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The Retreat (Part 2): Pollyanna

Judge Melissa Banbury sentenced yet another seventeen-year-old girl to five months in a young offenders’ institute and then adjourned the court for lunch. As she sat in the dining room of the court she mulled over the value of sending young girls to institutions when there was a very high chance of them reoffending within six months of being released.

Melissa mulled this very topic over whilst tucking into a tuna salad with her colleague on the circuit, Judge Caroline Montague. There was much food for thought. Caroline related the case of a girl called Camilla who, a few months previously, had opted for a type of informal rehabilitation offered to her by a stranger in the street rather than being arrested and appearing in court for the umpteenth time.

Caroline had made her own enquiries with the local police who had handled the situation, and they had given her the details of a Victorian house called ‘The Retreat’ so that she could find out how this sort of informal arrangement worked, what had happened to Camilla, and whether it had been effective. The judge had visited and had spoken at length to Sonia, a stern, polite, schoolmistress-like lady who was in charge. She had been shown the punishment room where miscreants were bent over a box and given the cane or a strap on the bare buttocks.

The judge was surprised but pleased to hear that it had in fact been a terrific success. Over the last four months, Camilla’s behaviour had vastly improved and she had even started her own company, knitting soft toys; a skill learnt on her weekly visits. The ladies at The Retreat had told the judge that they voluntarily signed up to the rules, which were firm, but on the whole seemed very fair, even if the sanctions were considered beyond the gates as outdated by modern standards.

“Maybe surrounding these girls with a plethora of role models, where we turn a blind eye when suitable corporal punishment is meted out, is a way forward?” Melissa questioned.

“It does seem to be working in the case of Camilla,” Caroline responded. “We can’t, for safeguarding reasons, use it for under-18s, but as soon as they are able to make their own decisions, legally, it seems we can at least offer this as a solution. For young ladies between 18 and, say, 21 it could certainly be a life-line. I know that Sonia could take a few of them into her care for further trials if we wanted.”

“So, this wouldn’t have been any good for my last case as the defendant was only seventeen but my next case is one where the girl has just turned eighteen and, even though the offence of spray-painting a public building was committed when she was underage, she could now go to prison. She has already been convicted in the past of violent crime, theft and she has violated parole more than once,” Melissa observed. “Maybe I will give her this option because otherwise I will have to send her to prison.”

Back in court, Pollyanna Payne stood in the dock and nonchalantly pleaded guilty. She was a small girl, standing at five foot two inches, wore her brunette hair in a plait, had wide brown eyes and was wearing a leather jacket, very short denim skirt, black tights and black ankle boots with white socks protruding over the top. Her breasts were full and ample as was plain for all to see when her jacket fell loose, and her white t-shirt barely left much to the imagination, especially with the light blue bra visible through the thin material. Maybe she had been hoping to sway a male judge, Melissa thought.

Judge Melissa spoke, “Now young lady, given your past history I have no option but to send you to prison as you are eighteen-years-old and hence over the age permitted to be admitted to a young offenders’ institute.”

“What? I was seventeen when I did this,” Pollyanna replied, staring back at the judge.

“Well you are now eighteen and I don’t have any other option. I don’t think this sentence will have any positive effect on you and I am sure that within six months I will be seeing you again.”

Pollyanna stood there trying to look unmoved, but she was worried about being with adults in a proper prison.

“Please approach the bench,” Judge Melissa continued in a low voice. “There is another possible option. I can place you on bail and suspend your sentence for six months. In that time you will spend each weekend at a place known as ‘The Retreat’. It is a different type of place, where justice is informal, in proportion, swift and painful but it does seem to work as the ladies there are kind.”

Pollyanna looked quizzically and remained silent.

“This is a one-time offer, young lady. It has worked once in the past and believe me your first few weekend visits will not be pleasant, but it may help keep you away from bad influences in prison and let you re-evaluate the decisions you make.”

Pollyanna nodded that she understood and thought for a while.

“I will go there, ma’am,” she finally decided.

Judge Banbury announced her decision to the court. Pollyanna was to be released on bail and her sentence was delayed for six months in which time she hoped to hear that Pollyanna’s behaviour had improved. She didn’t mention the other conditions but asked to see Pollyanna in her chambers once the court had finished for the day.

At 4.30 pm Pollyanna was ushered into Judge Banbury’s chambers.

