I Hate Fairyland / Characters

Welcome to the character page for I Hate Fairyland.

Fair warning, SPOILERS ahead.

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Main Characters

Gertrude

The "heroine" of the series. Long ago when she was six, Gertrude innocently wished that Fairyland was real. Well, she ended up getting her wish... and instantly regretted it. She was told that she could leave if she found a key to the door that would lead her back home. But due to some very vague instructions, she's spent the last twenty-seven years trying to find the way back - becoming increasingly violent and a known terror of the land along the way.

The Alcoholic: Loves her booze. It's all right, she's of legal age to drink despite her appearance.
Anti-Hero: Or Villain depending how you see it. She's very selfish and hardly cares for anyone. But given her situation, it's not hard to see why she acts the way she does.
Aw, Look! They Really Do Love Each Other: Despite their back and forth snark and her abuse, Larry and she become quite close that in the final issue, she genuinely thanks Larry for all he's done.
Ax-Crazy: Both figuratively and literally. Granted, Gert never does wanton attacks but is quick to use her ax if something displeases her.
Back from the Dead: The Fairyland Coucil see her as the only one who can stop Dark Cloudia and release her from Fairyland Hell, effectively reviving her.
Be Careful What You Wish For:
- What kicked off the series, when she innocently wished to visit Fairyland. It turned out to be one of the biggest mistakes of her life.
- Likewise, when she stopped at a bar, she wished that she could be an adult for a day. Due to drinking magic beer, her wish was granted, but she didn't take into account that living on an all sugar diet most of her life would have her turning into a morbidly obese blob with Type 19 Diabetes.
- She spends the entire series wanting to go back to the human world. She finally gets her wish, but as an adult, lives a dull and dreary life as an office drone that almost makes her long to go back to Fairyland. The revival shows that her instability and lack of any real-world knowledge means that she's incapable of holding onto any job for longer than a day.
Big "NO!": Issue #16 had her yelling this after the Devil of Fairyland drags her into an Ironic Hell of starting her entire quest over when she first got to Fairyland.
Book Dumb: It's implied that she's not the smartest person around, which makes sense - she was about seven when she first arrived in Fairyland and likely never received an education due to being stuck in the realm and likely the reason why she has so much trouble with the quest's instructions and riddles. Her future self does seem a bit smarter but even she can't teach her past self to pick the right corridor despite going into extreme detail.
Brought Down to Normal: Implied. In Fairyland, she was able to slaughter far larger and burlier foes with ease but in the first issue of the relaunch, after returning to the real world, she attempts to attack a bar patron three times her size only to be beaten to a pulp. Upon leaving Earth, she's once again able to dispatch monsters with relative ease.
Butt-Monkey: As much mayhem and destruction as she wreaks, she's often the recipient of the worst of luck with nothing turning out well for her. Even once she returns to the real world as an adult her lack of any real-world skills means that she's doomed to constantly change jobs.
Character Development: After Volume 2, she does try to rein in her murderous tendencies and is less abusive to Larry. By the end of the series, she actually apologizes to Cloudia for the trouble she caused, listens to Larry not to kill her that time and thanks him for all his help before she's poofed back home.
Corrupted Character Copy: Of Alice and Dorothy Gale. One early concept design even had Gert wearing a dress similar to Alice's. However, rather than having a fun adventure as intended by Fairyland, Gert's incompetence and instability leads to her overstaying her welcome and devolving into a psychopath who turns everything into a killing spree.
Curb-Stomp Battle: Her second round with Cloudia was in her favor. Justified, Gertrude was still traveling and fighting since she first vaporized her. Cloudia may have come back as a mass cloud of murder but it didn't mean she was on Gertrude's level. Granted, Gretrude needed a power-up from the council to beat her. But Gert quickly proves she's the better fighter when they resort to fists. Poor Cloudia never had a chance.
Cute and Psycho: Fairyland influence keeps her as a cute child, but Sanity Slippage makes her 1/4 cute and 3/4 psycho at best. Her Scary Teeth adds more to her psycho factor.
Did You Just Flip Off Cthulhu?: She rarely fidgets at monstrous beings. Even being in front of the Devil of Fairy Land doesn't stop her from mouthing off to him.
The Dreaded: Due to her actions, she gained a bit of a reputation around Fairyland as a bit of a chaos bringer and destroyer. So much so, that when she actually turned good for a time via a spell and visited a castle, the residents were more than prepared for a battle with her. In the revival, she's treated as a feared entity that King Cloudeus believes even the most dangerous assassins are incapable of touching before she subjects them to the most brutal of deaths.
Evil Overlord: She would have liked to be this when she took over Fairyland. But it just would've been an Orcus on His Throne type of deal. So she more or less just tried to rule fairly since it at least kept her active... which likewise didn't end so well.
Fish out of Temporal Water: After returning to Earth as an adult, she finds that she's been living in Fairyland for so long that she has no idea how the real world works and her mentality has rendered her socially inept and unable to keep a job.
Foot Popping: She poses like this a lot. The cover image on the main page depicts her in this pose.
Future Badass: Not like she wasn't already badass, but really gets the "wasteland" look in one possible future.
Girl with Psycho Weapon: While she uses plenty of weapons, she's typically most associated with a battleaxe.
Glowing Eyes of Doom:
- After getting Darketh's powers, her eyes let off a very menacing glow.
- Likewise gains these when Fairyland Council grant her the heart of Fairyland to combat Cloudia.
God Save Us from the Queen!: She ruled Fairyland for a time and, as you can imagine, did a pretty crappy job of it. So much so, in fact, that she was actually fired from the position a year later. Not that she cared; if anything, she was ecstatic and celebrated by burning the castle down.
Heel Realization: She does realize a few times she's a horrible person and tries to go straight. But circumstances quickly force her back to her old habits.
Hereditary Hairstyle: Issue #16 shows that her mother also styles her hair in ringlets. It also shows that her mother has blonde hair and her father has blue hair, which can explain her green hair.
Hero with an F in Good: Tries to do good in the hopes it'll make her quest easier. But naturally, all her deeds end up causing more trouble.
Hope Spot:
- Near the end of the first volume, she manages to defeat Happy, get the key and was mere inches from going home. But she is goaded into frying Cloudia at her prompting and, due to the rules of the land, has to take over as the ruler of Fairyland, causing the key and door to disappear.
- The end of the third volume (Issue #15), thanks to acquiring the Balls of Redemption, this brings out her "goodness" and allows her to do the quest flawlessly, finally acquiring the key once more. Some assassins employed by Horribella try to stop her but oddly none of their weapons hit her despite her standing perfectly still. She makes to leave, picking up a lollipop on the ground ...and ends up tripping on a rock and having the lollipop impale through her skull. Which kills her and sends her to Fairyland Hell.
Indulgent Fantasy Segue: After returning to the real world, she's shown to fantasize about killing the various people she has to deal with in life.
Loophole Abuse: She knows Cloudia can't kill her since she's a guest in Fairyland and loves rubbing it in her face.
Made of Iron: She can take a hell of a lot of punishment through the series, but will usually be back at it in no time.
Monster Fangirl: A story in Untold Tales of Fairyland where she has to fill in for a judge she murdered has her presiding the trial of Prince Tot for killing Drog's family. The case reaching a reasonable verdict is complicated by Gertrude falling for Prince Tot because she's aroused by his skill in gruesomely murdering Drog's parents and brother.
Murder Is the Best Solution: If someone or something gets in her way, it'll usually end very badly for whoever is in her path, mainly in pieces and a pool of blood.
New Life in Another World Bonus: It's implied that as a Guest in Fairyland she's magically protected, which not only makes her immune from Cloudia's magic but presumably makes her powerful enough to be far stronger than she should be. Notably, as an adult in the real world she gets easily flattened by a massive barfly that she'd pulverize in Fairyland.
Nice Job Breaking It, Hero:
- She manages to get the power needed to defeat Happy, gain the key needed to leave Fairyland and was only two steps away from her freedom. Cloudia, however, goads her into killing her and as such, Gert ends up becoming queen of the land as per the rules of the realm, which cause the key and the door to disappear.
- She makes a wrong choice in a dungeon which somehow led to Fairyland facing destruction in the future.
No-Holds-Barred Beatdown: Hands these out like candy though has likewise gotten a few herself.
One-Man Army: Set upon by zombie fauns at one point. The next issue showed she survived and killed all of them single-handily.
Older Than They Look: Due to the magical properties of Fairyland, she's been stuck looking like a six-year-old since her arrival. But while her body didn't age, her mind continued to do so, so she's an adult trapped in a kid's body. Averted in the revival, in which she's physically aged to be an adult.
Only in It for the Money: In the relaunch, Gertrude only agrees to return to Fairyland after making Wiggins promise to split the profits from converting Fairyland into a theme park 50/50.
Red Baron: Dubbed Gertrude the Gruesome by the third volume.
Redemption Quest: Volume 3 has her trying to go straight. But, as with all her efforts, it does more harm than good.
The Pigpen: Being a feral murderhobo and a walking trashfire of a human being, Gert has utterly dreadful personal hygiene as an adult. Aside from smelling awful, she's filthy enough that her going skinny dipping in a lake is enough to poison any nearby fish.
Pintsize Powerhouse: If there is one good thing that came out of being in Fairyland for so long, it honed her fighting skills to be extremely formidable and deadly.
"The Reason You Suck" Speech: She gets her turn to voice her grievances toward the council in the final issue of the series, sharing Duncan's sentiments on how they run things.
Gertrude: I have spent decades here getting my SASS handed to me because I would ignore how literal this place could be. You set up the rules and worded them so perfectly that any interpretation could be the wrong one—and now we're playing your FLUFFED up little game even longer. I'm sure if I had killed [Cloudia], you'd have a different reason to prevent me from going home, because that's what you do—you get some twisted enjoyment of of manipulating everyone and everything! You're nothing but SICK CONTROL FREAKS! Well, FLUFF that and FLUFF you! You can't control everything all the time. And you should have learned long ago, you can't control me! Now SEND. ME. HOME.
Sanity Slippage: Being in the overly cutesy world of Fairyland for nearly thirty years has done a number on her state of mind.
Scary Teeth: Ever since she fell face-first into Fairyland, her teeth have been wrecked and mangled. Even as an adult, her teeth are still crooked.
Set Right What Once Went Wrong: She came across a dungeon that would either grant her her wish to go home or bring about disaster to the realm. Naturally, she messed up and some years in the future, Fairyland would face destruction from a mutated Duncan Dragon, with her leading the remnants of the land against him in a last stand. When it fails, Larry uses the last of his magic to sent her back in time to prevent her from making the wrong choice. Despite trying to be as thorough as possible, her past self still makes the wrong choice. Better luck next time, eh?
Shameless Fanservice Girl: If issue four of the 2022 series is any indication, Gertrude doesn't really mind being seen in the nude.
She's All Grown Up: Played with; As a physical adult, Gertrude certainly doesn't look too awful but still has an especially messy hairstyle as well as keeping her mangled teeth. That and a close-up reveals how absolutely filthy and unhygienic she really is.
Sincerity Mode: After de-powering Cloudia, she genuinely apologizes for everything that has happened. Considering she literally went through Hell and back and re-doing the same quest over and over, it gave her a new perspective on her actions.
Sleeves Are for Wimps: Her outfit as an adult was originally a jumpsuit but she eventually gets the sleeves torn off.
The Thing That Would Not Leave: Essentially is this to all of Fairyland, especially to Cloudia, who eventually resorts to trying to find a way to murder her. However, it's not like Gert wants to stay.
Trapped in Another World: For 27 years, and she utterly, utterly hates it.
Wanting Is Better Than Having: Learns this the hard way in the final issue. She finally goes back home. But as a regular adult, she lives a mundane life as an office drone, having to put up with a jerkass supervisor and we see she's trying to find any way to get back to Fairyland. While she does close out by claiming "Fuck Fairyland", it seems more a motto to justify her choice in coming back home. But one gets the feeling she doesn't really mean it. When she inevitably returns to Fairyland in the Revival, after getting cut off by Wiggins and realizing she's once again trapped she openly shouts out the title of the series.
You Kill It, You Bought It: Ended up becoming the ruler of Fairyland for a time due to killing Queen Cloudia.

