My daughter has had the same college roommate since freshman year. They're now 22-year-old seniors and best friends. Since her roommate lives across the country and can't afford to go home often, she spends many holidays and some spring breaks with us. We're an upper middle class family, and I have a well-paying job, so I can afford to treat both girls to nice vacations and some luxuries. Over the past year and a half, he...