Sleepy Princess in the Demon Castle / Characters

This is a character page for Sleepy Princess in the Demon Castle.

open/close all folders

The Princess

Princess Aurora Sya Lis Goodereste

Voiced by: Inori Minase (JP), Kira Buckland (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

https://static.tvtropes.org/pmwiki/pub/images/syalis_visual_8.png

The protagonist of the story, a princess kidnapped by a neighboring nation of demons... who wants nothing more than to get a good night's rest, no matter how much she has to terrorize her increasingly terrified kidnappers to do so.

Adaptation Dye-Job: In the manga, the Princess has silver hair, with color art sometimes giving it a faint purple tint. The anime gives her light purple hair, resulting in it having a silvery look.
Afraid of Needles: Despite the fact she's not afraid of death, needles like syringes terrify her.
Animal Motif: She has a bear motif, as shown by her association with the teddy demons, bear styled socks, bear print underwear, habit of sleeping all the time, and her murderous rampages. A number of her alternate class outfits in the omake pages feature a teddy demon companion or a bear head mark.
Arsenal Attire: The two white fluff balls of her outfit are actually bombs. Turns out that Dawner was the one who added them on her dress (after many trials and errors) so the princess would have weapons for self-defense.
Beautiful Dreamer: When she finally gets to the point of being able to sleep peacefully, her sleeping face is so cute and pretty that not only do the demons lose the will to wake her up, once they get used to her, the sight of her sleeping actually becomes a calming and soothing sight, because it means she's calmed down from causing havoc and is currently happy.
Berserk Button: Despite how oblivious and carefree she is most of the time, she does have some buttons that will make her snap:
- As somebody who's Really Fond of Sleeping, if ever she is outright denied the ability to achieve her desire for sleep, she'll go from obliviously dangerous to deliberately murderous.
- She adores cute things, so being deprived of them will at best upset her, at worst make her aggressively and violently possessive.
Character Development: At first, she was entirely dispassionate about killing demons, but later started to develop a mutual liking with her captors as inevitable aspects of their shared daily lives. However, while this has made her less prone to killing, she's still absurdly prone to accidental killing and dying herself out of her own clumsiness.
Cloudcuckoolander: She is a very strange person. Syalis will go out of her way to do anything to get a good night's sleep and pays little attention to what effects her actions have around her or the danger she puts herself in.
Creepy Monotone: It's not so much creepy as it is just lazy, as Sya often speaks in a monotone voice, indicating her sleepiness and general apathy. When she's wrecking the castle however, it can have quite the creepy undertone to it.
Cute and Psycho: She's so cute when she finally sleeps you might be able to ignore all the demons she imprisoned, enslaved, maimed, and/or killed in order to get everything just right. She carries this to such an extreme that the Berserker class in volume 7 is simply her normal outfit. Her violent tendencies get worse should anything interrupt her attempts to sleep: Among other instances, her failure to secure the High-Tech Oxygen Sleep Pod at bingo leaves her searching for the winner with a giant pair of scissors.
Damsel in Distress: Nominally. On paper, Syalis has been held hostage by the Demon King in exchange for the human kingdoms bowing to his will. In practice, it is he and his cohorts who are frequently at her mercy.
Determinator: If it means she gets a good night of sleep, she will do anything to secure it.
The Dreaded: As shown in one chapter with a baku responsible for purifying everyone's dreams, she's literalinvoked Nightmare Fuel to the denizens of the Demon Lord's castle. In the bios during volume 1, she's listed as a worry for nearly every character shown at that point as well.
Dual Wielding: Occasionally splits her giant scissors and uses the halves as swords.
Dumbass Has a Point: She's a Cloudcuckoolander with Skewed Priorities, but when Leonard, Twilight and Great Red Syberian attempt to disguise themselves as humans, she is aghast at their awful disguises.
Everyone Calls Him "Barkeep": While she does have a proper name, she is almost exclusively referred to as "Princess".
Everyone Has Standards:
- Syalis will do a lot of things in her efforts to get a good night's sleep, but the one thing she won't do is wake up someone else who is currently sleeping.
- She has killed a number of demons, but she won't hurt the Teddy Demons because she finds them too cute.
Exotic Eye Designs: She has stars in her eyes.
Family Eye Resemblance: Volume 1 extras state that her star-shaped eyes is the mark of the royal family. Her mother does share this trait.
Fluffy Tamer: She tamed the Teddy Demons in the first chapter by brushing them, and they do whatever she wants as a result. Be it hand over the key to her cell, give her acupuncture treatment, or even attack other demons, they obey immediately. As a result, her alternate "beast tamer" costume includes the Teddy Demons as her "beast".
Friendless Background: Didn't have any friends before coming to the Castle.
Friend to All Children: About the only demons safe from her are either really small and cute or young children.
Genius Ditz: Despite her eccentricities she can be rather clever, once coming up with a plan to break out of the castle that got her through various obstacles. The ditz kicks back in, however, when a later, equally clever escape is thwarted by what amounted to a Box-and-Stick Trap with a bed inside.
Glass Cannon: While her attack power's gone up in her time at the Castle, her defense power hasn't, so anything that took her down at the start can still do so now.
Goofy Print Underwear: The Princess typically has knitted wool bear print panties for cold weather.
Grievous Harm with a Body: She regularly captures a demon known as Wicked Diamond in a sack for use as a blackjack. His small size and hardness makes him the perfect tool for demolishing treasure chests so she can repurpose their fittings.
Guilt Complex: When she catches sight of Succyun's older brother Incyun, who looks remarkably similar to her father the King, she reflexively goes into extreme work mode. It turns out this's because she's developed a complex about what she sees as her laid-back lifestyle at the Castle compared to others, especially her father, who works incredibly hard, and seeing Incyun triggers a reflexive reaction in her. Discovering that Incyun is actually a supreme slacker erodes the reaction until she returns to normal. The demons are left wondering what exactly her relationship with her father is like.
Heroic Comedic Sociopath: Her Kleptomaniac Hero tendencies and the violence she regularly inflicts on the generally affable members of the Demon King's Castle in pursuit of a better night's rest are all played for laughs rather than any kind of drama.
Hidden Depths:
- Despite being, well, who she is, she wants to become a good Queen.
- Though she initially ignores the demons' well-being, she eventually starts taking a liking towards them and seeks to participate in whatever they're doing at any given time. This hasn't made them any less wary of her, but at least now she's proceeding out of sincere appreciation instead of cold dismissal.
- If one gets on her good side, she has proven to be a doting, if misguided and unreliable, friend.
His Own Worst Enemy: Because of her inherent absentmindedness and Skewed Priorities, she's just as prone to dying by her own hand as she is to killing demons. Her cluelessness about her captivity has led her to spoil every effort the Hero has made to rescue her. She's a danger to herself as much as to others.
Horrifying the Horror: A regular part of her daily life involves nonchalantly terrifying the various monstrous demons of the demon army, usually through slaughtering them by the dozens daily and holding complete disregard for her own life.
I Choose to Stay:
- After going so far as making the Demon King temporarily teleport her to her bedroom, she decides that she likes the Demon Castle and its residents more than her own home.
- Given the chance to avert her kidnapping before it ever happens, she decides against it.
Idiosyncrazy: Everything she does is in the name of getting a good night's sleep. Escaping? Getting rescued? Making friends? She couldn't care less. She just wants a nice comfy sleep.
Innocent Fanservice Girl: She's almost completely oblivious to how being seen in a state of undress, or even naked, isn't supposed to be normal, and the only times she notices at all, she doesn't feel ashamed or even think of it as potentially perverted for others to see her bare skin. Additionally, she seems to have no idea of what an innuendo is, given that several chapters start with her saying something incredibly suggestive and not getting why other people are freaking out.
Insane Troll Logic: The way her brain maintains its train of logic is very confusing to everybody besides herself, and is so bizarre it often results in either chaos or her own temporary demise. Case in point, her reasoning for having the Demon Cleric substitute as her mother:
Princess: If we were to swap the gender of "Grandpa" and make him a generation younger, wouldn't he be a "Mother" instead?
Jerk with a Heart of Gold: While she's not outright condescending or malicious, she has a complete disregard for everybody besides herself, only seeing other people as means she can benefit off of. That said, she does indeed care about her kingdom, and as she spends time with the demons, she grows to greatly enjoy her time as their "captive".
The Juggernaut: Part of why the demons have so much trouble containing her. She's strong enough to bust through walls and stealthy enough to get past almost anything she can't already fight. The only ways to actually stop her are to either change her mind or to just give her what she wants.
Kidnapped While Sleeping: How she's captured prior to the events of the story. It's also how she gets captured by another group of demons later on.
Killer Rabbit: After making pajamas out of Teddy Demon fur, The Princess becomes a type of subspecies Teddy Demon that the others can call on when in trouble. She ends up being leagues stronger than any of the starting adventurers that would fight against Teddy Demons.
Kleptomaniac Hero: It doesn't matter what the item is or who it belongs to, if it can help her sleep, she will take it and you don't get a say in the matter. Of course, the demons rarely let her keep such items, but that just means she goes off to find something new. It's so second-nature to her that it takes a while for her to realize that the futon she stole during the Time Travel arc was the reason for the Alternate Timeline, due to completely forgetting that she stole it in the first place.
Leaked Experience: Human adventurers form parties with magic, allowing them to share the power they earn, and because Dawner considers the Princess a comrade, one of the party, she gets stronger the more Dawner's party fights, without having to do anything.
Meaningful Name: Each of her names references sleep in some way: "Aurora" comes from the title character of Disney's Sleeping Beauty, "Syalis" puns on "suyasuya", the Japanese onomatopoeia for sleeping peacefully (a la "ZZZ" in English), and "Goodereste" (or "Kaymin" in Japanese) is a pun on "good rest" ("kaimin").
Middle Name Basis: While she's normally just called the Princess, whenever she's called by name, she goes by her middle name Sya Lis instead of her first name Aurora. It's later revealed that her mother and aunt also have the first name Aurora, which implies she does this out of habit in order to avoid confusion when talking about each other.
Mundane Utility: She's a master of taking powerful weapons, sacred artifacts, and even an ancient book of incredibly powerful magic and using it all to just try and make her room perfect for sleeping.
My God, What Have I Done?: Parodied. After the spinning wheel incident, the Princess angsts over how she could have stopped it if she'd managed to get better information... because then she would have been the one to sleep for a day rather than Poseidon.
The Nicknamer: Due to a combination of never bothering to learn most people's names and difficulties remembering faces to put names to, she frequently gives nicknames to people she interacts with on a normal basis, usually naming them after a notable trait of theirs, such as "Spike" for Quilladillo or "nudist" for Poseidon.
Obliviously Evil: For all the havoc, death and destruction that she inflicts on her captors, it's shown that she doesn't proceed out of malice, which in hindsight makes the situation even worse, as there's a significant part of her that doesn't understand what she's doing.
An Odd Place to Sleep: A torrent of wind, a coffin, a giant poisonous mushroom, the chest of a Wolf Man… if she finds something to be comfortable enough, she will try to sleep on it.
Older Than They Look: Despite her childish appearance and behaviour, she's old enough to have significant administrative duties at home, and she has enough experience to handle Twilight's, who is already a king, documents in ch.162. This is driven home when she asks just how old the demons think she is after being handed a pile of children's homework, and later when she matter-of-factly says she's an adult and can decide when to go back home by herself in ch.223. She also doesn't appear to visibly age despite having being held prisoner for several years.
Old Shame: In-Universe. She has some embarrassing moments from her childhood she doesn't like recalling, such as the time she fell in love with a Magical Girl show and announced to the paladins that she was actually Miracle Sya, who'd defeated and replaced Princess Sya, or the time she went around asking everyone in the royal castle what being a good kisser meant, which inadvertently ended up with Dawner giving her a complex about her short tongue.
O.O.C. Is Serious Business: In Chapter 328, Syalis says that now's not the time for sleep... because she's wondering if the grimoire of the Goodreste Royal Academy's Occult Club might be the real thing, and they might have ended up summoning one of the Dark Gods.
Pajama-Clad Hero: Given that the majority of the chapters end with her falling asleep, and the rest usually start with her waking up, it's pretty much a given that her regular outfit is a set of princess-styled pajamas.
Pintsized Powerhouse: She's surprisingly very capable of handling herself when she's off terrorizing the castle, easily dodging the most horrific of obstacles and slaying the demons no problem. It should be noted that the "dodging" part mostly comes out of sheer ignorance, but the time that she got abducted by Hades has her dodging the many obstacles in her way like nothing.
Play-Along Prisoner: It becomes pretty clear that she's a hostage in name only, and could leave anytime she felt like it. After a while she even gets a flying machine; however, it's limited to traveling between the Demon Castles, so she uses it to commute to search for more sleep-enhancing items before coming back.
Poisonous Captive: After constantly undermining practically anything the demons were trying to do, their main priority went from holding her as ransom to appeasing her the best they can. Many characters lampshade that the Demon Army has been spending more time trying to think what to do with her than managing the invasion.
Princesses Prefer Pink: Subverted. The pajamas she spends over 90% of the series wearing are pink, but whenever she's acting like a princess instead of a hostage she switches over to a black dress.
Punny Name: Her middle name is a pun on "suyasuya", the Japanese onomatopoeia for sleeping peacefully, and her family name puns on "good sleep", "good rest", or equivalent, depending on the language (Kaymin in Japanese, Goodereste in English, etc.).
Really Fond of Sleeping: Her most defining characteristic, and the anchor of the story, is her pursuit of a long and blissful night's sleep.
Red Baron: Due to just how much of a terror she is with her giant scissors, she eventually gains the unofficial title of "Suya-Suya the Scissor Demon", which is occasionally used as her name when she and the castle demons pretend that she's a member of the demon army in order to save face in front of other demons.
Requisite Royal Regalia: She trades her crown for a pair of scissors in the second chapter (she can't sleep with it on without it marring her skin, and she needed the scissors to cut cloth to make new bedsheets). But since she is still a princess, and she needs to keep her hair out of her eyes, she makes a hairband in the shape of a crown and wears that from then on.
Right for the Wrong Reasons: Her personal nickname for Poseidon is "nudist". While her reason for calling him that is because he never wears a shirt unless he's outright forced to, the laundry-cleaning chapter reveals he actually does stay naked while sleeping, so while he's not an actual full-on nudist, he is indeed a home nudist.
Royals Who Actually Do Something: Evidently, she was so busy with official duties prior to her kidnapping that she would fall asleep immediately upon crawling into bed. Now she exerts herself in collecting materials which she uses to create items to help herself sleep at night, such as a pillow.
Serious Business: Any form of paperwork, even a homework assignment, triggers a mentality that "she can't get rest until the work is done", turning her personality much colder and aggressive, along with sporting a dark costume. The demons question just how bad her royal duties were for her mental health.
Shear Menace: Her default weapon is a giant pair of scissors, which she primarily uses to slaughter ghost shrouds so she can use their bodies for fabric.
Ship Tease: Thanks to her being an Innocent Fanservice Girl and the obviously happy reactions she gets, she has her moments with almost every male character in the Castle (plus Harpy). As far as she herself goes, she's obviously the closest with Leonard, Twilight, and Poseidon.
Silk Hiding Steel: The demons have absolutely no defenses against her, and it's shown time and time again that they're at her complete mercy... and she's just a young girl, in pajamas, and their nominal captive, who first escaped her cell by exchanging a fur-brushing session for the cell door's key.
Sitcom Arch-Nemesis: Becomes this to the Ghost Shrouds, whom she frequently butchers in her efforts to make improved bedding; it reaches the point that the Shrouds develop a tactic of layering themselves to become so thick the Princess can't cut through them... Only for her to find a work-around anyway.
Skewed Priorities: Getting a good sleep first, everything else usually a distant second.
Sociopathic Hero: Again, the Princess will do anything for her sleep. If that means she has to lie or manipulate demons to get it, she'll do it in a heartbeat.
Spanner in the Works: She keeps messing up the Hero's quest, and the Demon King's plans for a climactic battle, by appropriating/destroying magical artifacts intended for the Hero.
Stockholm Syndrome: While most of her interactions with the demons involve the opposite, throughout the story, as time goes on, it gets clearer and clearer that she greatly prefers being under the demon army's care over ever going back home, since while she did live a pampered life there, she was so tasked with constant work and an image to uphold that she got little to no sleep or time to herself. Meanwhile, while the Demon King's Castle is less glamorous, the demons treat her well and provide for her needs, while also not forcing her to do anything she doesn't want, and in fact will intentionally do things to make sure she doesn't have to do things she doesn't want.
Super Drowning Skills: She doesn't know how to float or swim, and when the demons try to teach her, she can only manage to swim a few metres.
They Killed Kenny Again: By her own estimation, she dies and needs to be resurrected by the Demon Cleric as a result of her own carelessness roughly once a week.
Too Dumb to Live: She doesn't have much in the way of common sense, and has died a few times because her need for a comfy sleeping spot outweighed her sense of self-preservation. Exhibit A: sleeping on the cap of an outrageously poisonous giant mushroom because it was so soft and spongy.
Trauma Button:
- Seeing adverts about Restoration Cherries reminds her of how short her tongue is, and she starts screaming in horror for a while.
- She can't bear recalling the time she saw Quilladillo lose weight, so she calms herself down by visualizing his current size.
The Unfettered: Seems to operate on "do now, think later". It doesn't matter what the risks are or how many times others tell her it's literally impossible, once she gets an idea she will make it happen.
Unluckily Lucky: She has an incredibly confusing sense of luck. On one hand, she repeatedly ends up in situations that result in her death, a decent number of which are too coincidental to just be because of lacking a sense of self-preservation, along with periodically experiencing emotional torment through Contrived Coincidence bringing the demons to learn her embarrassing secrets. On the other, she is very fortunate to be kidnapped by a demon army with a dedicated medic to revive her, and many of her quests for sleep go along quite smoothly purely due to unlikely circumstances aligning perfectly. Take the retrieval of Alazif for example. By sheer luck she did every step required to break his seal simply because she accidentally tripped and fell in just the right way, but unluckily for her nothing he is capable of was useful to her sleeping efforts.
Vague Age: Her age is never explicitly stated, her profile listing it as a line of question marks. She looks like she's still in her early teens at best, but she was apparently old enough to be given a significant amount of paperwork to handle as part of her daily duties back in the human realm before being kidnapped. She also hasn't visibly aged in all the time she's spent a prisoner, despite the fact that as of the 11th volume, she's spent three Christmases in nominal captivity. She eventually mentions she's an adult when talking to Poseidon.
Verbal Tic: The anime has her outright mumbling "suya" in her sleep once she's gotten comfortable enough to have some good rest. Other characters occasionally borrow it when they have their own bouts of achieving peaceful sleep.
Weight Woe: She's not pleased to be told she's gotten fat during the New Year celebrations, and starts trying to slim down. It turns out this's something of a repeating pattern for her; she discovers she's gained weight for one reason or another and sets about trying to lose it.
Workaholic: The real reason why she won't come back. She worked day in and day out for her subjects from her home country (who did and still do adore her), but eventually she grew tired of her growing pile of work and sees her kidnapping as an opportunity for relaxation she hasn't gotten in a long time. That said, the constant heavy workload became so ingrained into her regular habits that when she does decide to work, she doesn't want to stick to only what she's been assigned, but to do additional projects as well.
Worthless Yellow Rocks: Any gold, jewels and artifacts she finds are only good as crafting materials.

