Naive Teacher in Winston Ch. 13a by potatoHead42,potatoHead42

“Titty detention and first Incentive Program day.”

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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!

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

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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…

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Winston Secret Chat Group

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“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.]

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Day 15 — Early Morning

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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.

She bends over, giving him and his buddies an even better view. Fuck. Her butt is amazing. Perfection. Just the way he likes it. Juicy and bubbly, but not fat… or at least it doesn’t seem like it. Seems like she works out. He licks his lips, taking more screenshots of the scene.

“What a lovely wife you have, Mr. Penis.” – Uwe says, finally calling his boss’ attention to what’s happening.

“She has a perfect butt.” – one of his friends chimes in.

Penis-man stares at the Zoom, and his eyes widen. He turns with urgency.

“Lana! I’m in a Zoom meeting!” – he screams desperately.

Ah, so her name is Lana. That is a good name. She shrieks and runs away, her creamy-white ass jiggling as he runs.

Uwe smirks. Maybe this new city and job won’t be as bad after all.

~~~

Lana stops behind the bedroom door, breathing heavily. Her heart is pounding in her chest.

‘Did they see me naked? No… just my butt…, but I bent over… oh gosh… did they see my cooch? Hope not… right?’ – she thinks, as her coochie twitches, spreading hotness through her body. ‘Did this make me horny? Showing off in the camera to… who were they? Work people? Hmm… no, no… I’m just like this because I couldn’t finish in the shower earlier. Right. I need to apologize to Dens and those people. I didn’t realize it…’ – she squirms.

Deciding there is nothing she can do now, she goes to change into her clothes for the day.

As she looks at her outfit, she fidgets nervously. ‘This is smaller than anything I ever wore to school… goodness. I guess it is part of the Program, so I must be brave. Bill guaranteed me that it’s a normal thing for teachers.’

She holds up a basic white cotton bra that matches her new panties.

‘Dr. Hardik said not to wear a bra, but my nipples feel fine now. Also, I can’t go braless to school… can I? No, no. It’s not a Program requirement, just a suggestion. Maybe if it burns too many times, I can think about it.’ – she decides, putting on her bra.

She picks up one of her new panties. This one is white, cheeky-style, and has a stylized WS (the school logo) in front.

‘Mom said it’s good sometimes to let my cooch breathe… as she did. Go without panties. I did it yesterday. But… I don’t think I can do that at work… can I? Hmm… no… maybe? Nah, that’s crazy. Besides, this skirt seems too flimsy.’ – she thinks, putting her school panties on.

She looks at herself in the mirror. These panties are the most boring of the new ones, but the pure white pair has an air of sexual innocence that is quite arousing. She glances at her posterior and notices that the cheeky-cut leaves half her butt uncovered.

The buxom teacher finishes getting dressed. She opts for the most conservative option she can.

Her outfit consists of a gray, flowy skirt that stops halfway down her firm thighs, a red sleeveless blouse with a v-neck with a generous cleavage, and a simple pair of black flats with a little bow on them.

She admires herself in the mirror again. This is undoubtedly the most daring outfit that she has ever worn. Maybe ever.

The blouse accentuates her DD breasts, stretching tightly across her chest, and the cleavage even exposes the top of her orbs, something unthinkable just a couple weeks ago. Even having her arms entirely bare seems borderline scandalous.

Her skirt is not much better, emphasizing her ample butt and being shorter than anything she has. Half her creamy thighs are exposed! She tugs at it unconsciously, making the fabric bounce up and revealing even more of her thighs (almost to her panties).

‘Ugh… remind me to not do that again.’ – she grimaces.

She hears a knock on the door, and Dennis comes in.

“Oh, you look nice.” – he says, ogling her new work outfit.

“You think so?” – she asks shyly, giving him a twirl.

“Yeah… like a sexy teacher.” – Dennis pumps his eyebrows. She giggles.

“I guess that is the goal. You do not mind?” – she asks, unsure.

“The truth?” – he asks, sighing.

“Please, always.” – she says lovingly.

“I do not like it, but Mr. Winston-Phillips warned me there would be a new school-sanctioned uniform. Couldn’t expect nothing less from those perverts.” – the ginger fiancee shakes his head, and Lana giggles. “At least they have good taste.”

“True. I cannot believe I am wearing this to work…” – she says hoarsely, the idea secretly arousing her.

“Speaking of wearing… erm… about earlier, you know. I should’ve warned you I was in a meeting.” – Dennis makes a pained expression.

“Oh, it is okay, babe. I…” – Lana starts to say, thinking he is apologizing.

“Try to wear clothes next time. That was bad.” – he says, surprising her.

“I did not mean to. It was an accident!” – she defends herself. ‘I can’t believe Dens is blaming me!’

“It wasn’t an ideal first meeting with them.” – Dennis sighs.

“I did not realize you were…” – the busty brunette says.

“I know… just… please be careful, okay?” – he interrupts, sounding weirdly doleful.

‘Oh… Dens is not upset… he seems sad. Maybe that caused a bad first impression? Hmm… I wonder. Better to apologize. I don’t want to fight with my Carrot.’ – she decides.

“I am sorry, I will.” – Lana promises.

“Ugh… The new guys all got a view of your naked butt!” – the ginger man complains.

“Who are they?” – she asks, intrigued.

“The new team that joined with the merger. Part of my promotion.” – he reminds her.

“Oh, right! Well, hopefully, they did not see much.” – she says optimistically.

“Argh… they did. Uwe and the guys didn’t shut up about it.” – he says, exhaling.

“Uwe?” – she asks, and his face contorts into a scowl.

“Yeah, he is their Lead. I don’t like him.” – Dennis reveals.

“Oh, hun.” – she rubs his face. “Why?”

“He seems weird… I don’t know. Can’t quite put my finger on it.” – he shrugs.

“At least you will only have to see him on Zoom.” – she says.

“No! That’s the worst part. He moved here. So he’s going to come to work every day!” – he says, distressed.

Noticing his displeasure, Lana hugs her future-husband.

“It is okay, my Silly Carrot. You will have to learn how to deal with this Uwe. I can help.” – she says encouragingly.

“I guess.” – he says gloomily.

“Maybe you can invite him over for dinner?” – she suggests.

“Ugh… why?” – Dennis says, disliking the idea.

“To be the cool boss. Show off to him?” – the curvy fiancee explains. She sees a sparkle in his eyes.

“Ah, yeah! That’s a good idea, babe.” – he says enthusiastically.

The couple finishes getting ready for work and then have a quick breakfast. Lana gives Dennis a peck on the lips before leaving for school.

~~~~~~~

Town Walk

As the voluptuous teacher sashays down her entryway, she hears someone calling her.

“Morning, Lana!” – Jack waves to her. She waves back.

She sighs as she realizes he is walking to meet her on the sidewalk.

“H-hi, Jack…” – she greets him. ‘Why am I nervous?’

“Hello, naughty teacher. Looking great today.” – the fat neighbor says, stopping beside her. Jack is an unattractive middle-aged man who is bald and overweight. Once again, he is dressed in stained gray sweatpants and a greasy white tank top.

“Thanks…” – she blushes. “But I am not naughty.” – she frowns.

“Well, some reports from yesterday would say otherwise.” – the rotund man winks suggestively.

“Oh…” – she utters, looking down, ashamed. Her eyes can’t help but glance at the large visible bulge in her neighbor’s sweatpants. She quickly snaps her eyes back to his.

“Shame I missed it.” – Jack smirks, knowing his busty neighbor was staring at his meat.

“You bought a copy in the morning. What happened?” – she says, trying to avoid looking at his big package. ‘Am I sad that Jack wasn’t there? Why… what’s wrong with me…’

“Well, Evan got some sort of food poisoning. We had to rush him to the clinic.” – the fat neighbor explains.

“Oh! I hope everything is well.” – Lana says worriedly.

“Yeah, thankfully Nurse Park was there with the Dog Doctor.” – Jack says.

“Dog Doctor?” – the teacher asks, confused.

“You know, the Vet. He was covering for Dr. Hardik. I heard that the old perv was busy with someone…” – the bald man insinuates, pumping his eyebrows.

“Ah… s-sorry…” – she turns crimson, recalling the Indian doctor playing with her anus.

“All good. Evan is fine now.” – Jack discloses, and she exhales, relieved. “Since I pre-ordered but missed all the fun, can I get a kiss to make up for it?” – he asks, making a kissing motion with his gross lips.

‘Gosh… well, he did miss it… and it’s not fair that he spent money but didn’t get rewarded like the others… and he must have had a hard time with his kid… it seems like the minimum I can do…’ – she settles, shuffling her legs.

“All right….” – she agrees weakly.

Not waiting for an invitation, the obese man pounces on the short, curvy brunette. His chubby lips mash against her sexy rosy lips, and they smooch passionately. Lana feels his slimy tongue invading her mouth, along with the taste of coffee. She obediently and eagerly reciprocates, interlacing her tongue with his.

‘What am I doing? I said I was going to do better for Dens… Jack is not even part of the Program… and I don’t need to practice kissing….’ – she feels his big hand snake under her flimsy skirt and squeeze her bubbly half-covered ass. ‘Mmm… his hand is so strong and manly…’ – she thinks, getting wet. His other hand joins in, and she feels the back of her skirt getting completely lifted.

*Hoooooonk!*

Lana jumps, the sudden car horn startling both.

“Get a room!” – a man yells from inside the car. “Nice ass!” – he shouts as he drives away.

“Goodness…” – the teacher says, breathing heavily.

“That was good. So, when are you free again, naughty teacher? We need to have some more coupley-fun.” – Jack says, squeezing her shapely bum.

“Uhhh… I am not sure. But… umm… Thursday, I will go see your dad.” – she reveals innocently.

“Really? Maybe Evan and I can stop by for some family time.” – the fat man says merrily.

“That sounds lovely!” – the stacked brunette says enthusiastically.

“Perfect, I will see you then. Bye, Lana!” – he opens his arms expectantly. She hugs him, and he once again gropes her half-exposed ass.

“Bye, Jack…” – she says, and he slaps her bare assflesh. “Owww…” – she moans, and he chuckles.

Lana resumes walking to school.

‘Jack was pleasant again. Maybe Lilly chastised him for his behavior Friday? He does seem more good-natured and less vulgar lately. It will be cute to see Evan playing with his grandfather. Can’t wait.’ – she thinks happily.

As she strolls to her job, quite a few people greet her, calling her by name. Everyone seems polite and friendly, making our teacher feel accepted and part of the community.

‘This is so nice… I need to tell Dens… and Mary, of course. I am looking forward to our lunch!’ – she smiles.

At this moment, a red sports car slows down and comes close to her. The window lowers, revealing Zack and Derek Archer.

“‘Sup, Miss C!” – the older brother greets her from behind the wheel. He is a wide 20-year-old young man with an even wider head and a naughty attitude.

“Hi, Derek.” – she replies with a sigh. “Good morning, Zack.” – she greets the younger Archer.

“‘Morning, Miss C. Looking forward to today.” – the rascal boy says. Zack is the 18-year-old leader of the bullies of the school, and while not as physically strong as his brother, he is just as tall, and his head is just as oversized.

“I heard you visited our store yesterday.” – Derek grins.

“Oh, you bought sexy lingerie!” – Zack exclaims.

“I did…” – the teacher admits shyly. “But Kyle messed up and left the electronic tag on.”

“That idiot. I’ll have a word with him. Come by anytime, and we’ll fix it.” – Derek says seriously.

