Chapter 4
by
Moot
What's next?
The Headmistress
Vanessa strutted her way down the corridor, her heels clicking so loudly they echoed down the empty corridors. She saw a sign towards the end of the corridor which read "Headmistress' office".
She passed a couple of doors which she could only assume were classrooms, noting that they were numbered rooms. One door was left slightly ajar, and Vanessa's curiosity got the best of her, as she peered inside the room. It was a stairway down to a lower floor, a basement. As she looked closer, she could hear a faint whirring noise. It sounded almost like a factory, but why would a boarding school need a factory? "This is some really strange school" Vanessa muttered to herself.
She finally reached the door which said "Headmistress waiting area." The room inside was your typical waiting area, with a row of chairs on the wall and doors to the left which Vanessa assumed were the headmistress and deputy. Straight ahead of Vanessa was a foyer similar to the one at the main entrance; Vanessa approached the counter.
"Excuse me? My name is Vanessa Sinclair and I've gotta speak to the headmistress." Vanessa explained to the woman who looked like a complete bundle of misery.
"Let me look for your name" the woman sighed as she began typing on her computer. "Ah yeah, Vanessa Sinclair, here to see the headmistress for behavioural problems."
"What!? No that must be a mistake, I'm just need to speak to the headmistress." Vanessa tried to explain, annoyed at that receptionist who must've purposefully changed her reason for being here. "We never make mistakes here, and aren't you a little old to be having behavioural problems?" The lady asked Vanessa, thinking she was lying. "It's a long story, can you please just tell me what I need to do?" Vanessa responded, growing very impatient. "Just take a seat and you'll be called soon." The lady explained, rolling her eyes as Vanessa took a seat in the waiting area.
There were two other children in the waiting area, one was a teenage girl and the other was a teenage boy. The teenage girl was slumped down on the chair, chewing gum and looking completely bored. Whereas, the boy looked distressed, obviously worried about the punishment awaiting him. Vanessa just sat there on her phone trying to look uninterested. The door suddenly opened and a woman appeared. "Vanessa Sinclair?" She asked the room, before being pushed aside by Vanessa.
The headmistress kept her office very old fashioned, with various paintings of previous headmistresses and headmasters. Sat behind the wooden desk was the headmistress herself, swaying on her rocking chair whilst twirling a pencil in her hand. She was a very rough woman in her 50s, with dull brown hair that she kept in a very tight bun. "Ah Vanessa, please take a seat." The headmistress greeted Vanessa with a very posh English accent, gesturing to the plastic chair on the other side of her desk. Vanessa reluctantly sat on the chair, sighing.
"Well I think we both know why you're here, and I won't go into details. You've messed up, and are here to reform. A marvelous choice by the Government to send you here, as our correctional methods have a very high success rate." The headmistress explained to Vanessa, who grew incredibly impatient " Yeah cut the bullshit and get this over will ya?" Vanessa rudely responded, rolling her eyes.
The headmistress had to refrain from punishment, because Vanessa had to sign the contract before she was legally allowed punish this stuck up brat. "Very well, just sign this contract and we can begin." The headmistress explained while passing a very large document over to Vanessa.
Vanessa would have read through all of it, but the headmistress' patronising **** stare made her feel uncomfortable. Vanessa signed the contract, barely reading it. She assumed that either way she was stuck in this place for five years. The moment Vanessa signed the contract, the headmistress' entire persona changed. She suddenly gained more power, and looked very menacing.
"Well, now that's out of the way, I need to see what exactly I'm dealing with." The headmistress announced. "What do you mean? I'm the one you're fucking dealing with you retard!" Vanessa snapped, she was in no mood to be fooling around.
"STAND UP BRAT!" the headmistress suddenly yelled, freaking the life out of Vanessa. She instantly shot up in the air automatically, terrified at the sudden change in the headmistress.
"I want you to strip for me, immediately" the headmistress ordered Vanessa, who refused. "Excuse me? Do you know who I a---" Vanessa responded before being interrupted.
"STRIP!" the headmistress yelled, causing Vanessa to instantly start removing her clothes in shock. She had removed her skin tight pantsuit within seconds, and stood there in her sexy white lingerie looking at the angry woman staring back at her.
The headmistress walked very close to Vanessa and grabbed the waistline of her panties, yanking them down to her ankles and revealing her perky bottom. "I told you to strip!" The headmistress yelled into Vanessa's face as she stripped the remaining underwear off the sexy woman. She then grabbed Vanessa's hands and slammed them onto her butt cheeks, ordering her to keep them there.
"That's better, now I can get a better look at you." The headmistress spoke calmy, walking around Vanessa. "Hmmm, you have a marvellous body Vanessa, you are definitely going to be a challenge." The headmistress continued before leaning on her desk. "Well do you have anything to say for yourself naughty girl?" The headmistress asked Vanessa. "What the fuck do you want me to say? You fucking bitch I'm standing naked because you told me to!" Vanessa yelled at the headmistress, feeling extremely embarrassed.
"Well young lady, what an interesting start this is! Now you're gonna need a major behaviour change." The headmistress exclaimed to Vanessa, walking back to her desk.
How does the headmistress deal with Vanessa?
Disable your Ad Blocker! Thanks :)
Downfall
Vanessa's sentence
Vanessa Sinclair is your typical rich CEO, who only cares about her money and is rude to her employees. But when she is caught stealing money from employee wages, her life is about to be changed for good with a new kind of sentence.
Updated on Mar 10, 2026
by LittleBoyLeo
Created on Dec 3, 2018
by Moot
- 4,388 Likes
- 2,155,098 Views
- 755 Favorites
- 845 Bookmarks
- 788 Chapters
- 82 Chapters Deep
- All Comments
- Chapter Comments
