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Review This Story || Author: Will Cane

The Prisoner

Chapter 65


Chapter 65

With a little re-write of the previous chapter:

Revelling in the power she had over the victim, Miss Quinn reminded him that he had another stroke to come and that now he had felt the first, he would have to kneel there appreciating how much the second one would hurt, but not daring to resist its infliction in any way.

...and it did hurt, but he managed to hold position.

She allowed him to stand next to her and didnt question the protective way he cupped his aching bulbs as she completed the paper work that the trial required.

When he was again dressed in his flimsy clothing she had him at attention in front of her and looking intently at him, spoke.

“At exactly 8pm this evening you will report to me in my rooms. I will be introducing you to a lady friend of mine for whom you will be working over the weekend. She is closely involved with Miss Finch and so you will need to be extremely obedient to her needs. She will be subjecting you to a period of obedience training which will require your total and immediate obedience to any order that she may care to give you. Some orders may be to carry out a rather personal service for her and whether or not you find that pleasant or very unpleasant, you will immediately and thoroughly carry out that order. It goes without saying that she will have the right to impose any physical punishment that she sees fit and that she will no doubt exercise that right with both severity and frequency. You should also remember that I may also decide to have you given another disciplinary when you are returned Monday morning should you fail to impress her in any way. I would advise you to spend the interim hours getting yourself in the right submissive frame of mind that will minimise the need for me to hurt you during your introduction to her.

Dismissed!”


James reported back to the workshop and found himself engaged on packing various orders for the internet mail order section of the firm. His mind was mainly on what would happen to him that evening and trying to avoid attention to himself with his need to fidget on his hard stool to relieve the pain from his recent thrashing. As each order was placed in the box he did allow himself to speculate on who would be suffering with the varied canes, paddles and straps, not to mention the vicious nipple clamps and other items that he could only guess the use of. Not every owner could afford the extent of implements that his wife had ordered and some concentrated on just one item such as a heavy weight plastic rod that, by sneaking a look at the order form he read was to be used on a recalcitrant wife “who really needed something effective to correct her insolence.”

The time passed all too slowly and with his appetite markedly reduced, he was only able to peck at his dinner. He slowly made his way to the wardress accommodation and arrived at the door five minutes early. He spent the time trying to accept in his mind that whatever Miss Quinns friend wanted, he would have to supply it no matter how unattractive and appealing he might find her. If she was similar to Miss Quinn herself, a woman somewhat bulky and plain in appearance, she would hardly become more attractive when her outer clothing or uniform was removed, but he would have no option than to perform as she required if his already bruised and aching buttocks were to be spared more beating.

At precisely 8pm he knocked gently on the door and after a few seconds it was opened. She stood there, still in uniform but with the jacket undone revealing her well filled white uniform shirt bulging over her skirt waistband and a tie. Wordlessly she flicked her head in the direction of the corridor behind her to indicate that he was to enter. He entered what seemed to be a sitting room. To his amazement there was a female prisoner, bent double, facing away from the door and with her feet wide apart, skirt raised over her waist and panties on display.

What he could see of her buttocks were red and bruised as were her upper thighs. She was whimpering quietly.

“Im afraid that this young lady was not as well trained as I thought,” commented Miss Quinn. “I have had her report here to assist me in your interview tonight but she has dared to express the opinion that she does not feel able to carry out that duty. I find this surprising as I have invested some time in training her in complying with my requirements over the past few days as her buttocks no doubt show. She foolishly refused to carry out many of the more personal duties that I required and paid the price for disobedience receiving two disciplinary canings plus a little correction or two from myself before obeying my orders.  I will therefore have to clear up this little misunderstanding on her part before we can continue. Rather than me expending any of my energy on the girl I will get you to do the disciplining. I now require that you lay on six with my strap across her backside to clear her mind of such objections. I will require each of the strokes to be laid on hard or I will simply give you the same punishment.”

She handed James her personal strap unhitched from her waist. He was surprised how thick it was and how heavy it felt even for a Senior Wardresss item. He realised that it would hurt this poor girl like hell...but what choice did he have?

Nervously he gripped the Wardresses heavy strap and moved closer to the girl. She was slimly built but with enticingly shaped thighs and buttocks. He could see that she was shaking slightly and her exposed skin had a silky sheen of sweat. He looked at her panties and could see the tight crotch with the camel toe indentation of her vulva. He glanced at Miss Quinn who spoke.

“I dont want you wasting effort on laying the strap over her clothing so get her to remove the underwear, then... do your duty.”

He ordered the girl to stand and could then see her flushed and tear stained face as she looked, imploringly at him. He recognised her from when she had been in the running group and remembered that she was one of the girls with the larger breasts that had been more that a little discomforted by the effort. Despite his nervousness at adopting the role of the inflictor of her pain, and accepting that it was either that or be beaten himself, he determined to impress Miss Quinn so that she would view him with some favour. He mentally imagined that he had his wife in his power and that certainly helped.

“Right girl, strip off your panties and hand them to me, then get back in position with feet wide apart and your upper body bent well over.”

With a look of utter resignation the girl stepped out of her regulation panties and looking shamefacedly at the floor, handed the garment to him then resumed her bent over position.  When he had flicked to short skirt up over her back, she now revealed her anal cleft and crotch to his gaze. Her buttocks bore the inevitable marks and bruises from previous disciplines but he was intrigued to note that the slightly parted lips of her vulva showed redness through the pubic hairs that also indicated an early application of some leather.

It was certainly a first for him to have a female blatantly display herself and be about to receive a strapping. No female had ever shown him any kindness or consideration when he had been in that position and he felt that with the threat of being strapped himself for any lack of effort, this was no time to anguish about the girls feelings. He would simply lay on the strokes and let her cope with the pain.

