Obey Me! Shall we date?'s gameplay is very interesting because it manages to brilliantly combine the premise of several genres. The game menus simulate a cell phone screen that you can use to contact each Prince of Darkness. Very similar to the classic 'Choose Your Own Adventures', in Obey Me! Shall we date?, you can choose what or what not to say to your kidnappers; decisions that will greatly affect the development of the storyline.
Obey Me! Shall we date? also has a fun mini-game where, using the demons you have a closer relationship with, you'll have to face succubi in fun infernal dance tournaments.
Throughout your adventure, you'll earn coins and materials that you can use to unlock new demons to engage in a dangerous but addictive submissive relationship with.