Naive Teacher in Winston
Exhibitionist & Voyeur Story

Naive Teacher in Winston

by Potatohead42 16 min read 4.8 (21,900 views)
teacher naive corruption exhibitionism teasing groping virgin cheating
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Naughty tutoring and cummy dinner.

Foreword

Everyone in this story involved in any sexual activities is at least 18 years old. This story is not real and probably could never be real in 2024, so any correlations with real life are mere coincidences.

This chapter contains the night of Day 16 (Tuesday). The morning was recounted on Ch 14a, and the afternoon was on Ch 14b. Thanks for the support!

Enjoy the read,

~ Potato Head

~~~~~~~~~~~~~~~~~~~~~~

Previously on...

Potato Note: reminding y'all of some relevant storylines and threads from the last chapters!

* Currently: Day 16, Tuesday. Lana and Dennis' third week in Winston.

** Wedding day 40 (Friday); Winston-Fest days 34 and 35; Winston week + Fair days 29 to 33;

** Lana's fame and notoriety in Winston are growing, and she is getting recognized quite often by the townsfolk.

Important Topics

*

Mary's Influence

- Broke down even more of Lana's barriers, she is slowly stopping to doubt herself as much and trying harder to embrace things. Her restraints and morals are crumbling.

- Mary and Lana concluded the busty brunette is an exhibitionist. Lana decides to be more open to these situations.

- Plan Head: Mary plans to overthrow Bill and take over as Principal. She needs Lana's help Friday morning; don't let Bill get suspicious.

- Mary wants to turn Lana into a Blowjob Queen -- asks others to say she needs to improve; keep practicing (competitive side), even if she gets good.

- Mary said Dennis was a cuck. Lana thinks he is a Voyeur who likes to see her playing around, teasing, and showing off her sexy body. She decided to ask Pietro about it.

*

Incentive Program

- New program where she gets rewarded by bonding and physically encouraging her students. New school uniform: pick a fresh blouse, skirt, and panties daily.

- Principal Bill revealed to the whole school that the newbie teacher was enrolled in the Program. Everyone became more daring and naughty with her now.

- Dennis encouraged Lana to ditch a bra with her new uniform due to a misunderstanding.

- Lana had to forego the homeless man today, but they should be fine with waiting, right?

*

Dennis' Medical Orders

- He is not allowed to cum until the spermiogram exam on Friday. No relations, no fooling around. Dr. Hardik emphasized he needs to avoid erections at all costs.

- Lana can still send him photos, but he can't see them until after the exam. He agreed that she can send pics of her bare boobs and she did for the Daily Selfie.

- Lana is saving what she has done for the weekend; she is convinced Dennis wants to hear all about them. Anita, Lana's mother, said it was okay to fool around if Dennis can't perform.

*

Dennis' New Rival

- He is in charge of a new team. Their leader, Uwe, moved to Winston and will work locally. Dennis needs everything to remain peachy to earn a huge promotion.

- Uwe is secretly blackmailing Dennis with photos of Lana's wardrobe malfunction during two Zoom meetings and from her urinating in the bushes (her vagina on full display). He also has unrevealed pics he is saving for another occasion.

- Dennis asked Lana to be extra nice to Uwe and motivate him. She agreed to go for lunch with him tomorrow and not wear panties (misunderstanding). It's officially a date.

- Lana accidentally showed herself naked in a Zoom meeting again, giving Uwe more ammunition for the blackmail. Uwe is also putting naked photos of Lana in the kitchen at work. They are cropped to hide the fact that it's Lana.

The Day

- Morning: Biology Supplement Shoot (w/ Pietro and Roger)

- Afternoon: Homeroom, AV Club

- Night: Simon Tutoring, Pietro and Simon Dinner

This is where our story resumes...

