Headboy dance Share definition Flag A WHSB tradition in which the headboy and his team strip off in front of the school for “jokes” when it’s just an act of homoerotica Wow I’m so proud of my team in the game today, I’ll treat them to a headboy dance to say thankyou Headboy dance by AwesomeSkulltrooper May 13, 2019 Get the Headboy dance mug.