It's hard to develop software that's easy to use. No matter how simply you lay out your controls or put big, giant buttons labelled "Print," users will still complain that they can't figure out how to print stuff. Well, here's to you, users — enjoy a few confusing dialogs.

(submitted by Dylan M.)

Judah R. was sweating when trying to decide what to click when he saw this:

Jeremy F. encountered this in Oracle Discoverer: