Windows 3.1 hands down because of the Microsoft Entertainment Pack. I have even chatted with the guy behind Chip's Challenge over the recent years and have his newest game for iOS. The newer version MAY be out for Android, which will be nice to play on a 7" screen.
I remember one time printing a WHOLE ream of that paper you used to stick on a dot matrix. Opened up Write, used Wingdings in the biggest font size ever, and clicked Print. Whoops.
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