Naive Teacher in Winston Ch. 13a

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Titty detention and first Incentive Program day.
21.6k words
4.79
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Part 16 of the 18 part series

Updated 03/28/2024
Created 12/16/2021
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"Titty detention and first Incentive Program day."

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

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 2023, so any correlations with real life are mere coincidences.

This chapter contains the first part of Day 15, Monday. This will encompass the morning only. The second part should have the afternoon and night.

One thing to keep in mind, this chapter will have way less action than the previous one, but the idea is that things start to heat up from now on; I need to take one step at a time to not break the story apart. Thanks for understanding! <3

Canonically, the Xmas Story takes place between the previous chapter (12b) and this one, so everything that happened and that Lana learned in that chapter has now taken place. I know it's weird, but bear with me :)

Enjoy the read,

~ Potato Head

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

Previously on...

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

* This day, Monday, Day 15, marks the start of the third week of Lana and Dennis' adventures in Winstonstead. So far, they have been enjoying themselves tremendously while their morals have been slowly corrupted by the mischievous townsfolk.

** The fiancees, with the help of their neighbors, are planning their wedding for Day 40, the Friday after the Winston-Fest. You better bet Lana will use every spare second to plan her special day.

* Day 15 is also the official start of Lana's role in the "Incentive Program". A unique Program that our teacher was enrolled in by Principal Bill after he was pleased with her academic and work progress and decided it was the correct time to push her even further into debauchery.

** The Incentive Program is a rewards-based program that encourages bonding, open communication, and physicality between teachers and students to increase their academic performance. If a teacher excels at the Program, they might earn a permanent teaching role at the school and even individual awards, like Educator of the Year.

** Lana has two primary responsibilities: wear the new uniforms provided by the school and take the initiative for bonding situations, being as flexible and reasonable as possible.

* Besides the Program, the principal scheduled a school-wide Assembly for Monday morning. The plan is to go over the Winston-Fest and the School Fair, two significant events in the town.

** Monday is the day that Lana promised to help Mary with the Art Club. Also, we cannot forget that Tuesday morning, she 'volunteered' to be part of the new Biology Supplement.

** Another relevant point is that she agreed to become Greg's "school girlfriend" to save him from his bullies classmates, led by Zack Archer. To top matters off, Dennis basically gave her his full blessing, even mistakenly agreeing to let her behave as she did at the start of their relationship.

* This day also has particular importance to Dennis, as he got promoted during the Saturday work party, becoming the leader of a new team. This fresh opportunity might allow him to take over his boss' duties soon, so he must start on the right foot. Due to time zone differences, his first meeting with the team is scheduled for early Monday morning.

* It's worth mentioning that due to recent events, her appearance on WinstonTV, and the AV Club event, Lana is becoming a local celebrity. Most people in town now know her name, face, and body.