Demon King Castle

Demon King Twilight

Voiced by: Yoshitsugu Matsuoka (JP), Alejandro Saab (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

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

The ruler of the demon army. His efforts are primarily put towards ensuring the Hero arrives for their "climactic battle" properly equipped and skilled, but the Princess keeps ruining things while trying to find newer ways to sleep.

Affably Evil: He is amazingly polite to everyone around him. If he didn't call himself a villain you wouldn't have any idea he's supposed to be one in the first place.
Anti-Villain: Of the "villain in name only" category. He's so unabashedly friendly that it actively gets in the way of his evil plans, and his evil actions seem to consist solely of kidnapping the Princess and antagonizing Sir Dawner. He actually seems to be far less evil than the Princess.
Big Bad Wannabe: He tries so hard to be the Big Bad of a fantasy adventure, but he fails for a number of reasons: 1) He's constantly being terrorized by his supposed hostage; 2) he never actually bothers to kill Sir Dawner out of an odd desire to maintain an appropriate difficulty; and 3) he's too damn nice.
A Child Shall Lead Them: The Time Travel arc reveals that he became Demon King when he was still physically and somewhat mentally a child, his father Midnight having decided he was ready to take on the role then and there. Additionally, while he was in his 50s then and his 60s now, along with currently looking about 20, there's major implications that he's the demonic equivalent of an older teen or young adult who recently went through a massive growth spurt, meaning he's genuinely quite young for the role. Even so, despite his youth and inexperience, he's doing a good job as ruler of the Demon Army, even if he kinda sucks when trying to perform his role as an antagonistic Demon King to the humans.
Everyone Calls Him "Barkeep": Like the princess, almost everybody simply refers to him as "demon king", with only Poseidon's older brother Hades referring to him as Twilight. Though starting from Chapter 161 the Princess also calls him by his name.
Evil Plan: Supposedly, he wants to conquer the Human Country by kidnapping its princess but he seems a lot more interested in maintaining an appropriate difficulty level for Sir Dawner's heroic journey on the way to a suitably "climatic battle" with him, as if he were some game master.
Fountain of Youth:
- Gets temporarily turned into a kid along with the rest of the Castle's demons thanks to Alazif's magic.
- Just like his father, his size and apparent age are determined by the amount of mana he currently possesses. When he ovexerts himself using his Super Mode in order to repair the collapsed Demon King Castle before the Princess can cutify it with her personal aesthetic, he drains almost all his mana and, after a temporary delay, rapidly shrinks down to the same physical age he was before taking on the role of Demon King.
Heroism Won't Pay the Bills: A very rare (technically) villainous example. As the series, and damage by the Princess, goes on, the Elders often find themselves nearly out of budget. Despite incoming threat of humans, Twilight and others still have to find a way to pay their subordinates.
Horrifying the Horror: He's the Demon King, but the Demon Cleric Leonard manages to make him afraid for his life during the time the Princess came in to have a practice pajama party with him.
Large Ham: While certainly not as outrageous as some of the other personalities in the castle, he sure does manage to ham it up just as well in his interactions with Dawner and the times where he's reacting to whatever the hell Sya Lis is doing this time.
Laser-Guided Karma: Even if it's by a technicality, Twilight did kidnap the princess. Thus in chapter 190, he himself is then kidnapped. It was even done while he was asleep, to boot.
Load-Bearing Boss: When he overexerts his body to the point he'll die if he doesn't fall asleep, the Princess contemplates whether or not she should even consider him dying a concern for her. His response is that his death will result in the Demon King Castle crumbling, which greatly motivates the Princess to help him since that would mean losing her comfy sleeping area.
Maou the Demon King: Invoked. Twilight is clearly based on this archetype and initially attempts to live up to the role, but it quickly becomes evident that he's too much of a Nice Guy (and too insecure) to actually be evil as the role implies and is more of a Punch-Clock Villain at worst.
Mistaken Identity: Didn't realize that "Hero-chan", his first love, who he thought was a girl... was actually Dawner, who looked very feminine at the time.
Nice Guy: He definitely will not admit to this, but he is incredibly friendly and caring about his comrades. It even extends to the Princess, who's one of the main reasons why he can't get a damn thing done.
Oblivious to Love: He completely failed to pick up on Zetsuran's romantic interest in him throughout all of their childhood years, viewing it as her simply seeing him as a great training buddy. Granted, in those years he was completely convinced she was a guy, so he genuinely only saw all of her expressions of interest in a "best bros" kind of way.
Older Than They Look: While not on Demon Cleric's level, he looks like a man in his early 20s, when he's actually over 60 years old. He was this even moreso in his past, never looking older than 10 until he got a growth spurt around his 50s.
Reasonable Authority Figure: It doesn't come up often due to him usually either dealing with the trouble the Princess causes or trying to act out his Demon King role, but whenever he actually acts in his authority role, he's actually a rather mellow and supportive boss to his lieutenants and minions. Even when situations arise that would anger most demon kings, such as being accidentally semi-insulted by family members of his minions, he takes them all in stride.
Romantic Wingman: Despite his lack of knowledge in the romance department, he still makes an effort to help out Stray Kamaitachi in his romantic endeavors regarding the Princess, to the point of becoming a guardian of someone who happens to be a Stalker with a Crush, until the Demon Cleric puts a stop to it.
Slave to PR: Twilight is very prideful of his image in public and among his subordinates. The lesser demons, especially new recruits from outside the castle, think he is a Evil Overlord that holds a human hostage in fear, propaganda Twilight just barely manages to keep.
Super Mode: He has a "second form", in which he's bigger and more powerful. He originally tried to reserve it for the battle against the heroes due to how scary and intimidating it made him look towards his subordinates, but following the Princess messing with him in ways that showed how he's still the same lovable Demon King they know, just in a cooler and more badass form, he became more confident in letting loose his power.
Terrible Artist: As shown when the demon army and Princess try drawing 4-koma, he absolutely sucks at drawing.

