I was big time into the various Sierra Quest games as a kid. Space Quest was my favourite series and I played them right from the first one on. In Space Quest 3, I was stuck on that trash planet that you start on for so long and since this was before the Internet, you couldn't just go and look up the solution for anything you couldn't figure out. I had my spaceship already to go, I just couldn't figure out how to get into the damn thing. I finally figured out that you had to take the ladder and use that to get into the ship. When I finally got of that planet, after literally months of being stuck there, it was such an amazing and satisfying feeling. I'm sure anyone that played those Quest games knows what I'm talking about. You could get stuck on something so stupid for so long.
More recently, in Demon's Souls beating Maneater. I rolled off that platform so many times trying to dodge his attacks and then when I think I've finally beat him and second one appears and starts attacking me. When I finally managed to kill both of them, it was such a great relief.
In Dark Souls I probably fought the Stray Demon way to early, because I really wanted that titanite slab. The initial fall would take off so much of my health that he could one-shot me, so I had to be perfect to beat him. After a whole heap of tries I finally managed to do it.
All of those game from overcoming difficulty and I love my difficult games (I guess it goes back to being of the NES generation when games achieved replayability by being hard), but I'd have to say a very satisfying game in terms of story was the final battle in Mass Effect 2. It just felt like it tied the whole game together so nicely.
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