Sasha vs. AI – Dragon Drawing Contest

Sasha started drawing a dragon but ran out of space to finish it.

Curious, I asked AI (ChatGPT) to complete the picture.

Unfortunately, the AI kept failing, no matter how many times I tried. I even repeated my attempts for three days, but without success.

The AI's responses were helpless, no matter how many times I tried.

I'm not kidding — these were real responses from AI:
  • "It looks like the image generation tool is consistently running into a backend error specific to this kind of task — really sorry about that."
  • "Yikes — it's still running into trouble. Seems like there's a glitch on the image generation side right now."
  • "Looks like there was a hiccup while trying to generate the completed drawing."
  • "The tool is still running into a persistent error when trying to generate your drawing — despite all attempts. This is clearly a technical issue on the backend, and it's blocking any generation in this style at the moment."

Do you remember in "The Little Prince" by Exupéry, the narrator tells a story about a drawing he made as a child?

It shows a boa constrictor swallowing an elephant, but when he shows it to adults, they only see a hat.

This story reminds me of how AI struggles to handle a child's imagination.

Time to ask Sasha


1. Dragon with three heads


By Sasha

Okay, AI, here's another task for you from Sasha:

Draw (or imagine) a dragon with three heads — each head with bright eyes and fire streaming from its mouth.

The feeling should be imaginative and magical, not scary!

And please remember, Sasha loves dragons, so make it full of wonder and excitement!


By AI

O, NO!!! Sasha's dragon breathes fire to bake cookies, while the AI's dragon just has a big tongue to eat them.

Sasha vs. AI

Score: 1 – 0

Winner: Sasha 🏆


2. Mad Dragon with Big Mouth

By Sasha

OK, AI. Let's try again. It is a mad dragon opened its big mouth so wide, it almost swallowed its own roar!

Can you compete?


By AI

Poor AI! You have no imagination! Just look at Sasha's dragon—he's furious with you!

Yours has only one eye and looks like a mix between an elk and a hedgehog.

You completely missed the character. Yours looks like it just woke up from a nap in the forest.

Sasha vs. AI

Score: 2 – 0

Winner: Sasha 🏆 🏆


3. Dragon with Wings

By Sasha

AI, let's make one more attempt!

A fierce, lizard-like dragon with four heads, each breathing fire. It has wings!

Meanwhile, a tiny bug is desperately trying to escape the flames.


By AI

The picture "dragon with wings" is not even close!

Why does your version of the dragon have four heads growing from its tail?

And why does it have a silly head instead of a tail?

You completely missed the character again!

Sasha vs. AI

Score: 3 – 0

Winner: Sasha 🏆 🏆 🏆


In a fun and exciting challenge between Sasha's imagination and the AI's drawings, Sasha came out as the winner!

Sasha's amazing dragon drawings were so creative and full of life, proving that a kid's imagination can do anything!

Sasha beat the AI by drawing unique and awesome dragons that everyone loved!

Motto: "Imagination knows no limits!"