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10{{Cloudcuckoolander}}s in WebOriginal.
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13* Maria Gloria-Fernandez, one of the six main characters of Six Chances, appears to be this. She is a pirate captain in the middle of looting a ship and is called out for the pirate that she is. Her response? "Haha, we're not pirates! We are adventurers!" It can be read here [[https://sixchances.home.blog/]].
14%% * The title character of ''WebVideo/EightiesDan'' is like this in how he treats TheEighties compared to modern day.
15* In ''Music/BadLipReading'' video Midieval Land Fun-Time World (a RealTrailerFakeMovie based on clips from ''Series/GameOfThrones'') nearly everyone is a cloudcuckoolander besides OnlySaneMan Eddie Stark, but Jimmy Whispers especially stands out.
16-->'''Jimmy Whispers:''' I was working on a gravity belt.
17* ''Literature/BeyondTheImpossible'': After living on Earth for a full year, Torn hasn’t picked up the meaning of the most basic things (he didn’t know what Earth or North were) just because he wasn’t paying much attention. Bob Null qualifies as well: he thinks the best place to keep the Heart of the Universe is in the fridge:
18-->-You put the most valuable device in the world in the fridge – Noriko repeats skeptically.\
19-Yeah.\
20-I’m afraid to ask why.\
21-Nobody would search there. Unless it was a hungry thief or something.\
22-I knew I had reason to be afraid.
23* Internet wrestling parody ''Brawlers On A Budget'' has Coma, formerly half of the Head Trauma Boys. Due to taking too many chairshots, he communicates entirely in non sequiturs, and is known to wear such outfits as a toga with a tutu. His current tag team partner, Hallucination Boy, sees ''everything'' as oncoming trains.
24-->'''Coma:''' Fly fishermen at thirty paces! Invert the muskrat!
25* ''WebAnimation/BrokenSaints'' has Masayuki, a slightly off-kilter young egg farmer who the aged Shinto priest Kamimura encounters early on in his journey. He relates to Kamimura a lesson about eggs and poop that his father once told him, which, naturally, [[spoiler: turns out to be a metaphor for one of the main messages of the entire epic series, and is called back to in the GrandFinale]].
26* Vid from ''Series/TheCallOfWarr'' is a self-proclaimed "weird" person who likes to hide in corners and watch people, and never leaves his church. Subverted- this is an act, and he's just using it to trick the soldiers into not suspecting him of evildoing.
27* "Weird" Jimmy and Lionel of ''WebVideo/ChadVader''. [[https://www.youtube.com/watch?v=qzo3UDdRzlw This installment]] of in-universe training videos particularly highlights many of the hallmark idiosyncrasies of the former:
28--> '''Jimmy''': [instructing viewers on the proper techniques imperative to mopping] "But even more important than your grip is listen to your mop, because mops talk. They'll tell you where the dirtiest parts of the floor are... and the dirtiest parts of your soul."
29* ''Website/ChannelAwesome'':
30** [[WebVideo/BumReviews Chester A. Bum]]. To sum it up in 12 words-[[WebVideo/BumReviews "CHANGE! YA GOT CHANGE! Oh, c'mon, help a guy out here...CHANGE!"]]
31** [[WebVideo/TheNostalgiaChick Nella]] also gets into this territory sometimes, especially when Franchise/MyLittlePony is involved.
32** WebVideo/AskThatGuyWithTheGlasses is a quite psychotic version of the trope.
33** WebVideo/TheNostalgiaCritic is fooling nobody when he tries to tell people that he lives in the realms of the real world.
34** WebVideo/BennettTheSage, who once creeped out WebVideo/AskThatGuyWithTheGlasses.
35** In spite of his name, [[WebVideo/TheAngryJoeShow Angry Joe]] leans more toward this.
36** ''WebVideo/AtopTheFourthWall'''s rendition of [[ComicBook/TheNewGuardians Snowflame]], largely because he's [[AddictionPowered high as a kite]].