He held the strap in his right hand and ran its heavy weight through the fingers of his left. It was certainly a heavy brute and the way it was split for the last eight inches or so would be bound to increase its bite. He slowly raised it over his right shoulder and brought it whirring down to impact across the widest part of the bruised buttocks with a loud splat.

The leather sank into the soft flesh of the girls buttocks and quickly rebounded to hang lose in his hand. Strokes two and three were laid on to the same spot with the girls driven forward slightly causing her to shuffle her spread feet.

He then ordered her to close her legs slightly so that her thighs were almost touching. He then laid on three strokes across the top of her thighs impacting only slightly on her buttocks. Both thighs were hit and as the pain peaked the girl leapt up and grasped her thighs looking at him with a look of pure hatred.

Hough looked at Miss Quinn and said that he thought he had “got through to her” but offered to lay on extra strokes if she considered it necessary on account of her unauthorised movement. Miss Quinn did not, and simply ordered the girl to replace her panties and take a seat on a high stool facing away from a nearby wall. This she did and, without prompting, spread her knees to the required amount displaying her tight white panty crotch to the room. He handed the warm leather strap to Miss Quinn who placed it on a nearby table.

Miss Quinn spoke:

“Well Hough, you certainly laid the strap on hard, but what I forgot to tell you was that Miss Brooks here will be in charge of you tonight and over the coming  weekend whenever she is needed. She will be responsible for ensuring that you perform to my high standards. I am off to the local pub for an hour of relaxation so you will be under her total control while she briefs you in what will be required by your temporary employer. I thought it would be a good idea if she started the evening feeling that she owed you no shred of consideration or sympathy and I think, from the look on her face, that she is now prepared to deal with any error on your part in a very effective way. I want you now to kneel down on the mat in front of her. In my absence she will brief you fully on what the lady expects, what she likes and what she doesnt like.” She handed the girl the same strap that had just lashed her buttocks, which she received with a smile through her flushed and tear damp face.

From his kneeling position he was at eye level with the spread panty crotch but knew that the girl would be unable to close her legs in the presence of the wardress. As she left the knees closed rapidly and he found himself staring at those dimpled knees as she looked down at him.

“I have been through hell with this wardress Hough and I dont intend to give her any level of complaint with how you behave tonight that would result in me getting hurt anymore. You will be the one who gets hurt in here and if I have to thrash you every few minutes...thats your problem.”

“Firstly, we had both better hope that when she returns she will not be too drunk. She will be bringing Mrs Turnbull back with us to check you over. I had to serve as her servant last weekend so I know exactly what you will be in for. She brought her back from the pub last Thursday and believe you me, she was a real bitch who was into female sex and made my life even more unpleasant. In practice, you and I have no rights whatsoever as we both desperately need to get a complimentary report from her. We will just have to do whatever she says or wants.... and try to do it in a way that gives her little cause for complaint. At least it will be mostly normal sex for you as a male, albeit of a humiliating nature, but I had to swallow my self esteem and provide girly sex even though it repulses me.”

“The other thing you had better realise and get your head around is that although you and I are required to be well washed and presented at all times, any staff member or guest has no such requirements. Miss Quinn knows only too well that we will have to take her as she is and that she has no need to scrub up in any way when being attended to by prisoners. You may have noticed that, being a hot day here, Miss Quinns shirt was already a little whiffy and you can bet that Mrs Turnbull, who runs the local riding stable will not be in a pristine condition after a day with the horses. Believe me, spending all day in her thick and tight riding gear does nothing for her personal scent. Her riding boots and socks make her feet smell like a cheese counter in an abandoned shop on a hot day. Add to that her habit of taking long rides that require her to use the nearest hedge to pull down her jodphurs and relieve herself without any toilet paper to hand... and you get the idea.

If either of us dares to register any distaste by our body language or fail to follow her orders to the letter she will take it out of our hides...and then we will still have to do what she wants. She believes in the use of pain to achieve results with her horses and maintains that view when it comes to prisoners like us... and....she is more than inventive in the way she applies this. Dont think that the strap or the cane across the backside is the only method she uses. Having been under her training for a few days there is hardly a spot on my body that isnt sore and tender as you will no doubt see if she orders me to strip later in the evening.”

“I have been at the bottom of the feeding chain all week and I intend that now that you are here, you will be taking the brunt of every complaint or her displeasure when we start her wretched games. I will probably have to hurt you at frequent intervals and your harsh use of the strap on me will certainly remove any inhibitions I might have had towards me caring for your comfort. We are both in for a pretty awful evening and weekend ...and you more than I.”

The girl then briefed him on what he would probably be required to do. The basic rule seemed to be to provide whatever Mrs Turnbull wants and whenever Mrs Turnbull wants it.

She said that she particularly enjoyed all forms of bodily tongue service especially to the sexual areas and the more humiliating the chosen area was for her victim, the more it seemed to excite her. As a male she would also require penile service from him. Any lack of effort or slowness in following her orders would excuse a sadistic application of pain under the cover of discipline that he must try to avoid. If she needed to visit the toilet Hough would have to assist her in there and if she decided on a shower or bath he would be required to act as the body servant. He would have to help her dress or undress and he could both be expected to have to strip for her inspection whenever she deemed it was necessary.

She then pointed out that Miss Quinn would expect to see some sort of effort by her towards Houghs discipline ,so she had better cause him some pain before her return.

“ I think a few strokes of the strap you have just used will leave you convincingly marked for when she returns “ she said with a smile. “Im sure you will understand if I lay it on as hard as I can, after all, we really need to make sure you have a good set of weals!  Now boy, get naked!”

