Headstrong/ˈhedstrɔːŋ/ Definition 1 of 2Pro Tip 1/3Negative Connotation Used to describe someone's negative trait, suggesting stubbornness can be undesirable. His headstrong nature often led to unnecessary arguments. Pro Tip 2/3Positive Spin Sometimes implies courage or conviction, especially when someone stands up for their beliefs. Her headstrong commitment to justice impressed many. Pro Tip 3/3Social Context Often used in social or familial contexts to describe defiant behavior. The headstrong teenager refused to follow curfew.