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1!As a Moments page, all entries will be unmarked.
2* An infamous line in the game didn't edit out a bad take properly, leading to you ''hearing the voice actor'' say "Wait a minute, lemme do that again" and then repeat the line. [[https://www.youtube.com/watch?v=L9REWMEOLdI Yes, really]]. And even funnier, this mistake was made by the Master Trainer for Speechcraft!
3* Sheogorath's quest where flaming dogs fall from the sky.
4** It's even funnier if you do it during the later half of the Shivering Isles story; Sheogorath or Haskill will lampshade how you're [[SkewedPriorities screwing]] [[TakeYourTime around]] like this when Jyygalag and his army are on your doorstep in the Isles.
5** On the other hand if you do it ''after'' the Shivering Isles story, Haskill will make weary comments about how you're basically just worshiping yourself like a jackass.
6** Upon completing Shegorath's quest post-Shivering Isles, Haskill will reward you with the Wabbajack, and then lampshade how it's your own artifact and he doesn't know why he didn't just give it to you sooner.
7* During the Thieves' Guild quest "Misdirection", all the guards will run around the Waterfront, asking about the Gray Fox. Sometimes they'll even interrogate each other... and if you're standing nearby, they will look at you and simultaneously ask you the same question. Even better when they have the same voice.
8* In Leyawiin, the Argonian hunter Weebam-Na is obsessed with the town's rampant rat problem which originated from a [[CordonBleughChef failed restaurant serving all sorts of rat dishes.]] One of said dishes was the [[SarcasmMode delectable]] "Rat Ragu [sic] with Powdered Deer Penis!"
9** [[https://www.youtube.com/playlist?list=PLqyDhAz0QGTYudmcNx4jP4OSidaPXx43t You just know someone wanted to run wild with that "penis" line...]]
10* In Sanguine's shrine quest, he tells you to cast a spell called "Stark Reality" on the Countess of Leyawiin and her company at her dinner party. The spell strips anyone in its range of all of their equipment, but he neglects to mention that the spell also affects the caster (you are completely stripped of all your items when you use it). Using it is also considered assault because it has a "Drain Health 1" effect, so the guards will immediately try to arrest you. So if you don't want to go to prison (since the spell also removes all your gold so you can't pay the fine), you're forced to run out of the city butt naked with a bunch of angry guards chasing after you.
11** If you've done some quests in Leyawiin, it's possible for the first guard to confront you to be one with a high disposition towards you, which has them dismiss the bounty promising to take care of it for you. While this eliminates the humorous situation of running away from a horde of guards while naked, it leads to a different amusing situation: the other guards who came running in response to the spell are still flagged to confront you. Much like when playing around with the gray cowl of Nocturnal, you'll be faced with a conga line of guards who all want to open a conversation with you, say their generic greeting (as if you were the one to initiate conversion), then go back to their business.
12* The random conversation system in Oblivion can result in a lot of hilarity when certain lines are combined.
13-->'''Citizen 1''': "Do you think what happened to Kvatch would happen here?" \
14'''Citizen 2''': "Without a question."[[note]]For those who don't know, Kvatch was overrun by Daedra that spawned from sudden Oblivion hell gates, and then burned and destroyed.[[/note]]
15** Or:
16--->'''Mage''': "Noble scholar, may I have a moment of your time? It's rather urgent."\
17'''Scholar''': "Good day."
18** [[https://www.youtube.com/watch?v=2KU5fXUx4N4 Here's a particularly entertaining conversation.]]
19--->"How goes it?" \
20"I've been better. How about you?" \
21"[[DepartmentofRedundancyDepartment I've been better.]]" \
22"[[RuleOfThree I hope things get better.]]"
23** Something which must be experienced is when two characters say the exact same thing, at the exact same time, in two different voices.