“Thanks.” – Lana says appreciatively.

“Make sure to take care of my young brother, Miss C. He means a lot to me.” – the older boy says, patting his brother on the shoulder. Zack nods.

“Sure?” – she says, cocking her head.

“So, can you show us your tits?” – Derek asks out of nowhere.

Caught by surprise, Lana instinctively unbuttons the first button of her blouse and starts to open it. Zack inhales, making her realize what she is doing.

“No! What are you saying!?” – Lana shouts indignantly.

“Dude, you need to play it cool.” – Derek says, lightly punching his brother on the arm.

“Ow! It wasn’t on purpose…” – Zack complains.

“Hah, it was worth a try.” – the older Archer laughs. “Catch you later, Miss C.” – he says as they start moving away. The young brother waves at the teacher.

“Bye. See you at school, Zack.” – Lana says, shaking her head.

She looks around worriedly, ensuring no one saw the exchange. To her relief, nobody seems to have noticed it.

‘Those two are trouble if I’ve ever seen any…’ – she reflects. ‘I need to try to avoid Derek and his friends. I wish I could avoid Zack, but he seems to always be involved with Greg. Hopefully, today that boy stays in the clear.’ – she thinks optimistically.

As she continues the final stretch of her journey, a few more townsfolk greet her, including some she met during the Sunday event. These have a broader, naughtier smile, but Lana feels warm and fuzzy to be recognized.

A man in a white lab coat, about 5’11, with broad shoulders and blondish-brown hair, greets her.

“Hello, Lana. Loved your sexy performance on WinstonTV with Jade.” – the well-built man says.

“Thanks, Doc…” – the busty teacher says, but someone else addresses her and gets her attention before she has a chance to engage with the doctor. When she turns back, he is nowhere to be found.

‘Huh… well… I’m sure I will meet him again; Winston is tiny.’ – she muses over.

~~~

The Winston School has a large gate leading to a big parking lot. In the end, there is a big walkway with different paths, one leading to the school proper and others taking students directly to the other buildings, like the Gym or cafeteria.

Two of her students, Benjamin and Wyatt, are hanging out at the school gates.

“Morning, Miss Lana!” – the two miscreants greet their teacher.

“Morning, boys. Waiting for Lukas?” – the curvy educator asks.

“You bet.” – BJ answers fiercely. The southeast Asian teen is very protective of his buddy.

“It is so cute, seeing how you are such good friends.” – Lana smiles lovingly.

BJ blushes and looks down at his feet, shuffling. He is madly in love with his teacher.

“We’re homies.” – Wyatt answers promptly, clearly trying to prove his manliness. Lana giggles.

“Good, good. BJ, I will see you at detention.” – the teacher says.

“Ugh, I forgot. When?” – Benjamin asks, grimacing.

“One hour before lunch, as usual.” – she says. And the boy makes a displeased expression.

“Don’t worry, Miss Lana. I’ll make sure he’s there.” – his dark-skinned friend says.

“Duuuuuude….” – BJ moans, looking at Wyatt. Lana giggles again.

“Talk soon, boys.” – she says with a beautiful smile.

She spots Pringle hanging outside the lonely school bus as she crosses the school gate towards the parking lot.

“Morning, Miss Lana!” – the black driver greets her. Pringle is in his late 40s, but he is still fit and has well-defined muscles, making him look deceptively younger. The only thing that gives his age away is that his dark curly hair is graying in some spots. He is the school’s bus driver, the town’s handyman, fixer, mover, delivery man… anything really.

‘And can’t forget a self-proclaimed BBC…’ – Lana recalls, blushing.

“Hi, Pringle. It is good to see you again.” – the teacher says.

“Just dropped the kids off.” – the dark-skinned man says and gives her a wide white smile. “‘Ya lookin’ mighty fine today, Miss Lana.”

“Thanks.” – she blushes.

“Can I get a morning kiss, miss?” – the driver asks with a grin. “I missed ‘ya since Saturday.”

Lana remembers everything that trespassed between her, the black driver, and his friends at the Blue Beach Bar. Her cooch twitches and throbs.

“I missed you too…” – she admits softly. She stands on her tippy toes and kisses Pringle on the lips. They quickly start making out with their tongues.

The busty brunette feels the man’s hand move underneath her skirt, squeezing her ass. She moans inside his mouth.

‘Gosh… he gets me so hot… he is so manly and experienced… mmm… and his meatstick is so big…’ – the teacher thinks, her coochie dampening her white panties.

Pringle brings her body closer to his, and she feels his massive erection through his jeans. Unable to resist, she caresses it. He breaks the kiss.

“Also, don’t worry about the photos from the bar. Mr. Bill dealt with them.” – Pringle says.

“Oh… he did?” – she asks, and he nods. She has forgotten about it, but knowing that Bill took care of it makes her a little bit lighter. “That is good.” – she adds.

“So, are ‘ya ready for me to park my bus in you?” – he asks crassly. She gasps. “Too soon? How about some good ‘ol buttfucking?”

“I said no… your BBC is too big for me…” – she justifies, grasping his hard cock through his pants.

“Are ‘ya still gonna play with it tho?” – he whispers in her ear. She gets goosebumps.

“Yes…” – she moans, feeling his hand deep between her butt cheeks.

“And suck it.” – the black man says, almost like a command.

“Maybe…” – the teacher coos, unable to resist his manliness. He lets go of her and pats her on the ass.

“Swell, I’ll see ‘ya sometime this week then. Hafta go now.” – the dark-skinned driver says.

“Okay… bye, Pringle.” – she says, giving him a quick hug.

He hops back on the bus as Lana crosses the parking lot to the school.

‘It is barely 8am, and I am already aroused… gosh, this is going to be a long day… ‘ – she muses. ‘Control yourself, Lana. Keep it strictly to the Program requirements…’ – she tells herself.

~~~~~~~

Before School

“Hey, Cox!” – a known voice greets her from the driver seat of a silver sedan.

“Hi, Justin! Good to see you.” – the teacher replies joyfully. Justin is Dennis’ teammate, a genuine Jock, about the same age as Lana, and with ginger hair. “What are you doing here?”

“Came to drop my baby bro.” – Justin points to Greg, exiting the vehicle.

“Awwww! It is too cute to see you boys together.” – Lana squees, clapping giddily.

Some students around them chuckle. Greg turns beet red and starts to fiddle with something on the back seat.

“Cox…” – Justin motions for her to approach the window. She bends forward, giving everyone behind her a nice view of her uniform-clad butt. A few students stop to ogle.

“What is it, Justin?” – the teacher asks. Propping herself on the car window.

“Thanks for helping my baby bro.” – the ginger man says, ogling her boobs.

“Oh… well, you are welcome…” – she says, caught off-guard. ‘Oh, I was expecting Justin to tease me for it or something.’ – she thinks.

“He is pathetic, but he is a great kid. Until now, I didn’t know what to do, but he seems much better since you started pretending to be his girlfriend.” – the jock says, squeezing her tit.

“Uhh… did he…” – Lana trails off. ‘So, Justin is protective of his brother. That’s nice.’ – she smiles

“Yeah, he told me everything. You’re the best. We might get you over to our place for dinner. As thanks.” – Justin says.

“That will be nice.” – the teacher admits.

“Cool. Please take care of him, okay?” – the jock asks seriously.

“Ah… I will. You can count on me.” – Lana promises.

“Good. And don’t forget our Daily Selfie.” – Justin says, squeezing her breast again. “Catch you later, sexy.”

She says goodbye, and the jock rides off, leaving his brother on the sidewalk.

“Hi, Miss Lana.” – Greg says shyly. Her ‘school boyfriend’ is a rounded-faced, short, and obese boy in Mary’s class. He is always sad and pitiful, making him an easy target for bullies.

“Hi, did you have fun yesterday at the event?” – the teacher asks, caressing his chubby cheek.

“I did, a ton.” – the round boy admits with a genuine smile.

“How would you like to join the AV Club?” – she inquires.

“Really? You think the guys will go for it?” – Greg asks, seemingly excited for a moment.

“I am sure. You are pretty cool now with your new girlfriend.” – she winks playfully.

“Ermm…” – the fat boy mutters, looking around worriedly. He sees that quite a few people, including some of his schoolmates, are looking at them. Zack Archer is there, too, with his three henchboys. “Miss Lana… can we… uhh… kiss? I want to show off to my classmates.” – he asks nervously.

She inhales, recalling what Justin just asked her. ‘The whole school will know if I do this… well… Dens gave me the green light and Justin too… just a kiss seems harmless. I have to keep helping Greg. It’s my duty as a teacher…’ – she ponders.

“Mm-hmm…” – she says, leaning forward and planting a big smooch on his chubby lips. “Good morning, Greggy.” – she says out loud. “Can I call you Greggy?” – she purrs softly.

“Uhh… can you call me… erm… Big G?” – the round boy asks, flushing. She giggles.

“Of course, Big G.” – she says in a sultry tone. She gives him another kiss. He gropes her perfect left boob with his pudgy hand. She gasps but doesn’t object.

As they break the kiss, he has a braggy smirk.

“It’s my girlfriend!” – Greg announces to anyone listening, putting his arm around her waist.

“You wish, fatso!” – Zack yells, and his underlings snicker.

“Zack!” – Lana shouts as she dislodges herself from Greg’s hold. “You should not say that. Do you want detention?!” – she says menacingly.

Every student around stops to look at the situation.

“No, Miss C. But if fatso here is really your ‘boyfriend’…” – the bully says, making air quotes. “You wouldn’t mind if he squeezes your bubble butt.”

“Zack! Manners. We cannot do that in front of the school.” – the teacher says, even though she let the rotund boy grope her boob just a minute ago.

“Hah! You’re so pitiful, fatso. Not even your girl wants you.” – the Archer boy mocks. His friends laugh.

“That’s not true!” – Greg sniffles, and Lana looks at him with pity. His eyes are watery.

‘Argh… these two will be my demise… what choice do I have? It’s okay… this is still part of the Program. And Dens agreed to let me behave as a couple with him. Let’s be a good example to your students, Lana.’ – she thinks, determined.

“What a bad girlfriend would I be if I did not let my boyfriend do that, right?” – Lana asks Greg, who nods his head, sniffling. “Go ahead, Big G. Squeeze my bottom.” – she says.

Some students gasp while others exclaim with surprise, but most say ‘Ooooo’.

Not wasting the opportunity, the blubbery student gingerly grips his teacher’s butt.

“See, in your face!” – Greg says boastfully. Lana sees Jim coming from inside the school with Mary Hunter next to him.

“That was weak, fatso! Still a little bitch, I see.” – Zack scuffs, and his underlings sneer.

“I’ve had enough of you, Zacky!” – Mary scolds him. Zack turns wide-eyed. The boy is clearly scared of Mary. “Let’s go. I’m taking you to detention.” – she winks at Lana, who smiles at her friend.

Mary holds him by his arm and takes him inside, amidst chants of ‘Ooooo’, ‘Zack’s in trouble’, and ‘He’s gonna get spanked’.

“Damn it… no…” – the bully protests as he follows his homeroom teacher. “I’ll get you, Fatass.” – he growls at Greg.

“Not another word!” – Mary reprimands him as they enter the school.

‘Phew… glad Mary was here… not sure how this would’ve played out. I need to try to avoid Greg and Zack from now on….’ – the teacher reflects.

