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You are here: Home / BDSM stories / Mrs. Wintergreen’s Rule of The Crop Ch. 11 by 123z

Mrs. Wintergreen’s Rule of The Crop Ch. 11 by 123z

Adult story Editor July 16, 2024 Leave a Comment

THWACK!

“WHOOO!”

Flossie felt her bum flame up, and she gritted her teeth as her buttocks took on a crimson colour. Her knees knocked as all kinds of sensations surged involuntarily through her. The sadistic woman leaned forward to savour the moment and study the glorious dampness of the young blonde. You wicked bitch, thought Flossie as she shook with anguish, consternation, and a little bit of guilty pleasure.

“Spread your legs apart a little more, Miss Brown.”

“Fuck!”

Two more whacks of the crop came almost together, and the once peachy flesh of the wonderful posterior of the quivering girl began to swell slightly in response to the impact. The tutor looked at the puffy labia beneath the flaming cheeks and rubbed her thighs together in bliss under her skirt.

“Very well, we will leave it at that. You may be excused.”

Flossie felt her breath hiss from her lips as she stood up gingerly and straightened her clothing. Her rear burned, her pussycat ached, and even her tits hurt from being mashed against the top of the desk. She bent to retrieve her pants, picked them up, and raised her right leg to put them back on.

“NO! Bring them here.”

Surprised at this, she handed the damp underwear over to the smug-looking woman, who sat back at her desk.

“LEAVE! And if I have to reprimand you another time, you will regret it.”

Flossie turned to go, naked under her kilt. As she did so, she stole a glance over her shoulder to see her pants being given a long and hard sniff by her torturer.

“Gross!”

x

Sure enough, within a week, Flossie was back in the office of Mrs. Wintergreen. It was late on a Tuesday, and the older of the two was furious at being interrupted in her evening’s relaxation. Flossie knew she was for it big time as she appeared before the stern mistress in just a flimsy nightie, which she had hurriedly put on over her naked body. She had been caught bang to rights with Simon in her bed. A gross misdemeanour.

“This is nothing short of shameful, young Miss. What am I to do with you, hmm?”

Wintergreen stood up and fingered the neck of her robe. She looked to have also dressed in a hurry and was barefoot in her soft cotton turquoise robe that was belted at the waist. Her firm bosom was half exposed, and her cleavage was shamelessly displayed. Flossie stood on the other side of the wooden desk and rubbed her tear end in a flash forward to what was to come.

“It appears that you have already experienced some sort of sexual congress. At such a tender age. Did this young man force himself on you?”

“Of course not. I’m eighteen. I’m no virgin. I like sex, and this is not a monastery. My parents pay plenty for me to be here, so get used to it.”

“You are correct. This is not a monastery, nor is it a brothel. Your parents do pay plenty, and they rely on those like myself to keep you in check. By whatever means I have at my disposal. Any objections?”

“Fuck yeah. I’m leaving.”

Flossie spun around to leave the office.

“Get her, Steve,” cried Wintergreen and a tall and lean man emerged from the shadows in just a vest and shorts, grabbed the girl by her arms, and dragged her to the couch in the corner.

She was forced over the arm of the seat and bent so that her bottom was upturned.

“Get off me!!”

Flossie struggled as Stephen Moore held her firmly by the shoulders and forced her head and chest well down the seat. As she felt herself pinned down, Mrs. Wintergreen smiled to herself.

“See Steve? What did I tell you? She needs some discipline, and we need to make an example of her to dissuade the others.”

“Indeed,” the man licked his lips as he looked at the younger girl.

“Right, now take off that nightie and remain bent over.”

Rather than argue the toss, Flossie whipped off her pink nightwear and duly bent over the arm of the sofa, thereby presenting her plump buttocks. Mrs. Wintergreen smoothed out her cheeks slowly and unashamedly peered at her anus and pussycat slit.

SMACK!

The first blow of the woman’s flattened palm came as a surprise to Flossie, despite expecting the inevitable. Kaley let out a cry of pain and shock. Her cheeks rippled as two more slaps on each individual buttock came down hard. Flossie inhaled sharply as four more smacks hit her, and her body was forced forward a tad. She dug her toes into the thick carpet for balance and murmured softly under her breath.

“Stay still,” hissed the superior woman in obvious sadistic pleasure.

With a slow and lingering touch, Mrs. Wintergreen ran her fingers along the raw upper thighs of the blonde and worked inward to the small strip of skin between the anus and vagina. Flossie whimpered and shut her eyes as a fine film of fluid dappled her pussy lips. Despite herself, she just loved having that sensitive part of her body caressed.

“Are you aroused?” asked the mistress as she rubbed her own groin under her robe.

