What do you call a square peg that wonders if it could plug a round hole?

Pi-curious.

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Wonder Jokes More Wonder Jokes

What do you get when you cross a philosopher, an insomniac and a dyslexic?

A guy who stays up all night wondering if there's a dog. Infinite Jest, by DFW

Whenever I shut down my computer, it asks, "Are you sure you want to shut down your computer?

Then I wonder if it knows something I don't.

Plug Jokes More Plug Jokes

What do you call a square peg that wonders if it could plug a round hole?

Pi-curious.

What did the cork say to the bottle?

If you don't behave yourself, I'll plug you.