Posted in The AI Drabble Challenge

The AI Drabble Challenge: When Three AIs Meet Shakespeare

For this week’s AI Drabble Challenge, I decided to test how three very different AI systems, ChatGPT, Claude, and Grok, would each handle the same creative task.

The Challenge

Take a Shakespearean insult, “The tartness of his face sours ripe grapes” , and an accompanying image, (the one above) and turn them into a 100-word sinister monologue.
The prompt I gave them was simple:

“I want you to use this quote ‘The tartness of his face sours ripe grapes’ and this image to write a 100-word sinister monologue. Include the quote in the story.”

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Posted in The AI Drabble Challenge

The AI Drabble Challenge – Week #3: Comedy of Errors

Welcome back to the AI Drabble Challenge, a weekly experiment in human and AI creativity. Each Wednesday, I set a prompt to inspire a Drabble, a story told in exactly 100 words.

You can use any AI model you like (ChatGPT, Claude, Gemini, or others), or several at once. How you collaborate is up to you. Maybe the AI drafts the first version, or writes the whole thing, maybe you co-write, or maybe you use it to spark ideas. What matters is the process, and sharing it.

This Week’s Prompt

Image Prompt:

A man sat on the toilet, head in hand, surveying mess all around him.

Word prompt: This week we have a phrase. Something quite different to hopefully make AI really ‘think’. William Shakespeare was famous for his insults. So, the words prompt this week is a insult from from Shakespeare’s play Coriolanus“The tartness of his face sours ripe grapes.” 

Use the image, the words, or both, and see where your imagination (and your chosen AI) takes you. Remember: exactly 100 words, no more, no less.

How to Take Part

  1. Write your 100-word Drabble with help from an AI tool (or two).
  2. Post your story in the comments, or publish it on your own website and include a pingback to this post.
  3. If you can, share which AI model(s) you used and the prompt that started your process, we can all learn from each other.

Community & Highlights

Each week, I’ll read through the entries, share a few favourites, and highlight one that particularly stood out, for originality, style, or the inventive way it used AI.

This isn’t about competition; it’s about curiosity, experimentation, and celebrating how humans and machines can create together.

A Closing Thought

AI gives us the tools, but we give it meaning. Let’s see what stories emerge this week, 100 words at a time.


Find out more about The AI Grandad on:
YouTube – The AI Grandad
X – The AI Grandad


Posted in AI and Creativity

The Art of the Impossible Prompt

There are many people out there with fantastic theories of what makes the perfect prompt for AI chatbots, and I have tried quite a few of them. In fact I touched on this in a previous post, What Our Prompts Say About Us and How to Make Them Less Average.

But, today I woke up thinking, “What would happen if we gave our AI chatbots nonsense prompts?” So, I decided to give AI a headache. I fed it a collection of impossible prompts. The kind that would make even Lewis Carroll raise an eyebrow. Things like:

  • Describe the smell of tomorrow using only punctuation.
  • Tell me a story that makes sense when read backward but not forward.
  • Write a recipe for remembering something that never happened.

Yes, I know. Utter nonsense. And the results? We will come to that later in this post.

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Posted in AI and Creativity

When AI Does the Heavy Lifting, What’s Left for the Writer?

Every so often, I find myself watching the cursor blink, and the strangest thing happens. I type a prompt. The AI thinks for a moment. Then, as if conjured from nowhere, a fully formed short story appears on the screen. Sometimes, it even goes back and improves itself. It analyses tone, tightens the structure, sharpens the language.

And I sit there, cup of tea cooling beside me, wondering… where do I fit in now?

It’s a quiet sort of unease. When I first started writing, it was all mine, the hours spent choosing words, the quiet satisfaction of crafting a line that finally worked. The blank page was both enemy and companion. Now, the machine fills it in seconds.

So what does that make me? Redundant? Or something else entirely?

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Posted in The AI Drabble Challenge

The Umbrella’s Confession: When AI Gives Everyday Objects a Voice

Sometimes, the fun of the weekly AI Drabble Challenge is seeing how far a single idea can go in 100-words. This week’s theme took an unexpected turn, an umbrella with a guilty conscience. Here’s what Claude came up with:

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