“Thanks, Miss Lana, for the help.” – the obese student says to his ‘girlfriend’, who smiles back. “And thanks, Jim. That was cool!” – Greg says to Jim, who gives him a thumbs up.

“Thanks, Jimmy, for saving us.” – Lana says, caressing his ginger face lovingly.

Greg feels a stab of jealousy at that. He chastises himself for his pitiful display and vows to show his teacher he can be a real man.

The three go inside the school together.

~~~

Winston School’s main hall is an ample open space with couches and vending machines where the students can hang around before class. Right now, it’s full of young minds using their lockers and chatting about their weekends.

Greg says his goodbyes and walks towards the rightmost corridor, which leads to his classroom.

“Not sure where he’s going. We have an assembly in a bit.” – Jim says, pointing to the big double doors at the back of the hall.

“I am not sure. Maybe Greggy needs some alone time.” – Lana analyzes, and her ginger student shrugs.

Jim is an intelligent, shy nerd with a cute, freckled face, a thin body, and curly red hair. He is the president of the AV Club and the current recipient of Lana’s only blowjob (besides Dennis).

“Thanks for yesterday, Miss Lana.” – the boy says, turning crimson.

“Ah… you are welcome.” – she says, also blushing. ‘I should change subjects. It’s not time to think about these things.’ – she thinks, clearing her thoughts. “So, has Jen said anything?”

“Uhh… ugh… well… she didn’t believe it.” – Jim says, grimacing.

“Really? But how?” – the teacher reacts, intrigued.

“I don’t know. Jen said it was a hot video but laughed and said something about not mattering.” – he frowns.

“Hmm, I will talk to her later today.” – Lana says, determined.

“Oh, you don’t have to, Miss Lana. It’s okay.” – the red-haired boy says awkwardly.

“No, Jimmy. I have to. It is the least I can do.” – she says adamantly.

“If you say so…” – Jim mumbles.

“I do. I will see her at the Art Club, so I will update you tomorrow.” – the teacher assures her student.

“Sounds good; see you in class.” – he says, waving goodbye.

Miss Lana says farewell to her favorite male student and climbs the stairs toward the Staff Room. To her surprise, nobody is inside. She drops her things, uses the restroom (uneventfully), and leaves.

~~~

Outside, Evelyn is waiting for her. The small black-haired girl is shy with a lithe body and small tits (36B), although lately, she has been coming out of her shell and showing her pervy side.

“Hi, Evie! I missed you yesterday.” – Lana says to her favorite female student.

“Morning, Miss Lana!” – the girl beams. “Wy destroyed my pussy, I spent the day recovering…” – she says, referring to Wyatt, her new boyfriend, and Lana’s dark-skinned student. “And masturbating.” – she adds with a whisper.

“Oh…” – the teacher blushes at the admission, recalling the scene of her pupil jilling off in the bathroom stall.

“Did Wy apologize to you?” – Evelyn asks.

“He did…” – and Lana tells Evie all about it.

“Perfect… I’ll make sure he redeems himself then.” – the naughty raven-haired girl says.

“So, what can I help you with?” – Lana asks, curious why she’s here.

“As promised, I came to tell you about my first time.” – the petite student says.

“Ah… you do not have to…” – the busty teacher says, embarrassed.

“It was amazing, Miss Lana!” – the girl says enthusiastically, ignoring her teacher’s plea.

“Truly?” – the curvy educator asks, unable to hide her curiosity.

“Yeeees! He fucked me so good.” – Evie says, and Lana gasps. The girl proceeds to tell her teacher about her first penetration in detail. The naive teacher ‘oohs’ and ‘aahs’ at the explicit descriptions, and her cooch is hot and slightly damp by the end.

“Did it hurt?” – Lana asks, afraid of the answer. She disliked pain. Or at least she thought she did.

“A little at the start… but nothing major after the first minute.” – the petite girl says. Lana exhales, relieved. “You have no idea how good it was… I came 3 times!”

“Wow…” – the busty educator mutters. ‘It must be amazing then… three times?! Wow… I need to feel that someday…’

“Wy filled up my tiny pussy completely!” – Evelyn reveals, patting her twat above her skirt.

“Gee…” – Lana mutters, ogling her pupil. ‘Must be because of his large prick… lucky Evie…’ – she thinks, biting her lip.

“Do you think you can experience that with your fiancee once you lose your v-card?” – her small-titted student asks.

“Uhh… eh…. I do not think he is capable…” – the teacher says earnestly.

“Because he is small?” – Evie asks, wiggling her pinky finger. Lana nods, a bit sad. “Oh, then just try with someone else.”

“But… that would be cheating!” – Lana says, trying to not entertain the idea.

“It’s life-changing. You need to experience it!” – the petite girl insists.

“Oh…” – the teacher bites her lip at the thought.

“Truly! Also, I was talking to some girls. They all recommended some practice before your first.” – Evie says.

Evelyn has had some interesting chats with Mary and Chloe recently. The girls need to look out for their own, after all.

“Really?” – Lana blurts out. ‘People keep saying that… but I can’t… I wouldn’t… Dens is the only one for me…’

“Yeah, experimenting is fine…” – the raven-haired student assures her teacher. Sensing that Lana is still too conflicted, Evie decides to give her a little push. “But I’m glad Wy was patient with me.”

“Why do you say that?” – Lana asks curiously, taking the bait.

“I was scared, and it was too tight. We had a hard time doing it. Took us a while… and we almost gave up. It wasn’t even good initially, but Wy endured, allowing us to try numerous times. It only became amazing after multiple tries.” – the girl explains, not too far from the truth.

“Gosh… I had no idea…” – the teacher mumbles. ‘I don’t want the first time to be bad for Dens… it must be special. I want him to be in ecstasy. It’s what Dens deserves.’ – she thinks.

“Can Dennis go that long without spurting?” – the pervy student asks, knowing the answer.

“I do not think so…” – the buxom teacher sighs, recalling their ‘adult times’.

“Yeah, might be a problem, then.” – Evie says seriously. Lana inhales, clearly worried. “Hmm… aha! Then how about a dildo or a vibrator?”

“Oh, smart! That might work.” – Lana says. ‘Toys aren’t cheating… Dens is okay with them…’

“Although it’s not the same as a man thrusting.” – the petite student says, thoughtful.

“Is it that different?” – the gullible teacher asks.

“Another world!” – Evelyn reveals, and Lana’s eyes widen.

“Jeez…” – the busty fiancee says, not knowing what to do.

“Maybe you can make Dennis wear a strap-on! – the small-titted girl jokes. Lana imagines Dennis wearing a blue strap-on and how ridiculous he would look.

“He would never go with that!” – the teacher giggles, and the two women laugh together.

This simple joke defused the weight of the situation, making Lana stop worrying about it.

“Well, I can help then. I wouldn’t mind using it on you!” – Evie suggestively says after they stop laughing.

“You would?” – the teacher asks, surprised. She blushes as her mind wanders.

“Yeah, I would be glad to do it.” – the pervy petite student winks.

“Goodness…” – Lana mutters, turning an even brighter shade of red.

“Well, I have to go find Wy now.” – the black-haired girl says, looking at her phone.

“Okay, Evie. Bye!” – the teacher says as her student starts to walk away. Suddenly she turns.

“You have no idea what you’re missing. Think about it, Miss Lana!” – Evelyn adds naughtily.

Lana audibly gulps.

‘Well… let’s not dwell too much on the other points. But her idea is not bad… At least she is not a man, so I can try to get used to the sensation for Dens. It’s only a pleasure assistant, as Summer said. Okay, let’s take one step at a time and see what Mary says about anal. She had some ideas for me to practice.’ – she evaluates.

The voluptuous teacher makes her way to the auditorium for the morning assembly.

~~~~~~~

Day 15 — Morning

~~~~~~~

School Assembly

Lana enters the large theater and spots Stella, the school’s admin and principal’s secretary, on the right side. The woman in her late 50s waves to her.

“Ms. Cox, the teachers are on stage. You can go up.” – Stella says, adjusting her thick glasses.

Thanking her, she joins her fellow teachers with a few minutes to spare. Her colleagues Roger, Prof. Henry, and Flora are chatting among themselves.

“Hello, sunshine!” – the booming voice of Principal Bill comes from behind the podium.

“Hi, Bill…” – Lana says, waving at him.

The large man opens his arms, expecting a hug. Obediently, she gets closer, and he embraces her in a tight bear hug.

“You look delectable. Although you could’ve skipped the bra.” – Bill laments.

“Thanks… I…” – she stammers, feeling bad for disappointing her boss.

“No worries, take a seat. We’ll start in a minute.” – the principal instructs.

Lana sits in the fourth chair, labeled ‘Class 2-D’, next to Flora.

“Hi, Lana.” – the librarian greets her. She is in her early 30s, with curly dark hair and rimmed glasses, and is dressed in classic librarian attire. She is sexy in a nerdy kind of way.

“Morning, Flora.” – the busty fiancee says warmly.

“Mary invited me to the Art Club today.” – the bisexual woman says, resting her hand on Lana’s bare thigh.

“Oh, that is exciting. I am glad you will be there.” – the teacher says earnestly.

“Me too. I heard you’re showing some skin?” – Flora asks, squeezing her thigh.

“Oh… I am not sure…” – Lana says, blushing. ‘Am I? I don’t think Mary and Evie said that. I should ask.’

“Well, I’m sure we’ll figure it out.” – the librarian says sultrily, caressing her leg again.

Mary Hunter walks on stage. She is a stunning blonde, 36 years old, with slightly tanned skin, a small nose, full pouty lips, and fake C-cups. She is Lana’s best friend.

“Hello, bestie.” – Mary smiles at her friend as she sits on the chair labeled ‘Class 2-C’.

“Hi! Thanks for earlier. You know, Zack.” – Lana says. She can’t help but notice that Flora’s hand is still resting on her bare thigh.

“Yeah, he’s a little shit. Don’t worry, I got you.” – the blonde teacher says, holding her friend’s hand.

“Thanks. Cannot wait for our lunch.” – the busty brunette says happily.

“Me too, lots to discuss.” – Mary agrees, squeezing her hand.

The bell sounds, indicating the start of the school day. The heavyweight principal approaches the microphone.

~~~

*static sounds*

“*Caham!*” – Principal Bill clears his throat and waits for the student’s chatter to die down. Lana squirms in her seat. “Good morning, students!”

Some students mumble a weak ‘morning’ back.

“Come on, lazy asses. You can do better than that!” – Bill eggs them on.

“Morning, Pincipal Bill!” – they say in unison.

“Hah!” – the large older man bellows. “So, I gathered you all today to talk about a couple topics.” – he says. “First, the School Fair…”

“Next week will be the last regular week of school. After that, you will have a week off.”

Everyone cheers.

“Calm down. First of all, we call that Winston Week. You will all be expected to help in different places throughout town. Your teachers will hand out forms, and you must gather stamps from different places, proving that you helped. Teachers are also required to partake.”

Bill hears some grumbles and murmurs.

“Well, we will have the School Fair on Thursday and Friday of that week. All the students and the clubs are expected to be present and prepare activities for the people of Winston.”

The students seem more enthusiastic at that news.

“On Friday, the yearly play from the Drama Club will occur.”

Lots of students clap.

“And finally, Saturday and Sunday, we will have the Winston-Fest, where there is expected to be another display from your clubs.”

The students cheer, clearly excited about the town’s festival.

“So, you see. Even though you have most of the week off for Winston Week, you should use that time to plan for the School Fair and Winston-Fest with your clubs.”

The students start to chatter.

“But don’t fret, my dear students. We will have a couple of school trips the week after Winston-Fest, to everyone’s delight!”

The husky principal announces to a smattering of applause.