37** From "The Review Must Go On":
38--->'''Creator/{{Doug|Walker}}:''' Lewis, do you think the characters in your show are real?\
39'''Lewis:''' Oh Doug, I'm not deranged. Only Harvey and [[{{Robot Buddy}} Pollo]] are real.
40** Deconstructed with Rebecca from ''WebVideo/DemoReel''. She really isn't all there, but it's half-faked to get more work as an actress, she drops all "kooky" when it comes to feminism, and the abuse she suffered is the cause of at least some of it.
41%%** Elisa as well.
42%%** Creator/JewWario, in kind of a [[WesternAnimation/FamilyGuy Mayor West]]-ish way.
43%%** WebVideo/{{Benzaie}}
44* King Humphrey VII/II of New Albion from the ''Literature/ChaosTimeline''. While living in a modern world, he stills claims he's the rightful ruler of Britain, Canada, the other former colonies and big parts of Europe.
45* ''WebVideo/TheChroniclesOfVocaloidRandomness'': Luka Megurine is a cheerful woman who had... an unusual obsession with [[TrademarkFavoriteFood tuna.]] It's mentioned she had written a novel about it and created a [[FictionalHoliday holiday]] (the Tunafest) dedicated to it, which took place ''every day''.
46* Creator/ChuckTingle - a lame Midwest dad who writes surreal erotic fiction about dinosaurs, unicorns and 'getting pounded in the butt by my own butt', and has an ongoing feud with his next-door neighbour. A SmallNameBigEgo with a [=PhD=] in massage who believes in being a 'true buckaroo' with one's 'hard buds' and that 'love is real for all who kiss', he has his son Jon edit his baffling internet posts, started a political campaign to get Creator/ChanningTatum elected president under a belief that UsefulNotes/BarackObama was attempting to limit the flavours of ice cream to chocolate, vanilla and strawberry, and refers to his enemies as '#antibuckaroo devilmen'. Most apparent in his hand-drawn [[https://www.youtube.com/channel/UCABaUlzWliHp6jFfLuRmUJg vlogs]], where he reviews ''Franchise/StarWars'' villains such as 'Dark Vader', 'Grims Reaper' and 'Jon Hunt' and posts details of his attempts to humiliate his next-door neighbour by dressing as 'Mike Myers the Batman'. [[https://www.reddit.com/r/IAmA/comments/3vz1x7/iama_jon_tingle_son_of_bestselling_romance_author/ According to an AMA]] by his son/editor, Chuck is an autistic savant who suffers from schizophrenia and is indeed as strange as his online persona might suggest.
47%%* Ranger in ''Roleplay/ComicFuryWerewolf'' has been known to be this. He thinks it's getting worse.
48* ''WebVideo/DaisyBrown'' has her moments, though this might just be because of her sheltered upbringing.
49* Ginny from ''[[http://www.furaffinity.net/view/610837/ Dangerous Lunatics]]'' quite definitely qualifies. [[spoiler:Turns out she actually '''''can''''' make walls melt, though]].
50-->"My daddy makes toasters for a living! I like to look at the MOON!"
51* ''Roleplay/DawnOfANewAgeOldportBlues'':
52** At times, Mirielle's cheeriness and pre-occupation with food can seem jarring and ignorant to her surroundings. Simon describes her as a little 'away with the fairies' when they first meet.
53** Jemimah seems to exist most of the time in a world entirely of her own. She's perpetually cheerful, fond of talking to inanimate objects, [[FailedASpotCheck fails to notice obvious happenings]] like gaining superpowers, and always reacts blithely to harrowing events.
54* In ''WebVideo/DeathNoteAbridgedParodyCharlestonVO'', Light tries to make a [[ThePhoenix phoenix]] by setting fire to his desk with the Death Note in a drawer. And feathers. Otherwise it will just be Satan. Nobody wants Satan.
55** He's also tried to bake ice. It didn't go well.
56* Demyx from ''WebVideo/DemyxTime'':
57--> Music/DavidBowie is the [[Film/{{Labyrinth}} Goblyn King]]! He does not age!
