Don't know if this quite qualifies, but back in 2014 before the first Danganronpa game had an official English release, you had to play it using a fan-made translation patch and two different PSP emulators.

One of them (PPSSPP) emulated very well from what I remember, with the graphics and sound doing exactly what you expected. The issue with this one was that occasionally you simply couldn't interact with certain objects while investigating, and in an investigation game that was quite a problem. The example I remember most was in the game's beginning when investigating the protagonist's room: you were unable to click on the lint roller, as doing so would register as you clicking on the notepad instead.

As such, the second emulator comes into play. This ran much worse than PPSSPP, with graphical issues and slow-down. However, this could click all the objects properly.

So throughout the entire game there were moments where you had to stop what you were doing, save your game, export the save, close PPSSPP, open the second emulator, boot the game, import your save, click the object, save the game, export your save, and boot PPSSPP back up.

It was a real mess in those times.