Like many urban teenagers, Ted Robertson doesn't mind spending more than he can afford to emulate his favorite rappers. He wears $500 Japanese designer jeans and $200 Air Jordan sneakers. A 17-year-old junior at NOVA, (Northwest Opportunities Vocational Academy), an alternative school-to-work transition program for at-risk students, Robertson is more concerned with keeping up with the latest hip-hop fashions than getting into college. "I try to dress like my favorite rappers, T.I. and Little Wayne," he says. "I want to save for a car, but I want a pair of Red Monkey Jeans that cost $1,000. I'm going to get...