Any round of Space Station 13 or 14
Two come to mind. The first was when I was about 6 years old and walked in on my older brother playing Sim City 2000 on our family computer. It was the first time I had seen a video game of any kind. Before that, I thought computers were just boring machines for doing adult work. Seeing him playing a game on there changed my life, I've been a PC gamer ever since.
The second was when I beat Super Mario Bros on GameBoy. It was the first game I've ever beat fully and it was an incredible feeling. Took me almost a year to do, incredible grind at that age.
The first season of telltale the walking dead. The ending with Lee and Clementine had my newly Dad self crying.
I was playing "The friends of Ringo Ishikawa" and realized that, instead of simulating Ringo getting his life together, I should be getting my own life together. Not a bad game, to be clear.
I feel like I had an epiphany at the end of Omori, but I am too lazy to write it out. Play Omori.
Stray. Honestly the entire game.
I am a cat dad to 3 cats and I rescue anywhere from 1 - 5 alley cats every year. I take them in, clean them up, get them spay/neuter and their vaccines and find them homes.
That game captures cats so incredibly well. The entire game was a pleasure, but there are a few moments that stick out to me.
Spoilers
At the beginning when he falls and is separated from his friends.
The way that the guardians react to him.
The desperation of being so incredibly close to freeing them and so nearly being thwarted.
But most of all, when his friend dies and when the ceiling opens.
And last but not least, at the very end he sniffs the air and smells his friends.
So some god amongst men on YouTube did the painstaking work of figuring out where stray fell, and where he exited and found that stray exited only a 20 second walk from where his home was, and towards his home is the direction he took at the end (but the game doesn't tell you this).
That game was the most wonderful and amazing experience I have had in a game since I can remember. I cannot recommend it enough.
The Missing: J.J. Macfield and the Island of Memories.
I can't say why it was a profound experience for me because that would spoil the whole game, but after I finished it I just sat down and stared at the ceiling for an hour or so.
I know it's not the answer you're looking for, but I've played an awful lot of games, and none of them have ever done this for me. I can't imagine I'm in a tiny minority in that regard.
The Stanley Parable was a great exploration of the nature of free will. It was a game that made me think about the nature of the relationship between me and the creator of the game.
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