31 Pizza Deliverers Share Their Most Awkward Delivery Experiences

14. Two utterly scarring and sad female customers.

I can remember two customers that it was always awkward to deliver to. One was a lady so fat that she couldn’t breathe without making a rasping noise. Most of the time she was sleeping on the couch when I arrived, and sometimes I had to enter her house to wake her up because she was such a heavy sleeper. The worst part, though, was that she never wore anything more then her underwear. I avoided looking anywhere near her when I could.

The other was an old lady who was insane from drug use and was even more unattractive than the obese lady. She often had various younger men around and several times they were having sex when I got there. Whenever she didn’t have a man around she would invite me in. I don’t remember any specific conversations I had with her, but I remember she said some pretty crazy person stuff, and I felt really uncomfortable being anywhere near her. Luckily she stopped ordering pizza after a while because she owed my boss money.

15. Just don’t place a delivery as you’re getting arrested, okay?

I occasionally had to deliver to a motel 6. As I pulled in there were cop cars everywhere. Fuck me, don’t be the person who ordered pizza. Don’t be the person who ordered pizza. Fuck me it’s definitely the guy. We locked eyes. He was in cuffs, turns around says something to the cop. The cop grabs money off the dresser, I give him the pizza. Decent tip.

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