DM – The bugbear sneaks up behind Ethan the Rogue and strangles him with a garrote. You’re immobilized until you make a successful escape check.
Nenia – I attack the Bugbear with a Magic Missile and use my Orb of Unlucky Exchanges to switch the immobilized condition from Ethan to the Bugbear.
DM – Wait a minute, you mean the garrote magically goes from around Ethan’s neck to around the Bugbear’s own neck? That doesn’t seem right.
Nenia – That’s right and if the Bugbear wants to free himself he needs to make an escape check.
DM – Against himself?! That definitely doesn’t sound right.
What happens when a situation comes up and you as the DM don’t know what to do? Generally it’s one of two things: 1) you know there’s a rule that will solve the dilemma but you can’t find it, or 2) the situation is so unprecedented that you never thought of how to handle it. As the DM, what do you do?