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Boss is a positive adjective as well as being a noun. When used as an adjective, it often comes with the modifier - ish (bossish)

(Ish in this case is not used to mean anything in particular, except as an addition to help the sound of the phrase - when used as a adjective - to flow into the next word.)

It is usually used to describe objects or persons in a positive sense, but a further definition of the word is that it describes someone or something possessing certain [characteristics] found in video-game bosses.

The boss of a video game comes at the climax of a level and has the player hyped, since they have been fighting lesser grunts to get to this stage.
The boss is considered to be more [intimidating] than his minions and is often accompanied by heavy toned, evil, ominous, and oppressive music (boss tune)
The boss is usually a dark and evil character, but it is the dramatic, stand out, [dominating] nature of a boss that can be implied by the use of "boss" as an adjective:

A character that is considered "boss" or "bossish", does not always have to be evil; he/she or it, may simply be a dominating, "badass" or antihero
The criteria for this is varied, but it is not often that [you will see] a cute character, such as a Pokemon described as "boss" or "bossish", [unless] it is in a sarcastic or ironic sense.

Hero characters of films can be known as "bossish" if played seriously, a camp character, like [Flash Gordon] is unlikely to fit this term, though in an ironic/sarcastic way it is used frequently.

The term itself has camp, comedy value anyway...

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