Disclosed embodiments include a processing device having a debug controller that issues a context-sensitive debug request. The context-sensitive debug request includes at least one conditional criteria. A processing core receives the debug request, determines whether all of the at least one conditional criteria are true, and services the debug request when all of the at least one conditional criteria are true by accessing a data location indicated in the debug request. The servicing of the debug request may be performed in real-time mode without suspending the processing device, and the accessing can be a read or a write operation depending on the type of access indicated in the debug request. The conditional criteria may include one or more of a processor mode condition, a virtual machine identifier condition, and a debug context condition.