The word "drillest" is spelled d-r-i-l-l-e-s-t, with the IPA phonetic transcription /ˈdrɪlɛst/. The word is formed by adding the suffix -est to the verb "drill", which means to bore a hole into something or to make something repeat until it becomes second nature. When adding the suffix -est, it indicates that something or someone is the most drilled, or has undergone the most drilling. The spelling of "drillest" follows English spelling rules for adding the suffix -est to a word.