I don't know if it is a horror story, but I bought a kindle edition of a reference work to use on my iPad (it was a kindle-fire book, apparently optimised for tablets) and the app is so slow that searching or flipping pages is useless.

There are cracked PDF's version of the book, which I can search in seconds and flip pages fast, copy content into a google search and use my build-in dictionary to look up words.

The PDF version is everything the kindle version is not: Free and useful.

I recently wanted to show my wife a video game I enjoyed when I was younger. The game used SecuROM DRM which I was unable to work around in Wine. Apparently, it requires an insecure driver in Windows, which has since been removed. I really wanted to play this game, so I was forced to manually enable the disabled driver in Windows 7 by following this guide: http://www.howtogeek.com/230773/how-to-play-pc-games-that-re.... The SecuROM driver has apparently been removed completely in Windows 10.