* In Lana's mind, the holiday side story "A Cox Xmas" finally occurred. She learned a lot from it, including that it's good to go pantiless sometimes, as her mother recommended, and that post-nut clarity is real. Some of her previous beliefs are also being fortified, like the need for big dicks, that small ones don't really count, the need to train her anus for Dennis to enjoy it, the thought that she might be a slut, and maybe that she can help the AV Club by charging money for titjobs. Lastly, her mother taught her that it's okay to fool around if Dennis doesn't take care of her. Uh-oh!

~~~

Finally, let's recap the previous day, Sunday!

* In the morning, Lana had a Pink Deluxe massage with a climatic lesbian happy ending. She participated in the AV Club meet-and-greet (for the pre-orders of her making-of video). Finally, she visited a group of homeless at the park, promising to return daily to check on them. Throughout the morning, she noticed that her nipples were itchy/burning.

* In the early afternoon, Lana modeled the Princess Leia cosplay to the AV Club boys and agreed to go without any underwear underneath; after, due to the influence of the Cox Friends, she took the daily selfie lifting her dress, exposing her bare cooch, and sent to Dennis' email, not realizing that she accidentally sent it to the school staff instead; then she showed off the cosplay to her fans by posing on top of a table, not realizing that the flashes were making her dress see-through; she then posed for a group hug with her fans, where hands were everywhere on Lana, including inside her holes, while her hands were inside a couple pants. Dennis was uncomfortable with so much touching. While he didn't seem to mind the nudity and exposure, he made a rule that nobody could touch Lana directly.

* Next, Greg came to help out the AV Club, and Lana promised to reward him at a future date. The boys from the club are even considering allowing him to join. Unknowing to Lana, Greg spends the whole day preventing Dennis (and others) from seeing what happened during the shoots.

* Lots of townsfolk visited the teacher during the shoots. Still, some of them were naughtier than others: Lukas and BJ pushed the boundaries and quickly got our teacher naked and rubbing the plastic lightsabers on her; Dr. Hardik put a Slave Leia chain on her and put a small saber in her anus; Principal Bill drove Lana wild with jealousy by playing with Chloe, so much so that the teacher ended up licking his fat cock and then exchanging his fresh semen with her blonde student; Prof. Henry and Kenny double teamed her, as the old teacher played and licked her tits while the janitor rubbed his massive sausage on her ass; and Mayor Dick, that played a prank on our teacher by fingering her in front of her clueless fiancee. Everything with Dennis' approval, of course (in Lana's eyes).

** To atone for his previous behavior, Wyatt was made to watch from the side as his friends had fun, vowing to do anything to redeem himself;

** The pervy Indian doctor quickly diagnosed the teacher's burny nipples, suggesting she avoids fabrics and gets sexual relief whenever possible. He promised to give her a medical cream on Thursday;

** During a pee break with Herb and Greg, see spotted Jim getting rejected by Jen. Unfortunately for Lana, some candid photos were taken during her urinary adventures;

* After the event, our teacher went to console Jim. Herb ended up pushing them to take a naughty video of her holding her student's prick and talking dirty to him to make Jen jealous. Afterward, she had a good chat with Jim, and due to his honesty and maturity, she rewarded him with her second-ever blowjob. It didn't go so well for our teacher, as she choked multiple times on the boy's dick, who was oddly dominating and aggressive. She kinda liked it.

* She quickly stopped at the local Lingerie store, where she picked a conservative but sexy piece. The cashier forgot to remove the electronic tag, so she must return to the store at some point to fix it. Also, Dennis loved the underwear, so she might as well choose a sexier piece.

* During their dinner, Dennis told her a lot about Pietro, and she promised that he and his son Simon could come to their house for dinner this week. Dennis also has an appointment with Dr. Hardik during this day to discuss his fertility. Deciding to spice things up a little, Lana teased the restaurant's waiter, exposing her tits to the man. She even gave him a nice kiss and a titty grope for a tip. In the end, Dennis enjoyed it, and she thinks he wants her to take things further next time.

* Lastly, at home, Lana wore lingerie and seduced Dennis. She offered him anything, and he chose a footjob, his newfound fetish. Initially disappointed, she got into it, and both fiancees came together to end a very eventful day.

This is where our story resumes...

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

Winston Secret Chat Group

~~~~~~~

"Sup! I heard there's an Assembly at school today?" - user LukTTT writes.

"Yup... can you confirm RoGer?" - user BjTTT types.

"Can confirm, boys." - RoGer replies.

"Dudes, I have a great idea! But darn, Bill needs to learn to use this thing." - LukTTT writes.

"He's too old! Lol." - user Jack comments.

"Like you aren't!" - a user named BBC_Chips writes. Jack replies with an angry face.

"Now, now. I can talk to him. What is your idea, Luk?" - Rich4 asks.

"Get him to have Lana show her panties in front of the whole school!" - LukTTT types.

"Fucking fire idea!" - user CoolPaul12 chimes in.

"Any thoughts for how he can accomplish that?" - Rich4 questions.

"I thought you were the ideas man?" - user LukTTT retorts.

"Do not be cheeky with me, boy." - Rich4 replies.

"How about we use Luk's mother to help?" - suggests user PB-Justin.

"No!" - LukTTT writes.

"Great suggestion, she will be more than happy to." - Rich4 agrees.

"Damn it. *upset face*" - LukTTT types, clearly upset.

"Hey, at least we will get Miss Lana showing off!" - user BjTTT writes.

"I guess..." - LukTTT types and sends a grinning emoji. Everyone reacts with laughing faces.

~~~~~~~

[Potato Note: please bear with me in the next few sections; there are a lot of characters greeting our teacher or participating in short scenes. These will pay off in the upcoming days of the story. I'm just setting things up, which is most of this chapter. Sorry, but I love y'all.]

