Food Delivery Workers Share Their Weirdest Stories (15 Stories)

Food delivery workers are unsung heroes, especially during COVID times—so tip them generously!

But, like any worker who travels to peoples’ homes, they have seen some stuff.

On Reddit, food delivery workers are sharing the weirdest scenarios they encountered on their travels to bring housebound, drunk, or quarantined folks their take-out.

There’s celebrity sightings, police encounters, and yes—an orgy or two.


“I was delivering to a couple two pizzas, and they were arguing like crazy. Throwing shit crazy. As per COVID rules for my job, I stepped back and watched the man grab the pizza and drop a rather large wad of cash on the pizza bag. He shut the door pretty quick and while I grabbed the bag and the cash, a plate crashed on the door with the lady screaming, ‘That’s the kinda shit I’m talking bout!’ Bro, I ran.” — VermilionLily


“I once had the person I was delivering to meet me in the restaurants parking lot. This was the very early stages of Covid, so indoor dining was banned and it was also a very popular restaurant so the line was long as shit. I made $13 off a really easy delivery, so I’m not complaining.” — _Nicktheinfamous


“A guy I worked with had a delivery where the customer said to knock on the door and say ‘Food’s here bitch’ or no tip. A couple weeks ago I had a customer pay in change. No big deal, happens sometimes. The weird part is that all the change wasn’t in a bag, an envelope, nope, it was a vinyl glove. There was also a silver dollar in the change too.” — darkknight941


“Finished a postmates delivery in the Hollywood Hills when I got pinged to pick up an order at the Starbucks that’s just off Laurel Canyon (or in that general area i can’t remember exactly). I liked delivering in this area because usually the tips were very very good. The person ordering wanted 4 tall iced coffees…with no ice. I shrug that part off because rich LA people are all f**king weirdos, but I was annoyed because I had to place it, which means I had to make those annoying requests instead of just pick up the drinks,. I go into the Starbucks and the lady working the counter says ‘we’ve been expecting you…’ and i was like ‘…ok?’ If you’re a postmates courier you know that if you have to place the order, the restaurant would not be expecting you. (seen a lot of posts in r/postmates by couriers who say they just straight up refuse those). Then she tells me that this is Ariana Grande’s exact order and that I will be delivering to her house. It wasn’t her name in the app but it did occur to me that a celeb of her caliber probably use an assumed name or have an assistant order for her. I still had my doubts just because I’m a naturally skeptical person. When I got to the address, I had to enter a key code at the gate which wasn’t unusual for this area. But when I saw the view and saw that it was basically it’s own compound of multiple different houses, I figured that even if it wasn’t Ariana Grande’s house, it had to be someone obscenely rich and famous. I pulled up to the house number specified in the app and texted that i was there, per the instructions. The person who greeted me was a middle aged 4’10” Latina woman with a limp. She said thanks and I left.” — damphoussed


“One time during the early days of the Pandemic I got an order for like a ton of BBQ ribs from some newly opened restaurant in Atlanta. I got all this food drove out to some random upscale Hilton Hotel off the beaten path. After a ton of back and forth with the concierge he finally directed me to the correct room. I finally reach it only to be met at the door by 2 naked folks and another 2 more ‘waiting’ on the bed in the hotel room. I’m not saying those BBQ Ribs were gonna be used in that orgy I interrupted, but I can’t definitively say there wasn’t a connection.” — MagEncarta


“A grown man who insisted that I refer to him as ‘Snow White.’ He tipped pretty good though. I’d take the money and say ‘thanks Snow White’ and get back in my car.” — Rossi-5


“I used to deliver for Dominos and was delivering during a night with freezing rain so it was very slick. I get to this one house with a steep driveway way with no way I could drive up. I tried multiple ways to walk up the driveway and even on the grass but would only make it a few feet. So I call the customer and explain the issue and they come out with a rope and I tie the pizza bag to it. So they pull it up the driveway take the pizza and put the cash in the bag with a nice tip.” — crutchlen1


“I had a delivery to a mansion of a house, when I get there nobody answers the door or answers the phone number listed. As I’m about to give up and go back to the store 3 10-12 year old kids run up saying they ordered the pizza and their parents were out of town. While the parents were away they taught themselves how to make homemade smoke bombs which they used to inadvertently set their backyard on fire. I grabbed their hose and started putting out the fire, they didn’t want to call the fire dept in fear of getting in trouble but I made them do it. By the time the firetruck pulled up I had taken care of the flames and the kids emptied all 3 of their pockets into my hands for about a $40 tip.” — nickfitz79


“I used to deliver pizzas, and one time I arrived at a house at the same time as a driver from another pizza place. We looked at each other confused for a sec before we went to the door. Turns out they had some people over and one of the people there really liked one restaurant over the other, so much so that they ordered a separate pizza.” — rnilbog


“I drive for Uber Eats and one time someone ordered Freshii (a healthy food/vegan place) and I saw that the order was: 8 small bags of chips. Not even anything off their menu, just 8 bags of chips. Then while I was on my way to deliver it they messaged me twice in the app, the first time they said ‘Please’ and the second message was ‘Be Careful.’ To this day I have no idea what was going on, or why they didn’t go buy chips from the convenience store near their house.” — Wilikeye