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Characters who [[ThePollyanna never seem to lose their optimism regardless of whatever hardships they face]] in {{Webcomics}}.
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* Hope from ''Webcomic/AloneInACrowd'' is this along with ''CheerfulChild'' although it's revealed that she's no fool and is deliberately forcing herself to be happy in order to cope with a less-than-stellar home life. Even when her circumstances change, she keeps up the act in order to distract herself from the unhappy memories.
* ''Webcomic/CucumberQuest'''s Princess Nautilus is relentlessly positive even in the worst situation, and sternly admonishes Cucumber for getting down over having to be the Legendary Hero. She even declares the power of positive thinking when they're confronted the BigBad... although this nearly gets them both fried when he asks for a demonstration of their "power".
* Alice, TheMedic from ''Webcomic/DeadWinter''. You do see her get upset once in a while (for instance, when [[spoiler:Trenton died]]), but she's the type to move on from bad things since being sad is just a distraction from her main drive, which is to help others.
* Played with in ''Webcomic/DominicDeegan.'' Gregory is probably the most cheerful person in the cast, despite the sheer amount of cuss he's been through. But when he starts to form a new band, his soon-to-be bandmates call him out on this, and he lists some of the things he's been through. His bandmates are speechless.
* Alexander Hamilton in ''Webcomic/TheDreamer'', poor guy. He's had a [[DarkAndTroubledPast cussty life]], but you would ''never'' know it.
* ''Webcomic/ErikaAndThePrincesInDistress'': The book-exclusive chapter of Volume 1 shows that despite living in extreme poverty, Pita and her father never seem to lose their optimistic and cheerful attitude. They merely laugh off the fact that part of their roof collapsed, and when a woman decides to mug them, they're visibly happy for the opportunity to share their food. When said woman ''insults'' the food however, [[BerserkButton all hell breaks loose]].
* The titular character in ''Equinox: Defender of The Horde''. He is a silly ManChild who seems to see the world as a cartoony adventure. But throughout the story he faces death, betrayal, treason, and heartbreak, and while shaken to the bone at times with his experiences, he nonetheless manages to keep his optimistic childishness.
* Ten of ''Webcomic/EverBlue'' even has flashbacks of his father teaching him the Pollyanna ways. Now, at nineteen, he passes these teachings to Luna.
-->'''Ten''': We'll be out of the dark in no time.
* ''Webcomic/ElGoonishShive'': Grace suffered years of trauma at the hands of Damien before being introduced. Although she reacted as anyone else would when it caught up with her, she has since become the most upbeat, positive character in the comic. However, this is strongly implied to be a facade; she's still a wreck underneath, and it sometimes shows.
* Robot 13 from ''Webcomic/GunnerkriggCourt'' is remarkably easy-going about his own well-being, taking the loss of his arm (and later, [[spoiler:the loss of everything [[http://www.gunnerkrigg.com/archive_page.php?comicID=223 except his CPU]]]]) in stride. On the other hand, he becomes very distraught upon thinking that he hurt his "Mommy", Antimony.
* Hanna from ''Webcomic/HannaIsNotABoysName.'' He's continually hinted to have a DarkAndTroubledPast, yet nine times out of ten he manages to be upbeat and outgoing. He does come off like a StepfordSmiler at times, though.
* ''Webcomic/{{Homestuck}}'':
** Tavros' life is pretty horrible all around, since he can't walk, his [[HornedHumanoid horns]] make it hard for him to sleep, his beloved Lusus (basically a cross between a parent and a pet) dies and the nicest thing anyone has done for him in the comic is [[spoiler: cutting off his legs with a chainsaw so he can get a robotic pair]]. He's pretty happy despite all of this.
** John, just... John.
--->'''EB:''' well to be honest, i never really believed any of your guys's doom and gloom nonsense.\\
'''EB:''' not because i think you are lying...\\
'''EB:''' i just feel like there must still be a way to win!\\
'''AG:''' That's the spirit, John!\\
'''AG:''' That is a winner's attitude, and there is always hope for someone who has that.\\
'''EB:''' yes, i agree.\\
'''EB:''' also, there is always hope for someone who has good friends to count on!\\
'''AG:''' Pff.\\
'''AG:''' Laaaaaaaame.
*** Even [[spoiler: in the Post-Scratch universe, where he was raised by Betty Crocker/the Condesce. He even grew up to become a famous comedian]].
** Feferi. Not even [[spoiler:being dead]] can diminish her spirit. Her friend Sollux (during one of his [[MoodSwinger pessimistic phases]]) described her as "so ridivainausly optimistic it's kind of sickening".
** Oddly enough, Aradia. She starts off as an EmotionlessGirl, but when she does regain the ability to feel, she becomes enthusiastically cheerful and smiles almost all the time. Even as her friends fight off killers in their midst, and she faces a near-omnipotent monster, she's convinced that there's no reason to grieve and that everything will turn out fine.