~~~~~~~

Day 15 -- Early Morning

~~~~~~~

At Home

Lanette Cox, 27 years old, runs her hands through her wet medium-light brown hair, enjoying the warm water hitting her soft and fair skin.

"Ahhh... this is what I needed..." - she thinks happily. Her brain is still groggy from sleep, but the shower slowly wakes her up.

Lana spurts coconut-vanilla-scented soap on her pink loofah and starts lathering her fit and voluptuous body. She runs her small hands through her 38DD breasts, squeezing them softly and letting out a soft moan. She trails her hands down, passing her flat tummy until she reaches her unkempt brown pubic hair.

"She desperately needs a shave..." - she mutters, referring to her cooch. 'Ah, I don't think it matters today... my day will be mostly homeroom classes and the art club. They might see some hair there, but I think my new panties should mostly cover it... so it's all right...' - she reflects as she plays with her pubes.

As the busty teacher meticulously cleans her virgin sex, she thinks about the events from the past weekend, how things got out of hand, and how easily she broke some of her previously intact barriers.

'Maybe I should dial back a bit...'

She then moves on to her big ass, getting a handful of the supple flesh. Her bubble butt is thick but toned, not flabby at all. Some would even say it's her best feature.

'Of course the Incentive Program is a problem... well... not a problem. Maybe a solution. I can just go as far as the Program requires it. Yeah... that seems like a good compromise...'

Reflecting on the Program, she runs one hand down her curvy hips and cleans her back and neck with the other.

'I could do only the reasonable things Bill and I agreed on. I can allow them to kiss me... with tongue and saliva, of course. And if I can get an opportunity, I should go braless, encouraging them to grab my breasts...'

Her large green eyes land on her round orbs, and she squeezes one, letting out another soft moan. Her other hand plays with her pubes once again.

'I agreed to let them grab, slap and pat my butt... that is harmless. Bill wants me to expose myself even more, flashing my panties or letting the students flip my skirt. That will be challenging, I don't want many people to see it... but the idea it's kinda hot...'

Her hand slides down and contacts her hot damp snatch.

'And I need to use more commonplace words to explain things... so I should say ass... and boobs or tits... and cooch might not be that common. I should call it a pussy... mmm... that sounds naughty. So that means I also should not call them penises... the boys will expect me to say dick... or cock... gosh... I'm not sure I'm ready for that.... Mmm...'

She thinks as she runs her hand up and down her pink slit.

'Okay... besides that, I will try not to do anything else...'

Lana starts to tease her hungry, virgin hole.

'Hmm... but the wedding is soon... in just 25 days. That's less than a month! That means I need to be better for Dennis, right? I need practice...'

Her finger slips inside her vagina, and she exhales deeply, almost relieved.

'Yeah... I need to do what I did with Jim more... a blowjob... I wasn't good, so I do need practice. Maybe twice a day? No... maybe once? Yeah, I should aim for at least that. Dennis will be so happy...'

Her delicate finger slowly slides in and out of her vagina as she moans erotically.

'What about anal? Well... I think Mary has some suggestions. Maybe some toys... Yeah, they will help for sure. Dennis will love it!'

Her finger picks up the pace, and she bucks her knees due to the intense sensation.

'And my titties? I seem to be good at letting a penis slide between them... maybe I can try on Dens this week? Oh... but Saturday he didn't like it. Although others do... maybe I do need some more practice. Just a couple more times? Yeah, he will love it... BJ seems interested... hmmm... maybe he might be interested in helping me?'

Lana's moans get louder as she feels her orgasm building up.

Suddenly, the alarm goes off on her phone.

"Damn!" - she exclaims, frustrated. "I was so close..." - she laments. "No, I cannot be late today." - she says, trying to convince herself to stop her masturbation session.

Frustrated and horny, she quickly finishes her shower and gets out. She grabs her trusty blue towel and swiftly dries her 5'3 curvy body. She then wraps her wet hair around a smaller gray towel.

She moves to the mirror to do her makeup, but she can't find her primary makeup stuff anywhere.

'Ah! It must be in my purse. I took it to the event yesterday!' - she realizes.

Lana wraps herself around the large blue towel and goes to the living room.