Both Judge Melissa and Judge Caroline were sitting in very expensive-looking leather arm chairs having a coffee. They both looked up and motioned for Pollyanna to sit on the leather sofa opposite them.

“We have rung ‘The Retreat’ and they are expecting you this Friday at 2.00 pm. When you get there, ask for Helena and she will look after you. I expect to hear from Sonia, who runs the commune, that you have attended every week from 2.00 pm on a Friday until 10.00 pm on Sunday for the next six months. Am I clear?”

“Yes, ma’am. Thank you for the opportunity, I will do my best not to let you down.” Pollyanna already sounded contrite and positive.

“Maybe this will work?” Melissa said to Caroline as the girl left.

“We will see.” Caroline smiled.

****

Pollyanna arrived at the ‘The Retreat’ at 2.25 pm. Her bus had been delayed in the town centre and she had run the last half mile, but not made it on time as she was carrying a rucksack with clothes and personal effects in it. She was nervous and flustered as she rang the bell. An elegant lady answered and introduced herself as Helena.

“I’m sorry ... I’m late … it was the bus …,” Pollyanna gasped.

“That’s fine, these things happen,” Helena calmed her down.

“Let’s go to your room. You will be sharing it with Camilla who also comes here at the weekends and, like you, has been in trouble in the past,” Helena continued.

As they entered the room, Pollyanna noted it had two single beds. There was plenty of wardrobe space to hang her clothes, there were two sitting chairs under some bookshelves, with books on them, and a lovely view of the grounds. The large bay windows were full length and could be opened in the summer. It was beautifully decorated and felt warm and cosy. Off to the side was a bathroom with enough shelf space for toiletries.

Camilla wandered in and introduced herself to her new room-mate. She then took Pollyanna on a basic tour of the building and grounds, but omitted to show the new inmate the punishment room as that would probably have been a step too far at this stage. They ended the tour in the lounge where quite a number of mainly middle-aged ladies were quietly sewing or doing jigsaw puzzles or reading. Calm classical music was playing in the background. The two girls sat in a corner and spent the afternoon chatting away quietly. It was the first time anyone had taken an interest in Pollyanna and she was warming to everything about The Retreat, so much so that she had completely forgotten that Helena had taken her mobile phone away.

Around 4.45 pm one of the ladies who had been knitting stood up. She was about 40-years-old and was wearing a white blouse, a light blue cardigan, a grey woollen mid-thigh length skirt with grey woollen tights and flat black shoes. She was 5 foot 8 inches tall and had a full figure including what one might think of as heaving breasts held firmly in position. Her greying hair was up in a bun and she had crystal blue eyes. She frowned as she got up with a sort of resigned air and the others smiled and nodded at her in a sympathetic way, as if they knew what was going on.

“Why are they looking at her like that?” Pollyanna asked Camilla.

“I’m pretty sure she is in trouble. All discipline, for those who have broken the rules, is dispensed by Sonia in the punishment room at 5.00 pm,” Camilla replied.

“What do you mean by discipline?” Pollyanna asked nervously.

“Spankings,” Camilla said very matter-of-factly. “They are hard spankings on the bare bottom, with a cane or a strap. Occasionally Sonia will give a hand spanking or use the slipper in her office. These are less painful but equally chastening and embarrassing and on the bare bottom as well.”

“Oh my God,” Pollyanna whispered looking worried. “They sound awful.”

“Well they are much more preferable than prison, I would say,” Camilla smiled encouragingly. “Everyone here is supportive when you get a spanking and we accept them as part of life. Adjusting our behaviour to avoid them means we live better lives and we are much happier.”

The conversation between the two girls about the merits of corporal punishment continued. Time flew and just before 6.00 pm Camilla took Pollyanna down a wooden-panelled corridor to the dining hall. They passed the lady who had left the lounge earlier. She was stood facing the wall, holding her skirt up above her waist. Her light grey, cotton knickers and grey tights had been lowered to her knees and there were eight purple angry-looking ridges clearly visible across her ample bottom. They were perfectly parallel to each other and spaced out with meticulous care, as if the distance had been measured by a ruler. In between the ridges the flesh of the bottom was red and looked very sore.

“Looks like Jenny got the cane,” Camilla whispered. “Sonia will confirm she got eight strokes and why she got them, over dinner.”

Pollyanna felt sick, knowing that at some point over the weekend she was more likely than not going to be punished for her misdemeanours and her bottom was going to be as sore as the poor woman facing the wall, the results on view for all to see.

