definition of headass
What does the phrase headass mean? kgb answers Â» Local & Lookup Â» Definitions & Word Origins Â» What does the phrase headass mean? According to Urban Dictionary, headass refers to a generic insult or an insult that attacks a person's intelligence. While it's not been confirmed, one might suspect the word was derived from the expression head up your @ss. Variations of the meaning include: An exclamation meaning No way!.