~~~

Zoom

Dennis is sitting at his computer, meeting with his new team. The out-of-shape 29-year-old is 6'2 and has ginger hair and caramel eyes. Most women would describe him as cute or handsome in a nerdy kind of way.

On the video conference software screen, Zoom, there are 4 faces beside his. Dennis is chatting with one in particular.

"So, Uwe, when are you arriving?" - Dennis asks.

"I arrived Sunday early morning." - the ugly man with a deep voice replies bluntly. He seems to be in his early thirties.

"Oh, cool. Did you check out the town? I could take you around." - Dennis offers.

"Maybe tomorrow. Sunday, I walked around alone for a bit. I saw some interesting sights already." - Uwe smirks. The ash-blond man is ashen and ugly, with crooked teeth and a splotchy face full of marks. Overall an unpleasant sight to anyone.

"That's good. We can chat at work later today." - the ginger man says.

"I can show you the pics I took." - the ash-blond man smirks. Something on his delivery and face made the mundane phrase sound dirty and gross.

"Cool. Can we go over where you four are at with the project?" - Dennis asks, trying to move on. Something in this man's tone is making Dennis a bit uncomfortable.

"Sure, Mr. Penis." - the ugly man replies. The other three nerd-looking guys chuckle.

"It's Dennis." - the ginger fiancee says, rolling his eyes.

"Right, my English is not great..." - Uwe grins and begins to explain the project. Dennis lowers his head and starts writing down notes on his notepad.

Lana walks into the living room, wearing only a towel on her head and one around her body.

"Hi, hun!" - she greets her fiancee but notices a voice explaining things from his computer. Dennis doesn't reply. 'He's probably too concentrated on his video or something...' - she thinks, happy to see her man working hard. 'I can talk to him after I get ready.'

She stops at the dining table behind Dennis and turns her back to him. She picks up her huge purse/bag and starts rummaging around it.

The movement must have dislodged her towel, which slips to the floor. In a feat of agility, Lana manages to grab her trusty towel with one hand. She places it in front of her body, fully exposing her backside.

"Oops, that was close." - she playfully says as she continues to look for her makeup bag.

As the video continues on Dennis' computer, Lana bends forward a bit to better see inside her hefty bag. She has everything inside of it.

After a few more seconds, she finds her makeup bag and holds it in the air triumphantly with one hand.

"What a lovely wife you have, Mr. Penis." - a deep voice says from behind her. She freezes.

"She has a perfect butt." - a creaky voice chimes in. Her heart thumps in her chest.

Lana turns her head just as Dennis turns his.

"Lana! I'm in a Zoom meeting!" - her fiancee shouts.

"Eeeep!" - the half-naked teacher exclaims, running to the bedroom.

~~~

Uwe

Uwe looks around his new 400-square feet apartment. How dare these new executives put him in such a crappy place and, worst of all, assign this idiot "Penis-man" as his new supervisor. Up until now, he has been doing fine leading the team.

He sighs deeply. At least he has the slutty and busty brunette to look forward to in this crappy town. Just thinking about her and what he saw makes him get a chub.

He adjusts his thick erection in his pants as he continues to explain the new project to the Penis-man.

Suddenly, the same hottie he saw yesterday walks in, wearing just a towel.

What? Is she Penis' wife? Lucky idiot. Wait... this is even better. Yes, yes. He could work with that.

A sinister grin comes across his blotchy and ugly face.

"Hi, hun!" - Uwe hears her saying. Even her voice is sweet. His crooked half-erection pulsates.

To his amazement, she stops behind his new boss and turns around, giving him a nice view of her toned legs. One of his teammates takes over the explanation, giving him time to ogle the curvy beauty.

Uwe stares at her so intently that he is surprised that her towel is not bursting into flames. He takes quite a few screenshots.

Call it dumb luck, call it psychic ability, call it manifestation, call it god's hand. Whatever you want. But what happens next goes beyond what the ugly man expected.

Her towel falls, exposing her giant fat ass to him and his team. She catches the towel but seems to hold it in her front instead. To his amusement, Penis doesn't seem to have noticed his naked wife behind him.

"Oops, that was close." - she says with a teasing tone.

Was she teasing them? She has to be. Nobody is as clueless as this. Right? He remembers a couple of the events he witnessed yesterday. Maybe she is. He smiles wide, knowing he lucked out.