31 Pizza Deliverers Share Their Most Awkward Delivery Experiences

28. And this is what happens when you deliver pizza into the middle of a drug raid.

Late one night, a friend of mine had been kicked out of his house by his parents. Against the rules, but I let him ride with me until I got off from work. On one of my last deliveries for the evening, I was in an apartment complex with the worst building numbering system you could imagine. Made a wrong turn in the complex and had to turn around to go to the correct building. Upon pulling up to the building, a red sports car slid in sideways in front of my car. The driver’s door quickly opened and I was greeted by the sight of a man donned in black with a pistol pointed at my chest. I was a bit nervous at this point. I stood with arms raised, pizza balanced on one hand, bag of cash in the other. Luckily at this point, he identified himself as a police officer and showed me a badge. I had delivered pizza into the middle of a drug raid! I then had to explain why I had a passenger that did not work for the company and had no identification (it was still in his house). Good ending to this story though: my customers were arrested and in police custody, but the police officers bought the pizza for themselves, and since they had scared the piss out of an 18 year old kid who was “harboring a refugee” they gave me a $60 tip!

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