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I take it that this is a video-game trope only. So something like this would not be an example? Someone presents two scrolls (or two stacks of cards) and asks his "friend" to indicate one. If the "friend" indicates the left scroll, the conman takes it. If the right scroll instead, the conman gives it to the "friend" and takes the left scroll.
Isn't there some kind of trope correlating to this one where it doesn't matter whether you win or lose, the story continues just the same? This trope deals with Loss = Game Over, while Hopeless Boss Fight is Loss = Only Way Forward. There ARE circumstances where both outcomes are possible, and they both lead to the same thing, such as the fight against Leon in Kingdom Hearts, or the fight against Team Rogue in Bidoof's Wish.
Another example of both would be in Chrono Cross just after you swap bodies with Lynx. Even in a new game plus, where you are powerful enough to wipe out your weakened party by yourself, Kid will stand up, wobble over and stab you.
Possible page picture? The coin: http://familjen-persson.se/dice/type-text.html
Doesn't really work. I'm not sure how we'd show a picture for this trope, but to start out with it'd have to be something to do with Video Games by definition.
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How well does it match the trope?