What are evil achievements? They're the soul-killing rep grinds, the raiding milestones that required sacrificing a farm animal to get, and even fun pasttimes like battlegrounds into which a sizable dose of misery has been added. Eventually you just want to grab the nearest developer and shake him back and forth, screaming, "What the hell were you thinking?"
Below are three of my top picks as the most evil achievements in the game, chosen via the scientific rationale of hating life and myself while doing them. They're selections from a lengthier OverAchiever I've been slowly assembling on the 25 most evil achievements in the game. While my main's a hair's breadth from the It's Over Nine Thousand! feat of strength, there are still quite a few achievements (many of them PvP-related) that she's missed, and I think it's pretty easy to underestimate the agony-value of achievements you haven't personally done. So, rather than simply ignore them, I'd love to get some commenting feedback on the worst, most annoying and most soul-destroying achievements of which you've been a part.
Some may disagree on the ultimate difficulty of the following three achievements, but I remain undeterred from my belief that every single one has been milked from the angry teat of Satan himself.