Hough knew that he could have no say in the matter on either the grounds of the clear unfairness in having the young girl punish him for nothing or the need to be painfully marked. He slipped his clothes off and stood, naked in front of her awaiting her orders.

Brooks looked him up and down then walked around him ordering him to take up the attention position for inspection. She noted the abundant marks of some earlier punishment but it came as no surprise to her. It would be rare to find any prisoner without some marking from a recent or days old punishment. She sensuously draped the leather tip of the strap over his shoulders then used it to rub up and down on his covered penis.

“Retract foreskin boy!” she snapped.

And he did, realising that his member was becoming enlarged by the stimulation.

“  I wouldnt advise you to erect in front of Mrs Turnbull without her express permission Hough. By the time you are used in a private session with her you will have had the tip slapped several times by the stable girls and it may be too sore to erect...but if it isnt, dont allow it to. Otherwise she will use the lack of control as an excuse to hurt it even more. I would also remind you that she may want penis service and she certainly wont take any claim about it being too tender too seriously.”

“Now, lets take up the position you had me in shall we? I think you will find having your buttocks nice and tight will add to the effect...as I certainly did.”

He wondered if it might be worth asking for her sympathy in view of his recent caning that made his backside still felt more than tender. Then thought otherwise as it was rare for any prisoner to feel sympathy for another if that act of kindness might result in the slightest increase in their own misery. It took him some effort to fully please the young lady with his bent over, legs wide position. She then reached between his thighs from behind and gave his hanging testes a firm shake.

“I will do my best to avoid these Hough...but of course there are no guarantees and I may well elect to gave them a good slapping later in the evening anyway. Now brace yourself for some of what you were so delighted to give me!”

She surprised even herself with the force behind each of the eight strokes she delivered, especially the last two where she followed his technique and ordered him to close his legs to lay them over the tops of his thighs. It hurt Hough to the point that he was shaking when she gave him permission to stand.

She then pointed out that when she returned she would expect them both dressed, ready to greet her. They would need to be on their knees and ready to kiss the toe-caps of her shoes or boots and so Hough, with some relief, dressed again.

She then went on to warn Hough how he would also be expected to serve some of her favourite female staff who worked at the stable. It would seem that a small number of local girls were employed on low wages and they were only too willing to add to a prisoners misery and utilise them for their own pleasure. He could expect to be punished for any offence no matter how minor but even if he behaved perfectly, they would still find some excuse to inflict pain.

Whilst awaiting Miss Quinns return, Brooks showed Hough where the wardresss uniforms were hung and together, they cleaned and polished her high heeled shoes in case she needed them the following day. Brooks was just hanging a uniform shirt on its rack when they heard footsteps and hurried to the entrance door.

There were two female voices.

Brooks looked at Hough in horror.

“Brace yourself Hough, here they are!”

Miss Quinn was first through the door and the two servants dropped to their knees in front of her, Carson kissing the left boot and Hough, rapidly learning what was needed, the right. They were both aware of another figure but dare not lift their heads to look at the person. When they were ordered to stand it was indeed Mrs Turnbull. She was a heavily built lady in her mid forties, shoulder length fair hair around a widely set strong looking face, wearing Jodhpurs, riding boots a white open necked shirt and carrying a riding hat under her arm. More ominously she held a thin black riding crop in her right hand.

She spoke to Miss Quinn as if they were not there.

“I recognise the girl of course and I presume that this is the male that will be in service to me this weekend.”

Miss Quinn agreed but pointed out that any such treatment or punishment would have to be accepted on a voluntary basis by the prisoner, but as an adverse report would result in really serious discipline, they usually knew not to complain but to just go along with whatever the guest wanted.

“After all” agreed Mrs Turnbull, “ they were there to learn obedience to any woman in authority and there was no better way to instil that obedience other that by making them carry out humiliating tasks and having to accept their superiors right to inflict pain. Some of the females like Brooks here seemed to particularly resent having to carry out personal services to a female wardress but as she had eventually learnt, obeying every order to perform a sexual service was really the easiest way to avoid frequent applications of some form of painful correction.”

The jodphured lady then went on to say that she still found it almost impossible to believe that prisoners could be thrashed in this day and age but it was clearly a system that worked. The supply of servants from various Correctional Centres to her Riding Stable had always been appreciated and she was more than happy to take this particular male in for training and to carry out some of the less pleasant tasks. Miss Quinn rapidly agreed that there had always been a marked improvement in the prisoners attitude when they had been in her care and that the girl here was a good example. Mrs Turnbull went on to say that she only wished she could lay her crop across the backside of some of the employees that worked for her to ginger them up a bit and asked how long was it since the pair had been punished.

Miss Quinn suggested that she could best determine that by inspecting the male. She was reminded that she would be able to make that as uncomfortable and embarrassing as she wished without any concern about their privacy or comfort. She then ordered them both to the present, told them that they would address the lady as Maam and that they would obey every order she might give them.

They stood rigidly in front of her, feet well apart hands on head and elbows forced back. After a few minutes looking them up and down she pointed to Hough and said that she would start with him. Miss Quinn immediately stepped in and said that she would let Brooks assist and guide her as this would be her first time. As she was more used to inspecting horses perhaps she might like to have him on all fours on the nearby large table.

With a cheeky grin that she was unable to hide, Brooks ordered him to strip completely and soon had him kneeling uncomfortably on all fours on the table. Mrs Turnbull, the hat now on her head, circled the table flexing her crop between her hands before sliding it between his rear legs to ease his haunches apart, then firmly lift his dangling scrotum.