~~~

[Potato Note: let me make it clear the schedule for the next few weeks. Hope this helps visualize the timeline better.]

* Current Week – Days 15 to 19

* Last Regular School Week – Days 22 to 25

* Winston Week – Days 29 to 31

* School Fair – Days 32 and 33 – Drama Club play, Day 33 at night

* Winston-Fest (weekend) – Days 34 and 35

* School Trips – Week after

~~~

“Settle down, settle down.” – Bill booms into the mic. “Not onto the next subject…” – he says, glancing at Lana. “As you all know by now, we have a new superstar teacher, Lana Cox.”

The principal says, and the students applaud loudly. He motions for Lana to come over. Turning red, she stands up, adjusts her skirt, and steps toward the podium until she is next to Bill.

The students catcall and shout obscenities at her. ‘Go, Miss Lana!’ ‘Hottie!’ ‘Slut!’ ‘Show us your tits!’ ‘Sexy!’ ‘Suck my cock’. She blushes even deeper and shuffles in her spot.

“Ahh, to be young.” – Principal Bill chuckles. “So, Lana here has just joined the Incentive Program.” – he announces, and the busty teacher gasps.

‘Oh, gosh… he is saying that to everyone… it’s almost like he is giving carte blanche to the students to touch me and letting them know that I am okay with it…. No, maybe they don’t know what it is…’ – she thinks anxiously.

“You might be wondering what this Program is and its benefits. While the exact details are irrelevant, all you have to know is that it’s a school-sanctioned Program that encourages Miss Lana here to motivate students and reward anyone for good deeds and exemplary behavior.” – Bill says, putting his hand on the teacher’s back.

A low murmur breaks among the students.

“Still unsure? Well, ask our new teacher, and she might just comply. As long as it’s reasonable.” – he says into the microphone, lowering his hand and patting her bum. She yelps softly.

The conversations between the teens in the audience grow more intense. They are all debating what the Program is and what it could entail. This debate will be all that the students gossip about for the next few days.

“And there’s another aspect you all may have noticed. Lana, please do a twirl for the students.” – Principal Bill requests.

Shyly, she spins around, showcasing her Red and Gray outfit to her students.

“That’s right. Lana is wearing a new special uniform with the school colors to keep morale up and demonstrate school spirit. The new uniform consists of a blouse…” – he pokes at her red shirt, right at her breast. “… a skirt…” – he says, running his hand down her gray skirt and stopping dangerously close to her crotch. “…and panties!” – the large man explains, patting her front.

“Eeeppp…” – Lana mutters softly, stepping back. ‘Bill is being so naughty… at least he is paying attention to me… but so is the whole school…’ – she reflects, her warming up.

“Even panties?” – Prof. Henry blurts out.

“That’s correct, my dear Henry. And the panties are the best part; they have a school logo. Care to show us, Lana?” – Bill asks with a wide grin.

“Ehh? N-no!” – the brunette teacher says, taken aback at the request. ‘He wants me to flash my panties to the whole school!’ – she thinks, outraged. However, her cooch throbs, liking the idea.

“Do you all want to see?” – the big principal asks the audience.

Cheers erupt from the students.

“Now, now. Let’s not embarrass dear Miss Cox. I have an idea. Maybe Lana will feel more comfortable if another teacher shows her panties first and help us compare? What do you all think?” – Bill asks.

More cheers and applause.

“Mary, can you help us?” – the old principal asks, turning to the blonde teacher.

“Of course, Bill. Anything to help my bff.” – Mary says, standing up from her seat. She is wearing a tight white blouse tucked into a black leather pencil skirt, dark stockings, and black heels.

‘Gee… sorry Mary… I didn’t want to loop you in….’ – Lana thinks, hoping that her friend doesn’t follow through since that would mean she must also do it.

Without waiting any longer, Mary starts to hike her tight skirt, exposing her stockings-clad legs. Everyone in the audience holds their breath expectantly. The blonde’s black lace panties come into view. They are a bit translucent, as is evident by bits of her skin underneath.

The students go wild. After a few seconds, she pulls her skirt back down and sits.

“Your turn, bestie.” – Mary says to her friend.

“Come on, Lana. Show your students your new special panties.” – Bill requests. “It seems reasonable. Right, everyone?” – he asks the students.

They all applaud, and a chant starts. ‘Lana!’ ‘Lana!’ ‘Lana!’ ‘Lana!’

‘Gosh… I guess it’s all right… Mary just did it, and she’s not even in the Program. This is something expected of me, like Bill said… okay… here I go…’ – she deliberates.

Lana holds her breath, closes her eyes, and reluctantly lifts her loose gray skirt.

Her white panties get exposed to her students. A shadow of her brown pubic hair and a hint of cameltoe can be seen between her perfectly sculpted legs.

“Marvelous, Lana. These panties suit you. The white signals the purity but also the cut, and the style plays at something else… an underlying sexiness.” – Bill analyzes into the microphone. And a murmur of agreement echoes through the auditorium. “Now, turn and shows us the backside.”

Lana turns around with her heart thumping and her cooch on fire, exhibiting her half-bare butt to everyone.

“Wowzah! That’s why they call them cheeky… it’s because half the cheeks are out.” – the old principal says. “You’re beautiful, Lana. Look at that flawless skin! And what a top-grade butt! Congrats.” – he says, and she flushes.

‘Why am I enjoying this so much? Bill’s praises and showing off to my students…. They are all analyzing my bum…’ – she thinks. She looks at her colleagues, and Roger and Henry have wide shit-eating grins. ‘Gosh… these two perverts… they haven’t tried anything yet… or brought up my photo! What is up with that?’ – she thinks, slightly upset. ‘Wait.. why am I upset at that… argh… what’s happening to me…’ – she ponders.

“Lana, you can turn back around. We saw enough of your butt.” – Bill and the students chuckle.

“Err….” – she turns, blushing furiously.

The hulking principal approaches the brunette teacher and pokes his finger at the school logo right above her vagina. She gasps softly.

“Students, notice the WS in front. That means that Lana is part of the Program.” – he explains. “How does it feel to show your panties to all your students?” – the naughty principal asks, still touching right above her cooch.

“Uhh… it is… embarrassing…” – the busty brunette whimpers.

“I’m sure, but you seem to be coping well.” – Bill says as his finger trails down her panties, running along her slit. She bites her lip to contain a moan. “You have to show off more often, then the embarrassment will fade over time. I guarantee.” – he smiles, and she gasps at his suggestions.

“I… do not…” – she stammers. Bill turns to the students.

“Can you believe Lana here is a virgin? Wow, wee!” – he says, interrupting her.

A wave of chatter breaks among the teens.

“*Ahem*!” – Bill clears his throat. “Now, for the next few days…” – he says, playing with the waistband of her panties. “Try to find out the color and the type of Lana’s panties. There are 3 different colors and 3 types, so let’s see if you can see them all…” – he proposes. “… or see what she isn’t wearing!” – he concludes, pulling the waistband of her panties down and away from her, exposing Lana’s brunette bush to all the students.

The curvy teacher shrieks at the same time that the students cheer. Chuckling, Bill releases her panties, letting them go back. The students all start to chatter and gossip about what just happened.

“Good girl, you can cover up now.” – Bill whispers in her ear and pats her ass.

Still beet red but powerfully aroused, Lana lets her skirt fall back in place. Bill directs her to sit.

“Good job, bestie.” – Mary praises her as she plops on her seat.

“That was so hot, Lana.” – Flora purrs in her ear, sending goosebumps down her spine.

Bill continues talking for another minute or so about some school issues and regulations, finally dismissing everyone.

The teachers wait until all the students leave, then Mary and Flora say their goodbyes as they go to their morning assignments. Lana leaves the theater with Roger and Prof. Henry towards the Staff Room.

~~~~~~~

Around School

As Lana follows her co-workers, some meandering students greet and touch her. Innocently at first, but as the busty teacher doesn’t react, their hands become more daring and naughty.

Soon, every teen is openly patting her bubble butt or coping a feel of her ample breasts. She tries her best not to react and make it seem commonplace, but a few soft moans escape her mouth.

“Does your bra match your panties, Miss Cox?” – one student from Roger’s class asks.

“Uhh…” – the big-titted teacher stammers.

“I didn’t hear the Principal talk about a bra.” – another boy says.

The teacher realizes that there are about six students around her besides Roger and Prof. Henry.

“That’s true. Maybe Miss Cox isn’t wearing any!” – the first student declares.

“Dummy, then you would be able to see her nipple!” – a female student says, shaking her head.

‘That is so lewd… them talking about my underwear and my body like I am a piece of meat… mmm…’ – Lana thinks, squirming.

“Why don’t you all find out?” – Roger suggests with a grin.

Lana gasps, and she feels multiple hands tugging at her tight blouse. After several pulls, a few of her front buttons pop open. The students pull the red garment off her shoulders, exposing half of her white cotton bra. The view of her enormous melons pressing against her chest is tantalizing.

“It does match!” – the student answers, as if it isn’t apparent.

“I’m not sure. I don’t remember her panties very well.” – the female student says.

“Well, that can be solved…” – one of the other boys says.

The teen lifts the front of the teacher’s flimsy gray skirt, exposing her white school-branded panties. Lana freezes, not knowing how to react to their forwardness.

“Ah, you’re right, they do. Silly me.” – the girl giggles.

“You’re so forgetful sometimes.” – her friend giggles.

“But I have to say, you look good in white, Miss Cox.” – the cheeky student says, still holding her skirt up.

‘Oh, gosh… I’m basically in my underwear in front of these students… but Bill said that should be reasonable to the Program… bear with it, Lana… just think of it like being in a swimsuit.’ – she reasons.

“Uhm… thanks…” – the teacher says shyly.

The mischievous students all exchange surprised looks.

“Well, kids, we should be going now.” – Prof. Henry declares.

“Give your teacher a goodbye hug.” – Roger orders, grinning.

The group of students gets closer, and she feels naughty hands all over her bare legs and butt. One of the tallest boys slips his hand inside her bra cup, feeling her naked boob.

“I always wanted to touch these puppies…” – he whispers in her ear. She gets goosebumps, and her cooch gushes a little.

“What a lewd teacher… I can feel your wet panties!” – one of the girls teases her.

‘Goodness… when did my students get so naughty… is this going to be an everyday occurrence? Gosh… I’m not sure I can handle it…’ – she thinks, chewing her lip and absentmindedly wiggling her butt.

“If this is the ‘Program’, I dig it.” – one of the teens says.

“That’s good enough, kids.” – the old professor states, pulling Lana by her hand away from them.

“See you next time, Miss Cox!” – the skirt-lifting boy says, and they all chuckle and wave goodbye to their teacher.

“That was very hot, Lana.” – Roger says as they walk. “Glad to see you giving in.”

“G-giving in?” – she blurts out, wide-eyed. Henry shoots him daggers

“He means being free of mental barriers. That’s the Winston way.” – Prof. Henry explains promptly. The senior man seems to be unusually quick-witted today.

“I see…” – Lana says naively. “Well, not really. This is just because of the Incentive Program. Bill said it benefits everyone.” – she explains, trying to justify her behavior to her colleagues.

