What a great list! The applications that immediately came to mind for me were:
Print Shop - that got so much use in our family for making things. An incredible piece of software to encourage people to use a computer. I remember making a lot of images and borders using the PS Companion (?) too.
Micro Illustrator / Atari Artist - really got into graphic art thanks to these and both the Koala Pad and Atari Touch Tablet. I may not have been a terribly good artist but I enjoyed the process!
Typesetter - a number of high school assignments were made with this and when I found I could combine it with pages that had Print Shop borders (yes, double printed) I was able to leverage both with great results.