[Jtsummers]

The Mythical Man-Month and The Design of Everyday Things are not out of date, even if older texts. The Pragmatic Programmer is also still worth a read and received an update since that list was created.

EDIT: An old book (also received an update) I'd add is The Psychology of Computer Programming by Weinberg. More descriptive than prescriptive compared to many other books, written in and about the same period as The Mythical Man-Month.

[smusamashah]

Just want to add vote for Design of Everyday Things. If you are into creating anything that other people use (software, code, appliances, doors), you should read this book.

[CuriousSkeptic]

Just be warned. You're going to spend a couple of weeks after having read it being very frustrated with people influencing your world who apparently didn’t read it…