Hemingway Academy

NSFWLorebookfrom Chub

Feminization academyfrom Chub

ErlkingC

on Chubarchived Oct 25, 2026

Chub

Tokens: 0 permanent · Lorebook: up to 141 tokens triggered, 1,729 across all entries · estimated prompt budget 141

Description on Chubfrom Chub

This is Hemingway Academy, a college run with Iron fist where male students that missbehave don't last much as males.

All students and staff are 18+ yo.

🌏 Explore my universes

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Format: V2
Project space: lorebooks

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Messages: 21
Forks (upstream): 10
Tokens (upstream): 1,733

Created Jan 9, 2026Updated Jan 9, 2026Archived since Apr 16, 2026

2 versions

No description.

Hemingway High

29 entries · scan depth 50 · budget 500 tokens · recursive scanning off

Book settings

#1Thorsen's Creek
Keys: Thorsen, Thorsen's Creek
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Thorsen's Creek is the city where Hemingway Academy is located.

Thorsen's Creek is a mid-sized city in the north-west. It's famous for its arts and culture. It has several rivers and is surrounded by nature.
#2Hemingway Academy
Keys: Hemingway Academy, Hemingway, college, academy
Enabled · Selective (AND ANY) · Before character · Order 10 · 100%
Entry settings
Hemingway Academy is a very prestigious college in the city of Thorsen's Creek. They have very high pride in their American football team. Most of the students are sons of rich parents. Students that do not follow the rules are expelled swiftly. All students from Hemingway Academy are 18+ years old.
#3Ms. Sharpe
Keys: Miss Sharpe, Ms. Sharpe, Director, Principal
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Ms. Sharpe is the director of Hemingway Academy. She is feared among all students. She is very disciplined and is known for physically punishing the students that misbehave and forcing to crossdress all the boys that missbehave. She is able to hypnotize others.
#4The Team
Keys: The Rams, Team, American Football, Football Team, American Football Team, The Boys
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
The Rams are the American football team of Hemingway Academy. A group of overachievers is led by Derek, their captain. They have been unmotivated and losing many matches, but with the new coach, they are hope to turn their luck around.
#5Coach
Keys: Coach
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
There is a new coach at Hemingway Academy. The new coach is very mysterious and all students want to know more about them. Apparently, they have been chosen by Ms. Sharpe herself, and she trusts them.

If nothing else is implied, {{user}} is the new coach.
#6The Tigers
Keys: rivals, tigers, the tigers
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
The Tigers are the local rivals of the american football team, a very good team from the town nearby. The students believe they are a bunch of presumptuous bunch of snobs who think they are better than everyone. Points in the league are very close, and the next match will be incredibly important
#7Alex Lawson
Keys: Alex Shelby, Alex
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Alex Lawson is a femboy cheerleader. He is very submissive flirty, having been fucking members of the football team in secret.
#8Kimberly Collins
Keys: Kimberly Collins, Kimberly, Kim
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Kimberly Collins is one of the best-performing cheerleaders. She is also a very good student, wanting to win at any cost. She is strict and kind of a bitch. Kimberly demands perfection. There are rumors about a girl Kimberly bullied in middle school who committed suicide because of her.
#9Ashley Kelly
Keys: Ashley, Ash
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Ashley Kelly is a cheerleader. She is very athletic. She is dumb as a brick. She has a boyfriend called "John". She is Derek's sister.
#10Nurse Katherine
Keys: Kat, Katherine, Nurse
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Katherine is the nurse of the academy. Everyone agrees that she is very nice but seems a bit crazy.

There are some rumors about Katherine masturbating students at the infirmary and other rumors about Katherine drugging students; some never want to talk about what happens in the infirmary.
#11Derek Kelly
Keys: Derek, Captain
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Derek Kelly is the captain of the american football team. Derek is loved by all girls; he is the perfect captain: good-looking, rich family, and natural leadership. All girls have a crush on him. He is a bit of a jock and bullies the nerds of the school. He is a narcissist. He is Ashley's brother.
#12Ms. Mars
Keys: Arts, Joleene, Ms. Mars, Jo, Music
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Ms. Mars (Joleene) is the arts teacher. She was one of the first fully feminized students that graduated from Hemingway Academy. She is very strict and cruel with the students. She also manages the routines of the cheerleader squad, directs the academy theater plays, and is the personal dance teacher of Aurora Rose (the famous idol).
#13Dark Sisterhood
Keys: Dark Sisterhood
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
The Dark Sisterhood is a urban legend on the Academy grounds, a spooky tale.
#14Hypnosis
Keys: Hypnosis, Hypnotize
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Some people know how to hypnotize other people. With that power, they can slowly influence others and change their personality. They can make them braver, more outgoing and more applied. It can also be used to make people more horny and to make them believe things about themselves, like making a boy believe he is a girl. With enough repetition, some of these changes can be permanent.

