Slightly Unhinged But Hilarious Things to Try on ChatGPT

So you’ve been chatting with ChatGPT about recipes, investing ideas, and the meaning of life. But did you know you can also use it to mildly roast you, spin wild stories about your photos, and redefine your very identity—all in the name of fun? If you’re looking to kill time, boost your creativity, or just see what this bot is really capable of, here are three hilarious things to try on ChatGPT right now:

Upload a Picture of Yourself and Ask It to Roast You

Yes, really. Upload that selfie—messy bun, weird lighting, mismatched socks and all—and ask ChatGPT to roast you. Think of it like a digital comedy roast, minus the public humiliation and with way fewer burn marks on your ego. The key? Ask for a “light roast” if you’re feeling delicate… or a “spicy roast” if you’re feeling brave. You never know what it’ll zero in on. Your raised eyebrow? That one rebellious strand of hair? The unspoken chaos in your eyes? Nothing is safe—but somehow, it still feels like a compliment.

For a roast that truly resonates, take a moment to share a bit about yourself before asking to be roasted. Discuss your hobbies, interests, dislikes—any details you consider significant. This will provide a richer context for the roast, making it more amusing and personalized!

Bonus challenge:
Ask for the roast in the style of Shakespeare or as if it were written by your mom trying to be supportive.

Ask It to Write a Story Based on the Photo

Once you’re done wiping your tears of laughter, it’s time to switch gears. Tell ChatGPT to write a short story using your photo as inspiration. You could become the hero of a whimsical fairy tale, the lead in a romance set in a post-apocalyptic coffee shop, or a mysterious traveler who’s actually an undercover time agent disguised in a Target hoodie.

There’s something wildly entertaining (and slightly therapeutic) about seeing yourself reimagined through AI’s oddly poetic lens. Just be warned: You may never look at your Tuesday grocery-store outfit the same way again.

Pro Tip:
If you have a theme or genre you’d prefer, include it in your chat. For example, you could say, “make up a romcom story about the photo” or “tell me a sci-fi story about the photo.”

Ask It to Define Your Name Based on the Photo

Ever wondered what your name should mean, based on your photo energy? Upload your picture and tell ChatGPT to “define my name based on this photo.” Suddenly, “Jessica” doesn’t just mean “gift” or “foresight” — it means “the unbothered queen of iced coffee and side-eye.”

“Josh” might mean:
“frequent wearer of cargo shorts and misplaced confidence.”

“Kristy” could mean:
“the human version of a warning label – crazy, delulu and definitely not dishwasher safe.”

It’s like astrology, but better… and a lot more personalized.

Extra Fun Tips:
Ask it to define it in an urban dictionary way or by using slang terms only.

Sure, ChatGPT can help you write emails and meal plans—but don’t miss out on the weird, wonderful, and wildly funny side of it. These creative prompts are a fun way to waste some time, get some laughs, and maybe even learn something new about yourself (or your resting face).


So go ahead. Drop that selfie, summon the sass, and let ChatGPT work its magic. Just don’t say I didn’t warn you when you find yourself turning your entire camera roll into content gold.

What’s your take? Drop it below!