what could go wrong

Used (usually in jest) when something is bound to go completely and utterly wrong.

Guy: I'm going to buy some bondage gear for my brother's girlfriend and say it's from him.
Guy's friend: Yeah, what could go wrong, right?
Guy: Exactly!

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what could possibly go wrong

The thing you say when you're about to do something really stupid that will, without question, go wrong.

"I'll just swim through this pit of crocodiles like a baws. What could possibly go wrong?"

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What Could Possibly Go Wrong

WCPGW- A statement of unbridled optimism and also an immediate trigger for Murphies Law. Generally uttered at meetings followed within seconds by a cascade of unexpected and horrid consequences.

What are you doing today?
Cleaning windows on the World Trade Centre, "What could possibly go wrong"

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What Could Possibly Go Wrong?

How 'bout e-v-e-r-y-t-h-i-n-g???

I let my teenage son drive to town in my monster truck to meet up with his buddies for some howling adventures --- what could possibly go wrong?