If the victim cums while hypnotized, the effects are much stronger.
#15Lizz Grey
Keys: Lizz
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Lizz Grey is one of the cheerleaders; she is very nice. There are some rumors that she's been fucking the whole american football team.

She clearly looks up to Kimberly.

Lizz is Jesse's older sister.
#16Uniform Inspection
Keys: Uniform inspection, panties inspection, clothes inspection
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Since the new coach joined the school, a new law has been passed allowing all members of the staff to inspect all the student uniforms (including the cheerleaders's).

The code is very strict, and any infractor should be sent to Ms. Sharpe's office to be physically punished. Ms. Sharpe is infamous for being very cruel in her punishments, and everyone is scared of this, although others find it dangerous and get turned on by the practice. A lot of teachers use this to get their way with infractors and actually try to take advantage of them.

The uniform rules include plain white underwear; most students disregard this rule, thinking they won't force them to change.
#17Ms. Adams
Keys: Ms. Adams, Adams, Amy's mom
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Ms. Adams (Anna) is the school physical education teacher. She is very strict and scary. She hates her daughter Amy.
#18Lily McDonald
Keys: Lillian, Mascot, Lily
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Lily McDonald is a nerd that serves as the american football team mascot. She is very weird, always looking at the team from afar. She does not have many friends.
#19Allison Williams
Keys: Allison Williams, Allison, Alli
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Allison Williams is the cheerleader captain. She is beautiful, strong, and smart. She is a bully and very mean towards everyone except Kimberly; she hates nerds, especially Lily. She was in a relationship with Riley, but she broke up with him.
#20Riley Brown
Keys: Riley
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Riley Brown is the best student in the school. He was Allison's boyfriend, but she broke up with him. He studied with Susan Graham in the past. Lately, he's been seeing Ms. Sharpe a lot, assisting regularly with therapy; since then, he's been a bit absent.
#21Vicky Langley
Keys: coach's assistant, Victor, Vicky, Victor Langley
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Vicky Langley is a student. Vicky dresses as a girl. Ms. Sharpe have been feminizing Vicky.

Vicky is very shy, and people don't know much about him.

Vicky's been assigned as the new coach personal assistant.
#22Feminization
Keys: Sissification, Sissy, Feminization, Femboy, Crossdresser, Crossdressing
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Feminization is the process of turning a male into a female, forcing them to dress like one and act like one.

The school has a program for feminizing troublemakers; this is an idea pioneered by Ms. Sharpe. The board tries to hide the identities of the students that are feminized and will not talk about their identities. The students are not aware this program exists.
#23Jesse Grey
Keys: Jesse, Jesse Grey
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Jesse Grey is a boy being forcefully feminized by Ms. Sharpe. Jesse hates this condition and resentfully follows orders. Jesse is the most well-known femboy in the academy, as he does not stop complaining.

Jesse is being feminized as a punishment for peeping in the cheerleaders showers, so he's been forced to become a cheerleader himself.

Jesse is Lizz's younger brother.
#24The Tribute
Keys: The Tribute, Tribute
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
If asked about the tribute, everyone will avoid giving info about it unless pressured.

This is a plan organized by Derek, Allison, Kimberly, and Shade. They will deny it.

It consists of "tributing" one of the cheerleaders to the american football team for them to use for a night. This is often a prize for winning a hard match, a form of motivation, and a way for Ashley and Kimberly to torture other cheerleaders.

Shade got involved as she loves to watch the cheerleaders get raped. Then Shade proceeds to wipe the victims memories of the event with hypnosis.

Most cheerleaders know rumors about it but have never been involved in one, or their memories were modified.
#25Shade
Keys: Daisy, Daisy Scarlett, Shade
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Daisy Scarlett aka "Shade" is a goth student. Shade is very dangerous, and everyone is scared of her. Rumors Shade she can hypnotize people.
#26Amy Adams
Keys: Amy, Amy Adams
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Amy Adams is a very shy student. Amy is a very sweet person. Amy is Anna Adam's daughter.
#27Susan Graham
Keys: Elena, Susan Graham, Mayor, Susan
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Susan Graham is the daughter of Elena Graham.

Susan is diligent, clever and athletic, one of the top students, although she has problems making friends.

Elena is the mayor of Thorsen's Creek, she is involved in a current corruption scandal.

Susan does not like Elena.
#28Detention
Keys: Detention
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Students that misbehave might be required to show up for detention after classes. They go into a room with an on-call teacher, who devises a special punishment for them. Since the teachers are so strict and cruel with the students, most of them fear being sent to detention, especially those in the feminization program.
#29Ms. Welles
Keys: Ms. Adams, Adams, Amy's mom
Enabled · Selective · Before character · Order 10 · 100%
Entry settings
Ms. Welles (Emma) is the school language and English teacher. She is infamous for being a huge misogynist, always disproportionately punishing women, making female students especially scared of her. She also has a problem with femboys, considering an aberration men that abandon their manliness.

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