
This is funny. Seriously.
Our policy at Grailrunner is to consider AI a powerful and unavoidable tool for creative exploration, but to always call out its use explicitly and avoid licensed images for datasets. But wow – I wasn’t ready for how much things have improved since I last messed around with ChatGPT a year or so ago!
I had a couple of hours to kill today, and I took a random magazine from Barnes & Noble to a steakhouse. The guy that sat me saw the magazine’s headline about ChatGPT and told me awkwardly how he generated a conversation between two of his favorite characters from some video game (the game’s name eludes me – ‘Borderlands’, maybe.
Anyway, it got me thinking. Who wouldn’t want to listen to Stephen King, master of long-winded, verbose fiction get into a heated argument with Ernest Hemingway, the craftsman known for his crystalline precise and minimal prose?
I mean, right?
So I signed up for ChatGPT+ to avoid a bunch of annoying limits and played around with some prompts to get things going. They were coming to a resolution too quickly, so I juiced the scene by adding Tolkien. Then Edgar Allan Poe and H.P. Lovecraft and George R. R. Martin. Then Virginia Woolf showed up uninvited. That’s on her – I didn’t prompt that one! Then I had Homer rise up from the bar floor to give his thoughts and quiet everyone since he’s the original boss.
As a twist, I had King step up and propose a means of settling the entire debate. Not maybe what anyone would expect, but satisfying from my perspective at least.
Then I asked Shakespeare to come in with an after-credits scene. He even wrote some poetry for the occasion.


I used ChatGPT to illustrate the conversations too, which was a bit of a pain. It’s kind of random with safety content filters, but it seems if you end the chat and start a new one, filters that have kicked in and start shutting down everything seem to go away. I cleaned them up a little in Photoshop, but honestly – not that much.
The cover was a quick gen-up in Photoshop too, then I made the pdf in Microsoft Word because I didn’t have the energy to do it right in Indesign. Was just amusing myself, anyway. Nobody’s selling anything here.
Take a look by smashing the button here.
Isn’t that just hilarious? Surprisingly hilarious? I remember a couple of years ago asking this same software to write a new adventure with King Arthur and a dark, evil grail to see if it would be amusing and I was incredibly irritated how generic and nonsensical it was. That wasn’t that long ago – crazy how much better this content is.
Anyway, I just wanted to offer you something amusing today. Let me know what you think.
We’re going to make this another ongoing series, just to bring some folks back from the dead or drop them into alternate realities where some fascinating chats can take place. Come back and check that out!

Till next time,




