Great idea for a Discworld based map

If you've never read the incredible fantasy parody series Discworld, then you may as well leave now. It would be a bad idea to attempt this without knowing of the series.

This map would be kinda like the Real Life maps, but filled with humor, and based on the city of Ankh Morpork, the main city of the books. It's a complex city, so it shouldn't have to be exact.

The terrain would include jobs taken from the books, like (for example) a guild theif. There would be areas taken from the books, such as these:

Demonologist House (complete with portal to the dungeon dimensions)
The Mended Drum
Holy Wood
Guilds (musicians, assasins, theives,alchemists, etc.)
The Watch House
The Patrician's Palace
Unseen University
The Shades (filled with all kinds of mean creeps and seedy bars, etc.)
The Library (maybe with some L-space passages)
And more!

You could pick from a cast of Discworld Characters as well, like:

Granny Weatherwax (One of the main characters in the witches books)
The Bursar (Unseen University accountant, halfway insane)
Rincewind (I think it should be obvious who he is)
Susan (A main character in the Death books)
DEATH (It could work, he DID get a patty flipping job once...)
Demitrous (The troll that joined the watch in Men At Arms)
And whoever else you think would make a good addition.

I even have ideas for a few "special characters" that do different things from most players, like:

The Patrition AKA Lord Vetinari (He would say the laws for the game, and make sure his lackeys punish those who disobey. He could also get a job, but if he dies he has no more power, and anarchy reigns)

The Watch (The Watch are 2 different players that control a few different powerful heroes, and use them to uphold the Patrition's laws. The heroes would be characters from the Watch books, like Captain Vimes, Corporal Nobbs, Carrot, and a few others I forgot)

Cut-Me-Own-Throat Dibbler (Sells items to the players, and can buy shops to stock his merchandise in. He gets profits from everything he sells. At first he has dumb items nobody wants, but once he gets enough gold, he can upgrade to better items)

Anybody like my idea? If I get any feedback, I'll type up my idea for a guild system. (members get special privileges)

Mm not the worst of ideas. Though humor is one of those difficult things, so you have to be very funny for it actually get across as humor the majority.

It would suggest that the characters not be based on the books, but just be ankh morpokians. As if you take characters from the books it doesn't have much logic them getting most jobs, and will probably not be like the characters in the books. So I would keep all characters as NPC's which are from the books. I would give the players freedom to become any of those jobs though.

You would be devoting months of work to get this to be any good at all though. You not only need to make it very funny, but you would also need to make there be actual entertainment from being in jobs.
I think you would be better off just being specific and have all the people being new watchmen, or members of the guild. Thus you would have quests and random events for them, and keep the city. Through progress they could move up, buy houses, ect. That would make it alot simpler for you.