Obscure follows five students of Leafmore High School as they investigate strange happenings, with players being able to control one at a time while the others are controlled by a computer or second player. The playable students are Josh Carter (voiced by Sam Riegel), a shy and reserved reporter for the school paper who can determine if there are unfinished tasks in an area; Stanley "Stan" Jones (voiced by Scott Haze); a drug addict, thief, and hacker as well as a friend of Josh and Kenny who can pick locks and break into rooms more easily than the other characters; varsity athlete Kenny Matthews (voiced by Liam O'Brien); Shannon Matthews (voiced by Stephanie Sheh), Kenny's intelligent younger sister who provides tips to solve puzzles more quickly, heal the others, and recover more health with normal health items; and Ashley Thompson (voiced by Tara Platt), Kenny's cheerleader girlfriend who is more proficient with weaponry than the others. While investigating Leafmore, the students encounter Principal Herbert Friedman, who kidnaps students to turn them into monsters; Dan, a student and one of his test subjects; school nurse and Friedman's accomplice Elisabeth Wickson; teacher Professor Walden; and Herbert's mutated twin brother and Elisabeth's husband Leonard.