Edgy

[Jessica]

Applied to books, music, or even haircuts which tend to challenge societal norms and reveal the dark side. Cutting edge.

[Tina]

Daria - As far as I can make out, edgy occurs when middlebrow, middle-aged profiteers are looking to suck the energy -- not to mention the spending money -- out of the youth culture. So they come up with this fake concept of seeming to be dangerous when every move they make is the result of market research and a corporate master plan.

[Becky]

Adjective. Taking coolness to its extreme and generally beyond the realm of actual possibility, while at the same time seemingly unaware of how ridiculous it is.
Distinctions from similar words:

[Mary-Sue]: This is distinct from mary-sue because characters generally have flaws, but which end up making them cooler as opposed to actually flawed.
[Try-hard]: Edgy characters go for diversity in their coolness instead of a specific theme. An edgy character is much more diversely cool, whereas a try-hard goes for something specific, like only using knives or hates color because he/she is goth.
[Campy]: Edgy things are either unaware of their ridiculousness or actively try to explain it away. In contrast, campy things are totally aware of how ridiculous they are and actively embrace it.

[Jessica]

1-pushing the envelope
2- to be way out there

[Justin Bieber]

Usually referencing the act of or being of a person that is trying to be or may be on the cutting-edge of something specific, or in general (very obscure music, extravagantly violent Asian horror movies, etc.) to be cool and ahead of the norm, and is usually used as an insult in most contexts.

Most people who get plastered with this label in a truthful manner, and not in an insult-like manner usually of which is improperly describing someones tastes in said things, are kids or in general people who psychology have pushed themselves into a funnel of wanting to be part of something different because they cant fit in to anything else. Or to build a pseudo-ego to have something to be proud of, when in reality it is just making them look very dumb.

[Couch Potatoe]

Reaper from Overwatch

[Donald Trump]

An internet slang in which it implies to anyone online behaving or saying things that are against the mainstream, usually angering a certain fandom populace. These things are often in forms of inane comments, senseless insults, and commonly shit-posting. Edgy people in the internet are often known to be trolls.
Anything implied as emo-ish, like anything red-and-black or away from the norm.

[Little_Girl]

1. In Glasgow (Scotland), to keep edgy is the act of watching out for teachers/police/law-abiding citizens while another of your friends commits a crime or prank of some kind.

2. The resulting cry from said look-out, announcing that teachers/police/law-abiding citizens are approaching.

[Sarah]

A word that teenage internet trolls use to describe anyone that has more personality than a shovel. This includes anyone who likes any kind of music, movies, video games, books, art, fashion, as well as anyone who DOESNT accuse others of being edgy. Typically, the people who use this term have low IQs, and do not know the actual two definitions of the word. They use it to insult anyone who is not them, not realizing that one of the definitions is a compliment, and the other simply means nervous.

[Tanya Shivari]

something or someone [trying too hard] to [be cool], almost to a point where its [cringe worthy].

[Rihanna]

Tense, nervous, or irritable.