“Before I check one of the horses I get one of the stable girls to give it a good hosing down with a cold hosepipe then a brisk scrub with one of the hard brushes especially around the hind quarters. After that it has always been my normal technique for inspections to start by giving the animal a sharp reminder of my control, I find, particularly with the high spirited stallions that they become more submissive that way.” She looked towards Miss Quinn for guidance.

“A couple of good points there Sam,” she responded. “As you can see from Houghs backside he has needed frequent applications of both the strap and the cane to further his training so a couple with that crop of yours would be an excellent start. As to his cleanliness, should you find any lack of care on his part with his personal hygiene a cold hose and scrubbing bush will be the least of his worries as we absolutely require the highest standards from all the prisoners. But your inspection should display whether he needs any further cleaning.”

The crop was one of the thin springy types with a knotted cord tassel at the tip. The woman was somewhat unsteady but she still managed to give him two wristy cuts that stung like hell. She then dropped the crop on the table between his knees and started to roughly run her hands over his chest squeezing both nipples until he shifted his position in protest.

Standing to his side, one hand went in front of his thighs and grabbed his erecting penis and the other between his thighs from behind and gripped his dangling scrotum.

“How often does he get to use these?” she inquired.

Miss Quinn explained that it was largely up to any lady who happened to be supervising him. He required a formal milking by a nurse at regular intervals but that was always done in a way that would confer as little pleasure as possible. In general using a male prisoner or someone here for training like Hough for penetrative sex was frowned upon as making him provide more submissive services to a female would establish his lower status more effectively. But of course, that decision would always be up to the lady in charge of him.

“Mmm I will have to get a couple of my girls to deal with this rampant problem of his, if he is regularly milked it will also make any discipline that much more effective. They are well practiced in handling the stallions so this little object he has wont be a problem”.

She gripped his penis and suddenly snatched the foreskin back exposing his sore glans. She then twisted the organ this way and that as she leant down and examined the surface for cleanliness. Moving to his rear her thumbs were inserted into the buttock crease either side of his hidden anus then used to force the cheeks apart and expose him. A combination of his bruises and the sensitivity of his orifice caused him to flinch.

Ignoring this muted protest she firmly rubbed a finger tip against his exposed anus then sniffed it.

“He will certainly be a candidate for a yard scrubbing if he arrives at my stables in this state,” she mused. “Nothing that my girls cant sort out I am sure. How much of a problem will he be when it comes to obedience, has he been properly schooled?”

Miss Quinn looked a little embarrassed. “Sadly, he is here because his wife has been unable to achieve a really good result on that score. She has had him professionally assessed and trained but he still needs a firm hand which we hope you will give him. Dont give him any leeway when it comes to satisfying your standards Sam”.

Mrs Turnbull moved round to his head, put her hand under his chin and raised it to look directly into his eyes. Then pulled his jaws apart and peered into his gaping mouth. He could smell alcohol on her breath and saw her cruel blue eyes staring at his teeth.

Relaxing the pressure keeping his jaws open she still held him under the chin and whispered

“Anything other than total obedience Hough and you will rapidly find why Brooks here is so reluctant to pay me a second visit.”

To both servants relief, Mrs Turnbull seemed to lose interest in tormenting either of them any further and having discussed the arrangements for Houghs transfer to her care went off with Miss Quinn leaving them to tidy up and return to their quarters.

Hough spent a restless night but was standing at the gates to the building, dressed in his T shirt, denim shorts and white trainers. Promptly at 9am a white SUV pulled up driven by a girl in riding gear in her early twenties. She only spoke to ask his name then gestured to the rear seats driving off before he had time to even fasten his seat belt.

There was no conversation during the short five minute drive. They pulled up at the back of another large old house to the rear of which lay a stable yard in which were several girls in their twenties carrying out various horse related tasks. With a curt “Follow me!” the driver led him to an office in the front of a large barn. Inside, Mrs Turnbull sat behind a large desk dressed in a tight fitting white shirt and tie in the equestrian style.

He instinctively stood in front of her at attention. She continued tapping away at her keyboard for some time before glancing up at him.

“Well Hough, here you are in my charge for a while and in the position of yard servant to my establishment. You will find that I cater to an all female and very up-market class of client who pay high prices for my horses and facilities and expect the very best. It will be your job to cater for their every wish and this will range from cleaning their riding boots after each ride, assisting them on mounting, dismounting and leading them in and out of the stable yard. You will therefore be spending most of today either in or close to the boot room. You will be supervised by any of my stable girls whom you will show total respect and address as “Miss”. The customers will all be addressed as “Madam” and myself as “Maam”.  Is that clear?”

Hough instantly agreed, still looking straight ahead.

“I have of course been speaking to your long suffering wife and received her permission to treat this stay with me as a furtherance of your training, training which seems so far to have had little beneficial effect on your attitude or obedience to female authority. I doubt that there will be any need for leniency on my behalf as your type clearly will only respond to the harshest of disciplines so just bear in mind that you have brought this situation down on your own head and will simply have to accept whatever treatments my young ladies or myself deem appropriate. Your lady wife did mention that you will be due for a maintenance beating by this evening so whatever else befalls you, do keep that in mind.

I think I will start your service here with an inspection. Strip naked!”

Hough glanced nervously around the office then removed his T shirt, dropped his shorts then his slimline pants before bending to take off his trainers then returning to the attention position.

Mrs Turnbull stood, came round to his side of the desk slipping a black riding glove on to her right hand. Without any warning she suddenly slapped his left cheek then backhanded his right. His ears were still ringing when she spoke reminding him that she would be accepting no nonsense from him when under her control.