Ten Elders

Demon Cleric Leonard

Voiced by: Kaito Ishikawa (JP), Mike Haimoto (EN)

Debut: Chapter 3 (Manga), Episode 1 (Anime)

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

One of the Ten Elders and the demon in charge of reviving others if they get killed, the princess' endeavors constantly cause him stress due to the body count she causes every time.

Accidental Pervert: He has a bad habit of winding up in situations that make it look like he's coming onto the Princess, along with unintentionally finding the Princess in varying states of undress, which causes others to suspect his intentions.
Adaptation Personality Change: Downplayed. In the anime, he's still a Nice Guy to a fault, but many of his Stalker with a Crush tendencies towards the Princess are often changed or watered down from the original manga, probably to avoid accusations of an Age-Gap Romance forming.
Beware the Nice Ones: He's about as kind as it gets in the Demon Castle, but the minute someone ticks him off (specifically when it comes to the Princess), he can be about as genuinely demonic as the rest of them.
Butt-Monkey: The poor guy is constantly being stressed out by how kill-happy and death-prone the Princess is, causing him to be overworked and forcing him to keep track of her in the hopes of stopping her from slaughtering even more demons. That's not even getting into how his dignity, respect, and reputation are constantly lessening because of him ending up in perverted situations that make it look like he's interested in the Princess.
Chuunibyou: He went through something of a "delinquent" phase as an adolescent (going around shirtless, carrying a scythe, etc.) and is deeply embarrassed whenever it comes up. When the Princess visits his family home with some of the other demons he's quite mortified when they discover that his old bedroom is still decorated in an over-the-top macabre fashion with skeletons, spikes, and weapons everywhere.
Cold Turkeys Are Everywhere: When having a fatigue-healing potion that Hypnos gave him, he fails to listen to the warning about not drinking it in a crowded place, resulting in him seeing everyone in the castle cafeteria as the Princess.
Combat Medic: He occasionally shows that he's actually quite capable of fighting, such as throwing around lightning after he caught the Demon King alone with the Princess or preparing curses for potential later use against his fellow demons. However, due to his heavily advanced age, engaging in genuine combat is not possible for him anymore, so he primarily sticks to his medic role, only using his fight-focused abilities when he's angered or feeling really jealous.
*Crack!* "Oh, My Back!": As a result of his advanced age, if he does anything that involves exerting himself for long periods of time, he risks having his hips give out on him.
Crazy Jealous Guy: He gets very angry when any other guy gets close to the Princess, which is especially bothersome considering she's close to pretty much all of his coworkers. As such, he has a pile of curses that he's made against every male in the castle and has to hold himself back from casting.
Dirty Old Man: Due to all the unfortunate incidents he has involving the Princess, plus the fact he's very advanced in age and the Princess looking like a child, many of the other demons grow increasingly convinced that he's one of these, no matter how much he tries to clear things up. It doesn't help that he eventually develops actual feelings for her.
Everyone Calls Him "Barkeep": He takes this even further than the Princess and Demon King, as close to nobody refers to him as anything but Demon Cleric, since he outright dislikes his real name due to sharing it with another morally deplorable demon, which means he absolutely refuses to let anybody know what it is. That said, even the characters that do know his name is Leonard, such as Twilight and Great, still mostly call him Demon Cleric out of habit. Despite this fact, Syalis insisted on knowing his name in Chapter 96, though she ended up mistaking his real name for Leotard. Following her learning it, she settled on calling him Leo starting from chapter 112.
Good Shepherd: His role is to keep everyone alive and healthy, and he doesn't appear involved in any kind of "evil" that the other demons do (granted, they don't do much evil either).
I Hate Past Me: He's really, really embarrassed by his past behavior before he settled into his current position.
The Medic: His primary purpose in the demon army is resurrecting people (whether it's demons or the Princess) whenever they end up dying. Due to how slaughter-happy and mortally unconcerned the Princess is, he's got his work cut out for him. He's also capable of healing away damage that doesn't immediately kill his charges, from minor wounds to fatal injuries.
Morality Chain: His kind and caring personality is a major contributing factor to the demon army being Affably Evil Harmless Villains, as in the Alternate Timeline where Twilight sends him away due to deciding he needed independence, everybody becomes darker, more serious, and genuinely demonic.
Necromancer: Not only is he able to resurrect people (whether it's demons or the Princess) in the Demon King's Castle, but his power also enables him to summon apparitions, as seen in chapter 138 when he sets up a trap for Raikou that consists of an army of evil spirits to curse the latter to death as a result of being a Crazy Jealous Guy.
Nice Guy: He's by in large one of the most nicest people in the Demon Castle, treating everyone with as much kindness and respect as possible.
Old Shame: In-Universe. He's deeply ashamed about how he went through a demonic chuunibyou phase when he was younger, with him getting desperate to destroy the photographic evidence when the place they were hidden was reopened to the public. He's even more mortified when his brother invites his castle-mates to his family home, where they learn first-hand about everything he was desperate to keep hidden.
Parental Substitute:
- To his horror, the Princess views him as the person in the Castle who's most like her mother and asks him to do mother-daughter activities when she misses her.
- The Time Travel arc reveals that he was a genuine example to Twilight. Since Twilight's father had trouble parenting him properly due to being a giant demon who accidentally broke his son's favorite toy and Twilight doesn't have a mother as a result of being born through his father's huge source of magic power, Leonard was the only source of familial love and care in the man's life. Leonard's continued presence as Twilight's father figure is why he's such a good and well-mannered man today, as shown by the Alternate Timeline, where sending Leonard away in the effort to be independent resulted in Twilight becoming constantly tired, rather depressed, and completely serious at being a no-nonsense Demon King.
Purple Is Powerful: He doesn't get many scenes to show it (after all, he is just a cleric), but he wears purple clothing and is part of the Ten Elders.
Really 700 Years Old: He looks like a man in his 30s or 40s, but he's already more than 500 years old, with it implied he's around 1,000. Due to this extremely advanced age, the unfortunate situations he keeps getting into with the Princess cause others to believe he's a Dirty Old Man.
The Red Mage: He's the most notable magic caster of the Demon Army, and while his primary role is acting as a White Mage that revives and heals everybody when they get injured or die, the Princess included, he periodically shows that he's also capable of using offensive magic.
Stalker with a Crush: As time goes on, he's eventually shown to be this way towards the Princess. He keeps following the Princess around due to her repeated dying annoying him over time, and while he starts out simply concerned about the person, he eventually comes to realize he has feelings for them. The fact it's the youthful Princess and he's several centuries old makes him worry how everybody thinks about him, since it validates their perceptions of him as a Dirty Old Man. He's further mortified once he starts acting like a Crazy Jealous Guy towards other male demons, including the Demon King, to the point he tries to resign from the Demon Army and go home in order to avoid becoming a detrimental nuisance to everybody. He's later stopped and convinced to return by the Princess herself, who explains to him that she's not bothered by his love-filled stalking.
Unfortunate Names: He is deeply, deeply embarrassed by his real name Leonard, not because it's particularly odd, but because he shares it with a demon who holds indecent feasts with witches. Then the Princess accidentally misenters his name into the castle census as Leotard.

Great Red Syberian

Great Red Syberian/Mamesuke

Voiced by: Chikahiro Kobayashi (JP), J. Michael Tatum (EN)

Debut: Chapter 6 (Manga), Episode 2 (Anime)

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

One of the Ten Elders and the Demon King's "dog", both metaphorically and literally. He's constantly trying to keep the law and order of the demon army in check, with the Princess repeatedly messing up his efforts.

Affectionate Nickname: Twilight occasionally calls him "Big Big" in the English dub.
Animal Espionage: What he was supposed to be doing when Twilight found him as a puppy, as he originally was sent to the area near the castle to do some scouting for the yokai.
The Comically Serious: He's the most straight-laced and serious of the entire demon army, meaning his interactions with the Princess often are quite humorous without him acting silly.
The Dragon: As Demon King's right-hand man and enforcer of rules within the castle, he holds the highest authority among the Elders.
Fear of Thunder: Despite holding himself up as one of the most serious and steadfast demons around, he is utterly terrified of the extra loud thunder produced by "god lightning", even if he tries to deny said fear.
King Mook: As his name shows, he's an upper-tier example of a Red Syberian, along with being the commander in charge of their forces.
Not So Above It All: While he's the most serious demon in the army, there's times when even he can't help but act a little silly, such as his present for Valentine's Day being dog-treat-themed. He also exhibits a Furry Reminder on occasion, such as wolfing down food he likes, along with wagging his tail and ears when enjoying himself.
Not So Stoic: He tries his best to be a serious figure in the Castle, but the Princess's ludicrous plans have him losing his cool more than once.
Skewed Priorities: He is concerned with everyone following the rules of the castle as appropriate to their role, and is outraged that a captive like the princess would leave her cell. However, he approves of her taming the Teddy Demons because it is perfectly in line with her role of "damsel in distress" to befriend small and cute animals, and keep them as pets, even though they are the ones who keep giving her the key to her cell.
Stoic Spectacles: He wears a pair of small round glasses, which works well to highlight his stern and serious personality.
Tropey, Come Home: Between Twilight not giving him any attention, him having to stay back in the castle most of the time there's travel to a human-populated place, and the discovery that Twilight was once close with Dawner, a lot of incidents eventually drove him into leaving the castle and heading back to the yokai troupe he was once part of when he was a pup. However, it has nothing to do with him being unsatisfied with Twilight, but rather the belief that his master is keeping him out of things due to his lack of sorcery skills. When Red's original owner, Tosenbo, learns about this when using a secret hot spring as part of a plan to reunite with him, he informs Red that that issue can be solved if he learned some yokai abilitles. Oblivious to Tosenbo's main goals, Red eventually heads to the yokai area to undergo training without mentioning it to anyone else at the castle, causing everyone else to assume he ran away.
Uplifted Animal: It was heavily implied, before later being outright confirmed, that when he was younger he was just a normal, non-sapient Hellhound, with him only becoming the intelligent Wolf Man he is now in the last decade.
Wolf Man: He's an anthropomorphic wolf, with him having all the instincts and attitude of a loyal guard dog. Interestingly enough, whenever he's shown in his younger years, he apparently used to be a non-speaking normal wolf before becoming what he is now.

