Not as extreme, but I had a situation with a friend which I've never forgotten. We lived together in a shared house for a year, and her attitude to money left a very sour impression.
First of all, there was one bedroom which was by far the biggest and nicest, and she resorted to very manipulative tactics to try and get us to just let her have it. Eventually I insisted that we bid for it, and whoever had that room would pay more for it, giving everyone else a small reduction on their rent. It was only she and I that really wanted it and I'd already decided that I was going to give into her rather than engage with her tactics, but it was going to be via a sensible grown-up solution, not just because she stamped her feet and whinged. So she ended up paying slightly more rent than the rest of us, of her own accord. She also was the only one of us who had a car.
Shortly after, she said that she wanted to pay less council tax than the rest of us, on the basis that she was a full-time student and technically exempt (although she had decided not to live with other students, which she could have done, which would have meant no council tax was payable at all). Again this was agreed, and she ended up paying about two thirds what the rest of us paid.
That year I was only working part-time (was also a student, although PT) and basically very poor. It was pretty miserable - I had to limit my social life, buying the cheapest groceries and scrimping, and shopping was pretty much out of the question. I was always on my last legs when my pay cheque came through. She was living off the bank of mum and dad and always claiming to be absolutely broke, but she went out socialising almost every night. I quickly realised that actually, she was quite probably even better off than me, but her priorities were always just to have what she wanted (the bigger room, a car, loads of nights out) but that she'd sort of decided that we were all better off than her and should subsidise the things she didn't want to pay for. As a pp said I think she convinced herself we 'wouldn't miss it' and probably that we cared less about having the things we wanted. The reality was we just all lived cheaply and didn't mention money troubles. I always remember the day she breezed through the door and showed off a huge bag of Benefit makeup she'd just bought herself, including loads of unnecessary bits like lip balms, which would've racked up to over £100, probably closer to £150. I just watched her in dismay, a splurge like that would have been completely out of the question for me. The amount extra in council tax I was paying wasn't significant and didn't put me on the breadline or anything, but it was symbolic to me of her attitude. Quite often on a Saturday night I would go over to my mum's for dinner as a way of getting out the house without spending any money besides the tube fair, whilst she was going to clubs and getting in steaming drunk with a takeaway in the early hours.
After I moved out she tried to escalate the council tax situation to say that she couldn't afford to pay any - even though her contribution was I think about £20 a month. Luckily the guy that took my room is very no-nonsense and called her up on it, and a tearfully apologetic dramatic group text followed. I think she was just really spoiled and had been raised to see boring bills as other people's problems, and her money as spending money.