Larry

Gertrude's fly guide who was appointed by Cloudia herself. Tries to help her in her quest.

The Ace: If his flashback is to be believed, he excelled in his studies while growing up, which is why he's so knowledgeable about Fairyland.
A Day in the Limelight: Issue #13 is set almost entirely from his perspective.
The Alcoholic: He's been shown to drink now and then; it's the one thing Gert and he see eye to eye on.
Aw, Look! They Really Do Love Each Other: Despite their back and forth snark and her abuse, he and Gertrude become quite close through their journey. In the final issue, she even genuinely thanks Larry for all he's done for her, which he tears up over and is saddened when he forgets to tell her "You're welcome" before she's taken back home.
Bag of Holding: His hat doubles as the duo's travel bag. It's even dubbed the Hat of Holding in one issue.
Beleaguered Assistant: He tries to get Gertrude to make some obvious right choices, but they usually fall on deaf ears.
Cigar Chomper: Shown to always be smoking cigars.
Deadpan Snarker: His default mode. The guy will snark any chance he gets.
Death Seeker: He has all but given up on life and wants to die. Heck, when Fairyland was being destroyed in the Bad Future and he was caught in a vapor blast, his final words were "Finally!".
Expy: Of Jiminy Cricket.
I Coulda Been a Contender!: One issue that focuses on him makes him wonder what his life would be like if he never met Gertrude. According to his thought process, he would've been successful in his guide duties but ultimately been disillusioned with his life never having surprises in it. After he says some offensive things during a talk show, his life goes down the tube until he's nothing more than a has-been on the verge of killing himself. Once Gertrude snaps him out of his thoughts, he figures his life would be crap no matter what happened.
My Master, Right or Wrong: Follows Gertrude out of obligation due to Cloudia ordering him too. Even when Cloudia's killed at the end of the first volume, he still continues to do his duty.
Only Friend: Or the closest thing Gertrude has to one.
Shoot the Messenger: Start of the fourth issue had him think Gertrude was dead and meeting a narrator friend of his, hoping that he will narrate this confirmation. But as the narrator goes into the tale, he realizes that's not the case and shoots the narrator himself before he can finish out of annoyance.
"The Reason You Suck" Speech: Along with Duncan, he gives one to the Fairyland Council when trying to get them to bring back Gertrude to fight the newly resurrected Dark Cloudia.
Larry: (After the Council laugh at him after hearing his plan) You think that's funny, huh? What exactly are you old dusty FLUFFS doing to stop [Dark Cloudia] ? Seems like you're hiding up in the same dank tree you're always hiding in when trouble starts up! You're the most powerful group of beings in the all the lands... and a fly and a boy in pajamas are the only ones trying to stop the end of the world from happening!
We Want Our Jerk Back!: After Gertrude manages to turn "good" through a magic spell. He's actually rather disappointed with her new attitude. Even moreso when she ends up accidentally tripping and killing herself while making her way to the door that'll lead her home.

