First mission in Contracts 2, I killed one guy Who was talking about getting 1 can and then 1 more so cat 1 would have a friend, then 2 orhters talking about 1 asking permission to date his friends Sister etc. I quit after that section.
Most recently I felt bad about one ending in Armored Core 6 because SPOILERS.......
You commit mass planetary genocide on a people that just wanted their independence back, and also kill your supportive hivemind waifu Who talks to you like a pleading scorned lover the entire fight.
Letting Bethesda exist after Fallout 76