Shack-In-The-Box Share definition Flag A person who has a girlfriend/boyfriend in prison or jail for an extended period of time- has a shack-in-the-box. My mom is spending all weekend at the jail visiting her shack-in-the-box. Shack-In-The-Box by DOTK May 22, 2009 0 0 Get merch Get the Shack-In-The-Box mug. Buy Now — $32.95 See more merch