Fairyland Denizens

Queen Cloudia

https://static.tvtropes.org/pmwiki/pub/images/i_hate_fairyland_cloudia_2.png

^{Click here for SPOILERS}

The ruler of Fairyland who had brought Gertrude to the realm in the first place. But, like Gertrude, her patience is wearing thin of Gertrude's inability to leave.

Back from the Dead: In Issue #17, thanks to Horribella, she's been resurrected... to be Fairyland's end as Dark Cloudia.
Big Bad: Essentially the main villain of the first volume of the series and the final arc.
Bitch in Sheep's Clothing: Slightly touched upon when Gertrude confronts her about Happy. She doesn't mind ruling the land but apparently does get annoyed with some of the kids that do visit the realm, calling them "snot-nosed brats" at one point and seeing Gertrude as the worst of the recent visitors.
Brought Down to Normal: The final confrontation ends with Gertrude de-powering her, nullifying her threat.
Came Back Wrong: Due to Horribella resurrecting Cloudia with a dark magic spell, she came back corrupted (granted she wasn't a saint before, but at least had some morals) and became set on killing all of Fairyland with a simple touch of her clouds.
Combat Breakdown: Her final battle with Gertrude starts with both using their powers (Gertrude was given a power up from the Fairyland Council to fight her). After Gertrude de-powers her, they resort to fist fighting. Cloudia gets one shot in... before Gertrude proceeds to throttle her.
Evil Costume Switch: When she comes back as Dark Cloudia, she switches to a much darker variation of her former outfit.
Expressive Hair: Whenever she's angry, her cloud hair becomes dark and stormy.
Expy: Of Glinda, albeit evil.
God Save Us from the Queen!: She's not exactly a great queen and let numerous Fairylanders die instead of helping Gertrude find the key to the human world.
Hero Antagonist: In a sense, she's supposed to be a good queen of the realm, is trying to keep law and order in the land, and Gertrude's rampages are indeed a concern. But Cloudia's methods aren't exactly moral and she resorts to more complex schemes rather than just giving Gertrude what she wants. Really, it seems she's acting against her more out of spite than anything.
Hypocrite: After seeing Gert with Darketh's powers, she claims it "breaks so many rules of Fairyland". This coming from a person who was bending the rules herself just to kill Gertrude.
Loophole Abuse: Due to the laws of the land, she can't directly harm Gertrude since she's a "guest". She would occasionally hire others to do her dirty work.
- A big plan she comes up with in Volume 1 is to invite another human child into the realm and have her take up the quest since only one child can use the key and go back home. Knowing that once the child does so, this would make Gertrude a resident of the land and void her immunity from Cloudia's attacks.
Murder Is the Best Solution: She was more than itching to kill Gertrude rather than try to help her in her quest to find the key.
Never My Fault: She doesn't exactly take into consideration of how her inaction and lack of help has led to the deaths of untold numbers of Fairylanders due to Gert being unable to find the key. And right before her second bout with Gertrude, she keeps claiming she was a good queen and blames everything that's gone wrong in Fairyland on Gertrude, conveniently forgetting she likewise was the reason Gertrude became The Dreaded of Fairyland during her rule and it was due to Cloudia's own spitefulness that led to her current situation. Gertrude even calls her out on it.
No Body Left Behind: Completely vaporized by Gertrude's temporary demonic power at the end of Volume 1.
No-Holds-Barred Beatdown: Gertrude practically mops the floor with her in their second fight.
Rejected Apology: In their second confrontation, Gertrude actually does apologize for killing her. However, Cloudia refuses to believe she's changed and continues to try and kill her.
Running Gag: People reminding her of the rule of harming guests in the land.
Screw This, I'm Outta Here: In the revival, After helping Gert and Duncan get a key for the latter's gate, she uses the key to escape Fairyland herself since she's sick of having to deal with human brats going on adventures.
Sexy Dimorphism: While Cloudia is a curvy human woman with cloud-like hair, her brother Cloudeus' entire body looks like it's made of clouds.
Sincerity Mode: She genuinely apologizes to the current ruler of Fairyland for her destruction before going into a rant how everything is Gertrude's fault.
Strike Me Down with All of Your Hatred!: After Gertrude beats her a second time, she once more goads Gert into killing her, largely to justify that Gertude nothing more then a murderous monster. Larry however convinces Gertrude that the council said to "defeat" her, not "kill" her. Gertrude, after likewise hearing Cloudia insult Larry, realizes he's right, ends the fight and has the current ruler of Fairyland lock Cloudia up.
Touch of Death: As Dark Cloudia, her clouds instantly reduce anyone it touches into skeletons and causing destruction in it's wake.
Troll: Hard to say if it was intended or not, but goading Gertrude to kill her seems to be her final middle finger to her since it kept Gertrude from returning home.
What the Hell, Hero?: Gertrude calls Cloudia out on the fact that she did nothing to help her find the key even as Gertrude was increasingly resorting to more violent means to deal with her problems with being stuck in Fairyland. Cloudia refuses to acknowledge her own part in this problem.