~~~~~~~

Day 16 -- Early Night

~~~~~~~

At Home

"Hey, hun! We are home!" the 27-year-old Lanette Cox announces as she opens the front door. "Come in, Fabio... I mean, Simon. Make yourself at home," she smiles.

"Thanks, Miss Lana," says the tall and gangly 18-year-old student. He runs his hand through his long black hair.

They hear television noises. Simon makes a gesture at the sound, and Lana nods. He adjusts his glasses and walks toward the living room, leaving his busty teacher momentarily alone. She hears laughter.

'

Glad Dens is having fun. He needed some friends,

' she happily thinks as she hangs her coat and takes off her tan flats. '

Hmm... I just hope Cal and the others won't be too upset I broke my promise. I will have to make it up to them tomorrow,

' she reflects as she puts on some comfy pink slippers.

The light-brown-haired woman makes her way to the guys.

Seeing her, Dennis pauses their game and stands. "Hi, babe!" the 29-year-old greets her.

Her future-husband has slightly ginger hair, fair skin, and caramel eyes that perfectly match his boyishly handsome face. He is a tad out of shape.

"Lana," Pietro nods towards her. Simon is the spitting image of his 36-year-old father, both with long, slick black hair and a lanky build. Pietro is the town's professional cameraman, photographer, and videographer.

"Hi, boys," the curvy teacher says, standing before them. She looks at the three men, all taller than her 5'3 frame. "Wow, you are so tall," she says, her large green eyes admiring their height.

Dennis and Pietro are 6'2, while Simon is 6'1.

"We could be your bodyguards!" the teenager says, flexing his non-existent muscles.

Pietro chortles at his son.

Lana giggles, "Probably I will be the one protecting you," she says teasingly, poking his skinny arm.

Dennis laughs, "She got you!"

Pietro playfully slaps his son on the back. The slim teen blushes.

"You boys excuse me. I will slip into something more comfy," the wife-to-be says.

They nod and sit on the couch as she goes upstairs to the bedroom. Simon can't help but admire his teacher's ample ass swaying as she walks up the stairs.

"What are you playing?" Simon asks curiously.

"Just some Smash Ultimate," Dennis says, handing him the Switch controller.

"Ah, do you have Brawl? I'm better at it," the teen asks.

"I have all of them!" the ginger man brags. "I can show you later."

"Dope!" the skinny student says excitedly.

"So, son, how was your day?" Pietro interrupts.

"Not bad... Lana dressed as Wonder Woman at the club," Simon says, grinning.

"Really?!?" Dennis blurts out. "With the shorts and all?"

Simon nods, "Yep, it was fire!"

Pietro chuckles, "We both filmed your fiancee today, dude!" he pats Dennis on the back.

The ginger man grimaces and asks the teen, "Why did she dress as Diana?"

"We're doing a comic book, so we had to get some video for reference," the lanky boy explains.

"Oh, I didn't know you boys drew," Pietro questions.

Simon grins, "Well, we have a new member, and she's great at drawing manga!"

The cameraman nods, "Nice! Maybe she can make some hentai so you pervs can sell," he chuckles.

"Hopefully not of Lana," Dennis chuckles. "Anyway, that must've been hot... you boys are lucky!"

The long-haired teen adjusts his glasses, "Yup," he says. He thinks Dennis has no idea how much. "Oh, Dad, who was the model you filmed for the Biology thing?"

Pietro is about to say when they are interrupted by Lana coming down the stairs.

"Hey, guys, what do you all think?" the curvy woman asks.

The wife-to-be is wearing a salmon-colored sleeveless summer dress with white daisies imprinted on it. It hugs her curves in all the right places, accentuating her wide hips, flat tummy, and generous bosom. The dress stops mid-tight, leaving plenty of fair, supple flesh on display.

It's painfully apparent that she is not wearing a bra due to the exaggerated jiggle of her breasts.

Dennis feels a pit in his stomach. He has the odd sensation that something will happen. He doesn't know why and dismisses this peculiar thought.

"You look great, Miss Lana," Simon says, admiring his teacher's voluptuous figure.

Pietro agrees with his son. "Very nice," he comments.

Smiling, the shapely brunette twirls. The bottom of her dress flares out, exposing to them her cheeky-style red panties and more than half of her juicy bare ass.

"Baby! Your panties!" Dennis croaks, horrified.

"Oh, they are the school-sanctioned ones. You like them?" she asks innocently, her boobs wiggling enticingly. '

He is so naughty to point that out to his friend...

' she thinks.

"Humm... that's not... they were showing..." the future-husband mumbles.

"I know, are they not cute?" Lana asks with a glowing smile. Simon nods adamantly.

Dennis sighs, "I guess... yes, they are nice." He did not want to disappoint his fiancee by complaining about it now. He makes a mental note to talk to her later about it.

Lana sits down next to her betrothed while they continue the small talk. She warmly squeezes Dennis' hand.

"So, Dad, you never answered. Who is the model for the Biology thing?" Simon asks, curious.

"It's a secret. I can't say," the long-haired man declares. "But she's super hot, right, Lana?" he grins at her.

The busty fiancee blushes and nods shyly.

"Man, I'm jealous of you, Simon," Dennis comments.

"Why? You have a

hot wife

right here," Pietro says, pointing at Lana's tits, who blushes.

In his best Herb impression, Simon clears his throat and adjusts his glasses. "Um, actually, she is not his wife," he points out.

"I know! Lana is the best, but you get to see this hot naked lady at school!" the ginger man elaborates.

"Dens!" the buxom teacher complains and playfully smacks his arm. '

Although he knows the hot naked lady is me,

' she thinks, amused.

Simon laughs, unable to detach his eyes from her bouncing tits.

"What? I'm only human," he defends himself. "I would've loved to see an actual naked woman in my high school books... they were terrible back then. I didn't learn anything," the husband-to-be says.

The curvy fiancee teases him, "True, you did not learn women's bodies," she pokes him lightly.

"Hey!" he complains. "I'm good enough now," Dennis argues.

"Yes, you are, hun," she smiles at him. It sounded a little patronizing. "And that is why I am doing the Biology thing," she admits.

"Uh-huh, you're a great teacher," Dennis agrees, not really grasping what she said. "I'm glad the model is hot and not some old lady. Does she have large ta-tas?"

"Dens!" Lana gasps. '

Not sure what he's playing at in front of Simon...

'

"What? I'm curious... and I don't need that anymore; I have you, babe," he says goopily.

"Aww..." she moans, and they share a quick peck. She thinks warmly, '

I love him so much.

'

Simon frowns, "Ew... does she, Dad? Have big titties."

Pietro nods. "A perfect pair," she says and smirks at Lana, who blushes and instinctively crosses her arms above her chest.

"Nice!" the boy says, and he and Dennis high-five.

"Dude, imagine if Lana was the model in the book?" the long-haired man asks his friend.

"Wow... that would be hot!" he admits, then chuckling, adds, "My young self would've died!"

"Such a perverted carrot..." Lana comments, shaking her head. '

Gosh, so Dens thinks is hot that everyone in school will see me naked in the book... gee... he is so supportive... and naughty. He will go wild if he sees my photos,

' her mind wanders as she rubs her thighs together.

The daydreaming wife-to-be misses the next couple of sentences.

Simon snickers. Curious, he asks, "You wouldn't mind if the rest of the school saw her too?"

"Uh... well, yeah... of course, it would be terrible. I would have to move in shame! But this is a hypothetical scenario," the ginger fiance says, blushing slightly. Simon nods in agreement.

Pietro quickly changes the subject to the evening's plans.

Lana will tutor Simon for an hour and then make dinner. Simon mentions he needs to leave right after dinner to play a raid with Herb. Dennis and Pietro will keep playing some games while the two study.