Neo Alraune

Voiced by: Sayaka Ohara (JP), Michele Knotz (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

https://static.tvtropes.org/pmwiki/pub/images/alraune_visual_2.png

One of the Ten Elders who's in charge of the plant-life of the demon army. She initially views the Princess as an unfortunate girl being mistreated by the other demons, but when she sees what the Princess is like she changes her opinion.

Amazon Brigade: Part of her domain involves being in charge of the female unit in the army, which also means she was absent for a good chunk of the early story, since she and her unit were busy out in the field and female characters besides the Princess weren't needed until then.
Curtains Match the Window: Green hair and eyes.
Elemental Hair Colors: As a plant person, she appropriately has green hair. Also has hints of Plant Hair, due to the flower buds on top and near the bottom and hat-like leaves.
Eyes Always Shut: While she does occasionally open them, usually when shocked or serious, a large majority of her panel-/screen-time is spent with her eyes closed, no matter what she's doing.
Logical Latecomer: She enters into the story shortly after the male demons have gotten accustomed to the Princess' antics, with her thinking the Princess is simply a miserable captive based on what little she's seen by that point. Demon King, Demon Cleric, and Great Red decide to let her have a taste of what the Princess is actually like by giving her a front-row seat to the Princess sawing apart her older brother. After some time spent in denial, she eventually accepts the Princess' true nature and apologizes to the other Elders.
Monster Brother, Cutie Sister: She looks like a beautiful human woman. Meanwhile, her brother is a treant.
Ms. Fanservice: Downplayed. Although the Princess sees her as being "too sexy" to act as a good mother figure, the only revealing things about her are her prominent bust and the slit in her dress, both of which are not really paid attention to in the story. That said, the aforementioned aspects of her outfit are much more sexy and revealing than the outfits of the other girls, plus her personality and voice have a light hint of sultriness to them, so by comparison to everybody else, she is indeed "too sexy".
Plant Person: She's an alraune, with her being a beautiful woman with plant-like hair and a flower growing out of her head.
The Smurfette Principle: She's the only female member of the Ten Elders.
Team Mom: This seems to be her purpose in the Ten Elders, with her being in charge of food production, maintaining the "moral fiber" of the others, and acting as a Cool Big Sis whenever necessary. Ironically though, when looking for a mother-like substitute the Princess declares Alarune no good because she is too sexy.
Vague Age: She looks like a woman in her early-to-late 20s, but 10 years ago she looked exactly the same, meaning not only is she definitely older than that, the fact there's no difference at all between then and now, whereas every other character shows obvious signs of age, means it's impossible to tell how old she actually is without asking her directly.

Poseidon

Voiced by: Takeo Ōtsuka (JP), Kevin Thelwell (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

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

One of the Ten Elders and god of the sea. Ever since he first met the princess, the two of them don't get along at all, with him insulting or teasing her every chance he gets.

Afraid of Needles: Just like the princess, he's absolutely terrified of needles, despite being a high-ranking member of the demon army and a god.
Amazing Technicolor Population: Turquoise skin and dark-blue hair.
Big Brother Instinct: He's initially rather nervous about interacting with Zeus, as he's worried about screwing up his efforts in front of a guy with such prestige and power. However, as he interacts more with Zeus and comes to learn just how approachable he is, not to mention him being rather lacking in brains and social skills, Poseidon comes to accept that he's worthy of acting as Zeus' older brother, and does his best to make the guy feel at home in the Demon Army.
Big Brother Worship: He absolutely adores his older brother Hades, though he's not willing to be upfront about it. The fact Hades acts rather aloof greatly troubles him.
Ear Fins: In addition to his water-colored skin and hair, his ears have the appearance of fins to more strongly represent his association to the sea.
Lord of the Ocean: He's god of the sea and has many traits which emphasize that, having turquoise skin and dark-blue hair that brings to mind water, is halfway between Apparently Human Merfolk and Fish People by being mostly human-like but with said odd coloration and Ear Fins, having the ability to manipulate water in various ways, and his personality is highly temperamental, going from calm and collected to aggressive and shouting and back frequently, just like the sea can go from calm to stormy and back at a moment's notice.
Making a Splash: As god of the sea, he's highly skilled at controlling water, with him capable of using it in various ways, such as construction.
Mr. Fanservice: Due to his regular attire being quite Stripperiffic, along with the fact he refuses to wear a shirt if he can help it, all of his appearances do well to highlight just how much of a well-toned muscular body he has.
Older Alter Ego: He has one that pops up during Marine Day, which is when he's at the height of his power. It massively boosts his powers, and appears to act as a Split Personality, as he's much more calm and mature in that state, though he's still just as dumb, with him apparently forgetting anything he did in that state when he goes back to normal.
Prongs of Poseidon: Being who he is, Poseidon of course uses a trident for combat that he usually coats with water to enhance its power.
Real Men Wear Pink: He has a soft spot for Eggplant Seals.
Recurring Boss: Deliberately invoked by the Demon King. The fact that being a god makes him immune to the power-sealing magic of the heroes means he faces against Dawner and Co. multiple times across their journey. Specifically having him faced two times in his normal form before facing him a third time in his stronger Older Alter Ego form.
Screw This, I'm Outta Here: When his brother Hades comes into the picture and abducts the Princess, he basically says this word-for-word, not wanting to get involved in his antics.
Sitcom Archnemesis: His dynamic with the Princess. The two hate each other's guts, with Poseidon in particular putting down the princess whenever he sees her.
Sleeps in the Nude: The chapter where the Princess does everybody's laundry reveals that unlike everybody else who at least wear pajamas, he spends his nights resting in the buff, validating the Princess' "nudist" nickname for him.
The Spock: He's usually the one to point how demons are supposed to act when something goes wrong. He still gets wrapped up in Princess' antics just like the rest.
Stripperiffic: His chronic shirtlessness combined with his regular attire consisting of just a choker, some vambraces, a loincloth, and short boots almost completely exposes his body.
Supernatural Gold Eyes: As befitting a god, he has golden-yellow eyes.
Super Not-Drowning Skills: He's capable of breathing underwater as easily as he does in air.
Tsundere: While he heavily dislikes the princess, he's quite susceptible to her whenever she's acting kindly.
Walking Shirtless Scene: He never willingly wears a shirt, with the majority of his page-time exposing his chest. It causes the Princess to call him a "nudist".

Poisonous Flame Dragon

Voiced by: Takaya Kuroda (JP), Jason Marnocha (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

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

One of the Ten Elders and the boss of the Great Ancient Volcano.

Blood Knight: More of a fighting guy and very interested in battling the Hero.
Brought Down to Normal: Killed by the Hero in Chapter 57/Episode 8. While Demon Cleric was still able to resurrect him, his power ends up sealed due to the Hero's own magical powers.
Cool Mask: His face is covered with a metal plate to prevent him from accidentally poisoning others. Chapter 229 has the Princess, Zetsuran and Sand Dragon stalk him to find out what he looks like under the mask, only to fail at each attempt with the next being more ridiculous than the last (brushing his teeth until foam covers his face, to a group of bear devils coincidentally flying by). As the two dragons leave to make battle preparations (they came to the conclusion that the only way to see his face is to beat him), he expresses his thanks to the Princess for hanging out with Zetsuran. Using that to her favor, she asks to see his face. he was a bit conflicted due to his poison breath, before settling on showing her via reflection from a mirror.
Honorary Uncle: He acted like a Cool Uncle to Zetsuran and Sand Dragon during their childhood, helping them out when it came to having fun playing around, such as providing muscle for building their "secret base".
Playing with Fire: He has the ability to produce and manipulate fire.
Poisonous Person: In addition to his fire powers, he's also capable of exhaling clouds of poison.
Power Incontinence: He doesn't have complete control over his poison breath, so he always wears a mask to avoid risking poisoning others.
Worf Had the Flu: Had an even match against the Hero, but his items were sabotaged by the Princess either directly or indirectly (most of it was really the fault of the Demon King and other Elders), leading to his demise. He's not happy about it.

Sand Dragon

Debut: Chapter 37 (Manga), Episode 2 (Anime)

The first of the Ten Elders to fight the Hero.

Adaptational Early Appearance: In the anime he blocks the Hero's path near the start of his journey, while in the manga he dies as soon as he's introduced, in the same chapter that introduces the Ten Elders.
Affectionate Nickname: Zetsuran likes calling him "SanDra" when being personal with him.
The Bus Came Back: After being gone from the story for quite some time, he reappears in Chapter 173, apparently having taken his loss very seriously and secluded himself away to tame his anger.
Emotional Powers: His sand powers only work when his emotions are brought to a peak. While originally this only happened when he got really angry, Chapter 215 has him getting so embarrassed about seeing Zetsuran in cute outfits and envious that she's doing it for Twilight that his powers go into overdrive, spewing out more and more sand as Zetsuran unintentionally riles him up.
Hopeless Suitor: Ever since they were kids, Sand Dragon has been infatuated with his lady Zetsuran. However, Zetsuran herself only has eyes for Twilight, something Sand Dragon is painfully aware of.
Put on a Bus: Despite being one of the Ten Elders, for most of the early story he completely vanishes after being beaten by the Hero.
Sand Blaster: As his title states, he has the power to create and control sand at will, though it only works when he's feeling extremely emotional. The Princess likes using his powers to create sand baths.
Sleep-Mode Size: At his full power he has the appearance of a fearsome skeletal dragon made of hardened sand, but when low on energy, such as after being beaten by the Hero, he takes on a human-like appearance that retains his dragon horns.

M.O.T.H.E.R

Debut: Chapter 150 (Manga)

Mechanical area boss, one of the Ten Elders. He's also the boss of Scissor Magician.

Chuunibyou: Already looks like a Mad Scientist, but also strikes poses like one.
Classical Chimera: As was already hinted at by his snake tail and lion-like ears, it's later outright stated that he's a humanoid chimera, though rather lacking in goat features. He even used to have a massive mane of lion fur centuries ago when he and Demon Cleric were younger.
Hypocritical Humor: Tries to teach the Princess the value of privacy, while knowing almost everything about her and asking for even more. Also, despite living in seclusion the entire time, Scissors Sorcerer knows all about him.
Non-Indicative Name: He should be more logically called F.A.T.H.E.R.
Suspiciously Similar Substitute: His role and design are very similar to Dr. Gearbolt, who didn't appear for a while.

Witch Silmoth

Debut: Chapter 253 (Manga)

A former member of the Ten Elders who is said to have created a spinning wheel that curses anyone who stabs themselves with a pin into 100 years of sleep. Which Poseidon accidentally did.