She then told him to spread his legs wide, reached down with the gloved hand that had just lashed his face and firmly grasped his penis pulling up towards his chest as he desperately fought to remain flaccid.

“My experience of young men is that they are remarkably similar to my ungelded horses in that this thing is constantly leading them into trouble. My staff are well versed in giving the male horse a quick slap with their crops when they see any erection and I will brief them to take the same attitude with you. As, unlike the horses, you will be dressed most of the time, they will be told to have you drop your shorts at regular intervals so they can check for any signs of tumescence. I note that your foreskin is covering the tip so before any punishment is inflicted you will be told to retract that fully so that the entire length of your penis is available and vulnerable to the tab on their crops... should they need to slap you in that area. Now bend over and grip your ankles Hough!”

He did. and saw her move round to his rear then run the gloved hand over his still tender nates.

“The two taps I gave you last night are still visible I see...and there is certainly some marking from your previous thrashings. Please dont expect any leniency on that accord as we will make no allowance for you being stupid enough to attract discipline before you got here. It will however be in your best interest to bear in mind that you are a little tender in that area and try to keep your nose clean. When you need any further punishment we can also utilise other areas on which to inflict it....but almost certainly these buttocks of yours will be getting some additional pain when any of my staff consider it necessary.”

Without warning her leather gloved hand was suddenly thrust between his splayed legs and his scrotum roughly grasped from the rear making him flinch and momentarily stand on his toes.

“A little sensitive there are we Hough?” she snapped. “We must try to remember that these are included in any disciplines that may be needed. It is always interesting to see how little effort by a lady can result in such an extreme reaction by a male such as yourself when it comes to merely handling them.”

With a final squeeze she released her gip and had him stand to dress himself. He was then told to follow her out into the yard and then into a large barn where the stable girls were seated around a rustic table enjoying a morning coffee.

He was introduced as the new yard servant and made to stand in front of them. There were five in total, all in their mid to late twenties and all dressed in jodhpurs, riding boots and white tight fitting shirts. One of them announced that her name was Miss Sophie and that she was in overall charge under Mrs Turnbull. She stood, came round the table and stood immediately in front of Hough looking him up and down.

“All you have to remember boy is that you obey all of us at all times and then your stay here wont be too unpleasant. However, if you are as slow witted and stupid as most prisoners that we get here, you will be in for a very rough time indeed. We specialise in training horses and a mere male will be no problem when it comes to making him obedient. We will now finish our coffee and you will start by cleaning the toilet block over by the boot room. I will inspect in thirty minutes and will want to see a clean floor, clean pans and fully stocked toilet rolls and towels. Go!”

The ladies toilet block had obviously not been cleaned for several days. Hough set to by sweeping the concrete floor then, having found the cleaning tools, used the long handled brush to scrub each of the three pans, each in its own cubicle. He found the store cupboard and re-stocked the cubicles and sinks to what he hoped was the required amount.

All too soon he heard the approaching footsteps and Miss Sophie stood in front of him carrying a thin crop with a leather tab at the tip in her right hand. She walked around the toilet block and returned to face him.

“A reasonable start Hough. When you have more time I want those toilet pans scrubbed by hand so that they are really spotless, both inside and out. Now lets check on how your animal instincts are being kept under control. Drop your shorts and underwear!”

He did, and stood ready for inspection. Fortunately he was flaccid and stood staring straight ahead desperately trying to think of everything that would keep him in that safe state. There was a clatter as she dropped the crop on the concrete floor then faced away from him bending fully over to retrieve it from where it fell. Her tightly jodhpured backside was presented to him and the outline of her panties were just visible around the tops of her thighs. She then turned and leant forward so that her shirt hung slightly open and her bra encased breasts were just visible, fully knowing the effect her display would have on the sex starved male.

She was not disappointed as his penis started to engorge. Reaching forward with the tip of the crop she lifted it fully up.

“Oh dear Hough. Despite Mrs Turnbulls kind attempt to warn you against such displays you seem determined to attract punishment. I will have to deal with this right now so pull your foreskin fully to the rear please. I know that this will hurt but I will have to give you two sharp slaps across what I believe is called the knob. You will now put your hands behind your neck, stand fully upright and accept my punishment without undue movement. Are you ready boy?”

He stood as she directed and nervously nodded his agreement.

She rested the tab under the shiny wet glans. Lowered it a few inches and then brought it up sharply with an audible tap.

She then waited for a couple of minutes “For the pain to take effect Hough”.

Then she carefully and callously brought the tab down sharply on top of the quivering tip.

The sting was immense and he only just managed to remain in position. Again she waited some time for the full effect to pass before she gently lifted the penis with her crop, inspected the reddened skin, then ordered him to replace his foreskin and dress.

He was then told to start work in the boot room where, fortunately, there were just three pairs of ladies riding boots awaiting cleaning. Even so, the caked on mud and horse droppings took some time to remove, and then the simple task of applying the black or brown polish and rubbing it in with a brush in one hand whilst holding the boot with his left fist rammed into the sweaty leather foot, took some time and effort.

He had just finished when the first rider of the day walked in accompanied by one of the stable girls. She was a rather unattractive short woman in her early forties, somewhat plump with a rear made even larger by the tight jodhpurs she wore. Instead of a riding jacket she wore a thin woollen sweater that did little to hide her large breasts that, from their outline, were encased in a necessarily heavy support brassiere. A black riding hat sat on her head with her hair in a bun behind it. She looked down on Hough as he gave a boot a final polish and spoke to the girl.

“Hes new here isnt he? Will he be available to me after the ride if I need some help in unwinding...you know how these horses can stimulate a female so? I have my own boy with me so I might use them both depending on how I feel.”

