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* ''VideoGame/CommandAndConquerTiberiumWars'', the Liquid Tiberium bomb. Especially the second. A large portion of the world is now a [[DeathWorld Red Zone]] and ''you'' pulled the trigger.
* In ''VideoGame/HaloWars'', one mission has Forge's unit protecting a city while assisting an evac of civilians to three transport vessels. About ten minutes in, the pilot of one says "[[ScrewThisImOuttaHere Screw the evac!]]" and takes off, before being promptly shot down by Covenant anti-air batteries. Worse, his ship is the one closest to where the civilians come out, so his is probably the most full when he takes off.
* In ''VideoGame/{{Homeworld}}'', the destruction of the Kadeshi, after the implication but ''before'' the confirmation that they are, in fact, your LongLostRelative species. The [[DoomedHometown Burning of Kharak]], however, is [[GutPunch something different]].
* ''VideoGame/{{Pikmin}}'': Any time a Pikmin dies will feel horrible for any player, as they make it very easy to grow attached to the little guys. You will reset at least once if you lose a large amount of them... or not if you are a heartless monster.
* In ''VideoGame/{{Sacrifice}}'', depending on which plot branch the player follows, this can happen with Shakti (arguably the most sympathetic character in the game). In the plot branch where the player chooses to follow the banner of Stratos, after a number of levels where the player character and Shakti collaborate, Stratos decides to break his alliance with Shakti's patron, and signal the break by having Shakti murdered -- and gives the job of murdering her to ''the player''.
* In ''VideoGame/StarCraftI'', it's Mengsk betraying Kerrigan.
** In ''Brood Wars'', in the Zerg missions, the player has to kill Fenix.
* In the first half of ''VideoGame/{{Stronghold}}''[='=]s military campaign, the player gets to listen to the [[HeadbuttingHeroes friendly banter]] of Sir Longarm and Lord Woolsack in-between missions. Some time later Sir Longarm has to leave so to negotiate with the captors of the king, while you and Woolsack attack the remainder traitors in two fronts(though for what reason he of all people is sent to do such a thing while the obviously inferior Woolsack gets to smash things [[DeusExitMachina remains a mystery]]). Soon after the player character learns that while his forces were preoccupied with [[BigBad the Wolf]], [[TheBrute Duc Truffe]] has defeated Woolsack's army and put him down. Having about a second for that information to sink in before the player hears the Pig [[EvilGloating boasting about]] how he [[ColdBloodedTorture violently tortured the old wheezer to death]] doesn't help much.
** After all of this, burning his place down ''twice'' before finishing him off seems legit.
* ''VideoGame/WarcraftIII'':
** Arthas turning to the dark side, betraying the Alliance, killing his father, and becoming the Lich King's champion.
** Before this, however, is the very moment that signals Arthas's turn. The moment he first chooses revenge over the lives of his people: The Culling of Stratholme.
*** If anything, the devs pulled their punches on this one, going into the game editor shows several unused soundfiles where innocent villagers are begging for their lives or trying to understand why their prince is murdering them. Thankfully, just destroying people's houses causes them to immediately turn into zombies.
** Slaying a level 10 Uther the Lightbringer with a Level 3 Arthas and a swarm of Ghouls.

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