While skipping over most of this thread I'm going to chime in on something. We are not a middle class family. Based on family size, we probably are considered below the poverty line. We qualify for food stamps (but do not get them). We are going to WDW in two years. It will be tight. However, we are getting there because we don't waste our money. We don't have cable/satellite TV. We buy used cars and pay in full so we have no payment. We just paid off our mortgage (after 5 years) so we don't have that payment. Our only debt is student loans (wish I didn't have those...).
We don't use credit cards to buy things. We buy our kids clothes from thrift stores and garage sales when we can. (Why pay $20/outfit for something they can ONLY wear for 3-6 months?) Sometimes we get luck and get hand me downs from their cousins that are still in good shape. We don't eat out a lot. Usually we try to pack a lunch when we think we may need to eat while out and about.
Yes...I am fortunate to live in a small town that isn't super expensive and live close enough to work that I can walk in 6 minutes (no fuel cost). My wife stays at home so we have no day care costs. That said, we are "poor" by standards set up by society, but we are making it. Could we buy stuff new? Sure. But why bother if we can find quality items for less? Could we buy a new car and pay $200-300/month? Sure...but why do that? Then we don't have money leftover to save up for things or to take care of emergencies. We budget ourselves so we have money leftover.
Because of this, we can and are saving up for a WDW vacation. We will not stay at the $2000/night bungalows, but really...how many people would do that even if they could? That's a LOT of money. We will stay in AoA or ASMu suites. I think we figured our trip will cost us around $4800 (including flight, hotel, food, tickets, and souvenirs) based on 2015 costs. I'm expecting over $5000, maybe $5200 by time we go. Who knows? But to give some perspective, we just made a trip to visit my parents. With driving, hotels, food, souvenirs, and an unexpected $200 repair bill on the van, we spent nearly $1200 to go back to my house I grew up in. WDW doesn't sound so expensive once I put it in that perspective.