Things will always go wrong regardless of your choice.
Conrad or Walker – Spec Ops: The Line
In Spec Ops: The Line, that gray morality goes a step further. You’re Walker, out to find his former commander Conrad who’s apparently turned Dubai into a mess. Upon meeting him, you realize he’s actually dead – the Conrad that’s been speaking to Walker is in his head. From there, you face a literal mirror of choices – shoot Walker or let Conrad shoot you and the game ends with both dead. Shoot Conrad and Walker survives, calling for extraction. You can then choose to kill the extraction patrol, surrender to them or let Walker die. Whichever way you go, the decision doesn’t exactly end well for Walker or the people around him (not forgetting the dozens who have already died, of course).