“Indeed it is, dear.” – Henry smiles and pats her bum.

~~~

As they enter the Staff Room, the old teacher excuses himself to go to the restroom.

“So, about tomorrow…” – Roger says with a pervy smirk.

“What is tomorrow?” – Lana asks innocently.

“The Biology Supplement.” – he replies. The class 2-A teacher is fit and attractive, and while he is not overly tall at 5’11, most girls in school have a crush on him. Lana included.

“Oh…” – she mumbles. “Ah! Wait! How do you know about that?” – the busty brunette frowns. The handsome teacher chuckles.

“Bill asked me to fill in the role of the male model.” – Roger gives her a good-looking smile.

“Ah… uh-huh…” – Lana mutters. ‘Gosh… I will have to pose next to Roger. Naked… ugh… well, at least it’s just the Bodies chapter, nothing else. I will have to explain well to Pietro so he doesn’t request anything too… intimate…’ – she thinks, rubbing her thighs together.

“Who better to be on their official lesson materials than their most beautiful teachers?” – the PE and finance teacher says, lifting his shirt and showing his 6-pack abs to Lana. She holds her breath.

“I guess it makes sense.” – the curvy fiancee says quietly, admiring his toned abdomen.

“The sacrifices I make for my students!” – he says dramatically, releasing his shirt.

“Like you are not looking forward to it, you Degenerate!” – she says. They both laugh, knowing that Roger is only interested in watching her ‘au naturel’.

“I am. And I can’t wait to have you fully naked next to me.” – Roger grins, making her tummy flutter.

“You are a Deviant…” – Lana says, blushing and playfully slapping him on the arm.

The door to the restroom opens, and Prof. Henry lets out a big sigh. He is a short and scrawny old man in his mid-60s who teaches music and tech in class 2-B.

“Rodg, did you see Lana’s email yesterday?” – the boney elderly man asks, stopping in front of the two.

‘Oh no… I thought they didn’t, since nobody mentioned it…’ – she thinks, her heart beating fast.

“If I! I made a mess on my laptop.” – the handsome teacher exclaims.

“D-did you s-spill anything?” – Lana asks naively. Both men chuckle at her question.

“I jizzed all over it.” – Roger clarifies. She gasps at the realization.

‘Did Roger masturbate to my photo? Goodness…’ – her cooch throbs. She feels the old man’s hand touching the inside of her thighs.

“Lana here has the most perfect virgin kitten I’ve ever seen.” – Prof. Henry says, rubbing her pussy above her panties.

The sexy teacher moans softly and squirms, unsuccessfully trying to dislodge his elderly hand.

“A bit too hairy for my liking. But otherwise… *Mwa*!” – the gym teacher makes a chef’s kiss gesture.

“Well, you should’ve come by yesterday.” – Henry says, still rubbing Lana’s hungry sex.

“Darn, I was busy in the afternoon.” – Roger says, frustrated.

“Well, you missed quite the show.” – the scrawny professor says, deftly sliding her panties to the side and rubbing his boney fingers against her wet slit. “Right, missy?”

“Annng…” – she moans, her knees buckling.

“Sounds like it.” – Roger smirks. Prof. Henry pulls his finger away from her pussy, not bothering to fix her panties.

“Look at how wet her fanny is!” – the old man says, lifting up his glistening fingers.

“Wow. She’s becoming a well-behaved slut.” – the handsome PE teacher says, and his colleague agrees.

“Noo… I…” – Lana says, embarrassed. ‘Why am I just letting them play with me like this? I am not stopping them…’ – she thinks.

‘It’s because you love it.’ – an eerie voice answers in her head. The voice gives her chills.

‘I don’t… it just feels good… and it’s harmless… but I shouldn’t…’ – she replies to the voice.

‘Don’t fight it. It’s who you are. Who you were meant to be…’ – the voice says.

Lana squirms, not wanting to admit the truth. Thankfully her colleagues interrupt her mental argument.

“Want to give it a try, Rodg?” – Prof. Henry asks, lifting her skirt and exposing her skewed panties and overgrown brunette pubic hair.

“Stop… I have to go…” – Lana replies, breathless.

The busty teacher rushes out the door. As she is leaving, she overhears her co-workers.

“We should print that photo and put it up on the board.” – Roger suggests.

“Great idea, I will do that now.” – the scraggly old man replies.

~~~

With her heart thumping in her chest, Lana doesn’t realize that she is about to run right into Kenny. They collide and fall to the floor, butt first.

“Morning, Miss Cox!” – the simple janitor says. He is a lean and tall 22-year-old who has the biggest dick that the teacher has seen so far. “Ah, that’s an interesting way to wear undies.”

Lana looks down, and since her legs are spread apart, her displaced panties are exposed to the plainspoken janitor, including her bush and a part of her pink pussy.

“Eeppp!” – she yelps, fixing her panties and shutting her legs. “Sorry.”

“S’okay. I’ll never complain about seeing your snatch.” – Kenny smiles, standing up.

“No… running into you.” – she says.

“All good.” – the janitor smiles, extending his hand and helping the busty brunette get up. “Thanks for the email, Miss Cox. I will treasure it.” – he adds.

‘Oh gosh… he saw it too, I forgot. Play it cool, Lana. He doesn’t know any better.’ – she reflects.

“You are welcome, Kenny.” – she smiles forcefully.

“So, that means you want to fuck?” – the simpleminded young man asks.

“What?! No!” – she exclaims, appalled.

“We can go to the locker rooms. I have the keys.” – Kenny says, pulling a keychain full of keys.

“Erm… I…. have to go…” – the curvaceous teacher says, walking around him.

“Cool. Let me know when!” – the janitor says, waving goodbye.

‘Gee… Kenny is… wow, this day… and I haven’t even gotten to my class…’ – Lana muses.

As she approaches the stairs, she sees Flora coming towards her.

“Lana! I just saw your email!” – the nerdy librarian says.

‘Oh, no…’ – the teacher gulps.

“What a beautiful pussy. Thanks for that photo.” – Flora says lustily.

“I…” – Lana mutters, turning crimson.

“It’s my phone’s background now.” – the curly-haired woman says, lifting her phone.

“*Gasp*!” – the busty brunette chokes, seeing the photo of her in the Princess Leia cosplay, happily exposing her hairy cunt.

Before Lana can say anything, Flora jumps her and steals a kiss. Lana doesn’t resist and reciprocates the librarian’s fiery smooch.

The two hotties start making out at the top of the stairs. A couple straggler students see the scene and whistle and hoot at the hot women.

‘What’s happening… I can’t control myself… mmm… Flora is such a good kisser… she’s getting me so hot… Lana, get it together! This is too much… we’re at school…’ – the wife-to-be thinks, trying to wriggle herself free from the bisexual librarian.

Sensing that, Flora breaks the kiss, a string of saliva uniting their sexy lips.

“Can I see your puss?” – the librarian purrs. Not waiting for a response, she lifts Lana’s flowy gray skirt and pulls her white panties away from her body. “Hmm… it’s a bit dark because of your bush.”

“Ah, sorry…” – Lana mumbles automatically.

“Want to go over to the library? I can get a better view and show you mine.” – Flora winks.

“Uhh… I…” – the busy teacher stammers. ‘Run away, Lana!’ – she shouts in her head. “I have to go!” – she blurts out and hurriedly walks away.

“All right, maybe at the Art Club!” – the nerdy librarian says, waving at her friend.

~~~

Lana rushes down the stairs, her heart beating extremely fast. She runs to the bathroom and locks herself in a stall to hide from everyone.

‘Ahh… what is going on…’ – she thinks, heaving. ‘My colleagues are so forward… is it because of my photo? It has to be… they were never like this before… even Flora!’

‘The photo was a huge mistake… I need to clear things up… but how? Oh! Maybe I can explain the misunderstanding in the email? That seems sensible.’

‘And what to do about that students? They are so rowdy because of what Bill said… It was so hot… having them groping and trying to undress me… in front of everyone… And Bill showing my cooch to the whole school….’

The curvy teacher starts to touch herself, rubbing her damp cooch through her soaked panties.

‘It’s a shame he is upset that I am wearing a bra… but I can’t… I’m not ready to be so daring… mmm… but it would be so risque… maybe….’

‘Oh, and Greg… kissing him and admitting to being his girl in front of the students… that was so bad… I have a fiance… and I am telling everyone I am dating a chubby little bastard… he is so beneath me… but even then… I am making out with him and letting him touch me… gosh… I am enjoying it even… I secretly want it… gee… I am so bad… what’s wrong with me…’

She rubs herself even harder, thinking of her pathetic student dominating her in front of the school.

‘I wonder if Greg and Zack can be good practice for Dens… they are all the same size… those two little shits would love that… ravage my sexy and curvy body… with their tiny peepees… rub it everywhere… even before my fiance… mmm… maybe Evie can do it too… she offered to…’

* Ring, ring! Ring, ring! *

The ringing interrupts her impromptu masturbation. Breathless and a little frustrated, she fishes her phone from her purse. ‘Ah, it’s Dens!’ – she thinks happily.

++++

Call — Dens

L: “Hi, hun!”

D: “Hey, babe. What are you up to?”

She looks down, her hand still petting her hungry twat. She pulls it away and adjusts her skirt.

L: “Just in the bathroom. Today has been a bit overwhelming so far.”

D: “Oh, that’s why you sound breathless?”

L: “Yeah, I basically had to take a break in the bathroom.”

D: “Is everything okay?”

L: “I think it will be… just need to get used to it.”

D: “Cool, cool. Don’t worry, babe. Just follow the Program, and everything is going to be fine.”

L: “Why are you saying that?”

D: “I got an email from Mr. Winston-Phillips this morning, reminding me today is the start of it.”

L: “Mayor Dick?”

D: “Yeah, I guess he is very interested in your performance for some reason.”

L: “I guess… but about what you said… are you sure?”

D: “Yeah, embrace it. If we both get promoted, we can go for a weekend getaway or something.”

L: “Oh, that will be nice.”

D: “I will ask if there is anywhere cool around here to go.”

L: “That sounds lovely. Thanks, Dens. You always calm me down.”

D: “You’re welcome, babe.”

L: “Ah, you called me! Silly me, rambling about piffling things. Is everything okay?”

D: “I called to let you know that I’m at the clinic now. I’m next!”

L: “Hun! Good luck!”

D: “Thanks, babe. I just needed a boost of confidence. I’m a little nervous.”

L: “Aww… everything will be all right, my Silly Carrot.”

D: “I guess we both needed each other.”

L: “*Giggles* True”

D: “Anyway, I better turn off my phone.”

L: “OK! I love you, hun.”

D: “Love you too, babe. Talk later.”

L: “*Mwah!*”

++++

‘Dens is right! I need to embrace it. It’s what Bill and Dick expect. It’s what Dens wants. It will be good for me and everyone.’ – she thinks, getting out of her stall.

The steamy wife-to-be is feeling much better after chatting with her man. She glances in the mirror, admiring her beauty and sexy body.

“You can do this, Lana!” – she peps herself.

The buxom teacher walks to her supposedly empty classroom, Class 2-D.

~~~~~~~

Classroom

Lana enters her classroom and is face-to-face with Principal William Winston-Phillips.

“Hello, peach.” – the big man says, towering over her.

The teacher gulps. She is always nervous in his presence, as he is an enormous man of both height and weight. His size clearly shows that he spent his glory years playing professional sports.

“H-hi, Bill.” – she says, admiring the still impressive figure of the man in his late-60s. She inhales, trying to compose herself. “What can I do for you?”

“I just came to have a chat. I have four things to discuss.” – he says, patting her butt.