Slug Lord

Ruler of Las Fungus.

Cool Shades: Wears a pair.
Expy: Part Jabba the Hutt and part Biggie Smalls.
Fat Bastard: Well, he is a slug.
Reasonable Authority Figure: Somewhat, after Gert tries to rob one of his casinos, he does give her a chance to avoid death by giving her a riddle. Of course, she tries to kill him rather than solve it.

Brudd the Brutal

A Huntsman that Cloudia hires to kill Gertrude.

Dead Guy Puppet: After his death (which went unseen before Untold Tales of Fairyland), Gertrude plays with his severed head as if it were a puppet.
Fight Unscene: Appears at the end of the first issue, killed in the second without even showing us the fight. Untold Tales of Fairyland would later rectify this by showing the full details of his encounter with Gertrude, including how she killed him.
Off with His Head!: Next we see of him, Gert's talking to his severed head at a bar. Untold Tales of Fairyland later revealed she beheaded him with his own axe.
Names to Run Away from Really Fast: Not that it helped, as Gert easily makes quick work of him.
We Hardly Knew Ye: Barely in the comic before he gets offed. The full details of the fight would later be divulged in Untold Tales of Fairyland.

Horribella

A witch that Cloudia hires to get rid of Gertude.

Backup Twin: She's long dead by the time of the revival, but her cousin Terribella appears, and closely resembles her in terms of appearance and personality.
Demoted to Extra: Beyond the second issue, she doesn't have much of a role. Just fills out space whenever a group of magic users are seen.
- That is until Issue 16 where she puts a plan in motion to have Gertude killed as part of a deal to send her to the Devil of Fairyland. By #17, the Devil upholds his end by sending her the remains of someone as an ingredient for a spell to make an "End" to Fairyland. She ends up killed by her creation for her trouble.
Did You Just Flip Off Cthulhu?: When calling "Bill" to cash in her deal, she practically yells at him when he shows annoyance for calling him during torturing.
Hoist by His Own Petard: In Issue 17, she created an "end" for Fairyland, a emancipated being. But when she tries to help it up, it quickly turns on her and saps out her lifeforce, killing her and leaving a husk of a body.
In Love with Your Carnage: Despite having failed to kill Gert, she admits that Gert's got style and even gave Cloudia's servant a card to give to Gert claiming "she could use evil like that".
Karma Houdini: Gets no repercussions for attacking Gertrude since Gert wasn't even aware she was behind the zombie faun attack. Cloudia just dismisses her after her plan fails....
Karma Houdini Warranty: ...At least until Issue #17 where we find out why she deliberately wanted to prevent Gertrude from leaving due to a deal she made with the Devil of Fairyland to get some remains for a spell to provide the realm with an "end" to Fairyland. Her creation quickly "ends" up killing her.
Wicked Witch: Fits the mold and loves her job.
Zombie Apocalypse: Her plan to deal with Gertrude had her turning a whole village of fauns into zombies and having them attack her. Naturally, it fails since Gert's more than apt at killing them.

Darketh Deaddeath

One of the dark lords in the farthest reaches of Fairyland.

