Jolly Jaden Share definition Flag A Jolly Jaden is when multiple candy canes are used to spread a willing participant’s anus open. Once it’s open, your partner will insert their genitalia into the hole. My friend Amony was on the receiving end of a botched Jolly Jaden last night. Jolly Jaden by EDP44544 May 4, 2026 Get the Jolly Jaden mug.