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Saturday morning was spent baking cakes and in the afternoon Pollyanna learnt how to embroider, which she enjoyed a lot. The day whizzed by. At 4.30 pm Helena appeared and asked Pollyanna to follow her. Pollyanna’s heart sank and Camilla looked at Helena who nodded, indicating that it was time for Pollyanna to decide whether she wanted to stay at The Retreat and take her punishment or be referred back to the court.

Pollyanna looked at Camilla. “Will you come with me?” she asked.

Helena nodded that is was fine for Camilla to join them and they were all soon standing outside Sonia’s office as Helena knocked.

“Come in,” Sonia commanded from inside the office and they all walked in.

“Ah, Pollyanna, it’s lovely to meet you.” Sonia stood up, moved round from behind her desk and shook her hand.

“Yes Miss,” Pollyanna replied.

“Have you enjoyed your stay so far?”

“Yes, Miss, I have. It’s been lovely meeting everyone.”

“Good. Well, we need to get down to business.” Sonia indicated that they could all sit down.

“You are here to atone for your misbehaviour. As I understand it, this is the last chance saloon for you. So, you either take your punishment, which I can assure you will be ten strokes of the strap in the punishment room on your bare bottom. It is that or I will send you back to the judge and most likely you will go to prison.”

Pollyanna looked at Camilla and Helena who both nodded.

“I will take the strap ma’am,” Pollyanna whispered, her mouth going dry.

“OK. Well in a minute you can go to your room where Helena and Camilla will prepare you for the strap. However, first, we must deal with your late arrival yesterday afternoon.”

There was silence in the room.

“Helena and Camilla, you can both leave.” Sonia waved them away.

Once they had left, Sonia brought the chair round from behind her desk and placed it in the middle of the room, and sat firmly down on it.

“OK, stand here, on my right hand side.”

Pollyanna was wearing a short tartan skirt which, once was she was stood in the correct position, Sonia lifted. Taking a firm hold of the elastic waistband of the girl’s pink cotton knickers, she pulled them down swiftly. Pollyanna was about to protest and cover herself, however before she could react she found herself pulled forwards and bent over Sonia’s knee. She was positioned such that her hands were firmly planted on the floor holding her weight with her hair dangling down and her feet off the ground with her knickers holding her knees together. Her ivory coloured, smooth, well-proportioned bottom was sticking in the air waiting for its punishment.

Pollyanna felt embarrassed and vulnerable with her bottom in the air and on show, but she couldn’t move as she was held firmly in position by Sonia who raised her right hand and started to spank … SMACK … SMACK … SMACK. The spanks were hard and fast, one cheek at a time without much delay.

“You, young lady, must learn to be more punctual.” Sonia spoke in a quiet yet firm manner as she smacked the girl’s bare bottom. “This is a reminder that lateness will not be tolerated no matter the excuse. I hope I am making myself clear.”

After 30 good hard smacks on her bare bottom, Pollyanna was squirming and kicking her feet in the air as best she could to try to avoid the next smack. With her knickers clamping her knees together, she looked like she was doing a dolphin kick in the swimming pool and she was apologising in between yelping every time Sonia’s hand made contact with her flesh. Her bottom already felt quite sore and had turned a dark shade of pink.

“That will do. You may stand up and pull your knickers up.” Sonia released the shocked girl, who in a rather ungainly manner half fell off her knee, stood up, quickly raised her knickers back into position and stood in the middle of the room, not quite knowing what to say. She felt like she was a naughty little girl whose mother had just spanked her. She placed both hands under her skirt and gave her bottom a good rub. It felt warm, even through the cotton of her knickers. The whole incident was very humiliating.

Sonia dismissed her and said she would see her in the punishment room very soon. The firm hand spanking was a good prelude to the punishment which now awaited Pollyanna. Sonia knew it would serve as a useful warm up and meant that the strap wouldn't be given cold and wouldn’t be quite as bad for the first few strokes.

****

Just as she herself had been prepared a few months earlier, Camilla helped Pollyanna strip and put on clean white underwear and a pretty, blue chequered cotton dress. Helena supervised and once Pollyanna was ready they all walked directly to the punishment room and entered. Sonia was already there and the dreaded box was in the middle of the room. The wood-panelled walls always looked imposing and Pollyanna was clearly nervous. She grabbed Camilla’s hand for comfort and Camilla squeezed it tight knowing that this was going to be a painful but necessary lesson.

