Oh sure, several times. First one was probably Quest For Glory IV when Toby sacrifices himself to un-undead (I have no idea how else to write that. "De-vampirize?") Tanya. Nothing I could do to prevent it, but still felt pretty bad about it.
The Baldur's Gate series had plenty of guilt-inducing moments here and there...Gorion, Khalid, conversation with the remnants of Amaunator...
Neverwinter Nights...Fenthick, you fucking idiot. I tried to warn you, but...aah, I did the best I could. Still felt a little guilty about what happened. Fortunately, think I redeemed myself by managing to talk Ms. Jiggles-In-Platemail into surrendering later on.
God of War II, accidentally killing Athena at the end. This really isn't a surprise, as guilt is a recurring theme in the classic tales of Greek tragedy.
God Of War 3:
The Baldur's Gate series had plenty of guilt-inducing moments here and there...Gorion, Khalid, conversation with the remnants of Amaunator...
Neverwinter Nights...Fenthick, you fucking idiot. I tried to warn you, but...aah, I did the best I could. Still felt a little guilty about what happened. Fortunately, think I redeemed myself by managing to talk Ms. Jiggles-In-Platemail into surrendering later on.
God of War II, accidentally killing Athena at the end. This really isn't a surprise, as guilt is a recurring theme in the classic tales of Greek tragedy.
God Of War 3:
Killing Hephaestus. Sure, he attacked me, but he was only doing it to try to protect his daughter - what else should any father have done in that situation?