58* [[http://blog.dennys.com/ Denny's official Tumblr blog]]. People have called it the advertising equivalent of 2AM night-blogging.
59* Whoever is responsible for maintaining and posting to the [[https://twitter.com/DennysDiner official Denny's Diner Twitter account]] operates on a far different wavelength than most people.
60--> ''"don't pour salt in your friend's wounds\
61unless your friend is a baked potato"''
62* Zack from ''WebVideo/EchoChamber''. Is he trying to be funny or is he actually this stupid? The world may never know.
63-->'''Zack''': Do you guys keep your dead cat in a box, too?
64* Admiral Jenkins in ''Podcast/EdictZeroFis'' plays this one straight. Captain Socrates, however, seems to skirt the border between this and ObfuscatingInsanity.
65%%* Creator/{{Egoraptor}}, the creator of the ''WebAnimation/AwesomeSeries'' and ''WebAnimation/GirlchanInParadise''.
66* In ''WebVideo/EndlessSaturdays'', Robert.
67* Tyler of ''WebVideo/EpicMealTime'' is often seen goofing around and picking his nose, but ever since he left the show over disputes. Prince Atari took over.
68* Sun Quan in ''Fanfic/FarceOfTheThreeKingdoms,'' whose behaviour gets increasingly bizarre as the story goes on. Since it's mostly strange and relatively harmless pranks, he's actually much saner than the other rulers in the ways that actually matter.
69* Jessica Pigeau of ''Podcast/FatFrenchAndFabulous'' seems to have a slightly sideways understanding of reality and frequently tells odd stories about her life involving swimming in public fountains and a dog that does kickflips.
70* ''Creator/{{Fictosophy}}'': In "Jedi Coworker," Tom is ''so much'' of a Star Wars fan that he organizes a Jedi Temple, not realizing that Steve, his coworker, isn't interested.
71* Severin from ''[[http://www.fictionpress.com/s/2718227/1/Fragile Fragile]]'' is very much a {{Cloudcuckoolander}}. (Especially in the first bit, where he's at the grocery store, talking to himself about ''soup cans''.) Though, this is kind of explained by his mental disorders (Asperger's Syndrome, although he claims he's also got hypomania).
72* Every character from ''Website/FridayNightCranks'' has been this at one point, but Barney, Brendan, and Michelle probably qualify best.
73* In ''Roleplay/TheGamersAlliance'', the amnesiac wanderer Ronove really doesn't understand what's going on most of the time. For example, when demons are about to invade the Sarquil capital during the Vanna arc, he decides to go on a picnic outside the city walls and convince the demon horde to surrender by ''offering them cake''. When he is forced to impersonate King Marcus, his rousing speech to the Grand Alliance's army goes well at first until he decides to put his own spin on it (which involves his favourite dessert):
74-->'''Ronove:''' There's something important that I must share with you before we begin our march. Something terrible happened last night, something that truly, should I say, PISSED ME OFF! Here's what happened. There's an inn in this city that has this amazing strawberry cake, but the last FIVE FREAKING TIMES I've tried to order it, they don't have it! This is clearly unacceptable! If the king can't eat his daily strawberry cake... man, [[LeaningOnTheFourthWall if that isn't god-moding]], I don't know what is! I also have another announcement to make: henceforth this day of the week shall be officially known as Cake Day! Strawberry cake will become our national food, and we'll build bakeries and stuff everywhere so that you, my dear subjects, can have your daily dose of this excellent dessert!
75* [[https://www.youtube.com/watch?v=Jao77MSC1ck This review]] of ''VideoGame/{{Genetos}}'' [[PlayingWithATrope plays with the trope]]. One of the two reviewers makes increasingly nonsensical comments, punctuated with ones that are actually insightful. In the end it turns out to have all been due to VideoGame/{{Iji}}'s scrambler which he left running after a [[https://www.youtube.com/watch?v=hCW6lchS1M4 previous review]].
76%%* Dionysus in ''GreekNinja''.