** There's also John's grandmother, Nanna, who he definitely takes after. When she comes back to life after thirteen years of the afterlife, how does she respond? "HOO HOO". [[spoiler:The same goes for Jane, her AlternateTimeline self, who took John's place as leader of his session, though she later turns into a deconstruction of what John would turn out to be like if he had to deal with the pressures she has to... which he eventually does, turning him into a deconstruction too.]]
* Ichabod from ''Webcomic/IchabodTheOptimisticCanine'' can even give 'others' joy!
* Cameron from ''Webcomic/LuminaryChildren'' smiles gleefully as ever after seeing another girl get killed.
* In backstory to ''AMagicalRoommate,'' an oracle [[http://amr.comicgenesis.com/amr1397.html lied about a prophecy]] concerning [[spoiler: GeniusDitz Daria]]. As a result, her parents were killed when she was a baby. In the equivalent of her mid teens, her older sister who was raising her was killed over the same prophecy. Her attitude? "I like being happy better! Don't you?"
* Beriah of the webcomic ''Webcomic/MenInHats''.
* Heartbreakingly, Nana from ''Webcomic/NanasEverydayLife'' starts out as this. [[BreakTheCutie Saying it gets worse for her]] is like saying Uranus is larger than a duck. [[Literature/{{Neverwhere}} It's true, but it doesn't convey all the information you need.]]
* Theo from ''Webcomic/TheNoordegraafFiles'' is caring and sees the best in everyone, to an extent that when he's told he might be in danger, he seems to not even hear the warning. It's foreshadowed this might cause some problems in the future.
** Katrina, Theo's possible LoveInterest and one of the comic's [[ActionGirl action girls]], has a particularly DarkAndTroubledPast that she refuses to talk about. She's also incredibly charismatic, friendly, and loving - but it's hinted that these are a facade she puts up to avoid scaring people with whatever happened to her.
%% * ''WebComic/{{Precocious}}'': Max and Ursula both, although Max isn't completely oblivious.
%% -->'''Max:''' ''[to Ursula]'' Not all of them are nice all the time.
* Joyce of ''Roomies''[=/=]''Webcomic/ItsWalky'' took being a Pollyanna to new levels; Ignoring and/or avoiding anything that would put a dent in her rose-colored worldview (To the point where merely being forced to watch porn could [[BreakTheCutie break her mind]]. The argument could be made that Joyce wasn't a true Pollyanna as much as she was a different flavor of LoveFreak.
* Buwaro from ''Webcomic/SlightlyDamned''. [[spoiler: His parents were killed before he was born, he was injured whilst in his egg and was born perpetually insane, and the only thing stopping that insanity is the pendant he always wears, he was abandoned alone in the Ring of the Slightly Damned for years, his sister was killed in their escape from hell, most people on Medius will try to attack him on sight and as a demon he doesn't get an afterlife.]] Despite this, he's still a loving goofball.
** Of course, there's evidence that he wasn't just born insane, but also retarded. [[Webcomic/VGCats Leo retarded.]] His favorite game is throwing a large rock up and trying to catch it. It works out about as well as you'd expect, but he's still always cheerful.
* ''Webcomic/{{Sunbird}}'': Esne is a cheerful and hard working Ghibli heroine in a world of morally grey characters.
* In ''Webcomic/ThreeJaguars'', Marketeer. [[http://threejaguarscomic.net/?comic=opportunity-cost-final Tell her her budget is less than she wants, and she loves it, it's a challenge!]]
* Nepta from ''{{Webcomic/tinyraygun}}'' still has a bright disposition after nearly getting blown up in space, crash landing out of hyperspace, getting robbed of all her possessions except the essentials, and having a baby alien tagging along.
* Former StreetUrchin Mia of ''Webcomic/TrueVillains'' is cheery and bright despite her HilariouslyAbusiveChildhood, and faces death, monsters, and powerful magic with a smile. She is also an InnocentProdigy who is happy to make powerful weapons for {{Card Carrying Villain}}s because they're her friends. [[spoiler:More troublingly, she's also just as happy to help out with assassinations, and doesn't understand why fans of a woman she killed are upset because "So what? People die all the time."]]
* Keisuke from ''WebComic/UndyingHappiness'' is rather cheerful for [[TheKlutz an accident-prone guy]] who would be dead if it weren't for [[GoodThingYouCanHeal his uncanny powers of regeneration]].
* Matty Quigley in ''Webcomic/{{Unsounded}}'' bounces back from being blinded, witnessing his mother's torturous death, going on the run with his father, and encountering some truly monstrous human traffickers with relentless good cheer. As a member of the Platinum caste, he knows he'll die of old age at 30, so he has a philosophy of taking life as it comes and not thinking about the bad parts.
* Despite being undead, Jeff from ''Webcomic/WastelandersAnonymous'' retains his child-like optimism.
* Quite [[JustifiedTrope justified]] in the case of Yocchi in ''Webcomic/{{Yamara}}'': she's TheChewToy ''and'' TooKinkyToTorture... [[spoiler:Then she's TheChewToy no more and it's a subject of rejoicing as well.]]

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