Affably Evil: One of the only Fairyland natives who is neither obtuse, conniving, or antagonistic to Gertrude, and one of the only ones to survive meeting her.
Alliterative Name: Darketh Deaddeath.
Atop a Mountain of Corpses: He has a skull throne.
Dark Is Evil: But he's also the most helpful being Gertrude's met on her journey.
In Love with Your Carnage: Downplayed, where he's pleasantly surprised and impressed by how ruthless Gertrude is.
Like a Son to Me: Considers Gertrude to be like the daughter he never had once she manages to pass his trials.
Nothing but Skulls: His throne is made up of nothing but skulls. Gertrude naturally digs it.
Reasonable Authority Figure: Surprisingly, despite being an evil lord. He turns out to be one of the more helpful beings Gertrude encounters as he only asks that she proves herself by fighting her way through his dungeon. Once she manages, he gladly agrees to help her.

Pervis Peddlesteal

https://static.tvtropes.org/pmwiki/pub/images/i_hate_fairyland_pervis.png

A packrat that collects items from kids that visit Fairyland.

Alliterative Name: Pervis Peddlesteal.
Collector of the Strange: Well not that strange. He mostly just collects knick-knacks that fall in from the human world. Of course, there was his request in exchange for helping Gertrude though.
If You Die, I Call Your Stuff: He makes a deal with Gertrude that if she dies in her attempt to get back home using his device (which turned out to be a hippie van), he can mount and stuff her body. She's a bit put off by the request, but agrees to it all the same.
Nice Guy: More than willing to help Gert out with no strings attached. Really the only thing he asked for was... her body to stuff and mount if she didn't survive her trip back to the human world. Ooookay then.

Nickey Nines

The feline leader of the Tower of Battle.

Alliterative Name: Nicky Nines.
Art Shift: His realm looks much more Animesque than the usual style.
I Gave My Word: He did agree to honor Gert with the cheat code to leave Fairyland...but then she lost against his strongest fighter and, as agreed in their deal, he would take Duncan as a trophy.
Visual Pun: He's a literal fat cat.

Purty Pretty Princess

The champion fighter of the Tower of Battle.

Brawn Hilda: Looks like a typical princess at first, then she ditches the dress and reveals she's ripped.
Curb-Stomp Battle: Absolutely flattens Gert when the two fight, though to be fair Gert had been through a gauntlet of fighters before her and likely running on fumes.
Final Boss: Of the Tower of Battle. Gertrude loses miserably against her.
Opposites Attract: Untold Tales reveals that she's in a relationship Glam Bam, the lowest ranking fighter at the Tower of Battle, with him enamored with her strength while she adores his kind and gentle nature, and that her pummeling of Gertrude was partially motivated by her wanting to avenge his humiliating beating at her hands.
Reluctant Monster: Untold Tales, it's shown that she dislikes that her main talent is being a destructive fighter and that she wishes she could be softer and kinder.
Worthy Opponent: Though Gert loses against her, she admits Triple P is an awesome fighter.

Maddie

A fangirl of Gertrude's.

Amazing Technicolor Population: Purple-skinned
The Bus Came Back: In Untold Tales, she is revealed to have survived Gert throwing her off a cliff and she gained a murderous hatred of her former hero. Assembling an army of those who had been wronged by Gert, she intended to overwhelm and kill her through sheer numbers. However, she and her army are blown up when an unaware Gert drank a magic potion as part of a protection spell.
In Love with Your Carnage: Absolutely loves the havoc Gert leaves in her wake.
Loony Fan: Of Gertrude's. Gert does initially take a liking to her, but then her ramblings at night and her excelling in the skills Gert teaches her end up driving her nuts (well more so then usual).
Motor Mouth: When she gets excited, she talks a mile a minute. Eventually it's the thing that drives Gert to toss her off a cliff since she can't sleep otherwise.
Pointy Ears: Has them, indicating she's some kind of goblin.
You Are Better Than You Think You Are: Tells Gert this when Gertrude has a moment of self-reflection and sees how she acts when watching Maddie. For an extra kicker, Maddie tells her this while drunk.

Loveth Lovelord

Ruler of a maze that holds the Balls of Redemption.

Alliterative Name: Loveth Lovelord. Yeesh.
And Now You Must Marry Me: Makes a deal with Gert that he'll give her the balls if she can make it to the center of his maze by the next Lovers Moon. If not, she has to marry him, much to her disgust. Ironically enough, all his denizens inside the maze likewise keep trying to make deals with Gert to marry her.
Captain Ersatz: His character is pretty much a straight parody of the Goblin King, from Labyrinth to the "Marry Me" deal, to even the -ahem- "Balls" of Redemption.
Dirty Old Man: How Gertrude sees him considering he's trying to marry a girl that, admittedly only looks, half his age and worrying about the implications if a real girl had wandered into the maze.
Gag Penis: Well, gag balls.
Nice Job Fixing It, Villain: One of the first people Gert comes across is a map seller who agrees to sell Gert a map in exchange for marrying him. Gert nearly agrees until Loveth squishes him with a mace.

