Probably The Legend of Zelda A Link to the Past

The witcher 3 or bully

FFX is my favorite game of all time, so I'll probably play that.

I'd hope to be playing whatever game is awesome about 125 years from now, cuz that's about when I'll be okay with my impending death.

If I had to play something today, I'd say SMO is a good choice, for all the reasons mentioned in the OP.

I don't know. Chrono Trigger, maybe.
It's got the nostalgia, the cheery atmosphere, great music, and a satisfying conclusion. I would gladly drift off during the end credits.

Ka-pi96 said: Final Fantasy X. It's my favourite game of all time so yeah, easy pick

That's a great choice for those circumstances.

I would probably choose Carmageddon (1997) and joyfully take thousands of pedestrians with me.

Tales of Symphonia, one more playthrough of my favorite story.

A really really long game.

For me, it's surely Suikoden 2, or Final Fantasy X.

The Sims. After 50 hours, I'd welcome death.