When I was a kid, we never had a ton of extra money, but my parents were very supportive-- they paid for most of my college expenses, for example. Their outlook was that us kids shouldn't have to work-- "school is your job". (However, both my sister and I _did_ have jobs while in school).

However, I never _asked_ my parents for money. I had a good education and a well-paying job, and was able to turn IPO money into a house down payment. In the end, we struggled to close the deal, and my wife and I both asked to borrow money from our parents. Of course they were happy to do so, but I still remember it as feeling so hard to do -- just something that I "shouldn't" have to do. And, of course, it also made me reflect on those who didn't have family support to fall back on, let alone jobs that paid well.