I know what you mean. I regularly see fast food or other low income workers wearing $1000 worth of designer clothing while carrying a brand new iPhone or something, while taking the bus. I see people in my income bracket overspend all the time without really seeming to be bothered by it. Constant vacations, expensive tech, fancy cars things like this.
I know as far as vehicles go, a lot of people here seem to lease rather than buy. I know a few people on modest wages who lease brand new cars for a couple years rather than buy an older one or a used one. I also know quite a few people who pretty much live off their credit card.
Then, at least in Vancouver here, you get a lot of young people with family money so they'll just kinda bum around on the streets or float from job to job while their parents are paying their bills for them. It's not even just the wealthy people, a lot of middle class or even income families seem to be like this.
I remember one day in particular in a corner store, a lady came in behind me from where she'd been panhandling and tried to buy a pack of smokes. She didn't have enough change, so she tried a debit card, that didn't work. So she pulled out a cell phone and called her mom and started screaming at her in the middle of the store about how she hadn't put money in her bank account yet and that she needed to buy something. I left about that time, but it sounded like her mom was about to rush down to the bank for her.