77* Clara from ''WebVideo/TheGuild'' could be considered one as well.
78-->'''Codex:''' He's in my bathroom. Pooing evidently.
79-->'''Clara:''' Oh. I hate poo...
80* ''Roleplay/TheGunganCouncil'' has Spencer Jacobs and Io Akima.
81%%* Ash from ''WebVideo/HeyAshWhatchaPlayin'' qualifies.
82* Both of the ''LetsPlay/HoboBros'' regularly show off their bizarre senses of humor. This is especially noticeable in the "Hobo Theatre" videos, where the stories they tell often descend into madness, and it gets to the point that they're laughing so hard at, say, [[VideoGame/FZero Captain Falcon]] deciding that he wants to be a wizard, that they can barely speak.
83* June Diane Raphael, in her role as one of the hosts of ''Podcast/HowDidThisGetMade'', has a reputation for rather off-the-wall questions and trying to piece together very bizarre facts from even more bizarre movies. Even in episodes where June isn't on the show, Jason Mantzoukas may respond to a similarly absurd statement with, "Well, you see, June..."
84-->'''June:''' What, exactly, ''is'' a "Franchise/StreetFighter?"
85* ''Website/InsideTheBox'': all four main characters of the shows show shades of this, but mostly Brandon.
86* The titular character from ''Literature/JohnDiesAtTheEnd''. His antics include: Creating an elaborate system of coded phrases that sound ''even more'' incriminating than the messages they are intended to conceal; Leaving random and often inappropriate comments on customer's files at his work; Threatening to "dick-slap" random strangers; doggedly reusing the same tired pun multiple times throughout one fight; and refusing to abandon a gimmick which he thought up several years prior at four in the morning while drunk. His status as a Undisclosed's resident [=Cloudcuckoolander=] is one of the main reasons he is able to [[CassandraTruth blog about all the supernatural stuff that happens]] to him without bringing down TheMasquerade.
87** If there was ever any doubt as to whether John was truly the god of [=Cloudcuckoolanders=], [[http://www.johndiesattheend.com/updates/?p=165 it disappeared with this update]].
88** Speaking of Website/{{Cracked}}; Daniel O'Brien, or at least his fictionalized alter ego, has tried to do things like challenge Google to a death race and believes that establishing dominance is an important part of cooking.
89* Just like his real-life counterpart, Creator/DavidLynch, ''Podcast/TheJohnDredgeNothingToDoWithAnythingShow's'' "partly acclaimed avant-garde film director and weather forecaster": Amongst other things, he made a ten-hour film about a talking lamp, followed by a sequel about a talking bell. Later, he transformed his kitchen into a room for storing gold bars.
90--> '''John''': Why, it's amateur film director and avant-garde weather man, David Lynch. If you don't mind me saying so, David, you look like you've been dragged through a picket fence backwards.\
91'''David Lynch''': That's one of my hobbies, John.\
92'''John''': Well, apart from being dragged through a picket fence backwards, what have you been up to recently?\
93'''David Lynch''': I've been nailing things to other things, John.\
94'''John''': Why?\
95'''David Lynch''': I don't know. I suppose I'm just naturally gifted at that sort of thing.
96%%* ''WebVideo/{{JonTron}}''.
97%%* And now two of the people mentioned above ([=JonTron=] and Egoraptor) have a let's play channel, and it must be seen (Heard?) To be believed.
98* Julia's boss Justin Credible from ''WebVideo/KateModern'', in a way that veers back and forth between creepy and amusing. To give you some idea, he puts his clothes on backwards, makes his office in a toilet and plasters the walls with photos of Lee dressed as a jockey and Julia in a bikini, "forgets" to pay his employees and keeps coming up with bizarre ideas for TV shows (all of which are awful).
99%%* ''Roleplay/TheMadScientistWars''. Well... Everyone, at some point or another. Particularily if in the middle of going Mad.