“Uhh… I have detention soon.” – she informs him, looking around nervously.

“Don’t worry. I will be out of your hair promptly, buttercup.” – Bill smiles, and he strolls to Lana’s desk, taking a seat on her chair.

Awkwardly, Lana walks to the front row, and she is about to sit when the principal clears his throat.

“*Caham*. Over here.” – the lecherous old man says, patting her desk.

Obediently, she hops on top of her desk. Her gray skirt rides up, exposing all of her thighs and the bottom of her white panties. She blushes and pulls it back down, covering about a third of her legs. With a smile, Bill places his hand on her exposed flesh.

“So, how can I help?” – she shyly asks her boss.

“Good girl.” – Bill says patronizingly, squeezing her leg. She squirms with happiness. “First, I wanted to say that sending the email was a great initiative. Well done.” – the principal says, and Lana is about to say it wasn’t on purpose when he continues. “I will share it with the board.” – he smiles.

“The photo?!” – the big-titted fiancee blurts, wide eyes.

“No, no.” – he chuckles. “Your accomplishments and progress.”

“Ah, I see.” – she exhales, relieved.

“I don’t want a photo to be the first time they see you. We will organize an event later on so you get to know them better. How does that sound?” – Bill says, caressing her supple thighs.

“I guess…” – the teacher agrees sheepishly.

“Excellent! I am elated, Lana.” – the burly old man says.

“That is good?” – she says, unsure if she is doing enough to please her boss.

“It’s fantastic. However, you still have some ways to go to reach Chloe in terms of progress.” – Bill says seriously.

“Chloe?” – the bombshell brunette asks, feeling a pang of jealousy.

“Yes, she is doing really well. Beyond expectations. Not that you aren’t. She is just excelling.” – the principal reveals as he stops caressing her bare legs.

“I see…” – Lana says with mixed feelings. ‘I should be proud of her, she is my student… but… why does she have to also be at some sort of Program simultaneously? I don’t like it…’

“Although she doesn’t have such a voluptuous body.” – the sexagenarian says, eyeing Lana’s curves.

Lana juts her tits out proudly. Bill cops a feel and nods his head approvingly.

“But it’s hard to compete with an 18-year-old athlete. She’s impossibly fit.” – the principal analyzes.

“Hmph…” – the brunette educator mutters, jealous of her pupil. ‘He knows I have a better body than Chloe, right? He needs to see it… and understand that I’m serious about the Program. I can’t let my student leave me in the dust.’ – she evaluates.

Lana unconsciously widens her legs. Pleasantly surprised and thinking the submissive teacher is inviting him to tease her some more, Bill places his old hand back on her thick thigh.

“Anyhow. For the second topic…” – the principal says, sliding his hand up her leg. “Pringle talked to me about some… let’s say, less dignified… photos from the beach.”

“Gee…” – she mutters, embarrassed. Bill starts massaging the inside of her thigh. “Mmm… that feels good…” – she moans.

“The man that took photos was trying to blackmail you and the school.” – Bill says seriously.

“Oh, no! What happened to him and the photos?” – Lana asks worriedly.

“Don’t worry. He has been taken care of.” – Bill says cryptically. His words hang in the air menacingly.

Lana gulps. ‘Goodness… I’m not sure what that means… maybe he means he paid the guy off? But… is Bill dangerous? No… he seems like a big teddy bear… right?’ – she questions.

“Hmm… that is a relief…” – she says softly.

“There were also some friends of Pringle, correct?” – the husky principal says.

“Yes…” – she squeaks. ‘Did something happen to them too?’

“Well, they won’t bother you anymore. So you can rest easy.” – Bill smiles. She cowers a little and feels chills down her spine.

“Oh, gosh. I hope it was not a bother, Bill.” – Lana answers, holding her breath.

“Nonsense, doll. It’s the least I can do for my most promising teacher.” – the old principal says, still massaging her thighs. He pushes his hand against her legs, almost as if asking to open them more.

“Ah…” – the curvy fiancee blushes. “Thanks…” – she says shyly. ‘Can’t be. Bill is so nice. Maybe something else happened… better not to think about it. He’s looking out for me.’

Lana opens her legs wider. Bill’s hand slide up, stopping only an inch from her panties-covered cunt.

“Speaking of photos, this is a good segue into our third topic.” – the massive man says. “About the Biology Supplement. I hired Pietro, the WinstonTV cameraman, to take the pictures. His skills are top-notch.”

“Oh! I met him Saturday. He is Simon Romano’s father.” – Lana says, already having come to terms with the fact that her betrothed’s new best friend will see her naked. ‘At least he is a professional, and Jade trusts him greatly. Even Bill does.’

“That’s correct, peach.” – Bill says, happy to see her so willing.

“He seems like a solid choice.” – she says, and Bill’s finger starts playing with the edge of her panties. “Also, Roger mentioned to me that you asked him to be the male model?”

“That’s right, you two will make a nice couple.” – the burly principal says.

“Just for the photos!” – she says quickly, turning red.

“Of course.” – he chuckles. “Although all the ladies like him. Do you, Lana?”

“Hmm… he is a bit too perverted for my taste.” – the brunette teacher says. Bill’s hand climbs higher, touching her panties-covered cooch. “Eeeppp…” – she yelps softly but says nothing else.

“That’s not what I meant. Do you think he’s handsome?” – the older man pries.

“I…” – she stammers nervously. ‘Is it bad if I do? Roger is my colleague… I shouldn’t say it… and I have Dens. Oh, come on, Lana. Is just a harmless question… it’s not like I can’t find other men attractive…’ – she rationalizes.

“Come on, you can tell me.” – Bill insists, rubbing her cooch and making the busty teacher moan.

“He is remarkably handsome.” – she professes, squirming on Bill’s skilled hand.

“And his body?” – the principal asks.

“It is great.” – she says softly, trying to contain a moan. “I… admit Roger is a good choice for being the Biology model.”

“Do you like him, sunshine? Tell me…” – Bill says, rubbing pussy in circles. She moans, enjoying the sexual massage.

“I do have a little crush on him…” – the future-wife confesses, unable to hold back.

“That’s terrific. I am happy to know.” – the old man says jolly.

“You are?” – she asks, a little out of breath due to the pussy-play.

“Of course, being more intimate with your colleagues is outstanding. Part of the Program.” – Bill explains.

“Anngg…” – she moans. “That is true.” – she says agreeably as the principal rubs her needy snatch. ‘Gosh, this is so good… what Bill is saying makes sense… being close to other teachers should be fine… mmm… but a lot of things are part of the Program… hmm…’

“And it will make things easier for the shoot…” – he says, lining the bait.

“It… will?” – she asks breathlessly, falling into his trap.

“I guarantee. Since there is some chemistry and desire, things can be more natural. You’re gonna be more relaxed than if it was a stranger or someone you didn’t like.” – the overweight man says like it is obvious. “The result will speak for itself.”

“Oh… yes… that makes sense.” – Lana concurs. Her pussy is drenched and in need of more attention.

“I know it does, doll.” – Bill winks, knowing he should continue to tease the teacher a bit further.

“Mmm…” – she moans. The principal pulls his hand away, and Lana whimpers softly, immediately missing his big hand. He glances at the clock and nods. “Oh… I see… it is almost time for detention.” – she says sadly.

“Indeed. As for the last topic, I had a good discussion with Mary yesterday, and she asked me to bring you this.” – the principal says with suspense.

Bill pulls a plastic baggy with a small purple toy from his jacket pocket.

“Oh… what is…” – she asks, intrigued.

“It’s a butt plug.” – he says nonchalantly. She holds her breath. “Here…” – he says, extending it to her. As soon as she takes it, he resumes his coochie massage.

The voluptuous brunette takes the bag and examines the pleasure assistant closely as she enjoys her pussy being played with.

The toy is short and stubby, about 4 inches long and 1.2 inches in diameter. It has a thin tip but gets wider in the middle, with a notch and a flared base to hold it in place.

‘Mmm… It looks interesting… similar to the ones Summer showed me. Ah… Almost the same size as Dens’ peepee… although a bit thicker. It’s so naughty… can this really go in my butt? Mmm… if I want to let Dens in… mmm… this seems like a good way to get used to… practice…’ – she reflects, having trouble thinking clearly due to Bill’s expert hand.

Bill notices her curiosity and grins widely.

“I am so proud of you.” – the principal says, patting her head. She feels warm and fuzzy.

“You are?” – she beams at him, happy with her boss’ praise.

“Tremendously, peach. This is a great start. I have a few others, so let me know if you need to up the size.” – Bill says.

“Oh… I am not sure I will need it.” – she says, slightly intimidated, analyzing the toy. ‘Seems big enough…’

“Sure you will. This is a beginner’s.” – the hulking man states, pressing his hand firmly against her twat and rubbing it against the wet spot.

“Anggg…. it is?” – she asks after a high-pitched moan.

“Yes, once your asshole gets used to it, you need a thicker one.” – Bill explains.

“Ahh… um-hum…” – the busty future-bride says, panting.

“Something closer to a real dick…” – the principal suggests.

“Only some…” – she mutters, thinking of all the cock’s she has seen lately. Bill chuckles.

“That’s right. Although you might be happy to know they don’t get much longer.” – he says.

“No?” – she questions, sounding a little disappointed.

“Nope. It’s all about girth here. So it’s okay to practice with smaller tools, as long as they are close to the real thing.” – the old man hints while massaging her cooch.

‘Hmm… so a real penis is still better… I see… so I need to build up to that… maybe try with some thicker ones or something… this cute toy will help me get used to it…’ – she reflects, biting her lip.

“Promise me you will name it by tomorrow.” – Bill interrupts her thoughts.

“Ah… okay…” – she agrees. “It is so I make a connection to it?” – she deduces.

“Correct, sunshine.” – Bill says, flicking her clit. She moans intensely. “Do you have some lube at home? I forgot to bring mine to give you.”

“I have it here!” – she says proudly, pulling out the bottle of lube from her purse.

“Oh?!” – the large principal exclaims, surprised.

“Vivian… I mean, Nurse Park gave it to me.” – she explains. ‘I don’t want Bill to think I’m a lewd teacher that carries a bottle of lube in her purse… although… that’s exactly what it is… gosh…’

“Excellent! Good call being prepared.” – he compliments her, and she purrs happily.