~~~~~~~

Tutoring

"Here we are," the teacher says, leading Simon into a side room.

The study room has a small couch, a wooden desk, a couple of office chairs, and a bookshelf.

"Cool, cool," the gangly teen says.

She smiles, "Would you believe this room was full of boxes just a couple of days ago?"

Simon's eyes widen, "Woah, really?"

"Um-hum! Dens did a good job," she grins.

They hear some shouting coming from the living room.

"Uh... do you mind if we close the door? They are distracting," Simon asks.

Lana chuckles. "Of course, Fabio. But remember, it is good practice for a real test environment," she explains.

The long-haired teen nods, "Normally I need complete silence to concentrate..."

"Maybe we can open the door after we go over the things," she smiles and closes the door to the study room.

They sit side-by-side at the desk, and Simon brings out some school books and his notepads.

Lana starts going over some topics and materials. They are not her usual subjects, but she is an expert teacher nonetheless.

The buxom fiancee notices the boy seems a bit off.

"Is everything okay? You seem to be having trouble concentrating," she asks warmly.

Simon adjusts his glasses. "Ehm... I... I am just..." he glances at her and then at her breasts, "Distracted..." he finishes the sentence.

"Try to focus. This is important for your future," she says, encouraging her pupil.

The teen nods and gets a whiff of her scent; she simultaneously smells erotic and comforting. His penis stirs involuntarily.

The teacher explains some more content and then asks Simon to do a few exercises. He gets every single one of them wrong. She tries to explain them to him, but it seems like the lesson is not reaching the long-haired boy.

'

Hmm... I need to do something... this is not going well...

' she ponders. Lana has an idea. She smiles, proud of herself.

"Simon, how about a reward for getting the exercises correct? Like an extra desert," the naive teacher proposes optimistically.

The boy thinks for a second. "I don't know..." he mutters, seemingly unconvinced. "How about I choose a reward if I get the next 3 right?" he proposes daringly.

"Uh... sure," she shrugs. "What do you want? A sweet treat?" she asks innocently.

Simon grins, "Something like that."

'

Oh, my! He seems so confident,

' Lana thinks, watching him scribble furiously on the paper.

After a minute, he announces, "Done!" and drops the pencil like a mic drop on the table.

