Oh dear, Skyrim has so many annoying characters I'm actually glad when I meet someone decent.
In no particular order:
1. Markarth Guards. Killing Eltrys made me hate them forever and ever. They're actually the only reason I quite dislike going there sometimes.
2. Borkul the Beast in Cidhna Mine. What's wrong big guy, I thought you wouldn't need a weapon to fight?
3. Nepos the Nose and the people who live in his house. He can whine all he wants, I don't believe he just can't stop killing innocents off just because someone ordered him to do so who isn't even in the city.
4. Madanach and every Forsworn there is. I know it sucks when you loose your home, but all you'd have to do is to adjust to the Nords then. It's not really as if they had a chance to win anymore and kidnapping people who got nothing to do with this conflict just because they aren't Forsworn isn't going to make it better.
5. Tyranus. He asks me to help him find Daedra worshippers, and as soon as plops starts to go wrong he just follows the orders of a Daedra he claims he hates so much. What was wrong with him? I know he was terrified but wouldn't the chances of survival logically remain higher if he didn't follow Bal's order to attack? I thought those guys knew that Daedra toy with mortals.
6. Thonar Silver-Blood. That impotent idiot believes himself "King of the Hill" and cares little for anyone else. Thongvor at least respects the Jarl enough not to just storm right up and give him a piece of his mind because he knows it would mean trouble due to the Thalmor, but this dude is simply annoying.
7. Betrid Silver-Blood. As arrogant and snobbish as her husband Thonar. That chick was once one of Dibella's temple-bitches, so she'd best shut the freak up. Thank Bugthesda that her death is scripted.
8. Alva in Morthal. Keeping an entire city/village as cattle for her little band of vampires? Seriously?
9. Sibbi Black-Briar. Whoring around is one thing, killing others for it another. When I heard his real background story I thought I was in some kind of idiotic version of "Two and a Half Men". Hate him even more than Maven, 'cause Maven's at least good at ruling in her own way. It's not as if she hadn't possessed all her influence and power in Rifton before she was made Jarl anyway, the only difference is her home and seat.
10. Mercer Frey for trying to have me killed and doing bad stuff to the Thieves Guild. Not cool bro.
11. Etienne Rarnis. I save his life, get his butt out of the Thalmor Embassy's prison, and now he bitches at me every time I pass him just because I acted like being one of the Thalmor. Seriously? Is it really my fault that he can't see that my Redguard is not an Altmer?
12. Sybille Stentor. So you're the toughest thing they have in Solitude's prison? Doesn't seem like a big punishment to me.
13. Erikur. His attitude, the stuff he pulls off during Diplomatic Immunity, his fur poncho. Everything. Really.
14. Gisli. I know it's hard standing in the shadow of your brother, but I don't freakin' care. Especially not when she says it in a voice as if I was beneath her. Dragonborn, you slut.
15. Jaree-Ra and Deeja. You tried, you lost. Fool me once, shame on me. Try to kill me, death upon you.
16. Endarie and Taarie. Endarie more than Taarie actually. She just keeps complaining about having "to drop everything for me", but that's her freakin' job. Taarie at least has some sense in what she says when she explains that she'd have someone tell her to go see a doc when injured as well, and I can't really hate her for her lack in fashion cause these things are purely subjective.
17. Braith. That brat thinks she can take on the world but I can't even brawl her for 100 coin. Little pest.
18. Nazeem. Too much attitude for someone who owns a farm, like many people in Skyrim do.
19. Every Battle-Born except Jon and Lars. These two are decent.
20. Elenwen, Rulindil, Ancano, Valmir, Lorcalin. Ondolemar at least honestly tells you that he doubts the peace will last long and Ancarion gives money (not selling the Stalhrim stuff to him of course, thanks to the Merchant perk he gets my junk or Elven armor from Thalmor Soldiers etc).
21. Saadia. I was glad to make sure she'd get her punishment.
22. Mikael in Whiterun's Bannered Mare. Leave the women be.
23. Nirya. She acts as if she was important to the College and then goes on about her "superior looks"? She's been useless for the entire College questline and skill has little connection to appearance. All she did was made me smirk when admitting that she thinks that Ancano was a fine piece of Altmer butt.
That list has a few more on it. Alduin too, Miraak of course, every Vampire in the game except for Serana and Valerica because Vampires just freak me out for some reason, and so on and so on.
Meeting a good character makes up for that though. After the quests with the Snowelf brothers I didn't mind getting lost in that Volkihar castle for about half an hour.