My mate Scott used to come up with some cool game titles. I always liked his Larry the Lemming’s Urge for Extinction; both for the title and the concept of the adventure.
I think his funniest title was Raymond Pringle’s Quest for the Fabled Jar of Pickled Cabbage.
Not pickled cabbage?
I submit for consideration Quest to Verona… When Stupidity Strikes!, anonymous, batch-file PC freeware from the late 90s.
On a more modern take, many games by ClickHole qualify. One of the whackiest titles is You’re 8 Years Old. Can You Acquire Wine Without Getting Arrested?. We have to acknowledge the irresistible urge to play the game without the need for a blurb.
It was pickled. Dodgy laptop keyboard, Sometimes I think it’s worse than my Spectrum’s.
When I was playing with the AI, I asked it “write me a story which sounds like it was written by AI”. The AI froze up and didn’t respond…as if it had entered a recursive loop.
Did we have I Rescued Elvis from Communist Alien Jerks already? I found that quite funny and even converted it into a MUD quest.
I’ve seen that Jones BBQ and Foot massage… Was that legit or a parody? Of course what I saw may not be the same thing, but a parody of the commercial. Haha!
I like Slouching Towards Bedlam as a title.