Giggling, she checks his answers. To her surprise, they are all correct.

"Wow! I knew you could do it!" she praises her pupil.

He grins, "I will take my reward now, thank you!"

"What dessert do you want?" she asks naively.

The long-haired teen shakes his head and points to her chest. "I want to see them tiddies," he says.

"*Gasp*! E-excuse me...?" she stutters. "Did you just ask to see my breasts?"

"Yup! That's my prize!" the long-haired boy says nonchalantly.

"Simon!" she shrills. "That is not what we agreed on..."

"Miss Lana, you said I could choose a reward. I want to see your boobs," he insists.

"M-my boobs? Well... I suppose I said that... but..." she mutters, embarrassed.

"Hoseman and Prez saw them up close today, but I didn't," he justifies.

"Well... y-yes... but that was d-different..." she stammers.

"Not fair," he grumbles, adjusting his glasses and crossing his arms. He is clearly upset. "That wasn't what you promised..." the teen complains.

'

Gosh... now Simon is upset... And it was going so well. Darn... should I show him my breasts? I shouldn't... in my own house... but he did get the questions right... No! In school is one thing... but... maybe... I would only be doing this for him... for his education. I can think of it as part of the Program. If it helps him learn... then I can do it quickly... just a flash. And he is right, the other boys had a better view...

' the busty teacher talks herself into it.

"Very well... if it is just for a moment... uhh... I will show you my breasts as a reward," she says, turning crimson.

The boy's eyes widen, and he blurts, "Really?!"

She nods shyly and lowers the left strap of her salmon dress. She lowers the garment until her left breast is exposed to her student.

"Guh!" Simon groans, admiring her voluptuous orb with a large pink areola and a small rosy nipple. "Can I see both?"

Lana is feeling a weird, warm sensation in her tummy. It spreads from her core all the way to her sex, who twitches excitedly.

Nodding timidly, she unrestrains her other breast, exposing both to Simon.

"Wow... they're fire..." the boy mutters, his mouth agape.

'

He's staring so intently...

' she notices self-consciously.

'

Goodness... this feels peculiar... doing this in my own house,

' she thinks, her breathing getting heavier and her stomach fluttering. She feels excited, and her temperature starts to rise.

'

Gee... this feels so intimate...

' she reflects, admiring the lustful looks of her pupil. '

I am showing my boobs to my student... when his father and my future-husband are just in the other room...

'

'

This feels different... like I shouldn't be doing it. Like it's improper and forbidden...

' she thinks, her coochie reacting to her thoughts and pulsating electrically.

"Ahh.... this is enough," she breathlessly says, putting her melons away.

Her nipples itch a tiny bit, almost like a protest for being covered. She quickly puts the bothersome sensation in the back of her mind.

"Fuck... that was amazing..." Simon comments. He blatantly adjusts his pants.

Lana can't help but notice the tent that his dick is forming. '

Wow... he is totally erect... for me...

' she thinks, biting her lower lip.

The wife-to-be shakes her head as if to dissipate her impure thoughts. "Uhh... let us continue with the exercises," she directs her student.

Simon sighs and nods weakly.

"Just put some enthusiasm into it and try to concentrate," she advises. Lana is embarrassed but also happy that showing her breasts worked. '

I guess it was not that bad,

' she tells herself.

"It's not that easy..." the boy says, ogling his teacher.

As Simon continues to work on the exercises, he keeps stealing glances at the beautiful and hot woman beside him. He gets the following few answers wrong.

"Can I have another incentive?" he asks quietly after missing another question.

She sighs. '

He doesn't seem to be learning anything. Maybe I can do it again? That seems to be the only way to motivate him... Yeah... once more... for his education,

' she decides.

"Please?" the long-haired boy begs.

"Fine... this is the last time. Just get the next couple correct," she orders.

He nods and concentrates on the questions at hand. He seems to be trying extremely hard. "Done!" he announces proudly after another minute.

The buxom fiancee already knows he got them right. She kept an eye on him.

Lana lowers her dress with a shy smile again, exposing her bouncy bosom to her student.

"Dope..." Simon mutters, impressed. He adjusts his pants again.

She feels a rush of adrenaline course through her body; showing off to him is very arousing.

"And that is it," she announces, putting her dress back. '

Wow... what a rush... I'm all tingly,

' she thinks, her nipples throbbing.

"Can I see your butt next time?" Simon asks cheekily.

"N-next time?!" she croaks.

The boy adjusts his glasses and nods, "Yeah, the promise of naughty rewards clearly works," he states. "I feel like... I can concentrate... you know? When I have something to look forward to," he explains.

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