When you play Twisted Fate against assassins.

Briefly, "the realization that each random passerby is living a life as vivid and complex as your own." Originally from the Dictionary of Obscure Sorrows, which has a lot more beautiful neologism definitions like this you might enjoy.

This phrase is an odd variation from the regularly used phrase "that sucks". There are two main definitions of this:

1) in literal terms, putting your mouth to an anus and quickly inhaling, causing a stream of air to be pulled into your mouth from the anus.

2) in slang terms, to be bad. This is how the phrase is most commonly used, and tends to be more intense than the usual "that sucks." "That sucks ass" is like adding a "really" to it.

To be bad.

Like kissass, but worse. Much worse.

of such inferior quality as to boggle the mind

when all you can see is arms and legs dangling from your managers' ass.