Lana lifts the baggy with the purple butt plug as the bell rings. Bill craftily removes his hand from her cooch as the classroom door opens.

~~~~~~~

Detention

Two of her students walk into the room.

Benjamin Tan is a tanned southeast Asian boy with black hair and a big head. His family is from Singapore, and he is in love with his buxom teacher. His bad jokes, lack of awareness, and inability to contain himself constantly get him into trouble.

Wyatt Walters is Evie’s boyfriend and a dark-skinned teen with bleached hair. He is usually the balanced voice in their friend group, although he also tends toward the mischievous side.

BJ stops in his track, staring at the toy. Lana gasps, noticing it.

“It is not what you think!” – their teacher blurts out, turning beet read.

On the other hand, Wyatt can’t help but ogle at his teacher’s exposed wet panties. The contour of her pussy is prominent, giving him an instant chub.

“It’s not?” – BJ blurts out.

“I was just explaining to Lana how she can train her asshole for her fiancee.” – Bill says. Lana gasps, turning even redder.

“Damn, lucky Dennis.” – Wyatt says.

“Yeah… fuck…” – Benjamin agrees, adjusting his pants.

“I j-just…” – the teacher stammers awkwardly.

“Don’t worry, peach. We’re all adults here. It’s normal to want to please your partner.” – Bill assures her. She looks down shyly to avoid her students’ eyes. “Speaking of pleasure…. Doll, why are Mr. Tan and Mr. Walters in detention?”

Lana notices that Wyatt is staring between her legs. She shuts them quickly and gets up from the table.

“Sorry, Bill, what was your question?” – she asks.

“Why are they in trouble?” – the old man asks point-blank.

“Just something Benjamin did yesterday.” – Lana says, flushing slightly. ‘I can’t tell him… it’s embarrassing.’

“Tell me.” – Bill commands.

“Uhh… it is… erm…” – the teacher mumbles nervously.

“Go on.” – the principal stares at her sternly.

Lana sighs, knowing she has no choice. Her face is fully crimson as she explains to the principal what has occurred.

“So he kept pushing the boundaries during the shoot. Nothing out of the ordinary for them…” – she glances at the boys playing dumb. “But at the very end, he touched my… coochie… with his… peen… and…”

“The what with who? Please explain properly.” – Bill requests, deadpan.

“He poked my vagina with his penis!” – she blurts with her eyes closed. Her heart feels like it’s going to leap out of her chest.

“That’s no good.” – the principal agrees, expressionless.

“Right?! After he was told to not touch me.” – Lana says, relieved that Bill seems to agree.

“But, Miss Lana, it wasn’t me. It was my dick.” – BJ defends himself, pulling his half-hard prick out of his pants and wiggling it around.

“BJ! You stop that.” – Lana gasps, unable to break eye contact with his sausage.

“It’s okay, Lana. You did well. It’s essential to enforce the rules.” – Bill says, patting her ass. She sighs, happy to have her boss’ support. “Mr. Tan, you are on thin ice, it’s barely the start of the year, and you’ve been in detention multiple times.” – the principal scolds him.

“Yes, principal, Sir principal.” – BJ says, hurriedly putting his dick away. The boy is clearly scared of the burly old man.

“And why are you here, Mr. Walters?” – Bill inquires.

“I came to make sure BJ got here and protect Miss Lana. I’m her loyal knight until I redeem myself.” – Wyatt explains.

Bill looks at Lana quizzically. She shakes her head as if to say, ‘don’t even ask’. Bill shrugs.

“Righto. Buttercup, I will stick around. I’m curious to see how you will discipline Mr. Tan.” – the principal says, sitting back in her chair.

“Do you not have any appointments, Bill?” – the teacher asks. ‘It would be better if Bill doesn’t stay. I’m not sure what’s going to happen with these two.’

“I’m sure Stella can take care of it.” – the burly man states. “We can start, now.” – he orders.

“Uhh…” – the teacher says, glancing at her students. “Boys, please go to your seats.”

The pair of students apprehensively take their usual seats.

“Now, what is the plan?” – Bill asks impassively.

“I am just going to have Benjamin do some schoolwork. He is behind on some papers.” – Lana says tentatively.

“Hey!” – BJ complains about being called out.

“You are, dummy.” – Wyatt says, punching his friend softly on the arm. Lana can’t help but giggle.

“That’s not good enough. That’s why Mr. Tan keeps transgressing. He will never repent like this.” – the principal says with his booming voice.

“Ah…” – the teacher squeals. ‘Why did I say that… I’m so silly… that’s not good…’

“I expected more of you, Lana.” – Bill reprimands her.

“I am so sorry…” – she whimpers, feeling lost and sad.

“Mr. Tan, what happened during the last detention? Did you learn anything?” – the heavy principal asks.

“I did. It was the toughest time of my life!” – BJ says dramatically.

“Oh? Do tell.” – Bill demands, intrigued.

Lana shuffles anxiously, knowing what her student is about to recount to the principal.

Benjamin briefly explains what happened last time when Lana gave Jim a titjob out of frustration. Bill keeps an impassive face the whole time.

“She broke my heart! It was unbearable!” – the southeast Asian boy says exaggeratedly.

“Goodness, Lana. That’s not great.” – the gruff principal says, looking at the teacher.

The curvy wife-to-be puts her head down, ashamed of her past actions.

“Your first foray into detention was to make a student extremely upset. That’s not how they learn.” – Bill chastises her.

“What should I do?” – she asks, distressed.

“Well, you need to make up to him. We should always try to encourage them. That’s what the Program is about.” – her boss says, shaking his head.

“Gah…” – she squeaks.

“Well, what are you waiting for?” – Bill asks impatiently.

“Huh?” – the teacher asks, confused.

“Make it up to the boy.” – the principal says, waving his hand at the tanned student.

“How?” – she asks gullibly.

“Something reasonable. First, sit on his lap and kiss him, then apologize.” – Bill orders.

Lana holds her breath, but her pussy twitches at the principal’s command.

‘Gosh… Bill is right… I went too far last time. And that is the opposite of what the Program should be. It seems reasonable to apologize to BJ with a kiss.’ – she considers.

The teacher walks to her student and plops on his lap. Her ass is sitting right on top of his soft prick. The tanned boy smiles wide as his hand rests on his teacher’s bubble butt.

“I am sorry, Benjamin.” – Lana says, looking him in the eyes.

“For what, Miss Lana?” – BJ smirks, squeezing her ass.

“You know…” – she says timidly.

“Sunshine, it will be good to make it clear as you apologize.” – Bill points out. She sighs.

“I apologize for giving a…” – she trails off, unsure how to say it.

“Tittyfuck.” – her southeast Asian student suggests.

“Take it from the top.” – Bill bids, and her coochie clamps.

“I apologize for giving a tittyfuck to your classmate in front of you. I did not intend to hurt your feelings. That was mean of me. How can you forgive me?” – she coos, squirming on her student’s lap.

“A kiss would be a good start…” – Benjamin grins. Lana squints, knowing he is enjoying this too much. She holds her breath and goes in for a smooch.

They kiss and make out for a bit. Lana suddenly feels something hard poking her bum. BJ squeezes her big boob with one hand and her phat butt with the other.

‘Oh, gosh… BJ is hard… mmm… this is kinda hot. No, focus. This is going too far already. Should be more than enough.’ – she tells herself, breaking the kiss.

“To prove that I mean it, you are off the hook today.” – the teacher says compassionately.

“Thanks, Miss Lana.” – BJ smiles, groping her tit and buttocks.

“I also forgive for yesterday.” – she says, kissing his forehead. “Are we even now?”

“What do you think, Mr. Tan?” – the husky principal asks.

“I don’t think so.” – the bratty boy says, shaking his head.

“What?!” – Lana blurts out, a tad upset.

“Please, Lana. Don’t interrupt him; this is serious.” – Bill scolds her. She bites her tongue.

“I know you forgave me, but I don’t feel the same way. You really hurt me.” – Benjamin says, being a brat.

Lana sighs. ‘This little shit, he is up to something…’ – she thinks suspiciously.

“What can Lana do, Mr. Tan?” – the principal asks from the front of the class.

“I want a tittyfuck!” – BJ shouts enthusiastically.

“*Gasp*!” – she puffs. ‘I knew it! That’s what he wanted all along… ugh… No way Bill will go with that!’ – she smiles, looking at her boss.

“My! That is an excellent idea!” – Bill says, clapping his hand approvingly.

“It is?” – the busty teacher says, slack-jawed.

“Of course. By doing the same thing that hurt him, he will form new memories, and the trauma will disappear.” – the principal elaborates.

“Trauma? Pfff…” – the curvy fiancee scoffs.

“Miss Lana, I know it may seem like I am joking around, but I am not. I was really hurt.” – BJ says earnestly. Lana is taken aback as the boy seems sincere.

“It’s true, Miss Lana. I have never seen him cry so much.” – Wyatt adds.

“Duuuude!” – BJ complains. Bill covers his mouth, trying not to chuckle.

“For real. He was devastated. This weirdo really loves you.” – the black-skinned student says.

“You really do?” – she asks inconceivably.

The teen nods his head. He has told her multiple times, but she couldn’t wrap her head around it.

“This is perfect. This is really what the Program is all about.” – the principal says happily.

“Letting them play with my breasts?” – Lana mutters, still unsure.

“No, peach. Motivating your students and interacting with them to fortify your bonds. Having compassion for a student’s suffering is literally something written on the Program’s contract.” – Bill says patronizingly.

“Oh…” – she creaks.

“Mr. Tan may even learn something and change his attitude forever.” – Bill suggests.

“It’s true. After last week, I really tried harder.” – BJ agrees.

“Ugh… I hate to admit it, but this knucklehead really did. He got soft on us.” – Wyatt chimes in.

“Dude…” – BJ complains to his buddy, who shrugs.

“Hmm…” – Lana mumbles, deep in thought.

‘Benjamin really seems to have repented about what happened yesterday and last week. Maybe Bill is right, and I should be compassionate and not punish him. I can show him how being a decent person can be worth it.’

‘And… using my boobs might be okay to practice for Dens. Chad loved it and suggested I do it more… I think I am getting pretty good about it. Noel also thought so… maybe tonight I can do it for Dens after I practice. It’s just my boobs. It’s not like Bill is asking to suck BJ’s penis… and I essentially played with him a few times already… all in all, it’s not the worst.’

‘As Dens said… embrace and follow the Program. It exists for a reason.’

“All right… I will do it.” – the teacher says reluctantly. She feels her snatch pulsates, eager for some action.

“Touchdown!” – Bill celebrates, standing up and moving around the desk.

“I guess this is my queue to leave…” – Wyatt says, getting up and stepping toward the exit.

“Mr. Walters, where are you going?” – the principal inquires.

“My only intention was to look out for Miss Lana. But I think you got this, Principal Bill.” – the dark-skinned student says, and the principal agrees.

‘Oh… this is perfect for continuing to teach Wyatt a lesson. Evie said he still needs to redeem himself, so he has a ways to go. Bill said I should encourage my students, right? So if he watches BJ, Wy can see what he might expect when he redeems himself. Of course, not this much, but maybe something similar.’ – the teacher chews over.

“Wyatt, you should stay.” – Lana declares, standing up.

“Huh?” – the black boy asks.

“Sit down and watch quietly.” – the brunette beauty orders. “It is part of your punishment. You should see what happens when you redeem yourself like your friend.”

“Great attitude Lana, you learn fast.” – Bill praises her. She juts her chest out, proud of her quick decision. “Now, let’s get on with this. I have a lunch meeting.” – he adds.

Lana holds her breath and starts to unbutton her red sleeveless blouse. With every button popped, the tight blouse opens wider and wider, as if it has a mind of its own. The busty teacher removes the top of the uniform, standing in just a white cotton bra in front of her boss and two of her students. She turns around, hiding her chest, and places the red blouse on her desk. Then with a quick movement, she unclasps her bra. She bends forward, lets the garment fall onto her hands, and then places the bra on her blouse.