Just then they were joined by a male in his early thirties dressed exactly as was Hough. From his nervous demeanour he was obviously another prisoner of some sort. Certainly, the way in which he gave Hough a quick conspiratorial glance added to that view.

Hough remained on his knees as he listening to the conversation knowing that he would have no choice in the matter whatever she wanted.

“Of course Mrs Hart, you only have to mention it on your return and we will be delighted to arrange it. He is rather new here and may need a firm hand but Im sure that you will be happy to provide that. Would you like to inspect him before the ride?”

Mrs Hart declined but agreed that she would inspect him on her return in one of the individual stalls where a little privacy could be achieved. Right now she needed her boots to be fitted and then she would be ready for the horse.

The girl indicated the black laced boots on the rack and Hough retrieved them, knelt at the womans feet as she lay back in a wooden chair and removed her rubber wellington boots,  revealing a pair of dirty white socks. With some effort he then heaved the riding boots over the socks and up the thick calves until he could fasten the long front laces.

As her boots were being fitted she asked the girl if it might be possible for her boy to be given his overdue maintenance beating whilst she was out. The girls agreed saying that Hough was due for one and both could easily be fitted in. As she had heard that Hough was also due for a milking before hand, she wondered if Mrs Hart would like her boy to receive the same treatment.

Mrs Hart was most grateful for the offer.

“I know it has to be done,” she sniffed “but I find the whole event most unpleasant so it would be most appreciated if you and your other girls would give him a really thorough draining and naturally, if it can be done in a way in which he wont enjoy it...and before he is beaten...he will really learn something from this afternoon. I have brought a suitable implement that he can collect from the Range Rover when you need it. Its a Canadian Prison Strap, nothing too serious but the action part is made of heavy rubber and stings to a satisfactory degree I believe. 12 strokes should be sufficient, but I will leave the details to Miss Sophie so that she can react appropriately if he gives you any lip or problems.”

The boots now fitted, she stood without a word of thanks and, followed by her “boy”, walked out into the yard where her horse had been saddled and stood waiting. Immediately the boy crouched down in the mud so that she could place one booted foot on his back and lift her bulk up on to the saddle. The stable girl then handed her a long nasty looking riding whip and with a flick to the horses flank, she was away.

Hough and the other male were then set to work in the tack room applying leather conditioner to the row of ladies saddles hanging in racks. Having carefully checked that they were out of sight of the stable girls they fell into conversation as they worked.

His name was Harry Lester but had become used to just being addressed as “boy” which he had to accept without question. It seemed that he was a prisoner in a nearby Correctional Centre and was out on loan to Mrs Hart who was a close friend of several of the lady staff. Despite his efforts to comply with the rules of the Centre he always seemed to be victimised by the staff, and in particular one older lady wardress. He therefore had his sentence increased each time he was near release so that a three month sentence for Insolence to a lady security guard at an airport had already resulted in over a year in captivity. Work in the Community for Mrs Hart was supposed to be a chance to prove himself suitable for freedom but it had turned into a nightmare of cruelty from which there seemed to be no escape. She turned out to be a lady who believed in having total authority over a servant and for whom strict and humiliating discipline was almost a hobby.

He now knew that he had been handpicked for what Mrs Hart believed to be her rights as a female with power. It started when he fell foul, yet again, of the wardress who was his constant threat.

He had been ordered to carry out a personal service to the wardress who was always finding fault with him. She was in her late forties around 510’’ tall and bulky in build.  It had been a hot and humid day and the wardress, wearing a tight heavy  uniform and regulation thick panties, had had a busy day, rushing here and there. She told him that she required a tongue service to her lower body. She simply stood in front o him, ordered him to his knees then turned away as she lifted her uniform skirt and pointed to her large panty clad buttocks.


Lester had the audacity, when approaching his task, to suggest that she might first like to take a shower. The wardress, Miss Harwood became furious. She slapped his face several times and told him that he was "On Report".


When the Senior Wardress heard the charge the next morning she was appalled at his lack of obedience. She found him guilty of "Refusal to obey an order". And after further consideration, ..."Insolence to a staff member".


He was taken to the guard room where he was stripped, strapped to the frame by two policewomen and then kept waiting for the arrival of the duty sergeant. They were joined by a young nurse who complained to the other women how she had better things to do than monitor a mere male under discipline. One of the policewomen leant down to a level with his head and told him, with a girlish giggle, that the duty sergeant today was a lady who could be relied upon to put her weight behind a thrashing.


She arrived and Lester realised what she meant. From his humbling position she appeared enormous. Tall and very overweight she was dressed in a bulging pair of tight uniform trousers and a uniform jacket with hat. She slipped off the jacket and casually draped it over his back so that he could feel its weight and the domed buttons digging into his back. Next she removed her hat and added that to the jacket.


She walked round to his head so that her bulging thighs were at eye level then squatted down to look into his eyes. Her plump leather gloved hands lifted his head and she smiled at his face.


“You wont enjoy this boy. Dont try to obtain any sympathy by whining. You will be getting the full punishment and I will make damn sure that it is laid on hard so that you have cause to think about your insolence.”


She then went round to his rear, announced to the other ladies that she wanted to check that he had been properly secured so that he would be unable to move and, reaching between his parted thighs grasped his scrotum.


It wasnt a really firm squeeze but one that was sufficient to cause him some pain. Instinctively he tried to rise from the grip but found that he could hardly flinch let alone escape. Satisfied she nodded at the nurse who swabbed the buttock area liberally with a strong smelling disinfectant liquid which ran down his anal cleft and the backs of his thighs.