Animal Motif: She's basically a silk moth in human form, with antennae on her hat, mostly white fluffy hair with two black bangs and a big neck-scarf bringing to mind a moth's head, furry gloves and boots that look like moth legs, and of course her prominent insect wings. In addition, her most notable creation is a spinning wheel, a medieval textile tool often used to spin silk.
Cannot Spit It Out: The cursed sleep is actually 1 day long, not 100 years. But since the previous time the spinning wheel was involved went terribly wrong and all Poseidon's friends are now at the door and worried, telling the truth would really be embarrassing.
Cassandra Truth: Even after she works up the nerve to tell the truth about the curse lasting only one day, everybody else around is so worried about Poseidon that they thinks she's lying to avoid breaking the curse. Once Poseidon does wake up 24 hours later, shortly after they've basically tortured her to near-death with heavy embarassment about her relationship with the past Princess, they realize she was being honest and apologize for not believing her.
Cute Witch: She's a witch with the appearance of a little girl, in the past gave off fairy-like vibes, and overall is very cute in both looks and personality. It's even noted that she's utterly adorable by the Princess.
Expy: The spinning wheel she has created mirrors the story of Maleficent and Aurora, though Silmoth didn't expect anyone to actually stab themselves and deeply regrets it.
Jerk with a Heart of Gold: She's known for having a difficult personality and outright refused to help Poseidon with no explanation. The next chapter shows she's more of a Shrinking Violet who has difficulties opening up to people due to her past.
Hermit Guru: She isolated herself in the forest and nobody saw her until recent events.
The Prankster: 50 years ago she pulled many pranks on humans, with only the back-then Princess being unfazed by them.
Retired Badass: She quit the Ten Elders in the past due to disagreements with Twilight and now attends to her cropping field.
Shrinking Violet: Silmoth is really, really not good at dealing with guilt or embarrassment. She collapses into a quivering mess if she hears anything regarding Ahm Rhys's fondness for her, or encounters anything that reminds her of Ahm Rhys... which includes Syalis, her granddaughter.
Unwitting Instigator of Doom: She pretty much used a Suicide Dare on a Goodereste Princess from 50 years ago with a cursed spinning wheel, even though the prank itself is harmless. While the Princess didn't manage to stab herself, Silmoth got chased out by the angered mob, which may have played a role in the ongoing conflict between humans and demons and why Silmoth never saw that Princess again.
Winged Humanoid: While most of her silk moth Animal Motif is caused by clothing or her hairstyle, she naturally possesses a massive pair of silk moth-like wings.

Minions

Teddy Demons

Debut: Chapter 1 (Manga), Episode 1 (Anime)

A group of teddy-bear-like demons that act as The Goomba for the demon army. Following the nice treatment they get from the princess, they've grown very fond of her, hanging around her whenever she's doing anything.

Beary Friendly: While they're meant to be soldiers in the demon army, even if they're at the rank of The Goomba in terms of combat effectiveness, when not fighting they're utterly adorable and friendly creatures who love being pampered.
The Ditz: A whole race of them. They're some of the dumbest demons around, being incredibly gullible and easy to bring to one's side through treating them well.
Enemy Summoner: Despite being The Goomba, they have the ability to summon additional teddy demons to help them in combat. In practice, the one time we actually see them use this ability, it's immediately after the Princess has made herself a set of Teddy Demon themed pajamas out of their fur, so they end up summoning her into battle by accident.
The Goomba: This is basically their purpose. They're low-level monsters almost anybody could beat, with them populating the area around the starting town.
Hazy-Feel Turn: They are nominally foot soldiers in Demon Lord Twilight's army, but Princess Syalis converts them into her own minions in the first chapter and she usually has one or two of them attending to her at any give time. However, since Syalis doesn't care about anything except a good night's rest, she doesn't get involved in the war, so the Teddys may or may not participate in it.
Helpful Mook: Due to just how gullible and easily swayed by kindness they are, it's quite easy for people that are supposed to be their enemies to get them to be helpful instead, such as the Princess brushing and cuddling with them making them very willing to bring her the key to her cell whenever she wants in exchange for more brushing.
Killer Teddy Bear: They're monsters that look like stuffed teddy bears with tiny bat wings on their backs, and serve as the lowest level mooks of the Demon King's army who can in fact be a real threat in large numbers. However, their rock bottom intelligence stats and love of being brushed also means that the Princess manages to rather easily turn them into her own underlings.
Morality Pet: Out of all demons, they're the ones who get hurt by the Princess the least, and over time she grows a motherly relationship with them.
One-Word Vocabulary: The only thing they are capable of saying is "muu" (or "rwr" in the English version). One time when Demon Cleric swapped minds with one, he ended up repeatedly saying "moguu" instead, but either way they are incapable of genuine speech.
Punny Name: In Japanese, they're called でびあくま, which can be read as either "devi-devils" (でび-あくま) or a Portmanteau of "devious bears" (でびあ-くま).
Ridiculously Cute Critter: They're a species of adorably dumb winged teddy bears who are determined to do their jobs despite how weak they are, with them endearing themselves to the Princess due to how cute they are.

Scissor Magician

Debut Chapter 2 (Manga), Episode 1 (Anime)

The resident barber of the Demon Castle, who ever since lending her one of his massive scissors developed a close bond with the Princess over their fondness for cutting things.

Losing Your Head: It's revealed in Chapter 251 that his head is fully replaceable, his body being what holds his consciousness. He has several spare heads with different hairstyles for when he wants to change his look.
Mundane Utility: His scissor arm is incredibly sharp and he's skilled enough with it that he could do some serious harm if he wanted to, but he almost only uses it for hair-cutting, with occasional other mundane uses like hedge-trimming.
Sharp-Dressed Man: He's a guy with an incredibly stylish personality, so fittingly he wears an impressively stylish suit, with everything about it, from his hat to his coattails, all being styled with scissor imagery
Shear Menace: He's the person who gave the Princess her signature weapon, and his entire right arm is a mass of scissors arranged to form an Artificial Limb, with said arm being both incredibly sharp and finely coordinated enough for precise hair-cutting.
Two-Faced: A consistent part of his look regardless of what head he's using has it where the right half is fully moving and expressive, while the left half is a mask-like Frozen Face, stuck with a permanent smile and heart eye.

Ghost Shrouds

Voiced by: Kōichi Sōma (JP), Bryce Papenbrook (EN)

Debut: Chapter 2 (Manga), Episode 1 (Anime)

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

A group of ghost-possessed sheets that wander the castle. The princess has a habit of slaughtering them by the dozens for materials since their fabric works well for her various purposes.

Bedsheet Ghost: They are literally these, being ghosts possessing fabric that makes good bed sheets, as the Princess can attest to.
Butt-Monkey: Out of every demon that gets tormented by the Princess, these guys get the worst of it. As animated fabric monsters, the Princess finds them ideal for textile purposes, and thus has no compunction about cutting and shredding through them for bedding, clothes, and almost anything she can muster. Almost every appearance of a ghost shroud ends up in the Princess cutting off their head and arms to use the rest of their corpses for something. Though considering how smug they act and how they constantly think they can eventually one-up her, they somewhat have it coming.
King Mook: They have a leader called Monster Shroud, who is pretty much just an extra-large version of his subordinates. The Princess found said larger size perfect for making a bug net out of him.
Percussive Therapy: The Princess admits that she sometimes kills them just as a form of stress relief, and thinks that attacking them less often (but not refusing to do so at all) counts as a good deed.
Smug Snake: For a group of fragile sheet-based spirits that can't really do much, as a whole they act rather full of themselves. It makes the fact the Princess slaughters them by the dozens near-daily seem deserved.

Quilladillo

Voiced by: Rikiya Koyama (JP), Ben Lepley (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

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

The Princess's appointed caretaker.

Big Fun: As shown when he temporarily lost all his fat during Hades' temporary reign, most of his girth is from being quite portly, and even from the start he's been a friendly fellow who gradually ends up getting along well with the Princess, even when she uses him as her personal Butt-Monkey.
Butt-Monkey: As someone who's often the closest to the Princess, he's one of the first victims in her adventures.
Defrosting Ice Queen: Over time he grows to genuinely care for the Princess and can openly talk with her.
Equippable Ally: The time that Syalis shrunk herself, and had to be carried by him back to her cell, she decided to use him as an armored taxi and plucked his quills for use as throwing daggers, essentially making him a living quiver.
Nice Guy: Despite the fact that she often takes his quills, he always treats the Princess kindly. Because of this, he's one of the first demons she gets close to. In fact, there's a whole chapter dedicated to Quilladillo wondering how he managed to place so high in the series' popularity poll (which was treated as an In-Universe event) despite being a low-ranking and somewhat normal demon. Syalis investigates, and discovers that nearly everyone in the castle, up to and including members of the Ten Elders and former Demon King Midnight, voted for him simply because he's a very kind and likeable guy who's always helping out around the castle. Syalis eventually admits that she voted for him as well.
Straight Man: Besides being annoyed by the Princess' antics, he rarely raises his voice and just wants to live a normal life.
Trademark Favorite Food: While it's a popular dish with other demons, he's outright obsessed with bird-egg cream custard, with him taking the chance to eat several days worth of it after waking up from the three-day-long mass sleep spell. The Princess forcefeeding him a ton of it until he gets fat again is also what snaps him out of serious-mode from when Hades temporarily acted as Demon King.

Harpy

Harpy the Harpy

Voiced by: Ayaka Ohashi (JP), Morgan Garrett (EN)

Debut: Chapter 18 (Manga), Episode 5 (Anime)

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

An innocent harpy who longs for being friends with a human, with her trying to do so with the princess. Unfortunately, the princess mainly sees her as a down comforter.

Blue-and-Orange Morality: Downplayed. Being a bird based demon, she thinks the best kinds of beds are lots of brittle branches stuck together into a nest... and cool, flat rocks. The Princess, being a human, just shows outright disdain for her preferences in bedding.
Harpy: Oh, I see. Humans aren't interested in branches or rocks!
Cute Oversized Sleeves: She wears detached super-long sleeves that cover her hands, which help add to her girly, childish, and overall cutesy image. Going by her brother Cursed Musician they also are used to hide monstrously sharp claws, implying she wears long sleeves to deliberately look friendlier and more approachable out of her desire for friends, adding an extra layer of cuteness.
A Dog Named "Dog": She's a harpy named Harpy.
Friend to All Children: She's shown herself to like and get along well with children and child-like demons. It's to the point where, in the darker timeline where all weaker demons were kicked out of the Demon Army, she went on to work as the caretaker of young demons at a nursery.
Furry Reminder: When the Princess is looking for a toilet, Harpy offers to let her use hers... but because Harpy is a bird, the difference in execretory systems means her toilet is useless to the Princess.
Harping on About Harpies: She's a harpy, with her having long feathery ears, clawed feathery feet, and wings on her back.
Hidden Depths: Despite being quite weak and dumb for a demon, she actually has incredible potential for stealth due to how her body is near-completely silent no matter how she moves, something she usually rectified by constantly humming. It's to the point she got a recommendation for joining an elite team that wanted to utilize said stealthy potential, though circumstances caused her to miss out on that.
I Just Want to Have Friends: Poor girl just wants to have human friends. Unfortunately for her, the only human around is the Princess, whose sole interest in her is that her wings can be used as a down comforter.
Nice Girl: She is a sweet girl who just wants to have a human female friend to have slumber parties with.
Perpetual Molt: Whenever she has her wings extended, the slightest movement from her will cause feathers to fly up in the air.
Rose-Haired Sweetie: She has vibrant pink hair and is about the sweetest character in the manga. Even in the darker timeline caused by her younger brother and the Princess, she still retains her sweet personality as a nursery worker taking care of younger demons.
Thinks Like a Romance Novel: When she met the Princess, she tried to engage Syalis in girl-talk about crushes. When Syalis put a bag over her head, she interpreted that as Syalis's bashfulness about either a chivalric romance with a hero from her home or a forbidden love affair with a demon.

