Have you ever felt sorry for an enemy?

[Nocte Aeterna]

I think killing Barbas was difficult for me, emotionally. As decent as the Rueful Axe is (I unfortunately acted on that), I didn't want to kill a defenseless animal, especially a talking dog. Strangely, I don't mind hunting rabbits and such.

 

[Ironclad]

Giants. They are a challenge when you are getting to grips with skyrim, sure, but my sneak and dagger/arrow is so deadly now. I actually look at them as they stop to look at me while they are heavily wounded, in their childlike faces all I see is, "why kill me? There's so few of us left.."
I thought it cool that I killed a giant and his 2 mammoths then sneaked the last giant as he tended the fire. As I left the camp something caught my eye, it was a note attached to a post by an iron dagger, it read, "do not abuse this peaceful giant, it is granted freedom from molestation by Jarl X (forget the name). Try not to stare at him either"
Did I EVER feel guilty then! I murdered them all barring one mammoth who just walked away, all sad ,I guess..

 

[Jeff the DragonBorn]

I feel bad for all those poor Fish Wives in Rifkin. They deserve better than an arrow in the back from me. But to honor their poor pathetic lives I now dump their bodies in the water after their demise.

 

[TonyRockaroni]

There's several I feel bad for.

Paarthurnax: Without him, Alduin would've destroyed Nirn long ago. Yet the blades want him dead. Delphine? Esbern? Can I speak to you for a second? *Fus-Ro-Dah's them off a cliff and shoots them with lightning storm*

Deekus: Who would want him dead? He's just a humble lizard who's plundering a shipwreck. Sithis can kiss my tail (my character's Argonian)!

Other than that (and the Argonians I refused to kill by using calm spells and skipping "Lights Out!" by usinfg the console), anyone who crosses my blade ends up dead! Especially uppity elves and racist Nords (I'm looking at you Elenwen, Ulfric, and Rolff).

 

[Adam Warlock]

I felt sorry for the Old Orc who didn`t have a son who could kill him according to the Code of Malacath.

The best I could do for him was to insure that he died with blade in hand.

Even though I`m an Altmer at least he fell to Blood-Kin.

so sad

 

[Panzerjoust]

The guard at Solitude.

But he was refusing to hand over his Sweet Roll!

 

[Kalin of High Rock]

On the odd occasion that an enemy dies on its knees ( this happens often with giants for some reason, but I've seen it happen to all kinds.) I'll grab the corpse by the back of the head and lay them face down for a proper rest.

 

[Odd Child]

Absolutely, once I duel wielded Elven four pronged maces and I power hit this thief/village woman. I almost cringed when she begged for mercy and limped away. Of course I slashed her again

 

[Odd Child]

I feel bad for the falmer really. Losing your homeland to the nords and then becoming enslaved by the dwarves?! I imagine that they aren't as primitive as they are now but....

How can you pity those retched beasts? They sleep among the vile chaurus. They wear the shells of mud crab, and hiss in such a savage manner. Such blasphemy!

 

[Serebro Moniker]

This is a complex story so please try to stay with me here:

When you play through the quests in Markarth, you will encounter the quest "The Forsworn Conspiracy". This quest reveals that the whole of Markarth is corrupt and the Silver-Bloods actually run the whole thing. Since I have chosen Markarth as my home and sworn loyalty to the Jarl, I wanted to cleanse the city of the corrupt guards and such. I finally got the opportunity to do so by helping the Forsworn king Madanach escape the prison he spent decades in. When I finally got him, his allied and myself out of this god damned mine/prison, the forsworn went on slaying the whole guard and the head of the Silver-Blood family.

Now I have a clean, non-corrupt city in which I can live in peace but in the end I have slain ~20 guards who had kids and wives and I hear the constant mourning in the streets... I don't regret the whole thing, but I am now aware that things are not always black or white. Likewise in the ongoing war: Do I whish for a strong Empire that can stand up to the Dominion or do I protect that what the Nords now consider their home even though they took it with force from their predecessors?

Last time I played that questline, I escaped with Madanach, then killed him and his friends before they could kill too many guards. felt awesome

 

[Malignanttoe]

I always feel bad killing people once they start begging for mercy, even though I know they'll still try killing me any way. Sad.

