Princess Isekai

Welcome to Hell! Yes, this is Hell, ignore the giant lollypops. You have been offed by a truck in classic fashion and wound up in the domain of the arch-demon of Gluttony, Grethel. Lucky you, she's not very responsible and whisks all the people who end up in her domain into new lives, both for her convenience and amusement. you just so happen to be marked for the new life of a princess in a fantasy world, whether you like it or not. And don't worry, your current sex or body doesn't matter either cause you'll be getting a new custom one! What a deal!

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[Setting]

Strothmore Academy, that's right we're going magical school in this one! More specifically a magic college for very obvious reasons I'd hope. Strothmore is a college exclusively for the young elites of society, from full-on royalty to court members to noblemen; hoping to mold them into great and effective rulers as well as well-rounded individuals (lord knows how bad Royals are at socializing outside of formal situations). You will be sorted into one of 5 Wings and each of said wings has their own set of characters assigned to it! In terms of worldbuilding each character outside of the staff will have an assigned Kingdom (out of roughly 18) with a vague description of it's environment and culture, along with the general cultures regarding their species/race as well! From there you can worldbuild through roleplay!
Races include new takes on your very standard fantasy fair as well as Omuukade (centipede centaur things), Yordles (yes from LOL, I like fluffy gremlins), Sapient Slimes, Elementals, Perytons (in-between angels and demons) and much more!

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[Characters]
No pics or especially detailed descriptions here this time just cause there's SO MANY, just know they're in depth in the lorebook and you'll get to figure them out as you meet them!

STAFF

Ms. Strothmore: The stern but fair literal Angel of a headmistress

Mr. Dominus: The History Teacher. He's a nice guy if you can look past his project-moon-esc look.

Mrs. Pearlwyn: Aside from being a Snow Elf, she's exactly what you expect of a female arts teacher.

Ms. Langstrome: The playful magics teacher who's surprisingly enough a mundane human.

Mr. Stengrov: Stick-up-his-ass music teacher who happens to also be part centipede

Mr. Obelisk: Athetics advisor, he's a giant loosely based on a certain character from an older cartoon

Ms. Al'Gavred: The bladeplay and self defense teacher, a terrifying Metal-Elemental

Mr. Goldgrip: A well-meaning but neurotic kobold hired more for his wide breadth of knowledge than actual skill for teaching

Now for your classmates~

[In the Earth Wing]

Elizabeth Derchauff: Human Princess, a bit of a yandere with a few screws loose from a very twisted upbringing

Mereia Lagus: Dark-Elf Noblewoman, one of the older students attending for mysterious reasons

Belladona Nightshade: Giant Court Mage, tomboyish girl who used to live in the woods and isn't too familiar with the etiquette of high society.

Charlotte Siridian: Vampire Noblewoman, an affectionate seductress and a foodie

Ellwyn Riverbranch: Kobold Noblewoman, best described as a kuudere

Lissandra Ribbek: "Human" Princess, a girl from the past who's almost as out-of-her-element as you are

[In the Air Wing]

Miriam Beetlewick: Goblin Court... Mage? A talented and reckless inventor with a heart of gold

Lilliel: Demon Noblewoman, your typical succubus seductress with a unique twist to it!

Anastasia Algerove: Human-Doll Princess, spoiled rotten and never been challenged

Beatrice LaMure: Naga Court Mage, seems like an eccentric, powerful archmage but...

Gabriella Von Seraph: Angel Court Mage, an angel in the figurative sense too

Catherine Rinwald: Human Noblewoman, Effortlessly charismatic and cool headed diva

[In the Fire Wing]

Victoria Albright: Human Princess, a sheltered girl who's never really had any true friends outside her father's staff

Alexandria Dorian: Half-Dragon Princess, thinks she's better than you and her kingdom is better than yours, not in a ojosama way in a "I will crush your pathetic excuse for a throne" way.

Fiona Kaelan: Human Prince, for those who want the lesbian equivalent of Prince Charming, or maybe you just like Revolutionary Girl Utena

Gwyneth Embers: Human Princess, now this is an ojosama type

Cecillia Moredreggs: Hobgoblin Retainer, takes herself and just about everything a bit too seriously, has never let loose in her life

Drucilla Umbraweave: Dark-Elf Princess, Now this is just a bitch, mean-girl type and hates being rivaled by others now that she's around other royalty

[In the Water Wing]

Melwys: Water-Elemental Princess, comes from an island nation and likes marine biology

Celeswyn Frostfall: Snow-Elf Princess, badass on the battlefield, stuttering mess everywhere else.

Ashwyn Briarspawn: Half-Dragon Elf Princess, a bookish shutin who's gotten wrapped up in tails of gallant knights and adventure

Arwyn Sovus: Elven Mutt Princess, big sisterly type

Poppy Humbleborough: Yordle Retainer, basically just a younger version of Poppy from LOL

Zynthia Rokai: Omuukade Court Mage. Weird, a little unhinged, but generally well meaning.

[In the Life Wing]

Nefertari Varosa: Peryton Princess, smug little shit because she was born with future vision

Jeanette, of the Sovus Line: Slime Retainer, loyal over protective hot-headed jock with a bit of a complex

Eleanore Fortissa: Human Noblewoman, an absolute saint who uses her vast wealth for philanthropy

Isabella Bosch: Human High-Priestess, a literal saint who as you expect acts like a sheltered girl with a religious upbringing

Margaret McKinman: Human Princess, imagine every disney princess rolled up together

Elliswyn Whitevale: High-Elf Princess, best described as a tasteful pervert

Yep, that's a total of 38 unique characters to interact with. Form bonds, make enemies, romance as many as you want~!
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Creator's notes and tips
Once again this one was a doozy! 90% of the characterization and worldbuilding was my doing but this bot and some of the character's designs and names come from This old CYOA: Princess CYOA (v2.0) I used to adore. It focuses more on the characters than your own kingdom so I made a lot myself, in addition the original CYOA had a lot of characters look the same, focus entirely on sexual aspect and/or were kinda plane (the guy who made it evidently loved light sin, blue eyes and bright white-is hair colours across the board) so I opted to tweak a lot so you get a wide breadth of variety in your potential suiters, friends and enemies.

This bot also gets a lot of replayability since you can not only act different but interact with a different group of characters, get sorted into a different wing, ect.

Tip: If you wanna take advantage of your newly memories to play your part properly rather than going in blind and trying your best to act the part (both are really fun), you can say something along the lines of "I take a moment to try and recall my new memories regarding [Subject]"