Cursed Musician

Voiced by: Taku Yashiro (JP), Aaron Dismuke (EN)

Debut: Chapter 44 (Manga), Episode 8 (Anime)

The pianist of the castle and Harpy's brother.

The Bard: He's the pianist of the castle. He writes the marching song for the Demon Army. The Princess forces him to make a lullaby for her instead.
Big Brother Instinct: During the Time Travel arc, he was truly considering the possibility of a more serious Demon Army being better than the regular timeline. Then he decided to call his sister after hearing all the "weak" demons were fired. When he learned she was indeed forced out of the army and made to get a new job, he rescinded his opinion and decided to try and correct the timeline so that they would be back to working together under the army.
Harping on About Harpies: Just like his sister, he's a harpy. While the two mostly share the same traits besides his Idiot Hair-like top feather and fluffy-yet-compact ears, one major difference is that he wears leg-covering boots while leaving his lower arms mostly exposed, showing that just like his sister's feet, he has clawed feathery hands.
Idiot Hair: He has a prominent head feather plume that juts out and curves in a similar way to a proper idiot hair. Ironically, he's one of the saner and smarter demons around, especially compared to his sister.
Jack of All Trades: Because of his dexterity, he has many jobs within the castle, such as the dentist and the patisserie, along with jobs outside the castle, like a researcher of ancient literature at the Royal Demon Academy.
New Job as the Plot Demands: He's also the Cursed Dentist, and eventually gets assigned as the Cursed Birdkeeper, Cursed Patisserie, and Cursed Researcher of Ancient Literature.
Only Sane Man: While various characters have acted as a Straight Man or held the Sanity Ball through the manga's/anime's run, every one of Cursed Musician's appearances has had him acting as the most mentally sound and on the ball person in the room, frequently exhibiting borderline Awesomeness by Analysis levels of comprehension and understanding about the reality around him. Unfortunately, said sanity often results in immense stress and frustration for him, as in many cases he's Surrounded by Idiots, along with often noticing things that might screw him over if anybody else found them out and he feels would've been better if he didn't notice them.
Supreme Chef: The reason he gets saddled with the Cursed Patisserie title is because he turns out to be an amazing dessert-maker.
Troll: While having a private conversation with Demon Cleric, he notices the Princess under the kotatsu. He still lets the Cleric vent about his feelings for her while she can hear it.

Dr. Gearbolt

Debut: Chapter 24 (Manga), Episode 6 (Anime)

The engineer in the Demon Castle.

Adaptation Expansion: The anime puts him in the Elder meeting and gives him some Mr. Exposition role for the episode.
Cyborg: A partly mechanical lizard.
Put on a Bus: He practically hasn't appeared since his debut.
Steampunk: His overall motif.
Trap Master: Every trap that the Hero goes through is implied to be made by him, unless stated otherwise.

Succyun

Succyun the Succubus

Voiced by: Ari Ozawa (JP), Jad Saxton (EN)

Debut: Chapter 74 (Manga), Episode 8 (Anime)

https://static.tvtropes.org/pmwiki/pub/images/succyun_7.png

A succubus that looks incredibly similar to the princess, who tries to find ways of becoming more popular. To her dismay, the princess latches onto her as a potential doppelganger in case the need for one arises.

Achievements in Ignorance: In a case of sheer irony, while all of her intentional attempts to be popular fail miserably, she's actually capable of getting people interested her through unintentional methods, such as acquiring the interest of the Princess by looking similar to her, or gaining the praise and magical blessings of Alazif by simply respecting him as the powerful grimoire he is.
Body Double: Syalis attempts to train her to be one, including making her hunt ghost shrouds and even attack one of the Ten Guardians. Even without this training, the resemblance is enough to fool Aurora Nem Lis Goodereste, Syalis' mother, on a brief visit to the human capital. It later becomes her official job.
Cute Little Fangs: She has a pair of vampire-like fangs in her mouth, which are almost always visible since she rarely ever closes her mouth on-panel/on-screen.
Damsel in Distress: During a visit to the capital, she ends up being taken by the Princess' mother, who was convinced that she's her daughter who has finally been rescued. The last part of the capital visit arc involves rescuing her from being presented to the public as the rescued princess, since she risks being found out and killed for being a demon, which would be bad since they wouldn't be able to resurrect her there.
Dub Name Change: She's named different Succubus based puns in the English translations, like Bussy in the manga and Cubey in the anime, rather than Succyun.
Early-Bird Cameo: She has a few quick scenes in the anime starting from Episode 8 where she catches the Princess in scenarios that Succyun construes as being because she's popular, with the misunderstanding constantly growing due to nobody being around to retort, all of which eventually lead to her properly meeting the Princess in Episode 11:
- In Episode 8, she pops up during the cavity-sore incident that brought everybody in the Demon Castle to watch out of concern, which is what started her belief in the Princess' popularity.
- In Episode 9, she stumbles upon the Princess leading the Demon King, Demon Cleric, and Great Red around on leashes, which Succyun construes as meaning she's so popular she's able to make high-ranking demons her pets.
Exotic Eye Designs: The anime gives her permanent hearts in her irises.
I Just Want to Be Loved: As a succubus in this story, she strongly desires to be popular with others for the sake of her survival. However, she sucks at getting people interested in her, which caused her to try and get the princess to teach her how to be popular. Though instead she ends up getting the interest and attention of the princess herself due to their similar appearances.
A Lizard Named "Liz": She's a succubus named Succyun (or "Bussy" or "Cubey" depending on the translation).
Oddball Doppelgänger: She looks remarkably like the Princess, but where the Princess is focused on sleeping, Succyun wants to become more popular (since succubi feed on human vitality, and so need to be popular to survive). Unfortunately for Succyun, she didn't fully appreciate the Princess's true nature until the Princess had become attached to her.
Succubi and Incubi: She's a succubus, with her having a tail that ends in a heart-shaped tip, a pair of fangs, and tiny bat wings on her head. She's trying to be popular enough to attract people to her to drain their vitality, but she sucks at it.
Supernatural Gold Eyes: A demon with golden eyes.
Sustained Misunderstanding: The Adaptation Expansion of the anime makes this the reason she eventually goes to the Princess in an effort to learn how to be popular, as she keeps running across the Princess while she's doing things that can be mistaken as the result of being popular, with nobody being nearby to correct her when she sees those things.

Stray Kamaitachi

Debut: Chapter 99 (Manga)

A newer member of the demon army, with him having fallen in love with the Princess. After coming back from the initiation trip, he's constantly trying to get the Demon King to help him with his attempts to woo the Princess.

Emotionally Tongue-Tied: No matter how hard he tries to confess his love for the Princess, being in her presence causes him to lock up and stutter, with him unable to actually say it.
In Love with Your Carnage: As his race of youkai is all about cutting people up, seeing the Princess slaughtering some ghost shrouds using her scissors only makes him more interested in her.
Little Bit Beastly: As he is a kamaitachi, even if he has a mostly human appearance, he has the ears, tail, and claws of a weasel.
Stalker with a Crush: Due to his awkwardness around the Princess, he usually ends up following her around in his efforts to work up the courage to talk to her.

Zeus

Debut: Chapter 185 (Manga)

The Top God of the pantheon as well as Poseidon's and Hades' younger brother. He decided to serve in the Demon Army partially because of the lessened faith from humans, but also because the people that did and still do worship him put him on a pedestal they see as out of reach. He makes fast friends with the Princess thanks to his power to control the weather.

Big Brother Worship: Despite being stronger and having higher worship than them, along with it being several hundred years since the last time they met, he actually strongly looks up to his older brothers, as despite being better in terms of status, he's nowhere near as satisfied in life as them.
Big Little Brother: He's the younger brother of Hades and Poseidon, but he's taller than the older Poseidon and almost as tall as the eldest Hades.
Dumb Muscle: He's the strongest god in the world, with him having some of the most potent powers out of everybody, including the other gods, but he's a major ditz that is Super Gullible, especially when it comes to the Princess.
Everybody Loves Zeus: Is very much in place. He has close to none of the negative qualities of the mythological Zeus, being a very friendly guy who loves his siblings Hades and Poseidon, and actually wishes people would stop being so fervent in their worship of him.
Idiot Hair: He has one sticking out the top of his head that grows in the shape of a halo.
I Just Want to Have Friends: Due to how everybody who ever interacted with him before worshiped him with such intense fervor and held the belief that none of them were worthy of his attention, he spent most of his life friendless, which greatly saddened him. He initially experienced the same at Demon King's Castle as well, but thanks to the efforts of the Princess making the demons realize he's just as fallible as everybody else, he winds up gaining the genuine interactions and companionship he'd always craved.
No Social Skills: He's completely clueless about social norms and how to interact with other people, along with being Super Gullible, which is the result of spending countless years kept on a pedestal by everybody around him, other gods included, so he never had the chance to develop proper people skills.
Shock and Awe: His strongest attack involves invoking a Bolt of Divine Retribution on his enemies.
Stop Worshipping Me: While he's not against the general idea of believing in him, people worshipping him and putting him on a pedestal saddens and frustrates him, as he genuinely wants to connect with other people. He's very happy once he finds companionship in the Princess and Demon King Army due to them removing their pedestal of him and treating him as an equal.
Weather Manipulation: He has the ability to alter weather wherever he goes, such as bringing sunlight to the eternally dark demon realm.

Former Demon King Castle

Hades

Voiced by:: Kissho Taniyama (JP), Christopher Wehkamp (EN)

Debut: Chapter 45 (Manga), Episode 7 (Anime)

https://static.tvtropes.org/pmwiki/pub/images/hades_666.png

Ruler of the Former Demon King Castle and god of death, with him constantly trying to claim the title of demon king from Twilight. Due to bizarre circumstances every time the princess is around, he is completely oblivious to how she's actually like.

Aloof Big Brother:
- While Hades and Poseidon do care for each other, Hades doesn't do a very good job showing it, which troubles Poseidon a lot, not that he'd willingly admit it.
- He's even worse about this when it comes to Zeus, as he doesn't even try to interact with the guy when he joins the Demon Army, and leaves everything to Poseidon (because much as he wants to talk to Zeus, he doesn't know what to say).
Big Bad Wannabe: Even more so than Twilight. Despite claiming to be a more competent choice for ruler, his castle is in ruins and practically empty, he's not well informed about current events and the Princess can wreak havoc right near him without him noticing.
Cool Big Bro: While he starts out as an Aloof Big Brother, following Princess learning about it through her usual strange methods, she sets about making Hades realize that he's been emotionally neglecting his brother. Afterwards, he starts paying more attention and care to Poseidon, which embarrasses his little brother but also makes him happy. When Princess learns he'd like to get in touch with Zeus but can't figure out what to say, she arranges for Zeus to come visit him.
Curtains Match the Window: Blond hair and golden eyes.
Everybody Hates Hades: Subverted. When first introduced, he seems like one of the most adamant people in the Demon Realm about being a Card-Carrying Villain, up to trying to usurp Twilight's title as the true Demon King, but with subsequent appearances it's shown that he's simply very into his role as god of death, and is actually quite a chill and friendly guy who loves his younger brother Poseidon.
Evil Is Hammy: When the demons escape the castle upon seeing the princess float away on a flying machine, Hades screeches at the top of his lungs at just how badly his plans failed.
Facial Markings: The far corners of his eyes are marked in red, and he has red lines underneath them.
Goofy Print Underwear: Boxers with dog pawprints on the front and back.
Harmless Villain: He kidnaps the Princess, but unlike Twilight and his followers, he fails to realize that she ever broke out of her cell, even as she tears his robe apart.
Hidden Depths: He's good at massages.
Sinister Scythe: Fitting for him being the god of death, his personal weapon is a scythe.
Supernatural Gold Eyes: Like Poseidon, he has golden eyes that signify his godly status.
Villain Teleportation: Unlike the rest of the demons, he can teleport wherever he wants and open windows to his inventory.