 

[azali100]

Vittoria Vici. Murdered on her wedding day. I felt bad about that for sure. I would of felt bad for Paarthunaax, but you know, dragon bone armor.

 

[Clau]

Commander Maro. I understand his grief and hatred towards the Dark Brotherhood, as we killed his son.

 

[Sean]

I did at one point, but then I just picked up the enemy and then made it fly.
Then I just hit it with Lightning Storm, probably was a bit overkill.

I did put a sweet roll on its ash pile though.

 

[lolkhajiit]

Ah, I remember it like it was yesterday. I was in Mistwatch, when I found this guy in a room. He told me about how his wife had disappeared awhile back, and so off I went to find her! Well, I eventually got to the bandit chief. I killed her, and went back to the man. After I said she attacked me and that I killed her, he promptly tried to kill me. I felt so bad about killing him. Poor guy.

 

[Pileggi]

My character is a staunch imperialist who believes the Empire needs to stay whole if mankind are to ever defeat the Aldmeri Dominion.

I did feel pretty bad this one time though. I just so happened to come across a Stormcloak camp in my travels and naturally killed everyone there. I felt awful killing the injured soldiers you usually find moaning in tents. I thought leaving them there in terms of RP would mean they would die slowly and painfully so I took mercy and executed them all with a heavy strike to the head from my great sword.

What can I say? Fight for the Empire or die by it!

 

[Dallas-Arbiter]

Last time I played that questline, I escaped with Madanach, then killed him and his friends before they could kill too many guards. felt awesome

It's even better if you go to his cell and let him talk, then you beat him to death with a pickaxe in each hand.

 

[Mikk]

It was in Fable 2 where Theresa brought to attention that all the bandits I'd slaughtered had memories, families, first kisses, children, mothers, best friends, heartbreaks, etc.

Now, in pretty much every game I'm playing, Skyrim included, I feel like I can't possibly role-play as anything less than a murderous bastard unless I refrain from killing anyone who didn't attack me first. Hell, even the bandits and whatnot are only defending their camps and caves and give fair warning to stay away.

This isn't to say I DON'T role-play as a murderous bastard, but it sure makes it hard to ever feel like a hero

 

[Belle]

YES. All the time, though here are some ones that stuck out for me.

-Commander Maro. I'm a huge fan of the DB questline, and on my first playthrough where I skipped through the words and just killed people, I hated him. But when I played it again, I felt like a jerk. I mean, he spent his life trying to stop murders, and then the group he was TRYING to stop killed his son, who he obviously loved. Maro seemed so worried about his son when he left, and I felt terrible.

-Bandits. Most of them only attack you because you got too close to their camp, and they're trying to protect it. They even warn you if you come too close, plus, like Mikk said, they all have lives other than being generic baddies.

-Vittoria Vicci. Wow, the Dark Brotherhood made me feel horrible. I mean, it was her WEDDING DAY. And she seemed so sweet. I really didn't want to kill her. Didn't stop me from taking her clothes to use on my character's own wedding day though.

 

[DovahCap]

This is a complex story so please try to stay with me here:

When you play through the quests in Markarth, you will encounter the quest "The Forsworn Conspiracy". This quest reveals that the whole of Markarth is corrupt and the Silver-Bloods actually run the whole thing. Since I have chosen Markarth as my home and sworn loyalty to the Jarl, I wanted to cleanse the city of the corrupt guards and such. I finally got the opportunity to do so by helping the Forsworn king Madanach escape the prison he spent decades in. When I finally got him, his allied and myself out of this god damned mine/prison, the forsworn went on slaying the whole guard and the head of the Silver-Blood family.

Now I have a clean, non-corrupt city in which I can live in peace but in the end I have slain ~20 guards who had kids and wives and I hear the constant mourning in the streets... I don't regret the whole thing, but I am now aware that things are not always black or white. Likewise in the ongoing war: Do I whish for a strong Empire that can stand up to the Dominion or do I protect that what the Nords now consider their home even though they took it with force from their predecessors?

It's too late now, but if you kill Madanach the quest branches differently and the Silver Bloods reward you for your deeds.