100* Damian of [[https://www.youtube.com/user/makemebad35 makemebad35]] fame on Website/{{Youtube}}. Most, if not all, of his videos involve him doing and saying some of the strangest shit even by Website/{{Youtube}} standards. There are a few times he plays a bit of a straight man type, but even then he's still a bit off.
101* ''WebVideo/ManicPixieDreamWife'': Vincent Miller, Simon's boss, is more than a little bit out-there, which is why he tolerates Simone's manic-pixie-dream-girl personality. Vincent's sister Serenity actually recommends Simone as a good candidate for the job, thinking that slightly crazy Simone and funny Vincent might be peas in a pod. Before he hires Simone as a secretary, he compliments her teeth and checks her nails, and then tells her he will act as her mentor.
102* Some of the vlogs WebVideo/MLLanzillotta creates as herself are pretty strange. At one point in this video [[https://www.youtube.com/watch?v=qk45AM3pHGk&feature=youtu.be]] she goes on a mini-rant about her "nerd school" brother's extremely pale skin... and claims people can "see through" him. Also, her obsession with "being contrary" (doing the opposite of whatever people want or expect) can get kind of wacky. Most of her personas (especially Tallulah the coked-up flapper) qualify as well, for various reasons.
103* In the first two seasons of ''WebVideo/TheMusicVideoShow'', the host was this since he [[Main/ItMakesSenseInContext smoked a lightbulb to prove a point]], made friends with a [[WesternAnimation/MyLittlePonyFriendshipIsMagic Pinkie Pie plushie]] and has a crush on another plushie from the same show. After season three, the host has become either this, [[Main/AxCrazy Ax Crazy]] or [[Main/TakeAThirdOption both.]] [[Main/TookALevelInJerkAss Then, season five happened...]]
104* Rainbow Dash from ''WebVideo/MyLittlePonyTheMentallyAdvancedSeries'', particularly in the SpinOff series Rainbow Dash Presents, in which she reads famous/infamous fanfics, with "reads" being used only in the broadest of terms. One particular example is the infamously GrimDark ''Fanfic/CupcakesSergeantSprinkles'', which is turned into more of a romantic comedy between Pinkie Pie and Rainbow Dash (mostly due to Rainbow Dash skimming it over breakfast) and involves a conversation between Mrs. Cake and Pinkie Pie about her actions in the basement. Which is more about Pinkie not working when she's supposed to and cluttering the basement with the souvenirs of her heinous crimes.
105* Stories on ''Website/NotAlwaysRight'' often involve walking non sequiturs, sometimes with a side of distressed or hostile. As in [[https://notalwaysright.com/oh-crystal-meth/ this]] classic story:
106-->'''Library patron:''' “WHY DIDN’T YOU TAKE THE CHICKEN NOODLE SOUP OFF THE STOVE?!”\
107'''Me:''' “Um, I’m sorry, ma’am, I’m helping someone right now….” \
108'''Library patron:''' “You let it get all FATTY on the top!!!” \
109'''Me:''' “…I’m sorry?” \
110''(The library patron begins to cry.)'' \
111'''Me:''' “Why are you crying?” \
112'''Library patron:''' “I don’t know, cuz dads are microwaving their kids and sh*t!”
113%%* The author of ''[[MyOpinionsOnEveryPokemonEver My Opinions On Every Pokémon Ever]]'' counts as one.
114* Big Yamma from ''WebVideo/OmniBleachAbridged''; He basically does every thing on a whim, from requesting an execution because he wants to see it, to buying a gold, Gem Encrusted Twilight Sparkle cane on in impulse, to calling a meeting out of boredom. It's rather horrifying and speaks '''''leagues''''' about the incompetence of the Soul Society's Government.
115%%* Some of the op-ed columnists at ''Website/TheOnion'' would easily fit this trope.
116* ''Podcast/RandomAssault'': With some of the jokes, bits and tangents Mitch has come up with, he might as well be.
117* LetsPlay/{{Raocow}}, whose {{Lets Play}}s are filled with some of the most surreal non-sequitur commentary you'll ever hear. They're filled with happiness and mashed potatoes. [[VerbalTic That's pretty great]]. He's also known to ''invert'' SanitySlippage, sounding increasingly normal the more trouble he's having with a game.
