I've followed this post closely because I'm in sort of the opposite of the usual situation.
I'm 24 and last year my dad and I took out a loan in my name (for a car, sort of, but not exactly... complicated) because my parents had some difficulties with a business deal and filed chapter 13 when I was in high school (the kind that you pay back much/all of the debt). Actually this worked out surprisingly well for me, as I was eligible for financial aid for college. But that is beside the point. They couldn't get loans, and I have great credit.
He puts the money into my account before it comes out each month, and I monitor it. It was only about 4000. I don't really "approve" of borrowing money to cover expenses, but he asked me to, and I knew that he would pay me back reliably, so I agreed. After working for awhile, I'm now in a position where I could pay off the remainder of the loan and collect the interest (around 9%) for myself. I'm reluctant to do it, because I already find the whole situation too muddled already, and it's one thing if he wants to borrow money at 9%, but I don't think I could stand charging him that.
Of course, I'm increasingly worried about what they have going on for retirement savings, but I don't ask. My mom is quite reasonable with money, but somehow my dad missed out on that trait, and is 50 too late to learn? Probably.
Even more troublesome is the fact that I am a cosigner on probably 10-20k of student loans for my younger sister, who really hasn't proven to be very financially responsible. Of course, my parents say that if she ever doesn't pay them, THEY will (and I know they will, if they are able), but legally, I'm responsible. At the time, I didn't know much about the risks of cosigning (I could spare 3k, but 20k? No.), but even if I had, I don't know if I would have said no. Now she is 22 and I told her to either try my older sister or my parents again, get a credit card and build her own credit, or try getting a job to support herself, because I'm done.
She is currently taking summer classes (rather than working in the summer!!!) and I'm not sure how she financed it. I worry she may have signed my name for me, but I hope she wouldn't do that (these loans have never shown up on my credit report--is that normal?)
Anyway, this is veering far off topic. In the event that someone in my family actually asked me for money directly from me, I probably would help, given that I could truly afford it.