We consider a family of single-server queueing systems with two priority classes. The system operates under a dynamic priority queue discipline in which the relative priorities of customers increase with their waiting times, and which can be characterized by the urgency number. We investigate the transient as well as the steady-state behavior of the virtual waiting times of the two classes of customer as functions of the urgency number. Stochastic orderings, the joint distribution, and surprising limit results for these processes are obtained for the first time.