The sergeant selected a cane from the wall rack and gave it a few practice swishes. She then tried several until she found one that she approved of and held it out to the nurse to be swabbed along its length. At last she was ready and took up her position to the left of his raised rear.


The guardroom canes were all chosen for their weight and effectiveness. Combined with this heavily built ladys best efforts it came as no surprise to the male just how much each stroke of the total of twelve really hurt. They were delivered at 30 second intervals and started at the top of his buttocks working down.


The Sergeant then picked up her jacket and hat, put them on a nearby bench, slipped off her uniform leather gloves and left with her policewomen, leaving him in the care of the Nurse.


She again swabbed the now beaten nates with cold and stinging antiseptic fluid.


“It takes a lot to get through to you prisoners,” she murmured, “But I have a feeling that the next twelve will have some effect.”


Lester thought long and hard about another problem that had arisen. He desperately needed to relieve himself. He knew that it would be at least another 45 minutes before he would be released and would the upcoming pain make him loose control and incur even more displeasure in the mind of the Sergeant. He accepted that he would be paying a price, but told the nurse about his problem.


“The last thing you want to do is to urinate on the floor here, believe me, you will be up before the Senior Wardress and find yourself back on the horse within hours. I do have the necessary bottle that you can use, but it will come at a price: I will hold the bottle and permit your relief but I will impose a genital punishment for taking up my time in such a disgusting procedure. In brief, in return for my assistance, I will give your testicles a beating. The rules restrict what I can do but I doubt that you will enjoy it and it will amuse me and fill in the time until they return. Naturally you will be unable to protect them as they are somewhat exposed and your body is somewhat secured. As the pain will just be for my amusement you could object so I will guarantee that if you keep this between ourselves, you wont need thrashing for soiling the guardroom floor and I wont recommend and extra strokes at the conclusion of your thrashing, and as I could order up to another four really hard ones across all the weals, you might even be grateful.”


Lester grunted his approval and prepared to tense himself.


The Nurse slipped on another pair of blue latex gloves, reached under his spread thighs and jerked his foreskin fully back. She then retrieved a male urinary bottle from her bag and pushed it up harshly so that the long neck encased his penis and pressed against his stomach.  She then gave the order to release.


It was a somewhat noisy procedure but one that brought blissful release to Hough. Even as the receptacle was removed he then started worrying about the inevitable price he would now pay.


The Nurse looked around the room at the various instruments that were available to inflict scrotal pain. Smilingly she picked up the Sergeants gloves in her right hand and slapped them into the palm of her left.


She went to his rear, reached between his spread and now twitching thighs and gently stroked his hanging testes with the fingers of the glove. Instinctively they retracted slightly but being a warm room, still hung there completely vulnerable to whatever the nurse decided.


She decided to hurt him.


Drawing the leather gloves well back, she gave the scrotum a sharp flick that made the hanging contents bounce forward. The gripping pain came almost instantly along with the knowledge that there would be two further slaps and that neither could be avoided in any way. When they came they were even firmer slaps to the swinging testes.


Even the nurse was impressed that he accepted the discipline with just loud grunts and she soon returned the gloves to their original position and waited for the policewomen to return   All three ran their hands over the now wealed and bruised target then took up their positions with the sergeant giving a few practice swishes of the cane.


The final twelve were laid on with the same full effort as the first, leaving the male victim shaking and breathing heavily. As the others left, the nurse unstrapped him and led him, still shaking to a seat against the wall. He was allowed an hour to recover and dress then, to his horror, the same lady wardress that had complained collected him from the guardroom and took him back to her quarters.



She believed that the male had still to learn true obedience to his superiors. The Wardress, Mrs Carson was in her late forties and therefore older than most of the junior staff as she came into the service later in life. She was of a large build and certainly not attractive to younger men, or at least to those who have a choice. The male prisoner did not have that choice and was still in considerable pain following his two thrashings. He followed her knowing that she had total and absolute power over him and that whatever she wanted him to do, he must obey.


She took a seat in a comfortable armchair and orders him to kneel at her feet... at attention.


"Well boy, we meet again. I trust that you remember that last night we had a little disagreement when you failed to follow my orders. I hope that the treatment you received today will help you to avoid any further discipline...but we will have to see. I have been given special authority to punish you myself should it be necessary and rest assured, if you are up before the Senior staff tomorrow morning  following another complaint from me you may expect no mercy. Do I make myself clear?"


She then casually uncrossed and re-crossed her booted legs giving him a glimpse of her stockinged plump thighs and panties.


Ignoring his mumbled "Yes Ma'am", she continued.


"It seems that you expect the lady staff here to prepare themselves before requiring you to carry out any personal service for them. You should realise that they are all busy ladies who lead an active life and that particularly in this hot weather, they will perspire and emit womanly odours. There is no requirement for them to take any care with their personal hygiene when it is only a prisoner that they have in their charge. You, boy, and all the other males here will have to learn to accept the lady as she is, without question, complaint or reluctance in any way. I have arranged for you to be employed for a week in the Staff social centre washrooms where you will be required to keep the sinks and stalls spotlessly clean and most importantly, assist those ladies who require it, in the stalls themselves. This will ensure that you are fully aware of the sights and scents of the lady staff members. However, first you will still need to demonstrate to me that you have learned your lesson in this area. It will be my job today to ensure you are fully trained in what we call Crotch Service so that no other wardress here has such a problem with you.  When we have more time we normally arrange for a couple of female prisoners to be brought up from the Female PDC. They are kept, in full uniform in one of our holding cells for a couple of days with no washing facilities and just a metal pail for their functions. Believe me, at the end of this time in an overheated cell, they are both pretty ripe. The offending male is then supervised and made to carry out all the possible body and crotch services that a lady could ask for. Today, at my specific request, I have been allowed to perform that function for your training”.


