Haha, well written.
You asked what the most absurd key-fetch quest i've ever witnessed was - and it struck me, i've seen some people go for one in real life. Whether it was out of stupidity or ingenious manipularity, i do not know.
I'm speaking of the company CipSoft GmbH. They're most known for developing the obscure MMORPG Tibia, which has been in operation since '97. They also apparantly made the worlds first mobile phone MMORPG, but that's not what i'm here to rant about.
No, you see, Tibia was becoming plagued by cheaters. Cheaters in all shapes and forms.
Because PvP combat was heavily based on skill, both tactical and hand-eye coordination, some players took to cheating in some respects. They made bots to automatically aim and fire spells at other players, and healing spells at themselves, thus being able to be much more effective in combat than others.
Cipsoft felt the best solution to this was to integrate the "aimbot" into the client, as to level the playing field.
This, of course, had far-reaching consequences both in PvP and PvM combat. Seeing as how you could now make every attempt to fire a spell hit without doubt, some classes became grossly overpowered. This was solved by lowering damage and prices to shoot them, so that the only way PvP could ever be carried out was if you had a well-coordinated team of at least ten to take on a group of enemies.
There were also people who would use bots to fish, make sellable runes for profit and level their characters for them, alternatively share their characters with other people.
Cipsoft saw only one solution - you need bait to fish, you need soul points gathered by killing monsters for making runes, and you can only level 6 hours a day.
At a later point, they invented a sort of server-based anti-cheating system, which they refuse to give out details on the operation of, which they claim is 100% effective, but which any given player will tell you is total BS.
I feel, that destroying your MMORPG in this fashion, instead of just bundling it with some punkbuster-like application, is completely asinine, and the closest i've seen to a fetch-key-quest i've seen in real life.