Hypnos

Voiced by: Shin-ichiro Miki (JP), Robbie Daymond (EN)

Debut: Chapter 46 (Manga), Episode 7 (Anime)

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

The living embodiment of sleepiness, he's the only person who could rival the princess in her efforts to sleep. Following a chance meeting, he takes her on as an apprentice of sorts.

Anthropomorphic Personification: As he told the princess when they first met, he's effectively the personification of sleepiness. Though as a result, if he gets woken up before he's had enough sleep, he'll cough up blood.
Blessed with Suck: Due to being the living embodiment of sleepiness, he will die if he doesn't sleep 20 hours a day.
Cute Little Fang: He has a prominent upper left fang when his mouth is open. He also shows a prominent right fang when acting mischievous about teaching Suya sleeping techniques.
Heavy Sleeper: Due to his state of being, he sleeps on average 20 hours a day, often more.
Idiot Hair: He has a single slightly curved strand of hair sticking out the top of his head.
Inconsistent Spelling: His Japanese name has been alternately translated as both Hypnos and Morpheus.
Little Bit Beastly: While most of his appearance is human-like, he has a pair of long, tuft-filled animal ears located where a normal human's would be.
The Mentor: Following a chance meeting with the princess and seeing her dedication to sleeping, the two decide to act as master and apprentice in the ways of sleeping.
Skewed Priorities: He's just as bad as the Princess when it comes to prioritizing sleep over everything else. He's completely unconcerned about the Princess doing things like destroying a one-of-a-kind chest to take its fittings as crafting materials, using scarce fuel, or slaying a Load-Bearing Boss, only caring if something can improve his sleep, such as crafting a goofy pair of prism glasses that would allow the wearer to read lying down with no risk of dropping the book. To be fair, he has a genuine medical need to sleep for most of the day, so to him, quality of sleep is literally a life or death matter.

Cer, Ber, Rus

Voiced by: Cer: Shizuka Ishigami (JP), Alexis Tipton (EN); Ber: Yukina Tomatsu (JP), Kara Edwards (EN); Rus: Yurie Kozakai (JP), Dawn M. Bennett (EN)

Debut: Chapter 45 (Manga), Episode 7 (Anime)

The trio of puppy demons that live with Hades.

Facial Markings: They share the same red markings around their eyes as their master.
Foil: To Great Red Syberian, as they are all canine demons that were raised by their respective castle owners and hold the highest servant positions, but while the former is strict and serious, the trio are very quirky and usually spend time playing around.
Fusion Dance: They eventually learn a magical technique that allows them to combine into the form of a three-headed dog and boosts their strength, although it's not that imposing just yet.
Harmless Villain: While they try their best to bully the Princess while she's Hades' "captive", she quite easily escapes and turns around to bullying them.
Hive Mind: While they're actually three fully individual yet identical demons, they like acting as if they're one demon in three bodies, even combining their names into "Cerberus"
Identical Twin ID Tag: The only difference between them is certain facial features like their hairstyles and eyes, with Cer having a single middle bang between his normal eyes, Ber having a Forehead of Doom, a ponytail and Eyes Always Shut, and Rus having eye-obscuring thick bangs.
Inconsistent Spelling: Cer and Rus have alternately been translated as "Ker" and "Ros" at times, mirroring how the original Cerberus has been occasionally spelled as "Kerberos".
Same-Sex Triplets: They're identical male triplet dog demons who look almost exactly the same outside their hairstyles.

Other Characters

Eggplant Seal

Debut: Chapter 14 (Manga), Episode 4 (Anime)

A race of earless seals that live in the Ice Region. Named after the odd growth on their heads that resembles the calyx of an eggplant.

Breath Weapon: Are capable of spewing blizzards from their mouths.
Gentle Giant: Thanks to the care it received from the Princess and Poseidon, one of the seals eventually evolves into a cuddly giant version of the species.
Morality Pet: One of the few characters of the series who doesn’t get hurt by the Princess.
Ridiculously Cute Critter: They are basically white seal pups with eggplant calyxes on their heads.
Sweet Seal: Among the sweetest characters in the series.
Warm-Hearted Walrus: After its evolution, the Big Eggplant Seal sports a small pair of tusks like a walrus.

Alazif

Voiced by: Ayane Sakura (JP), Suzie Yeung (EN)

Debut: Chapter 10 (Manga), Episode 3 (Anime)

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

The spirit of the Forbidden Grimoire, that the Princess managed to find while searching for boring books. Created by humans, he wants the Princess to destroy all demons and escape despite her having other priorities.

Ambiguously Brown: He has a dark tan skin color, something rather unique among the human-related characters (there are dark-skinned demons, but ethnicity isn't really a thing with them). Given what his name references and the style of his clothing, he's likely the in-story equivalent of Middle-Eastern.
Ambiguous Situation: It's not made clear how he got locked up and if anyone besides the Princess knows about him.
Anthropomorphic Personification: He is the living embodiment of his spellbook, possessing access to all the magic and knowledge stored within him, taking the form of a young boy with dark skin and sky-blue hair wearing skimpy-yet intricate Middle-Eastern-style clothing. Unfortunately, he is also bound to it, only being able to get as far as his hips out of the book, so to physically get around he has to either be carried or walk on his hands.
Exotic Eye Designs: Possesses very prominent pentagrams in his eyes.
Great Big Book of Everything: Contains many powerful spells and can grant them with ease. He's also very knowledgeable about plants, potions and human culture.
Power Incontinence: While he's normally quite in control of his powers, in Chapter 200 he comes down with the once-in-a-millenia Grimoire Rhinitis illness, making his magic powers go out of control whenever he sneezes.
Stripperiffic: While his clothing is quite ornate, it doesn't cover much, exposing most of his arms and the sides of his chest, and leaving his stomach completely bare.
Time Master: In Chapter 200 he's revealed to have the power to manipulate the flow of time. He only uses this ability accidentally due to contracting Grimoire Rhinitis, due to it making his magic go haywire.
Tome of Eldritch Lore: He is an immensely powerful spellbook filled with numerous spells and curses, all of which could be dangerous if he fell into the wrong hands. Fortunately for humanity, he has a mind of his own and refuses to be used for "evil" purposes.
Useless Useful Spell: The Princess could escape or conquer the Demon World with his help any time, but since his spells are No Self-Buffs, it only annoys her instead.

Former Demon King Midnight

Midnight

Debut: Chapter 127 (Manga)

Twilight's father and a Demon King in retirement.

Blessed with Suck: As the former Demon King, he possessed immense power, with almost everybody who faced him fearing his anger. This immense power came with the caveat of him becoming an utter giant, taller than even the Demon King Castle, and while it helped with the intimidation factor, overall he absolutely hated how huge he got, because it completely wrecked all hopes of him ever being able to raise Twilight, with all gestures of affection being ruined by how he couldn't touch him with any more than a finger, and the awkwardness of handling smaller objects resulted in him breaking a few things, with the biggest cause for him becoming hands-off with raising Twilight being when he accidentally broke the boy's favorite toy. He's actually rather happy when his mana reserves get drained by Alazif's spell-casting frenzy and cause him to de-age into a small child, because he's actually able to interact with Twilight in more normal ways, such as giving an Affectionate Gesture to the Head to him when he goes through his own bout of de-aging via magical over-exertion.
Canine Companion: Just like Twilight and Hades, he has a humanoid dog servant, Cookie, by his side.
The Dreaded: Pretty much everyone, especially Twilight, fears to anger him in any way. Considering his Hair-Trigger Temper, they are very right to be afraid.
Even Evil Has Standards: While an enslaved girl (The Princess "acting properly") makes him raise an eyebrow, he lets it slide. When he assumes she's the bride and Twilight may be a domestic abuser, he immediately blasts him and his subordinates in rage.
Fountain of Youth: Both his size and physical age are determined by the level of mana he has. While he was originally massive and visibly quite mature, having his mana drained away by Alazif's mana-draining spell-casting frenzy results in him reverting to both the size and appearance of a young child.
Large and in Charge: The man was originally absolutely gigantic, enough that Twilight could ride on his shoulder. However, he shrinks down to the size of a grade-schooler after the mana that is used to give him his huge size is used by Alazif during his case of Grimoire Rhinitis that caused the Princess and the Cursed Musician to travel through time.
The Paragon: Near the end of his reign was looking for a way to make peace with humans but couldn't finish it. His son tries to continue the work.
Retired Monster: Twilight is the current Demon King. It's unclear what made him pass on the title.
So Proud of You: While Twilight was afraid his father wouldn't approve his capabilities as a ruler, he actually liked the more relaxed (while he was looking) atmosphere at the castle.
Truly Single Parent: Unlike the majority of parents in the series, who produced children through regular reproduction, he is technically both father and mother to Twilight, as he spawned the guy from his own magical essence.

Triple Face Narmie

Narmie

Debut: Chapter 125 (Manga)

A self-proclaimed spy that seeks a way to cooperate with the Princess.

Half-Human Hybrid: From demon father and human mother, and raised by the latter.
Homage: To Tooru Amuro, or specifically his Zero's Tea Time spin-off, which is published in the same magazine. He even reads it in a later chapter.
Locked Out of the Loop: While the rest of the demons already got used to the Princess and her antics, Narmie still believes she genuinely either tries to sabotage them or escape.
The Mole: Works as a chef at the castle, but also tries to look for any way to help the Human Kingdom.
Public Secret Message: Sees almost anything the Princess does as a way to secretly communicate with him. Of course, she doesn't even know him.

Zetsuran

Debut: Chapter 190 (Manga)

The princess of the Dragon Tribe, who kidnapped Demon King Twilight because she believes he pampers Princess Suya and hated the fact he never rescued her from being kidnapped. When it turns out the reason he didn't do so was because of a misunderstanding, she mellows out towards him. However, she develops a grudge against Suya since she's the woman currently holding Twilight's attention.

