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Well done, Sleepyjack.
As for your question, it's an oldie but a goodie. Very hard to spot at first.
Each guy did pay $9. Then, $2 of the $27 went to the delivery boy, and the other $25 went to the pizza place.
The trick is where you add the $2 to the $27 collected. That shouldn't be there.
One of my favourites:
A businessman had an important meeting which led him to fly from London to New York on the concorde (this is in the past, before it crashed). When he left home in the morning, his wife drove him to the airport and kissed him goodbye as he went through to the departure lounge. She did some shopping at the airport, and saw the concorde take off on time.
The businessman's flight from London to NY was, of course, a direct flight. He went straight through customs when he arrived in NY, and had no baggage to collect. There in the arrivals hall was his wife, waiting to drive him home! She had only seen him off that morning, and had not flown or taken a boat; how did she get there to meet him?
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Strewth
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