It wasn’t long before Sonia had instructed Pollyanna to take off her dress and her knickers, and had her stand in front of the box in just her white bra with her full breasts filling it. She was helped over the box by Helena so her head was down and her hair dangling onto the floor for the second time that day. Once the restraints had been applied to her wrists and ankles, her bottom was now sticking up on the top of the box. It still looked pink from her ordeal in Sonia’s office, less than half an hour before, which both Camilla and Helena noted.

“Ten strokes of the punishment strap for defacing public buildings,” Sonia announced, so that Helena, Camilla and Pollyanna knew the crime and they were clear what the punishment would be.

“Yes, Miss,” Pollyanna replied, more as a reflex than anything else, and possibly in the hope Sonia would go easy on her.

Sonia took a three inch wide, two foot in length, leather strap off the table and made sure it was visible to Pollyanna as she passed her to take her place on the other side of the box to the left of the young girl’s bottom. She briefly glanced at Helena and Camilla as she raised the strap above her shoulder and brought it down swiftly, landing it across the top of the girl’s bottom cheeks … CRACK. Pollyanna’s bottom wobbled as the strap struck home, the pink cheeks turned briefly white where the strap bit into the flesh and then just as quickly turned into a dark red rectangular patch. Pollyanna heard the strap through the air and there was a millisecond between the sound of it biting into her bottom and her brain registering the pain across her rump. It was like she had been scorched with a hot branding iron and she howled, trying to gain relief from the torment by wriggling as much as she could on the box, with the restraints holding her firm.

Helena and Camilla looked on in support as Pollyanna lifted her head and glanced at them. Both Camilla and Helena had been strapped by Sonia and knew just how sore that bottom would be at that moment.

CRACK … the second stroke landed about an inch lower than the first, so there was overlap, and another dark red rectangle appeared. Pollyanna howled, pulled against her restraints and the strap was raised back to its starting point.

After five carefully placed strokes, Sonia had worked her way from the top of the girls bottom right down to the crease between buttocks and legs, the last stoke catching at least half an inch at the top of the legs, causing a guttural squeal. There was no white or pink flesh visible, the whole bottom was now red and was throbbing. Pollyanna was learning a lesson and howling.

“We are halfway through, my dear.” Sonia moved round the box and smiled at Pollyanna who lifted her head. There were tears in her eyes.

“Thank you, Miss. I am sorry for what I did,” she sobbed.

Helena and Camilla smiled at each other. It did appear that Pollyanna was repenting, which was a good sign.

“This will soon be over and we can put it all behind us,” Sonia said as she returned round the box to resume her task. She nodded at Helena and Camilla as her arm once again was raised.

CRACK … CRACK … CRACK … the strap resumed its arc through the air and once again slapped into the fleshy bottom at regular well-placed intervals. The strokes started as with the previous five, high up the cheeks, moving lower down. Pollyanna grunted, groaned and squealed after each perfectly placed lash.

Once the punishment was over, Pollyanna’s bottom was crimson in colour and looked well and truly thrashed. There was no question that she had paid the price for her bad behaviour. With the restraints removed Helena helped Pollyanna to get up and dressed.

At fifteen minutes to 6.00 pm Pollyanna was taken to dinner by Helena, but instead of entering the empty dining hall she was placed facing the wall in the corridor outside, more or less in the same spot where Jenny had been positioned the night before. With Pollyanna holding her dress up above her waist, Helena slowly lowered the young lady’s knickers to her ankles, causing her to squeal as they grazed over her swollen bottom.

As the residents of The Retreat passed by on their way to dine, they all glanced at the patches of red, purple and crimson on the well-spanked bottom They were experienced enough in the ways of the commune to know that, in the absence of any cane marks, this had been a solid thrashing with the strap. Once they were all gathered and ready for dinner, Pollyanna was allowed to pull her knickers up and her misdemeanour and punishment of ten lashes with the strap was read out for everyone to hear. She took her place in the dining hall next to Camilla. Pollyanna was embarrassed but managed to sit down with a lot of wincing and Camilla held her hand, squeezed it and smiled.

“Well done,” Camilla whispered.

“Thanks. My bottom is very sore but I know I deserved it,” Pollyanna whispered to her new friend. “I am relieved it is over and I feel as if the burden of guilt has been lifted.”

The End

© Colin Brooks 2025

Colin is happy to be contacted and take feedback from his stories: colinbrookscp@gmail.com.