Childhood Friends:
- She and Twilight used to be close friends when they were children, though they drifted apart over the years. Zetsuran was hoping it would eventually become a Childhood Friend Romance, but Twilight always believed she was a guy back then, so he didn't reciprocate her feelings.
- She was also close friends with Sand Dragon when they were younger, before eventually drifting apart as well. In this case, Sand Dragon wanted it to become a Childhood Friend Romance, but Zetsuran only had eyes for Twilight.
Clingy Jealous Girl: The entire reason she kidnapped Twilight was because she's in love with him and disliked the fact that he never rescued her and instead kidnapped and "pampered" another girl. When she meets the princess in person and realizes Suya's identity, Zetsuran's jealousy flares up even more.
Cute Little Fangs: She has a mouth full of sharp fangs, but they just add to her cute semi-monstrous charm.
Cute Monster Girl: She's a dragon girl, but outside her horns, tail, and sharp teeth, she has the appearance of a cute human-like girl. Even during her tomboy phase as a child she was still quite adorable.
Friendly Enemy: While she does dislike the fact that Suya has all of Twilight's attention and supposedly tender love and care, she seems to not mind hanging out with Suya and is rather nice to her.
Lady Looks Like a Dude: The reason why Twilight never rescued her was because he initially thought she was a guy due to how tomboyish and strong she was as a child, so he never thought she'd turn out to be the Dragon Tribe princess, and thus didn't know she was his childhood friend.
Poor Communication Kills: The entire reason the debacle involving her kidnapping Twilight due to him forgetting her along with kidnapping and "pampering" Princess Suya happened was the result of a misunderstanding between Zetsuran and Twilight, because he always believed she was a tough boy who would grow up to be a strong buff man, while she assumed he'd be able to tell she was a girl without being told, so he never knew that when he heard the dragon princess was kidnapped it was actually her, and thus never saved her since he thought she was a complete stranger.
She's All Grown Up: The reason Twilight didn't realize who she was initially was because she was such a major tomboy in her youth that he thought she was a guy, so he never expected her to grow up to be a cute and pretty young woman.
Tomboy with a Girly Streak: She used to be a major tomboy in the past, and even in current times she still retains the personality, but she was very hopeful that she would be rescued from captivity by Twilight like a princess, and she's strongly in love with him to this day.
Used to Be a Tomboy: While she's always been a Tomboy with a Girly Streak, as a child she was so rough and masculine that Twilight thought she genuinely was a boy, while when she grew up she took more after her princess heritage with a girlier attitude and wearing dresses. The change was so drastic that Twilight thought she was a completely different person than his Childhood Friend at first.

Human Kingdom

Sir Dawner

Voiced by: Hiro Shimono (JP), Nicholas Andrew Louie (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

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

The hero who's on a quest to rescue the princess, them having been childhood friends and being engaged. He's constantly facing difficulties on said quest, both because he's an idiot and because the princess keeps screwing up the demons' efforts to help him get there.

Abhorrent Admirer: He greatly admires and looks up to the princess as his role model ever since they were kids and constantly tries to follow her examples, but not only does she not remember his name or face, the only things she recalls about him are the traumatic experiences he caused (in the misguided form of kindness) which leads to her absolutely loathing him. Overall, he's so devoted to her that he doesn't realize how accidentally abusive he can be.
Butt-Monkey: Due to the fact the Princess keeps doing things that screw with his quest, many of the items and situations that should be helping him get closer to reaching the Demon King for their climactic battle keep going awry. Though considering how much of an undeterred dense idiot he is, none of it keeps him back for long.
Determinator: Nothing can get this guy to stop trying to save the princess. Not his lack of direction, not the princess repeatedly destroying tools for his quest, not even the princess or demons showing/telling him that she doesn't want to be saved in the first place.
Dream Walker: Chapter 77 reveals that he's been entering the Princess' dreams due to possessing the MuMu Drafts with her signature from Chapter 72, which were misplaced by Twilight.
Dub Name Change: Downplayed. He's the Hero Akatsuki ("Dawn") rather than Dawner in Japanese.
Dude Looks Like a Lady: Not so much in the present, but as a child he had much longer hair, and as a result Demon King Twilight mistook him for a girl when they met as children and developed a crush on him without ever realizing he was really a boy.
Forgotten First Meeting: It takes the Princess a long time to figure out that her childhood fiance and the Hero are the same person, despite many shared details. The Elders are really not pleased with what they've heard when they connect the dots.
Hero of Another Story: His efforts to rescue the Princess mainly occur in the background while the story focuses on Syalis' efforts to improve the living conditions in her quarters while in nominal captivity. He eventually catches up to her late in the series, but is pretty much told by the rest of the demons that his presence and efforts were All for Nothing and that she doesn't want to come home at all. He refuses to let that stop him, deciding to press on and change her mind.
Hero with an F in Good: While he genuinely means well, he's such a determined idiot when it comes to pursuing the princess that he's completely oblivious to the fact that the princess hates and is terrified of him, since he obliviously hurt her in his numerous attempts to get her to love him, with the demons growing more and more protective of the princess against him as they learn more about how his brain works.
Hidden Depths: While most of the time he's simply shown as a determined idiot who is a major Abhorrent Admirer for the Princess, after an incident where he came across and took care of a Teddy Demon, when it came back and acted like him around the Princess, she ends up pointing out numerous genuinely good aspects about him, such as diligently accomplishing tasks, actually being a well-studied and rather smart royal student, and having interests in both nature and knighthood overall. It's just that he's such a terrifying Abhorrent Admirer that it took the demons pointing out how these are all good qualities for her to recognize that he'd actually be the perfect man if not for his horrible efforts to marry her, something that temporarily sent the Princess into a catatonic state until the Teddy Demon used their bond to trick her into forgetting about Dawner again.
Horrifying the Horror: For a guy who doesn't have a single mean bone in his body, his very existence is pretty close to a living nightmare for the Princess, who herself terrifies the demon army.
Idiot Hero: Not only does he suck at directions, but he's too dumb to give up when told his efforts are pointless, and too dense to understand that the princess wants nothing to do with him. Though ironically enough, despite being emotionally and socially dumb enough to never take a hint or understand directions, he's actually an academic genius, mainly because being well-learned would be very helpful for both rescuing the Princess and ruling the kingdom when their Arranged Marriage pulls through.
Innocently Insensitive: In addition to how he has a bad habit of unintentionally doing things that harm the Princess, he also often ended up saying things that either insulted or terrified her, such as causing her to develop a complex about her short tongue by casually pointing it out in relation to being unable to tie healing-cherry stems, which the Princess became convinced meant she wouldn't be seen as a proper lady if anybody else knew about it.
Meaningful Name: Both his English and Japanese names mean "Dawn", so quite fittingly the demons (representing night) and the Princess (representing sleep) oppose him.
No Sense of Direction: He's apparently had a terrible sense of direction since he was young, which means he can't seem to find the Demon Castle even when Demon King Twilight is pointing him down the only road that goes to it.

Aurora Nem Lis Goodereste

Voiced by: Saori Hayami (JP), Elizabeth Maxwell (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

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

The Princess's mother and the Kingdom of Goodereste's queen.

Adaptation Dye-Job: Like the Princess, she has silver hair in the manga, which becomes light purple in the anime as a way of giving it a silvery effect.
Exotic Eye Designs: Has the stars in her eyes, like her daughter.
The Faceless: Her face is kept hidden until the Princess returns home to pick up some things.
Family Eye Resemblance: Has the same stars in her eyes as her daughter, which are said to be the mark of the royal family.
Good Parents: She recognizes her daughter under a Demon King disguise, and since the Princess has been doing okay she doesn't object with her leaving.
The High Queen: Just like the Princess, she is beautiful and praised all over the kingdom.
Like Mother, Like Daughter: During her brief stay in the castle she goes through the same thought process as the princess the first time. Her daughter does all the heavy work for her though, but she doesn't question the collateral damage.
Meaningful Name: Like her daughter, her name is a bunch of sleep puns: Aurora is a Sleeping Beauty Shout-Out, Nem lis is a play on the Japanese verb nemu, "to sleep", and Goodereste/Kaymin is a Good Rest/Kaimin pun.
Narrator All Along: The season 1 finale of the anime reveals that the narrator of the entire series has actually been her all along.

Raikou

Debut: Chapter 137 (Manga)

The superstar of the human kingdom that decides to assist the Hero. The demons assume she's a human athlete.

Attractive Bent-Gender: The demons think she's just a handsome male human athlete, but the Princess knows better.
Even the Girls Want Her: The Princess is a big fan and tries to have dreams about her.
Parody Sue: She's good at literally anything and loved in the entire kingdom. The demons are only more offended by it.
Unknown Rival: The Elders antagonize her not because she's The Ace in the Hero's party, but because she was the center of the Princess's attention.
Your Television Hates You: As the demons try to think of a way to impress the Princess, Raikou announces on TV how she did the same and even better.

Characters / Sleepy Princess in the Demon Castle

Edit Locked

The Princess

Princess Aurora Sya Lis Goodereste

Voiced by: Inori Minase (JP), Kira Buckland (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

Demon King Castle

Demon King Twilight

Voiced by: Yoshitsugu Matsuoka (JP), Alejandro Saab (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

Ten Elders

Demon Cleric Leonard

Voiced by: Kaito Ishikawa (JP), Mike Haimoto (EN)

Debut: Chapter 3 (Manga), Episode 1 (Anime)

Great Red Syberian/Mamesuke

Voiced by: Chikahiro Kobayashi (JP), J. Michael Tatum (EN)

Debut: Chapter 6 (Manga), Episode 2 (Anime)

Neo Alraune

Voiced by: Sayaka Ohara (JP), Michele Knotz (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

Poseidon

Voiced by: Takeo Ōtsuka (JP), Kevin Thelwell (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

Poisonous Flame Dragon

Voiced by: Takaya Kuroda (JP), Jason Marnocha (EN)

Debut: Chapter 37 (Manga), Episode 5 (Anime)

Sand Dragon

Debut: Chapter 37 (Manga), Episode 2 (Anime)

M.O.T.H.E.R

Debut: Chapter 150 (Manga)

Witch Silmoth

Debut: Chapter 253 (Manga)

Minions

Teddy Demons

Debut: Chapter 1 (Manga), Episode 1 (Anime)

Scissor Magician

Debut Chapter 2 (Manga), Episode 1 (Anime)

Ghost Shrouds

Voiced by: Kōichi Sōma (JP), Bryce Papenbrook (EN)

Debut: Chapter 2 (Manga), Episode 1 (Anime)

Quilladillo

Voiced by: Rikiya Koyama (JP), Ben Lepley (EN)

Debut: Chapter 1 (Manga), Episode 1 (Anime)

Harpy the Harpy

Voiced by: Ayaka Ohashi (JP), Morgan Garrett (EN)

Debut: Chapter 18 (Manga), Episode 5 (Anime)

Cursed Musician

Voiced by: Taku Yashiro (JP), Aaron Dismuke (EN)

Debut: Chapter 44 (Manga), Episode 8 (Anime)

Dr. Gearbolt

Debut: Chapter 24 (Manga), Episode 6 (Anime)

Succyun the Succubus

Voiced by: Ari Ozawa (JP), Jad Saxton (EN)

Debut: Chapter 74 (Manga), Episode 8 (Anime)

Stray Kamaitachi

Debut: Chapter 99 (Manga)

Zeus

Debut: Chapter 185 (Manga)

Former Demon King Castle

Hades

Voiced by:: Kissho Taniyama (JP), Christopher Wehkamp (EN)

Debut: Chapter 45 (Manga), Episode 7 (Anime)

Hypnos

Voiced by: Shin-ichiro Miki (JP), Robbie Daymond (EN)

Debut: Chapter 46 (Manga), Episode 7 (Anime)

Cer, Ber, Rus

Voiced by: Cer: Shizuka Ishigami (JP), Alexis Tipton (EN); Ber: Yukina Tomatsu (JP), Kara Edwards (EN); Rus: Yurie Kozakai (JP), Dawn M. Bennett (EN)

Debut: Chapter 45 (Manga), Episode 7 (Anime)

Other Characters

Eggplant Seal

Debut: Chapter 14 (Manga), Episode 4 (Anime)

Alazif

Voiced by: Ayane Sakura (JP), Suzie Yeung (EN)

Debut: Chapter 10 (Manga), Episode 3 (Anime)

Midnight

Debut: Chapter 127 (Manga)

Narmie

Debut: Chapter 125 (Manga)

Zetsuran

Debut: Chapter 190 (Manga)