The Commentator - A program for generating comments automatically, customizable by FUD factor, profanity, self-importance, verbosity, humor level, and bitterness.
Hacker's Wisdom - Collection of programming humor and computer folklore classics.
Holger's Humor Page - Why is C++ programming like teenage sex? What's the difference between a software developer and a drug dealer? When will operator overloading be added to Java? This page has the answers.
Jargon File - Programmer slang dictionary, containing more than 2000 not-quite-serious definitions and a number of programmer folklore anecdotes. Hosted by Eric S. Raymond.
Laugh Along with GNU - Designed to provide some laughs to the working hackers - large collection of GNU/programming humor.
Life of Programmer - Humorous observations and stories of dealing with computers and their users.
Reflections on Trusting Trust - An ACM classic: UNIX coinventor Ken Thompson reports on how he hacked his own C compiler.
The Retrocomputing Museum - Eric S. Raymond's list of outdated, obscure, or deliberatly unusable programming languages, compilers, and interpreters.
Softpanorama Humor Archive - Open-source related humor, dissing (among others) Linus Torvalds, RMS, ESR, vi, and Perl.
Softwarequotes.com - Quotations from various programmers about programming. Includes a quotes search, newsletter, and index of quotes by person quoted.
Anything Goes Trivia
Megaton Man
Tailipoe
Trevor
