In Drake of The 99 Dragons, each time you die, (which happens often), you get roasted and humiliated by some gods in the after life for 10 seconds before they allow you to revive again. This has absolutely no reason to be here, except for doubling the loading screen time.
Could also mention, in the 6th installment of Touhou Project, Embodiment of Scarlet Devil, if you play on easy, the game won’t even let you fight the final boss, mocking your pride on such simple level, and this game mode is usually commented as child play by the games in the whole franchise.
Eternal Darkness on the GameCube
It makes the Volume go up and down and a bunch of other wacky things.

Outer wilds, if you manage to
Tap for spoiler
Break the universe
You get the end credits but with a kazoo rendition.
Like, “well done dipshit, I guess this is the end”.

Portal and Portal 2 are packed with passive aggressive remarks. One of my favorites:
Well done. Here are the test results: You are a horrible person. I’m serious, that’s what it says: “A horrible person.” We weren’t even testing for that. Don’t let that horrible-person thing discourage you. It’s just a data point. If it makes you feel any better, science has now validated your birth mother’s decision to abandon you on a doorstep.
If you like sassy AI, take a look at ADA from satisfactory. She is insulting the player ins some way on every upgrade.



The worst part is, in Super Mario 3D Land, at least, if you even see the invincible leaf, it locks you out of getting all the stars on your save file. The game doesn’t even have the courtesy to tell you.
This isn’t quite in line with your question but it’s adjacently meta:
the first time you fall to your death in Bastion the (amazing) narrator says “…and then he fell to his death. … Ahh, I’m just foolin’.” and then you respawn on the platform because videogame.In one of the Leisure Suit Larry games, you get called out for saving the game too often during a particularly difficult section.
Quit messages in old shooters like Doom, Heretic, Quake, and Duke3d.
“Are you sure you wanna quit? Press N to continue kicking-ass and chewing gum. Press Y if you’re a little pussy bitch.”
Marathon (1994) has several call outs to the player when the AI giving you mission briefing calls the PC out for not caring and just wanting to shoot things. There’s a lot of meta commentary in that series.
Really love the moonman talking to you on every boot up. I always find myself looking forward to seeing what he says.
In the original Warcraft games (not World Of Warcraft), repeatedly clicking units would initiate irritation voice lines.
Humans would say something like, “why do you keep touching me?”
An elf said something like, “you never touch other elves like that!”
W-w, w-w, what do you want?
W-w, w-w, what do you want?
Why do you keep touching me?
Holy fucking shit, I totally forgot about this!
I award you, stranger! 🏅
Which was a parody of this!
Starcraft had some great lines like that too.
“Stop poking me!”
“What do I look like, an orc?”
“This is not Warcraft in space!”
“It’s much more sophisticated!”
Zug zug
Dabu!
I think all Blizzard games have that. IIRC WoW does too.
Sure does.
In Wasteland 2 there is a museum of pre-war artifacts. One item is an undetonated nuclear bomb. If you monkey around with it you can find a big red button. It is obviously a terrible idea to push the button. If you still decide to push it you get a special game over screen.

Risk of Rain 2’s death messages crack me up.
That was definitely not your fault
That was absolutely your fault
Come back soon!
ur dead lol get rekt
And so on









