant sentence into Italian - could you help me find the best way to express 'I used to be ugly' in Italian?"}, {"role": "assistant", "content": "The correct translation of 'I used to be ugly' in Italian is 'Ero brutta.' This sentence is in the imperfect tense, which is used to describe a past condition that is no longer true. If you are a male writer, the translation would be 'Ero brutto.'"}]