50 Fun & Bizarre Things to Ask AI (That Actually Work)

Dhananjoy Ghosh 12 min read

You use AI for work. You use it for coding. But have you ever used it to start a rap battle between a toaster and a fridge?

AI isn't just a productivity tool; it's the world's best improv partner. If you're bored, stressed, or just want to see the weird side of the algorithm, you're in the right place.

Here are 50 prompts that range from "laugh out loud" to "existential crisis."

🎰 Feeling Lucky?

Click to get a random weird prompt instantly.

My Take: The best way to learn prompt engineering is actually by playing games. If you can get ChatGPT to stay in character as a disgruntled 17th-century pirate, you've mastered context retention.

🔥 Category 1: The Roast Master

Warning: AI can be mean. These prompts are designed to hurt (in a funny way).

Prompt #1

"Roast my music taste based on these 3 songs: [Insert Songs]. Be brutal."

Prompt #2

"Act as a Gordon Ramsay who is angry at a sandwich I just made. The sandwich is: [Describe Sandwich]."

Prompt #3

"Roast the concept of 'Monday Mornings' in the style of Shakespeare."

Prompt #4

"Look at this list of my recent google searches (be honest) and build a psychological profile of me: [Insert Searches]."

Prompt #5

"Explain why cats are actually the rulers of the earth and humans are just pets, using scientific jargon."

🎮 Category 2: Text-Based Games

Turn ChatGPT into a console from the 80s.

Prompt #11

"Start a text adventure game where I am a slice of bread trying to get toasted. Give me 3 choices at every turn."

Prompt #12

"Let's play 20 questions. You are an obscure kitchen appliance. I will ask the questions."

Prompt #13

"Simulate a job interview where you are the interviewer, but you are secretly a bear in a suit. Hint at it subtly."

👽 Category 3: Wait, What? (Bizarre)

These prompts test the AI's creativity (and your sanity).

Prompt #21

"Invent a new color that doesn't exist. Name it and describe what it looks like to a blind person."

Prompt #22

"Write a break-up letter from a left shoe to a right shoe. Include references to 'drifting apart'."

Prompt #23

"Describe the taste of the color blue. Be extremely specific."

Prompt #24

"Write a reviews for a 'Time Machine' on Amazon. Give it 1 star and explain why."

👶 Category 4: Explain It Like I'm...

Radical simplification (or complication).

Prompt #36

"Explain the internet to a medieval peasant who thinks I am a witch."

Prompt #37

"Explain how a microwave works, but talk like a 1920s gangster."

Prompt #38

"Explain Quantum Physics like I am 5 years old and I only care about ice cream."

Frequently Asked Questions

Do these work on free ChatGPT? +

Absolutely. In fact, sometimes the older models (GPT-3.5) are even funnier because they hallucinate more weirdly.

Will I get banned for roasting? +

No, as long as it's not hate speech or bullying real people. Roasting yourself or fictional characters is totally fine.

Go Forth and Be Weird

AI is a mirror. If you give it boring prompts, it gives boring answers. But if you give it permission to be weird? It's the most entertaining thing on the internet.

Bookmark this page for the next time you're stuck in a boring meeting.