• Smash forehead on keyboard to continue.
• Enter any 11-digit prime number to continue.
• Press any key to continue or any other key to quit.
• Press any key... no, no, no, NOT THAT ONE!
• Press Ctrl-Alt-Del now for IQ test.
• Close your eyes and press escape three times.
• Bad command or file name! Go stand in the corner.
• This will end your Windows session. Play again?
• Windows: 'Mistake! Shall I format your brain?'
• God: "Rebooting the universe, please log out"
• Keyboard not attached. Press F1 to continue.
• BREAKFAST.SYS halted... Cereal port not responding.
• COFFEE.SYS missing... Insert cup and press any key.
• CONGRESS.SYS corrupted... Re-boot Washington D.C? (Y/N)
• File not found. Should I fake it? (Y/N)
• Bad or missing mouse driver. Spank the cat? (Y/N)
• Runtime Error 6D at 417A:32CF: Incompetent User.
• Error reading FAT record: Try the SKINNY one? (Y/N)
• WinErr 547: LPT1 not found... Use backup... PENCIL & PAPER.
• User Error: Replace user.
• Windows VirusScan 1.0 - "OS/2 found: Remove it? (Y/Y)"
• Backup not found: (A)bort (R)etry (P)anic

Found by the Tamster in Daily Humor.

Know any more Error Messages for Windows 2000?
Email me and I'll add them to the list