Flossie murmured and remained perfectly still in anticipation of what was to come, and sure enough, she felt the hard leather of a riding crop connect with her burning bum. She was suddenly struck several times, right across both buttocks and distinctly heard her assailant take deep breaths before each hit. Flossie winced as the crop came down across her pink-hued bare bum, and she kicked and struggled to no avail as she bent over double. The crop swished and came directly onto the poor bottom of the girl, but she still registered that warmth and tingle between her upper thighs, and she wiggled accordingly.

“I think she’s excited, Steve. Are you?”

The starchy woman gazed at the tell tale bulge in his tight-fitting shorts. Flossie looked around out of curiosity and eyed his burgeoning boner as it strained against the material of his shorts. Was he thinking of shoving his big cock up her? He was obviously fit as he taught sports, and his strong chest pushed against his vest in a way that made her breathe in hard.

Mrs. Wintergreen stepped back and gave a full stroke right on the swollen rump of the girl, and Flossie ground her lower body into the arm of the couch. She screamed at the moment of impact, and a tremor ran down her shapely legs. A swathe of scarlet sprang up on the twin curves of her rear end.

“Well, consider yourself well and truly chastised, and I hope you learned a lesson.”

Flossie rolled off the arm of the couch and lifted her sore buttocks in both hands.

“How embarrassing; your vagina appears to have sprung a leak, my girl.”

“Can I go now?”

“Oh, we’re not quite done yet. You’ve opened a can of worms now.”

Mrs. Wintergreen sat back in her seat and opened the front of her robe. With eyes burning into Flossie’s, she frantically rubbed at her damp cunt. Flossie retrieved her nightie and was about to put it around her shoulders when the woman spoke sternly.

“Wait, stand still. Play with your tits. Do it!”

Flossie shrugged and reluctantly cupped her boobs. She traced her nails around the large areolas and gave her nipples a gentle squeeze with her right hand as her left went to her quivering pussycat. Marian opened her legs wider and raised up from her seat slightly to stick two fingers as deep as she could inside her sopping cunt. Flossie rocked on the balls of her feet gently as she fingered her own aching quim, and the two became lost in their individual pleasuring of themselves. Steve had stripped by now and was jerking off as he watched the two masturbating in front of him.

“Can…can…I go…now?”

“Certainly not. Steve?” the naked teacher pulled a hard chair from behind the desk and pulled it out. “Strap her in there.”

Steve manhandled Flossie, slammed her down in the seat, and quickly bound her wrists to the arms of the chair with a pair of socks. He left her legs free, and the girl kicked out in frustration. Realizing it was useless to struggle, she sat still, panting and squirming, with her legs spread and her tits jutting out from her flimsy nightie.

“Don’t worry, we’re not going to ravish you, but you’re jolly well going to watch.”

Marian let her robe fall away to reveal a surprisingly sensual figure. Her firm tits sat high on her chest, and her hips widened with that womanly curve. Her trimmed muff gaped between her parted thighs, and her slender legs seemed to never end.

“Now, Steve? Where were we before Little Miss interrupted us?”

The man was rocking hard now, and as Marian lay down on the sofa horizontally, he went to her and got on top of her. She reached up and pulled him down to kiss him hard on the mouth. He fiddled with his hard-on, and with his cock poised at her entrance, he thrust up with a single lunge.

“Oh, yes! Give it to me!”

His hips thrust down and up, probing ever deeper into the moist heat of her muff. Her hips gyrated in circles as he pumped in and out of her again and again. The sofa creaked beneath them as his lower body slapped an erotic rhythm against her.

“Oh yes, oh yes,” she cried out in delight. “Harder, harder,” she begged.

He rammed in faster as instructed, and the pair of them grew hotter and more frantic with each of his hard thrusts. Flossie scissored her legs in and out, desperate for contact with her heated sex. With her arms fixed in place, she has no way of relieving her u. She leered at the man’s driving cock as it vanished and then reappeared from the cunt of the evil bitch. Wintergreen pushed her hips up, provoking and coercing her lover to fuck her harder.

“Are you watching us, Miss Brown? You do remember that the name of this establishment is Minding Manners? And you should mind your own.”

Marian’s face was a picture. Her eyes danced in constant motion, sometimes looking down at the shaft pistoning in and out of her pussycat and sometimes looking at Flossie, who squirmed on her sore bottom. The more the older woman submitted to the power of the huge shaft stretching her out, the more she moaned and writhed on her back.

“Let’s try another way, my dear.”

Marian was taken by both hands and invited to bend over the very desk where she had spanked the girl. She positioned herself in such a way that Flossie would have the best vantage point of her taking-cock doggy style. Steve stood behind her, and she felt his throbbing cock as he swiped it up and down her wet slit. She pushed back against him and devoured his knob with her aching cunt.

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