From all the games I played in my early teenage days, when I still had an A600HD, the most annoying games where:
- Shadow of the Beast 1 - very hard, and the diskloading was quite annoying, as was the long intro which you were obliged to look.
-Awesome, also Psygnosis, this one was easier than the above, only the landing scenes were annoying.
-Alien Breed - Tower Assault, one of the most non-linear games I've ever played: You could get very far with lots of lives, but when you come across a corridor and couldnt find the exit, all was lost :s
Later, when I began a bit with emulation, I tried to play Shadow of the Beast 2, compared to this, the first part is quite easy. SotB 2 is an almost impossible game to finish, EVEN with the cheat on (Ten pints), because you were very likely to get stuck, and then since you won't die, you'll have to reboot and watch the whole intro again, and again, and again...
So in my opinion, it's gonna be SotB 2 :p