The thread title implies 'hilariously unsuccessful', but I think there's space for a story about one that achieved it's goals perfectly... while also being 'hilariously bad'.
The Textfire Hoax.
A little context; the link goes into significantly more detail:
Text adventures still exist. There's a couple of programming languages designed specifically for the construction of them; Inform, TADS, Hugo. There are annual competitions, taken very seriously. It's regarded as an experimental form of game design, with a very heavy focus on storytelling, as you might imagine from a text-based medium; as such, it tends to adopt the term 'Interactive Fiction' these days, to distance itself a bit from the more Zorkian dungeon delving, although Zorkian dungeon delving is still very much a thing.
On April 3rd, 1998,
the following package appeared on the Interactive Fiction Archive:
Code:
the TextFire 12-Pack, the first in a series of annual demonstration
packages by TextFire, Inc.
This package contains demos of the following games:
Inform:
Revenge of the Killer Surf Nazi Robot Babes from Hell
Bad guys
An Exploration of Colour
Flowers for Algernon
Once: A Fable for the Lost
Zugzwang: The Interactive Life of a Chess Piece
TADS:
Coma! An Interactive Action Thriller
The U.S. Men's Hockey Team Olympic Challenge!
The Inanimator
Insomnia
Jack's Adventures, or On The Run In Fairyland with a Golden Goose and a Magic Guitar
Operate! An interactive adaptation of the popular parlor game
Pumping!
A Tenuous Hold
Verb!
Hugo:
Will The Real Marjorie Hopkirk Please Stand Up? An Assassin's Nightmare!
A 12-pack, with sixteen games in it.
The backstory? A company had appeared out of nowhere (Okay, not out of nowhere; out of Piedmont, California. That's a recurring theme), making commercial IF, and this was a pack of demos of those games. People who the existing IF community had never heard of, a company they'd never heard of, but actually quite competently made - if bizarre, and brief - games.
Extract from "Operate! - An interactive adaptation of the popular parlor game":
Code:
[b]> cut corpse with scalpel[/b]
You carefully peel aside skin and muscle while simultaneously shifting protrusive organs into neighboring cavities.
In this manner, the proper bones are revealed.
The crowd roars. "LET THE BONEJACKING BEGIN!"
[b]> take bread basket with tongs[/b]
Done.
A little girl in the front row bellows with rage. "The body requires additional plundering! Continue!"
[b]> put bread basket in bone vat[/b]
You drop the bread basket into the bone vat, eliciting a hoarse cry from the gallery. "WE ARE PLEASED. ANOTHER!"
People were, to say the least, bemused. Some were believers, others were
sceptical.
More games were released, as rumourmongering and discussion went on over time. There was George, a story about climbing into a bear's enclosure at the zoo. And finally, there was the reveal; Masta'mind, a game that challenged you to associate the Textfire releases with their
real authors, all known and established figures in the IF community who banded together to perpetrate the hoax.
It's one of the best-handled April Fool's Jokes I've seen in gaming, I think, in part because it was
interactive; there were real gaming products to fiddle with. The writing was genuinely amusing and silly, there was actually a real mystery to participate in at the end of it; it was very much in the spirit of fun. Nevertheless - to get back to the point of this thread - the things at the heart of the hoax
were hilariously bad.
The name Textfire lives on in the IF community even now, used generally when they want to parody the idea of commercialisation. Emily Short's Savoir-Faire claimed a
'Collector's Edition' produced by Textfire; Textfire Golf was a genuine golf game in IF trappings (heavy emphasis on the banter between players; think a golf equivalent of Poker Night At The Inventory, without the mashup-of-characters aspect).
You can play the games even now with a bit of work; they're downloadable from the above link. You'll need to run them through an appropriate
interpreter.
Finally, as a coda to the Textfire story,
here's the story of Textfire from someone who was on the
inside.