 If you liked
Jigoku Shoujo
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 ...then you might like
Petshop of Horrors
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These two series feature a mysterious supernatural entity that preys on human flaws. Both Pet Shop of Horrors and Jigoku Shoujo deal with passing judgment and convey a very dark and depressing mood through the anguish-filled situations that desperate people have to face. They both delve into terrible moral quandaries and impose contracts that bind the contractors with the terrible consequences of their choices. In these series the supernatural elements serve as a device to exploring the heavy toll that certain decisions entail, blending insanity with a brooding feeling of hopelessness.