24** Characters forgetting their own name/rank:
25--->'''Amantius Allectus:''' (''Rumors'') [[https://www.youtube.com/watch?v=9qVYrjoPSRg&t=7s&ab_channel=Bacon_ Amantius Allectus was killed during a burglary.]] \
26'''Count Corvus Umbranox:''' (''Rumors'') [[https://youtu.be/-eTaDnIULxU?t=11 Count Umbranox has returned! After 11 years, he just walked back into Anvil!]] \
27'''Captain Danus Artellian:''' (''Resist Arrest'') [[https://www.youtube.com/watch?v=Af7Pv86RR0Y&t=3s&ab_channel=Bacon_ I'll make Captain for this!]] \
28'''Hannibal Traven:''' (''Rumors'') [[https://www.youtube.com/watch?v=yvB7uJJ79fU&ab_channel=Bacon_ Hannibal Traven's reforms are quite encouraging.]]
29* Sheogorath, at one point during the Shivering Isles expansion, says, "I'm so happy I could just tear out your intestines and ''strangle you with them!''"
30** And later - "Then out come the intestines. And I skip rope with them!"
31* Sheogorath's response if you choose to replace Syl:
32-->'''Sheogorath:''' A dangerous choice. '''''I like it!'''''
33* "You have pleased the Mad God! I, for one, would still like to eat your eyes!"
34** Let's not beat around the bush here, Sheogorath averages a brilliant and usually hilarious line every two minutes or so. At least until his [[TearJerker final conversation...]]
35* During a certain Mages' Guild quest (Liberation or Apprehension), you meet a Wood Elf named Fithragaer inside an Ayleid ruin (Nenyond Twyll). After a little chat, he eagerly runs deeper into the ruins to beat up some necromancers... [[https://www.youtube.com/watch?v=N6hVmn9FM7o&feature=youtu.be&t=10 and gets caught in a ceiling spike trap.]]
36** To top that, there's a [[GoodBadBugs glitch]] that'll cause the spike trap to keep activating as long as Fithragaer's corpse is on it, meaning that the trap will continuously pummel him into the ceiling!
37* In Skingrad, ask Falanu Hlaalu about the city. She'll complain about the lack of business, even as the only alchemist in Skingrad, but accepts her lot as she [[NoodleIncident "can't go back to Morrowind".]] She then rather casually asks you, [[IHaveThisFriend hypothetically of course]], if you happen to know what the fine for necrophilia is in Cyrodiil, and she'll be ''very'' happy if you give her the answer.
38-->'''Champion''': Is it the first offense?\
39'''Falanu''': Let's assume... ''nnnno.''\
40'''Champion''': Then it's at least 500 gold.\
41'''Falanu''': That's ''nothing'' compared to Morrowind, thanks!
42** The fact that your PC even knows what the fine for a repeat offense of necrophilia even ''is'' off the top of their head raises questions as to why he/she was in jail in the first place...
43** It gets better when you consider that the majority of Morrowind's natives ''venerate'' their dead and are ''passionately'' defensive of ''any'' manner of trespass into ancestral tombs. Considering the above information, and combine that with [[MurderInc how Morrowind's natives typically handle offenses considered "unforgivable"]]... makes sense why she ecstatically thinks 500 gold is "nothing" compared to Morrowind, and why she says she can't go back.
44* Ask Owyn about rumors. [[DeadpanSnarker "I heard a rumor that you're an idiot. There any truth to that?"]]
45* [[https://www.youtube.com/watch?v=NwdAGPrqIRU Aldos Othran's Cliff Racer song.]]
46* The Adoring Fan. [[BlackComedy Dive Rock. That is all]].
47## [[https://youtu.be/aK7bebVZdTA?t=85 The simple method]]
48## [[https://youtu.be/YRi6GBF5zB0?t=20 Trick him into walking over it]]
49* If {{Game Mod}}s count, there's one mod that overhauls the way beggars work (so they can pickpocket you if you stand to close to them, you can contract diseases from them, et cetera) in addition to adding several new ones around the game. One of them, in Skingrad, is a skooma addict and has his own lines. The only thing he'll ever say, no matter what you ask him, is "SKOOMA!". One of your dialogue options? "Aagh, get away from me, you freak!". To which he replies "SKOOMA!"
50** There's a woman in the Shivering Isles who's addicted to skooma, which she asks you for every time you talk to her. If you give her some, she shouts "Skooma! SKOOMA!"
