When you break into the mansion and dive through the hole in the wall, and the game does a cutscene where the game plays itself, using the verb interface. “NO! NOT THE RED BUTTON!”
being stuck under the water, and there are all these things that can help you, just out of reach.
When Stan meets you on the dock with your ship, and you “have a moment”.
when you poison the dogs, and a disclaimer appears saying that no animals were harmed in the production of this game.
When smirk kicks you out and tells you to go learn some insults, and Guybrush says he feels like he has been ripped off. Then he looks out of the screen at you and says he thinks you are feeling that, too.