Cashier at a liquor store. Fun times /s.
So our liquor store is a bit high end, and we carry a lot of wine from all over the world. So this store attracts a lot of rich snobs. (I once rang up a guy who bought $52k in wine, each bottle pricing between $500-4K, but that's another story.)
So this jerk comes to my register, and I don't remember the dollar amount (it was a lot), but the change on it was 53 cents.
Me: that'll be $---.53, please."
So Jerk pulls out his wallet. Guys, I have no idea why this guy was carrying that much cash. There had to be around 30 $100 bills, plus a few smaller bills.
So he hands me the cash, to the dollar amount. Except the change. I just saw he had all the money in the damn world in his pocket. I was hoping he miscounted.
Me: I'm sorry, Sir, but you're $0.53 short."
He gave this long winded sigh and rolled his eyes.
Jerk: Does the $0.53 really matter?
Me: ...yeah. It does, actually.
How dare I ask him to pull the fattest wallet I've ever seen back out of his pocket, am I right?