Threads like these are always a bit risky I think. Because you tend to want to experience these memorable moments yourself, and not read about them in advance.... yet they're great for reminiscing about games that you share fond memories of. Basically I just try not to read any of the stuff I still plan to play at some point. That being said:
Little Big Adventure (Relentless)
Breaking into the museum.
Starcraft
Learning what happened to Kerrigan at the start of the Zerg campaign and realizing your part in it.
Portal
"Did you think I was using reverse psychology on you? Really now."
Shadow of the Colossus
Meeting the first Colossus... and riding alongside the thirteenth and jumping onto its wings as it cut through the sand.
Psychonauts
Finding the hidden room in Milla's mind.
The Secret of Monkey Island
Recombining insults against the Swordmaster... and picking up the statue tied to your leg by the pier.
Half Life 2
Entering City17.
For me one thing most of these moments seem to have in common is something unexpected. It doesn't have to be a twist, but a surprise... a depth you didn't see coming, or an emotion you weren't prepared for.
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