51*** However, if you don't give her any, she'll be greatly upset and tell you she "hopes you trip and fall on a sword!" ... And then give the player a casual "farewell."
52* In the Shivering Isles expansion, you can encounter Hirrus Clutumnus, who tells you that he wants to end his life. However, [[ICannotSelfTerminate he can't actually kill himself]], otherwise his spirit will end up trapped on the Hill of Suicides, so naturally he asks you to do it. Fortunately, he happens to visit a balcony without railings, and you have the dialogue option of pushing him off. The best part is the [[UnusuallyUninterestingSight total non-reaction of the Dark Seducer who sees the whole thing happen]]. Apparently, this sort of thing happens all the time...
53* One cavern unrelated to any quests features a dead goblin and a large beer keg. The goblin is lying on its back with its face under the spigot.
54* One quest is given to you by a drunk who believes that there's someone in Cheydinhal that looks like him. [[https://www.youtube.com/watch?v=VCe9b-3ffP0&t=52s He tells you, dead serious]]:
55-->'''Reynald Jemane:''' You're going to travel to Cheydinhal, and find out what sort of imposter is trying to besmirch my good name. And you're going to tell him... *hic*... You're going to tell him I am quite capable of besmirching my good name on my own. He should cease and desist immediately.
56%%* [[https://www.youtube.com/watch?v=cPQW14PVDew Guards apparently have the memory span of a goldfish.]]
57* The Summon Haskill power from Shivering Isles. Haskill is Sheogorath's chamberlain and literally the OnlySaneMan in the entire realm. If you haven't played the game, imagine you have the power to summon a stereotypical dry-witted British butler at will to give you helpful but snarky advice on your quests.
58* There's a dungeon in the Shivering Isles specifically designed to lure in adventurers and screw with them. The one that takes the cake is an illusion that makes an orc see his corpse laying on the floor and see himself as a ghost. He has a debate with himself about how he can't possibly be dead because he wasn't in a fight yet there's his body and it's so unfair.
59* Imperial Legion Foresters are programmed to hunt deer. Deer are programmed to be friendly to foresters, so if the forester sees anyone else attack a deer, they'll start fighting the person. Sometimes, the foresters' patrol areas overlap, and you may come upon a scene like [[https://www.youtube.com/watch?v=W1mlgwNSYZ8 this...]]
60** Even better, if you're playing as a lawful character, when the forester manages to kill the other forester, he can turn to you and say "It's nice to see a friendly face in these dark times."
61* You finally get the chance to make the arrogant Yellow Team Champion in the Arena eat her words late in the questline. However, it's a three-against-one match. The Arena Blademaster decides to even the odds a little in your favor, though, by sending [[LightningBruiser a boar named Porkchop]] up to have your back!
62** It's even more hilarious if the Yellow Team Champion dies because the pig kills her.
63* During one quest for the Fighter's Guild, you meet Lord Rugdumph gro-Shurgak, an Orsimer nobleman whose daughter has been kidnapped by ogres. Rugdumph tries to sound educated using big, complex words. [[DelusionsOfEloquence He needs some practice (or a dictionary)]].
64--> I am Lord Rugdumph gro-Shurgak. How may I persist you?
65--> Horrible creatures! Replete with horror and evil. They roam freely eastward of the estate. I look forward to you exterminizing them.
66--> Anon us most soon again, [[YeOldeButcheredeEnglishe for sooth]].
67* When you ask Modryn to be second-in-command, he says "I was just getting used to being retired. You can see how good my painting is getting." In the back of his house you can see an example of one of his [[http://www.uesp.net/wiki/File:OB-Img-OreynPainting.jpg paintings]].
68* In the Shivering Isles, if you kill people in the main city, they get their own unique grave in the graveyard. Almost all of said graves have [[GraveHumor hilariously snarky comments]].
69* [[https://www.youtube.com/watch?v=pDEDit3ZVtc The Argonian of Ni!]]
70* [[https://youtu.be/TrUnNrQFTrE?t=1m40s Glitches in video games have jumped the shark.]]
