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In Puerto Rico, it is pronounced with silent D's, and is expression describing a person who is running into a bit of bad luck. Lit..
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A colleague who poops at work and is damn proud of it. You will often see an Out Of The Closet Pooper enter the bathroom with a newspape..
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A numpty, idiot, clueless person
You what? You don't KNOW!? You DONKEY DIPPER!
See that Alex Ferguson - he dips donkeys, he does..