I feel for the young person in the second letter. My husband and I graduated from college four years ago and we both have student loans to pay off. Yeah it's a pain and it doesn't allow you to save very much (if any) extra money for the future, but I agree with Prudie in her saying that this person shouldn't ask his parents for help in paying off these loans. I've come to understand that paying off your college loans are as much a part of the college experience as going to college actually was.
There are a few things this person can do to help make paying these loans a tiny bit less painful (hey, shelling out money every month is painful no matter how you slice it):
1: Consolidate your loans if you haven't already done so. If you have a Federal Stafford Loan, you can (and should) consolidate your 4 years (or more) worth of loans (each year represents a new loan) into one loan. That'll save at least $100 a month.
2: Some lenders (at least when I did it 4 years ago) give you the option to extend your loan period. The normal period for a student loan repayment is 10 years. For some reason, I managed to extend it to 20 years, which dropped the amount I have to pay each month. I have no intention of taking 20 years to pay it off, but the option is there if necessary. A similar option that I also took was to make interest-only payments for the first 3 years (I could have gone longer, but opted not to). That allowed me to put my money into other things (a car, a house, etc.). You just have to keep the thought in the back of your mind that this will not last forever and the payments will go up.
3: Ask your lender for a deferrment or forbearence. Yeah you have to have a really good excuse for this, and you have to provide proof that you really can't meet your payments at this time, but it's possible. I don't know if this would help in this person's case though.