71* To kick off the [[{{DLC}} Knights of the Nine]] questline after finding the Anvil Chapel massacred, you have to get help from the Mad Prophet outside to figure out where the first piece of the Crusader Armor is. However, the conversation forces you to invoke HumbleHero. Responding to his question of if you are a worthy knight with "Yes, I am a worthy knight/Fighters Guildmaster/Archmage/Hero of Kvatch/etc." causes [[{{Troll}} him to remark that you must not need his help then]], you have to tell him that you have no claim to fame. Or you can tell him that you're the [[KingOfThieves Gray Fox]] or the [[MurderInc Listener of the Dark Brotherhood]], to which he will respond with bemusement, and then help you anyway.
72* Guard programming allows them to pursue you through multiple areas if they catch you committing a crime, just like a real one would. That's all well and good, but due to the way it's implemented, you can sometimes end up being pursued relentlessly by a hyper-determined guard, who will literally follow you across ''the entire game map'' in a desperate chase to bring you to justice, no matter how minor your crime is. Further, this can lead to them finally catching up to you at the worst/best times imaginable; Mehrunes Dagon may be demolishing the capital city, but the guard is going to take that [[SeriousBusiness flower stealing motherfucker]] down!
73** Also, remember how most guards seem to be pissing themselves in fear whenever they talk about those dreaded Oblivion Gates? Which can be seen as the reason why [[ItsUpToYou nobody else in Cyrodiil can be bothered to help you close them]]? Well, looks like stealing an apple is all it takes for those same guards to find the motivation to chase you ''through one of said Gates''. Now ''that's'' dedication!
74* The suicidal troll EasterEgg, in a BlackComedy way. Basically a troll gets suicidal because how bad he is at making people pay a toll to cross the bridge he lives under, so he, in his own words, "[[YouNoTakeCandle get drunk and kill self]]". Even more darkly hilarious, judging by the state of his body when you find him, he apparently somehow killed himself by jumping off a bridge that's barely two or three feet above the water.
75* A quest in the Shivering Isles involves an orc who's afraid of cats and is tormented by how some creepy Khajit is following him around despite the dogs he got to scare the guy off. He asks you to get rid of him and when confront the Khajit you learn he's following the orc because he likes dogs and wants to pet the orc's puppies.
76** And then afterwards the orc rewards you by giving you one of his dogs. Specifically, his dead one, revived as a skinless AnimalisticAbomination through necromancy.
77** And if you're a Khajiit yourself, you can't even do the quest, because the orc will just send his dogs after you the moment you try speaking to him.
78* One sneaky leveling trick is to find the Shrine of Peryite but not do his quest. When you find it, his followers are all standing around frozen in place, their souls having been trapped in Oblivion. However, they are still counted as active [[NonPlayerCharacter NPCs]], but don't take health damage. This makes them perfect training dummies that you can [[VideoGameCrueltyPotential shoot full of arrows, set on fire and hack at with a sword all day long until you've maxed out your skills]].
79* In the "Imperial Corruption" sidequest, you must ask guard captain Itius Hayn to investigate corruption accusations against fellow guard captain Audens Avidius. Itius only accepts if the player raises his disposition to 70 which, at low Speechcraft level, is impossible when only performing the speechcraft minigame.[[note]]this quest is available right at the start of the game; unless your class has Speechcraft among its favored skills, you're unlikely to have a high enough Speechcraft level[[/note]] To reach a disposition of 70, you have to give bribes to Itius. In other words: you can (or ''must'', depending when you attempt to do the quest and your stats at the time) bribe a guard captain to convince him to investigate corruption accusations against a colleague!
80* As we see in this game, sometimes the AI get a bit bugged and they start to fight each other. [[https://www.youtube.com/watch?v=WkvAnlaAJ6s Not even the couples are safe of this]].
81* In the Thieves Guild quest "Misdirection", you're tasked with stealing Hrormir's Icestaff from the Arcane University's Arch-Mage and planting a note in their nightstand. If you just so happen to be the Arch-Mage yourself, you're effectively tasked with ''stealing from yourself'' and putting a note in ''your own'' nightstand.

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