Debugging software in systems with architecturally significant processor caches. A method may be practiced in a computing environment. The method includes acts for debugging a software application, wherein the software application is configured to use one or more architecturally significant processor caches coupled to a processor. The method includes beginning execution of the software application. A debugger is run while executing the software application. The software application causes at least one of reads or writes to be made to the cache in an architecturally significant fashion. The reads or writes made to the cache in an architecturally significant fashion are preserved while performing debugging operations that would ordinarily disturb the reads or writes made to the cache in an architecturally significant fashion.