She feels immense relief in her nipples. ‘Gosh, they feel so much better…’

The teacher takes a deep breath and turns around, revealing her bare 38DD breasts in all their glory. They are round and flawless, with barely any sag. Her large pink areolas are capped with small erect pink nipples that are the epitome of perfection.

“Doll, you take my breath away.” – Bill says. “Chloe can’t compete with your tits.”

BJ and Wyatt exchange a surprised look.

“True, they’re the most perfect ones. We saw them yesterday, but I’ll never get tired of your boobs, Miss Lana.” – BJ says.

“I prefer boobs on the smaller side, but I can appreciate a nice pair when I see one.” – Wyatt adds.

“Aw… thanks…” – the teacher says, blushing.

Benjamin moves his table to the side, pulls his pants and underwear down, and falls back on his chair.

“I’m ready!” – the tanned boy announces, his dick bobbing excitedly.

Lana bites her bottom lip as she admires his young prick.

‘Hmm… it’s nice… long and hard… way bigger than Dens. And such a bulbous head! It’s very fitting… and a little bit darker than his skin. Oh, his testicles are large… they seem swollen… maybe he does need some relief. Wow… BJ is clean shaved down there… his balls look so smooth…’ – she analyzes.

The teacher stands before her student and drops down to her knees.

“This is long overdue, Miss Lana.” – BJ says delightedly.

“I guess… but it is a one-time thing only….” – she mutters.

“Of course it is.” – the southeast Asian teen grins cockily.

The buxom wife-to-be spreads her tits and places her student’s penis between her magnificent orbs. Her jugs are so massive that BJ’s whole 7-inches are entirely hidden.

“Ahh…” – the boy moans.

“Don’t forget to lube it up, peach.” – Bill says.

“Can you pass me the bottle, please?” – she asks her boss.

“That’s anal lube, better not.” – the principal says, and she sighs, exasperated.

“You should lick my dickhead, Miss Lana.” – BJ smirks.

“You cheeky… of course, that is what you want… ahh… fine…” – she says with resignation.

The teacher pushes her boobs down, exposing his pecker’s large bulbous head. She bends forward and licks it, earning a moan of approval from her student.

‘Oh… the taste is quite nice… mmm…’ – she immediately thinks. ‘It’s so arousing to be licking my student’s willy in front of my boss and his classmate… nnnngg…’ – she squirms.

“You better suck on it a little…” – BJ says with a groan.

Obediently, she opens her wet mouth and lowers it, engulfing his cockhead.

“Fuck me, peach. Your sexy lips look so good wrapped around a dick.” – Bill says, and she feels her coochie throb and gush.

‘Well… so much for not sucking his penis… this is just his head… doesn’t count, right? Although his head is much wider than Dens’ peepee…. So, maybe? Mmm… this is good practice… and I need to lube it up so I can slide it up and down my titties…’ – she thinks, her pussy on fire.

Benjamin groans as his teacher starts sucking his broad mushroom head. After a few seconds, the boy cannot resist, and he thrusts his hip, sliding half his young dick into his teacher’s hungry mouth.

“Gackkk…” – she gags, pulling her head back and removing his cock from her mouth with a loud pop sound. “*Cough, cough*!” – she coughs. “BJ!” – she complains.

“Don’t blame Mr. Tan. He just got excited, doll. But maybe you have enough saliva now.” – Bill says.

Lana realizes that the principal is correct, and her mouth is full of saliva.

“Mhmm…” – she grumbles and spits on his sausage, which is already shiny from her mouth.

“Now, can I get a tittyfuck?” – BJ asks, already humping her fat pillows.

Without answering, Lana moves her fun-bags up and down the Asian student’s shaft. He moans in pleasure.

“Like this? This is what you want?” – she asks seductively.

“Yes…. Miss Lana… I love you….” – BJ mutters.

“You do? Are you going to behave from now on?” – she teases him.

“I will… I promise…” – the boy croaks.

“Good boy!” – she says, licking a bit of precum from his prick.

The curvy fiancee alternates between pumping his dick with her tits and lapping at his head. The teen seems to be in ecstasy.

Lana is expecting to feel Bill’s hand or something on her the whole time, but nothing happens.

‘Hmm… he doesn’t seem interested at all in me… weird…’ – she thinks.

“Bill, do you want a kiss or something?” – she asks, glancing at him.

“No thanks, buttercup. Chloe drained me yesterday.” – the principal answers.

Lana feels a pang of jealousy. ‘I remember he said I have some assets she doesn’t… maybe this will help!’ – she evaluates.

Without stopping her titjob, Lana manages to get on all fours (or at least arch her back), giving the principal a great view of her ass. She wiggles it invitingly.

As BJ moans, she wriggles her ample posterior, but the principal doesn’t seem to care.

Meanwhile, on the side, Wyatt feels like he will explode. He starts thinking of gross things to not jizz in his pants.

‘Hmm… it’s not enough Lana… take it up a notch…’ – she tells herself.

She lifts her skirt and tucks it into the waistband with one hand, exposing her panty-covered butt to her boss. Nothing happens.

‘What’s wrong with Bill? Is he really not attracted to me? Just Chloe… is it because she is more direct… does Bill want someone more slutty? Hmm… maybe he wants this…’ – she reflects.

The teacher lowers her white school panties until the top half of her butt is exposed. She wriggles her ass as if trying to get the principal to play with it.

“Ah, Miss Lana… this is so good…” – BJ says, as the teacher continues to slide her fat tits all over his hard teen dick.

‘At least someone is interested in me…’ – she thinks sadly. ‘Think slutty… what would Chloe do? What would Cynthia do? No… not her… what would Mary do? Hmm… Ah!’

Lana opens her ass cheeks, revealing her pink virgin asshole to the principal. She shakes her ass again.

* Blip, blip! Blip, blip! *

The sound of a message brings the teacher back to earth.

“Oh, it’s your fiancee. Asking you how is it going.” – Bill chuckles, and she gasps. “He doesn’t even know how horny you are, doll. Does he?”

She feels Bill’s hand on top of her naked butt.

‘Finally!’ – she thinks proudly.

“No….” – she says sheepishly, then slurps BJ’s precum again.

“Does he know your ass is begging to be played with?” – Bill asks, slapping her butt.

*Slap!*

“Ahh… no… I just need to practice for him….” – she justifies as she titfucks Benjamin’s dick.

“Let me help you then…” – the principal says.

She feels his burly hands pulling her buttcheeks apart. She hears some shuffling behind her, and after a few seconds, she feels something wet, squishy, and warm against her asshole.

“Ohhhhh….” – Lana moans. ‘Is Bill licking my anus? Oh gosh…’

Benjamin uses this opportunity to thrust his dick back inside her mouth. Still, he is careful to only put a couple of inches to not make her choke this time.

“Don’t stop tittyfucking me, slut…” – BJ groans. She moans at being called names by her student and at the rimjob she is getting from her boss.

BJ starts to fuck her tits and mouth at the same time that Bill enthusiastically licks her puckered virgin hole.

‘This feels amazing… wow… I have a large prick in my mouth and between my tits and a tongue in my anus. I love it… it’s so hot… who would’ve thought it would feel so good… mmmm… I’m so naughty… letting a student screw my boobies and mouth… and having my boss lick my ass… nnnggg… this is so wrong… but I fucking love it… fuckkkk…’ – she thinks, the pleasure taking her places she has never been before.

Suddenly Bill’s tongue stops rimming her butthole. She whimpers.

“Now it’s lubed enough…” – Bill says, shoving his fat index finger inside her bootyhole.

“Mmmmggggdffff…” – she screams, muffled by BJ’s dick sliding in her mouth.

“You know the next step. Right, peach?” – the hulking principal teases, sliding his girthy finger in and out of her backdoor.

‘Gee… I don’t think I can do that yet…’ – she thinks worriedly.

The teacher pulls her head back, and BJ stops trusting as he is trying to pace himself so this lasts as long as possible. Meanwhile, his friend is almost in pain in his chair.

“Oh, Bill… I am not ready for a penis…” – she mewls breathlessly. He chuckles.

“Don’t worry, something else is going in…” – Bill says.

She feels something pressing against her asshole. Due to the licking and the copious amount of lube the principal put on the toy, the purple butt plug slips into her hole.

“Annnngnggdggg…” – she groans gutturally, an explosion of pain and pleasure washing over her. She feels the phallic thing going inside her. “Did you… is that…. Annng…”

“That’s right, sunshine. You’re wearing a butt plug now.” – Bill says. “Do you like it?”

“I… I do… it feels… different… so filthy…” – she admits, between moans.

Sensing his teacher is temporarily distracted, BJ holds her milk jugs and starts to move them up and down, jerking off his dick. She doesn’t notice yet, as her bumhole is on fire.

“What would your boyfriend say if he knew you had a fat purple plug in your asshole?” – Bill teases.

“Nnngg… he cannot know… this is for him…” – she says weakly.

“Don’t worry. Your secret is safe with us. You’re such a slutty teacher, Lana.” – the principal says.

She moans, wiggling her butt. Bill starts to move the plug in and out. She wails with pleasure.

Lana finally gets used to the sensation and notices what BJ is doing.

‘This is so lewd… BJ is just using my tits to masturbate his prick… and Bill is using a toy on my butt… gosh… is this wrong?’ – she thinks.

‘No, this is what you wanted… what you needed, slut.’ – the other voice in her head answers.

‘It is… it’s true… I need it… I want to be played with… abused by my students and boss… gosh… this is so hot… I’m so improper… what would people think… mmmm…’ – she agrees, unable to control herself.

“Miss Lana, I’m getting close…” – Benjamin announces.

“Doll, it’s time to reward your student, don’t let the butt plug distract you.” – Bill orders.

“Yes, sir…” – she says submissively, resuming the titjob.

“Miss Lana… please talk dirty to me…” – BJ requests.

“This is what you always wanted? To fuck my lewd titties?” – Lana asks. She moans as Bill shoves the plug into her.

“Yess…” – her student groans.

“Mmm… You like when your teacher licks your sausage with her filthy mouth?” – she asks, licking his bulbous dickhead.

“I love it….” – BJ moans.

“You like it when I am dirty?” – she asks sultrily.

“I do…” – the Asian teen utters.

*Slap!*

Bill slaps her ass, and she yelps with pleasure.

“Mmm… I love it too… being an indecent teacher and seeing you boys squirm…” – she says, breathless.

“Ahh… fuckkk…” – BJ says, stepping at the edge.

*Slap!*

The principal smacks her ass again, right on the buttplug.

“Ahhhhhhhhh….” – she groans. “BJ… You like when your big fat dick is right between my plump, soft pillows?” – she says tantalizingly.

“Yesss… I’m gonna come!” – her student announces, finally over the edge at his climax.

“Spurt for me, BJ… squirt your seed for your teacher!” – she urges him on.

“Miss Lana… I love you…. Ahhhh…” – Benjamin groans as he discharges his first jet of cum, hitting her chin with his hot semen.

A torrent of cum spurts from his bulbous angry dickhead, marking the teacher’s face in white goop.

The principal pulls the butt plug from her ass at his exact moment, making a lewd sound.

“Nnngnggg… love you too aaaaaaaaahhhh….” – Lana groans, having a teeny orgasm at the intense sensation.

She didn’t mean what she said. She replied automatically due to the overwhelming sexual stimuli. However, this simple reply will have some interesting consequences in her future.

Hearing that, BJ groans, and his dick pulsates, spraying even more of his cum over the teacher.

Lana’s body is buzzing. Her ass feels fantastic, and the smell and sensation of her student’s hot seed across her face, neck, and tits, takes the experience to the next level. She stumbles back and leans against her desk, trying to recover.

“Wow…” – BJ says, slumping back on his chair. “This was the best… I never came so much….”

“Mr. Tan, did you learn your lesson?” – the big principal asks.

“Yes, sir, principal sir. I will do my best to not cause trouble from now on.” – BJ says with a silly grin.

“Fantastic. See, peach? The Program is here to help.” – Bill says, turning to Lana. She nods absentmindedly.

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