Tales of the Five Hundred Kingdoms
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First appearing in The Fairy Godmother
Elena is a 21-year-old woman living with her horrible stepmother Madeleine and her stepsisters Daphne and Delphinium in the capital of the Kingdom of Otraria. Her stepmother has spent the family fortune and has racked up a dreadful amount of debt. She flees to the countryside with her daughters, leaving Elena alone. Elena tries to get hired as a maid and ends apprenticed to her Kingdom's Fairy Godmother, a delightful lady called Madame Bella. The rest of Elena's story involves growing into her role, locking horns with the Tradition, and finding love.
- Cinderella Circumstances: The only thing that prevented the Tradition from making her a Princess was that the only Prince in the kingdom was a very young boy.
- Good Is Not Soft: Isabella, the main character of the sixth book in the series, realises that the good godmother can be ruthless when the situation calls for it. And in her own book Elena had no problem stabbing an Evil Sorceress with a needle with a sleeping spell on it, condemning the other woman to a hundred years sleep.
- Guile Heroine: She manages to avert disaster at a christening and arrange for a worthy peasant girl to receive a reward in sixteen years' time. She also manages to guide the Tradition around a baby girl from its Ladderlocks Path to the far more pleasant Tender Princess Path (unknowingly sparing the life of the Kingdom's prince in the process).
- Hair of Gold, Heart of Gold: As someone who was destined to become a princess she has the Traditional appearance. She also has a good heart and sweet nature as suits a Fairy Godmother.
- Happily Married: To Alexander. They're still going strong as a couple in later books.
- Hot Godmother: Alexander finds her hot even when he detests her for turning him into a donkey.
- Pink Means Feminine: She is known as the Rose Fairy since pink is the color that suits her the most.
- Recurring Character: The first book is her story, but she makes appearances in later books, or is at least mentioned.
- Sweet Polly Oliver: When the Katschei invades the neighboring kingdom, Elena has to disguise herself as Alexander's squire and rescue Princess Kylia; if not for this intervention, Kylia would fall victim to a Rescue Romance that would derail her marriage to Prince Julian.
- The Woman Wearing the Queenly Mask: About midway through her own book she is satisfied with life as a Godmother but unable to satisfy her need for human company and romance, lest the Tradition take advantage of it.
Madame Bella is Elena's mentor and a former Godmother. She is a kind, shrewd woman that does her best to prepare Elena for her role.
Prince Alexander of Kolhstania
Alexander is the second son of King Henrik of Kohlstania and future Commander of the Army. He is also a Prince Charmless
. When sent by his father to quest for the hand of Princess Kylia of Fleurberg, he fails the first test, that of kindness. His rudeness and cruelty is enough that Elena turns him into a donkey.
Prince Octavian of Kolhstania
Octavian is the eldest son of the King of Kolhstania and heir to the throne. He fails the test of kindness and is sent to get his redemption under the Sorceress Arachnia.
- Jerk with a Heart of Gold: The main reason he was awful to his brother Julian was because he was attempting to turn him into a 'real' man that their father would approve of.
Prince Julian Of Kohlstania/ King Julian of Fleurberg
Julian is the youngest of the three brothers and the one that is more likely to succeed in a quest. Even though his father despises him, Julian does not hate him for it.
- Mistaken for Gay: By his older brother Octavian, who is terrified that their father will find out and kill Julian since it is very much a no-no in Kohlstania. Therefore Octavian tries to 'snap' him out of it.
- The Unfavorite: King Henrik sent him on his quest hoping that Julian would get himself killed.
- Youngest Child Wins
Madame Arachnia was a young child abused by her wicked stepmother and sent to gather berries in the winter. In the forest she was snatched by an evil witch and kept prisoner. After getting fed up with the mistreatment, she shoved the witch out of the window and claimed the witch's castle, becoming an Evil Sorceress herself. Madame Bella arranges for her to meet a prince and fall in love, initiating her turn to Dark Is Not Evil
- Dark Is Not Evil: She keeps the facade, but assists the good side by testing Failed Questers and Arrogant Bullies.
- Hot Sorceress: Elena notes that she is a good-looking woman.
Elena's Wicked Stepmother
, who used a love potion on her father in order to appropriate his wealth. She has two daughters, whom she spoils. In the end of the first book she gets her punishment in being forced to work as a cook and a servant in an inn in order to pay for her debts.
- Break the Haughty: While she has been stripped of everything of value she owns and forced to be a servant, she shows no signs of changing.
- The Dreaded: No one in the Mop Fair of Otraria dares to hire Elena as a maid lest they arouse her wrath.
- Gold Digger: Did not care about either of her husbands, just saw them as a meal ticket.
