Darker than Black 

A mature yet entertaining (and dark ) anime about people called "Contractors" that have to perform obsessive compulsive "payment" in order to use their super powers. It's set in an alternate universe where there are 2 places called "hells gate" and "heavens gate" which are supposedly the source of where the contractors come from and hold supernatural qualities. "Contractors" are people, hidden from the general public and considered highly dangerous to the government and "not human"(not displaying much human emotion and relying on logical thought) . While a small number of these contractors work for the government, most form underground society's or groups that work (or dispute) against each other. Also working with these contractors are Emotionless locators called "Dolls" that use certain elements as mediums to locate people or contractors.

The main character, Hei, is a contractor known as the Black Reaper. Although meddling in more trouble than most contractors could handle, is considered the most dangerous while only using his contracted powers for self defense and against mobsters and actual criminals. Though we do not know very much about the mysterious Hei, we do know that his sister, Bai, disappeared along with heavens gate several years ago. More episodes to come for this Epic anime...

Person1: What anime should i watch next? i just finished Death Note.
Me: Darker Than Black!! Its really Mysterious and Supernatural like Death Note but has a completely different storyline.

Darker than Black by DianaLeewashere August 11, 2009

Darker than Black 

Used to describe a story that is so hopeless, grim and edgy that it becomes aggravating. The worst examples of these are stories where the characters are also really bland and you stop caring about what happens because you know everyone's going to have a terrible end anyway.

I stopped reading your novel because it was darker than black and I lost interest in everyone because I know it will end horribly.

Darker than Black by garbagemountain January 15, 2016

Darker than black 

An anime for tired people.

Person 1: yo have you watched darker than black?

Person 2: dude of course... I look as tired as a contractor

Darker than black by Justaweeb March 20, 2018

Darker than three feet up a black bear's ass 

A pretty damn dark place.

When I stumbled outta my Silverado when I got home, the light wasn't on so it was darker than three feet up a black bear's ass.

Darker than three feet up a black bear's ass by bigballer6969 March 18, 2009