I have a new moment that almost made me cry in a video game..
***spoilers ahead***
IN Mario & Luigi: Partners in Time, when you get to Star Haven (or whatever the area is called after Star Hill.. it should be Star Haven, but only if you've played previous Mario RPG's.. anyway..), there is a star door there that says you may only pass if you get grown up Luigi to bring this box back to the front area, so you can hit it to prove your worth.
After you get the block and bring it back, Luigi tries to hit it, but it moves (several times), then door calls Luigi forward again, and asks a question, then offers only 3 answers. When you try all 3 answers, the door will say you should've picked the fourth answer, at which point Luigi says there was no fourth choice(I'm assuming this is what he said.. darn M&L gibberish..), and after a short arugement with the door, Luigi breaks down and cries because he thinks they can't get into the area because of him, at which point Mario and babies start arguing/hitting the door with the hammer.
I almost cried at this scene myself, for it was a very touching scene, after the door let the babies and Mario beat on him for a bit..
*sniff* Poor Luigi..