Depends entirely on the game. There are certain games I want to experience, but where the challenge of it is not the main draw, and can even become an hindrance to my enjoyment. God of War and Divinity: Dragon Commander are examples of this.
Then there are games I simply don't want to let go of, and might even crank the difficulty up to ultra hard just to have a reason to stay in their world just a little bit longer. I did this with Horizon, among others. It all depends on what the game is, and what I want to get out of it.
Depends on the kind of game, but as a rule, story. And by that I don't mean plot, but the setting, the characters, the vibe and how engaging the universe is. I can forgive alot of wonky gameplay, and less than stellar graphics if a game manages to suck me into it's setting.
I like how you described Telltale as comfort food. That describes how I consume these things now. I don't get all the games any more. Didn't play the second Batman Season until a little while ago, and haven't played Guardians of the Galaxy, but I do still enjoy them, as little stories to get lost in for a while. And I'm with Clementine to the end. Which I guess they're setting up with this FINAL season.
And, yeah. Holy crap, that ending. I think they made a really good choice making most of the characters kids. Made me care about them in ways I struggled to in New Frontier. And it made the ending all the more impactful. I'm on this train to the very last stop.
Quality has gone up and down, but I'm with Clementine to the end. Which, frankly, looks like it's coming mighty soon. Calling it the final season, and putting Clem in the mentor role. It doesn't look good, does it. I'm ready to have my heart ripped out.
I think I may have stumbled upon the very worst outcome. I didn't even get to see most of the endgame, because Markus was killed during the demonstration, Alice and Kara were executed trying to board the bus to Canada, and Connor remained an android, and in the end, assassinated North, to put a final end to the rebellion.
I've come around on the ending, just a little bit. It's still super dumb, and cringey, but I find myself wishing that, when they went for an ending where the prophesied end of the world actually comes around, they went all the way with it. We've seen nuclear bombs a million times in games. I wish they'd actually made it the apocalypse, with trumpets, horsemen, and the whole bit. If you're going for a "ha-ha-fuck you" ending, why not go all the way?