Hooky/ˈhʊki/ Definition 1 of 2Pro Tip 1/3Informal Usage Used in casual situations, often among friends discussing absent peers or personal plans. Are you planning to play hooky this Friday? Pro Tip 2/3Negative Connotation Implies disapproval or guilt; it's a mischievous or wrong thing to do. He felt bad after playing hooky to watch a movie. Pro Tip 3/3Youthful Rebellion Often associated with rebellious youth seeking fun or freedom. Teen movies showcase characters playing hooky with dramatic flair.