"Bill", Devil of Fairyland

Ruler of Fairyland's Hell.

I Gave My Word: Despite being, y'know, the devil, he will hold up to his end of a bargain if you uphold your end. When Horribella calls to cash in for sending him Gertrude, he does it without delay, even warning her that what she's asking for could potentially be bad for both her and Fairyland.
I Have Many Names: He mentions in Issue #17 that he has many names, but decides to go by "Bill" when sending a post.
Ironic Hell: What he subjects Gert to. Initially he had planned to send Gertrude to a version of her home just to constantly pull it away. But then came to realize she would just fight against that. So rather he sends her to a place she hates i.e: Fairy Land...at the beginning of her quest in an infinite loop.
Punch-Clock Villain: He bears no ill will to Gertrude. He's just doing his job as it's his position. And he doesn't even object when the Fairyland Council order him to free Gertrude. He just sends the pocket dimension he trapped her in to them and goes about his business.
Tom the Dark Lord: Being The Devil, he calls himself "Bill" just so he won't have to go through the trouble of listing his many names.
Villain Respect: He admits he likes the fact that Gertrude actually has some fight in her when others would be begging for mercy as soon as they got sent to Hell.
Voluntary Shapeshifting: When Gertrude first arrives in Hell, he takes the shape of Happy to intimidate her. It doesn't work, though, and he shifts into various other people Gert has come across. Even the form of Cloudia doesn't get a rise out of her, so he just sends her on her way to the Hell he has planned for her.

Fairyland Council

The ones who dictate the rules of the land and convene when any threat should befall it.

Control Freak: Gertrude and Duncan accuse them of being this due to the fact it takes a lot to get them to bend the rules to change something. Considering they nearly denied Gertrude's request because she let Cloudia live rather than be content that she was defeated, Brought Down to Normal, and no longer a threat to Fairyland. Gert has a point.
Jerkass: It's not hard to see them as this. Cloudia convinces them to let her invite Happy to Fairyland in order to invoke Loophole Abuse so that she can murder Gertrude. And later, Larry and Duncan have to thoroughly call them out when Dark Cloudia starts destroying their world and they aren't responding to the threat and initially refuse to bring back Gertrude to combat her. When they finally relent, Gert just has one request if she does their dirty work: Send her home. Once she does complete the task, they try to renege on their agreement and imprison Gertrude once they take back the powers they gave her. Gertrude, however, uses the loopholes of the land to stay in possession of the powers and threaten to kill them with it if they don't keep to their word. Needless to say, they wisely accept.
Never My Fault: They don't see anything wrong with taking kids from their homes to play in their land. Problem is, they never ask for the kids' permission to do so with all the random portals that open to their world. Duncan uses this in his argument against them, stating they think the land is a gift when it never occurred to them some people may not want to come to it.
Obstructive Bureaucrat: Duncan and Larry accuse them of being these.
Super-Empowering: After reviving Gertrude, they empower her with light magic to combat Dark Cloudia.

King Cloudeus

Queen Cloudia's brother, who took over as ruler of Fairyland after the events of the original series.

Bizarre Sexual Dimorphism: While Cloudia looked like a human woman with hair made of clouds, Cloudeus' entire body is made of clouds.
Genre Savvy: Having learned from his sister's mistakes, he knows that conventional Fairyland assassins are all nothing to Gert. Instead he decides to hire alternate universe versions of Gert to kill Adult Gert which actually succeeds.
Friendly Enemy: He's no fan of Gert, but his hatred is comparatively less personal and spiteful than his sister. Aside from the fact that he was more than willing to cooperate with Past Gert and had full intentions of getting her a shortcut out of Fairyland had she not screwed it up he's also willing to occasionally make wisecracks with her.

Others

Happy

Another human child invited to Fairyland by Cloudia.