118%%* ''RaymondSipe''.
119* ''WebVideo/SBIRust'' has a couple:
120** Ponk... Err, Kanye West. He is bizarrely dedicated to being Kanye West.
121** Pumice speaks in a bizarre voice and yells at "grass walkers".
122%%* Sgt. Schwartz of ''SkippysList''. TheLoonie is apparently in the Army.
123* ''Roleplay/SurvivalOfTheFittest''
124** Mitch Gunter. The following quote is all of the explanation required.
125--->'''Mitch:''' Dog eat dog. Dogs don't eat dogs, they eat birds and cats and Kibblebits if they have a family. Those words are silly. But I would have gotten that right if that silly glasses boy hadn't answered before me. Yes, I would have gotten it right.
126** Sven Kekule from V1. V4 gives us Cisco Vasquez, Maria Graham and Lily Ainsworth, amongst others, including Albert Lions, [[DependingOnTheWriter at least following his adoption]].
127** Brigadier-General David Adams from The Program. He started reciting impromptu poetry during an announcement. (He's supposed to be updating the kids on who's dead.)
128%%** Milo Taylor.
129* Title character Thalia in ''Literature/ThaliasMusings''. Wedding peacocks, nuff said. Also she glued herself to her chair.
130* Sonty Mick, from ''Website/TheseWebComicsAreSoBad''. He harshly judges every webcomic based on bizarre standards that never get explained to his readers.
131* Website/{{Youtube}} personality Toby Turner, A.K.A. Creator/{{Tobuscus}}. Some of the verbal/mental tangents he goes on during his videos must be seen to be believed.
132* ''Music/TomMilsom'':
133-->'''Tom:''' (''talking about a fly'') He was like a rainbow...
134%%* [[http://thebestofnightblogging.tumblr.com/ The entire population]] of Website/{{Tumblr}} after about 3 AM.
135* Mop, one of Website/{{Tumblr}}'s AprilFoolsDay 2016 characters. His comments and replies are often nonsensical and he has some odd fascination with lungs.
136-->'''[[https://mop-2016-blog.tumblr.com/post/142062202558/which-presidential-candidate-do-you-relate-to-the Anonymous:]]''' Which presidential candidate do you relate to the most?\
137'''Mop:''' my friends call me relatable too!
138* Website/TVTropes: For more viewing pleasure, please see our delicious, nutritious WildMassGuessing pages for all your cloud-cuckoolanding needs.
139* The lines from "Booya" in a LetsPlay of ''VideoGame/UFOAftermath'', which are more often than not followed by other members of the group...well...
140-->'''Booya''': [[{{Dissimile}} It's like shooting fish in a barrel. Except instead of a gun you're using dynamite. And the fish aren't particularly smart either. With a bad sense of pattern recognition. And the dynamite has some sort of fish seeking technology]].\
141'''Everyone Else''': ...
142* ''WebVideo/UNHhhh'' star and [[Series/RuPaulsDragRace Ru-girl]] Katya goes off the wall with most everything she says, much to her co-host Trixie's chagrin; though Trixie herself has some moments as well.
143* ''[[http://www.thewallflowerreport.com The Wallflower Report]]'' is a blog written from the point of view of (fictional) [=Cloudcuckoolander=] Ariella Rasputin Wallflower. Her two most recurring 'landerisms are her disbelief of trees (atreeism) and her paranoia concerning squirrels.
144* Elrich, a setting in ''Website/TheWanderersLibrary'', is full of them, but the living fruit are on a whole new level.
145* ''Podcast/WelcomeToNightVale'': Similar to the entries for The Addams Family and Green Acres, everyone but Carlos in the town of Night Vale. Cecil seems like the worst offender, as the narrator, but a lot of his stories imply that the rest of the townspeople are even worse.
146%%* Halfblood and to a lesser extent everyone else in the WFSBFOChatroom
147

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