- Love Potion: Used one on Elena's father. Likely her first husband too.
- Wicked Stepmother: Goes without saying.
Daphne and Delphinium
Elena's Horrid Stepsisters.
- Alpha Bitch: Delphinum gives this vibe, but she certainly lacks a girl posse even if she has the attitude down pat.
- Big Eater: Daphne
- Break the Haughty: After a few months of backbreaking, thankless labour Daphne starts to regret how she treated Elena and becomes a nicer person. Her sister, not so much.
- Gold Digger: Both of them are their mother's daughters all right.
- Fat Bitch: Daphne, partly in due that she eats anything nice so Elena will not get it. Much like the cousin of a certain wizard.
- Lean and Mean: Delphinum, who is skinny enough to be anorexic suffers from a distinct lack of curves.
- Of Corset Hurts: Daphne can barely fit in hers due to her weight.
First appearing in One Good Knight
Princess Andromeda of Acadia
Princess Andromeda is the only child of Queen Cassiopeia and heir to the throne of Acadia. She has lived a very sheltered and lonely life, but she is very intelligent, resourceful, and has a talent for research and a love of books. Her life changes when her intelligence comes to the attention of her mother and her mother's advisor, Solon. While Andromeda tries to get used to her new life, tragedy descends upon Acadia, in the form of a rampaging Dragon.
- Blood Brothers: Andie invokes it with Sir George to avoid a Rescue Romance, since the only time Tradition makes siblings fall in love is when they are unaware of the relation.
- Chained to a Rock
- Distracted By The Shiny: She almost melts into a puddle when she encounters unicorns, much to the derision of Sir George.
- Interspecies Romance: Andie falls in love with the Bookwyrm Dragon Periapt and marries him after the latter is turned into a human.
- Lottery Of Doom: Her name gets drawn to be sacrificed to the Dragon. It was rigged by her mother and Solon to eliminate her.
- Mundane Utility: She finds one for Unicorns by having them purify the toxins in mushrooms and make them safe to eat.
- She Knows Too Much: That was what sealed her fate as a virgin sacrifice.
- Virgin Sacrifice
Sir George is the virgin knight sent by the Chapter House of Glass Mountain to slay the Dragon. He is very vehement that Andie will not fall in love with him.
Andromeda's beautiful and ruthless mother, who often expresses her disappointment that her daughter is not a copy of her.
Solon is one of Queen Cassiopeia's most trusted advisors and her lover
. He is the one Andromeda approaches in order to reveal her talent for research and data compilation.
First Appearing in Fortune's Fool
Prince Aleksandr Pieterovich "Sasha"
Sasha is the youngest of the seven sons of King Pietr of Led Belarus. He has the magical abilities of a Seventh Son, Fortunate Fool and Songweaver. He is in charge of keeping the tradition in check in his country.
Princess Ekaterina "Katya"
The seventh daughter of the Sea King. Katya is well versed in the Tradition and acts as her father's spy in the Drylands.
First appearing in The Snow Queen
First appearing in The Sleeping Beauty
Godmother Lily/Queen Sable
- Guile Heroine: Like any successful Fairy Godmother, she has to manipulate the Tradition to force a happy ending (or a happier one) for her people - even going so far as to masquerade as the Wicked Stepmother herself to prevent a real Evil Sorceress from stepping into the role when the Queen dies.
- Love Revelation Epiphany: Only when Jimson accidentally calls her "my love" does she realize her feelings for him.
- Names to Run Away From Really Fast: Her alter ego, "Queen Sable" is designed to invoke this. Discussed by Leopold and Siegfried when they figure out the Godmother and the Queen are one and the same.
- Wicked Stepmother: Subverted. She only adopts the role of "Queen Sable" to keep a real Evil Stepmother from stepping in.
Princess Rosamund "Rosa" of Eltaria
Prince Siegfried von Drachenthal
- Genius Bruiser: Frequently underestimated as a result, and knows it.
- A Man Is Not a Virgin: Averted, much to his embarrassment and Leopold's amusement when a unicorn fawns over him. (Given his history of constantly running away from being forced into falling in love with his aunt, this is understandable.)
Prince Leopold of Falkenreid
- Groin Attack: He gets a little over-enthusiastic in trying to wake the Princess from her cursed sleep and is a victim of this as a result.
- Lovable Rogue: So well-loved, in fact, he was kicked out by his father for his popularity. He has no ambition whatsoever for the throne and is a bit of a layabout, but the general populace adored him so much that the king was afraid the heir wouldn't get any recognition for his hard work and talents as long as Leopold was around.
- Prince Charming: He initially comes off as this. Ultimately subverted as it turns out to be an act and he's really the Evil Sorcerer who first set the Huntsman after Rosa.