Always Someone Better: She manages to complete half her quest in less than a day, much to the anger of Gert, who is no closer to solving her own quest after 27 years.
Beware the Nice Ones: Excessively perky but not afraid to retaliate against "meanies".
The Bus Came Back: Subverted. She seems to reappear in Issue #15 as the ruler of Fairyland Hell, only for it to be immediately revealed to be the devil taking her likeness to mess with Gertrude. Happy herself never appears again.
Cheerful Child: Perpetually cheerful, honestly nothing really seems to get to her.
Curb-Stomp Battle: Gertrude's first encounter with her ended with Happy blasting Gertrude through several trees.
Deliberately Cute Child: Designed as such to draw parallel to Gertrude.
Disney Villain Death: Dropped into a rift that Gertrude opens up with the powers she'd received from Darketh. It's never revealed if she's ever actually died or not.
Eyepatch of Power: The Devil initially takes the form of Happy with an eyepatch in order to intimidate Gertrude.
Hero Antagonist: Unintentional example. She doesn't really bear any ill will towards Gertrude but they're both after the same thing, which makes her an obstacle.
Kamehame Hadoken: Somehow gains the power to fire out rainbow blasts out of her hands since arriving in Fairyland. She even unleashed an upgraded one on Gertrude in the final battle. But Gert's newfound power allows her to eat it.
What Happened to the Mouse?: Is never seen again after Gert drops her into a chasm in Issue #5, not counting the Devil briefly pretending to be her.

Duncan

^{Click here to see his future dragon from}

A boy in a dragon costume that somehow ended up accidentally transported to Fairyland after drinking up too much slushie during Halloween.

Attack of the 50-Foot Whatever: In the Bad Future, he had somehow grown giant size.
Foreshadowing: When he's seen again in the regular timeline since the Tower of Battle, he's indeed gained powers such as flight and fire breath. Considering what we see of him in the future, that's not a good sign.
Future Badass: Due to Gert leaving him in the Tower of Battle and later picking a wrong corridor in a magic dungeon. His abuse from Nicky Nines results in him becoming a literal dragon that ends up destroying Fairyland in the future. The revival shows that Duncan has somehow managed to age up into an adult and is much stronger than he was.
Indulgent Fantasy Segue: Issue #8 of the Revival has Duncan does this to OG Gert with his fire breath when he realizes he had a key this whole time and no one, not even Gert, bothered to tell him... With the next issue showing that it was actually a daydream.
Potty Emergency: What got him transported to Fairyland due to the outhouse he used being a portal to the realm. Gert mistook him for a dragon due to his costume and had him pee in a gas tank of a car she had hoped to use to get home (since dragon pee is the closest thing to petrol in Fairyland). Naturally, of course, it doesn't work.
"The Reason You Suck" Speech: Along with Larry, he gives one to the Fairyland Council when Larry and he try to convince them to bring Gertrude back to fight Dark Cloudia. It works!.
Duncan: You're all terrible!
Clown Councilman: Watch your tongue, child!
Duncan: I will not. You're all horrible people. Or things...or whatever! You take kids from their homes, families and friends! You pretend like this world is some sort of special gift to us. When really it's your own sick little game. It's not a game. It's our lives! You have your rules, but we didn't get the chance to decide if we wanted to live by them. You made the rules and now we're going to die by them unless you let us help ourselves!
Screw This, I'm Out of Here!: Once Horribella ends up resurrecting Cloudia and he sees her creation instantly kill her. Duncan instantly quits his delivery job and flies off before the figure can turn its attention to him.
Tag Along Kid: For a while on Gert's quest since he likewise wants to get home. Gert, however, doesn't really care for the poor kid and instantly offered him up as a bargaining chip in the Tower of Battle... which she lost.
Took a Level in Badass: As of Issue #15, he has gained the abilities to fly and breath fire. He likewise has gotten much more assertive, going to find Larry once Dark Cloudia begins destroying Fairyland and telling off the Magic Council when they don't seem willing to even protect their own world and pretty much convincing them to bring back Gertrude. In the revival, not only did he manage to physically age he's also become much stronger physically.
What Happened to the Mouse?: While prevalent in getting Gertrude back from Fairyland Hell, he's nowhere to be seen in the final issue. He reappears in the revival years later, haviing aged into an adult while still in Fairyland.

William Wiggins

A celebrity billionaire inventor who enlists Gert's help to find his missing son who he believes to be in Fairyland.

Bad Boss: While he's cordial and upfront towards Gert as well as being willing to finance her for an untold amount of years, not only did he plant her with a bomb in case she fails/betrays him when his son eventually returns all by himself Wiggins proceeds to abandon Gert in Fairyland.
Corrupt Corporate Executive: His true goal is to take over Fairyland and convert it into a planet-wide theme park, and the real reason he wants his son is because he has a watch with key data.
Obviously Evil: Gert quickly sees through him by noting that as a ridiculously wealthy tycoon with brutish henchmen, he's clearly got ulterior motives.
Papa Wolf: After his son went missing, he apparently used his resources to search the entire known universe for him. Subverted in that his true goal is his son's watch which contains important data and actually rescuing him is secondary at best.
Rich Genius: Gert recognizes him as the guy who "invented the things and runs that company that owns most of the galaxy and stuff".
You Have Outlived Your Usefulness: Wiggins decides to cut Gert off after his son returns by himself, coupled with the fact that he's decided to pivot the company towards virtual theme parks.

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