Blazingdragoon04 said:
In Paper Mario: Thousand Year Door, you can join forces with the final boss. She just straight up is impressed that you made it that far and asks you if you want to join her. If you do, you basically doom the world, and the screen just goes to a game over screen.
don't forget that if you read too much of that ghost's diary on the train!
All i can really think of is Harvest Moon: Wonderful Life. You get asked if you want to take up the farm at the start of the game. It's not that wonderful a life afterall. You just leave a brokenhearted man, unable to fulfill his dream on a farm he can't sustain on his own.
That isn't the best ending though. The best is if you get married after the first year (the game forces it on you) and just continuously waste time by going to sleep, your wife will get really angry at you and tell you off. If you simply shrug her off, she takes your child and just leaves you. Game over.
Another method is on the PS2 special edition of the game (it was originally released as a Gamecube exclusive), you can just head out of the village at any time, where you will be asked if you want to run away from it all. This is because the gamecube version would allow you to connect with a gameboy advance with the game of "Harvest Moon: Friends of Mineral Town" and you'd get some bonus goodies (such as a plant... that could talk..?). The PS2 was unable to do that, so just had it there for if you ever got bored of playing... or wandered into it by accident and tried to skip through the text >
Isn't it amazing how a game that was simply about loving your cows and crops has the potential to talk about divorce?