Again her legs were crossed and uncrossed. She appeared to take no notice of the males instinctive eye movements to take in the view.


“Now to myself.  As with the other wardreses I am still wearing the winter uniform as required by the regulations. Unfortunately, with this sudden hot weather this is a little tiresome but the rules must be followed. The skirt and jacket are woollen and rather heavy so we all feel a little hot and bothered. The uniform shirt is also thick. Naturally when exercising you prisoners in the freezing cold and you are stripped down to a thin vest and thin shorts this keeps us warm and snug, but at the moment we are all looking forward to when we can change into the summer rig.


As to my more intimate clothing: The stockings that I see you keep staring at are woollen and as the feet are encased in the uniform boots you may expect that my feet are less than fresh. I am also wearing the heavy weight sports support brassiere that are issued to the larger ladies and the regulation thick winter sensible panties. The result of this clothing is that all of us staff are sweating profusely during the daytime and by the evening are all a little whiffy to say the least. Naturally, a thorough hot shower fresh deodorant and a change of clothes works wonders and so you might expect that this morning I am fresh and fragrant.


Unfortunately for you boy, not only have I avoided a shower since yesterday morning, I  have also not changed my rather damp stockings and underwear for a couple of days. You may also find that my natural functions over the past 30 hours have also left their mark as I always seem in rather a rush to be too fastidious with such things.


Had you simply followed orders last night this would all have been avoided so you only have yourself to blame.


We will start with you stripping fully for inspection. I want to see just how thorough the police sergeant was with the cane. You will no doubt require disciplining from time to time so each time you commit an error, I will note it in the little book over there and when you have accumulated sufficient demerits...you will be dealt with.”


“Strip!”


Lester leapt to his feet, not wishing to give her any excuse to make an entry in the book. He soon stood in front of the armchair stark naked and feeling exceptionally vulnerable. She indicated to him to turn around, then to face away from her and bend over. Reaching out she gently stroked the ugly welts that ran parallel across his tender nates.


“Looks uncomfortable boy”, she said, then without warning dragged both sets of finger nails sharply down crossing the ridges at right angles. Taken by surprise he leapt up. She made no criticism but simply told him to bring the book over to her and then made an entry.


Putting the book down she repeated the cruel nail drag across the throbbing weals and this time, he only flinched in response.


“Better” she murmured. “If your backside is really as tender as you seem to suggest it is I would tread carefully over the next few hours. I will have no hesitation in ignoring your existing bruising when it comes to inflicting more of the same”.


She made him part his legs, reached between them, and cupped his testes in her hand.


“ I hear that the nurse gave these a few slaps...did it hurt?”


He assured her that it certainly did ...and was again reminded that to tread carefully.


“I am authorised to inflict genital punishments and with such a sensitive target that enables me to inflict so much pain for so little effort they may well be feeling even more tender later in the day”.


A quick firm squeeze that raised him on tip-toe and she stood up.


“Remove my uniform jacket.”


He stood and approached her. He carefully unbuttoned the silver buttons on the front then stood behind her to pull the heavy jacket off her shoulders. He then draped the jacket over the chair she had vacated, realising his mistake as he did so.


“Another entry for the book boy she intoned. Not treating a wardress uniform with respect is a serious offence. These demerits are building at a fast rate boy”.


He carefully hung the coat in the wardrobe that she indicated then handed her the book for another entry.


“Remove my tie then undo the top four buttons of my shirt.”


Nervously he slipped off the black tie then fumbled to open the top button followed by the other three. He could see the tops of her mature soft breasts and caught a whiff of bodily sweat.


“Now allow me to introduce you to some womanly odours. You will first stick your nose up into my right armpit and inhale deeply. Then the left and following that you may put it between my breasts and inhale, through your nostrils as usual, until I tell you to stop.”


He slowly pushed his nose up into the visibly moist material. The acrid smell of unwashed armpit was strong but he followed the order and inhaled several times. He then transferred to the other area and repeated the sniffing. Finally he apprehensively pulled the shirt apart and pushed his face into the void. It was slightly less acrid than the armpit and he had to admit the view was greatly improved.


“Remove the nose boy...and hand me the book”.


Having made the entry she explained that the order was to visit the right armpit first. As he had stuck his nose into the left one that showed carelessness in obeying orders and would have to be dealt with.


“Its amazing Lester, just how disobedient you are. I had hoped to avoid any further pain for you but clearly that wont be possible and I must clear some of the demerits you have collected right now. Any punishment I give will take place in another room to emphasise the formality. Go into the bathroom, raise the toilet seat, stand facing it with legs wide, knees slightly bent and bend over to rest your hands on the pan rim. I will be along in a while as keeping you waiting will help to concentrate your mind”.


Lester did as she ordered. The bathroom was not too large and he hoped that this would limit the swing on any implement she might use to re-ignite the weals on his buttocks. He would prefer to be strapped down as he was at the centre to prevent any “refusal to remain in position” once the pain kicked in, but he knew he would be denied that comfort.


It was around ten minutes before she entered the room. He glanced back and was surprised to see that she was not carrying any implement, instead she reached into a laundry basket and retrieved a pair of her regulation  white panties.


“I have decided to impress my authority on you as early as possible boy. You will therefore be receiving a testicular punishment.” I am authorised to hit them with any item of personal use that I might choose. Naturally my worn panties or brassiere straps spring to mind. Had this been the summer you might have got away with a few flicks from a panty thong but you might find the panties I have available to be somewhat heavier and more painful, especially when they have absorbed a fair amount of body sweat and fluids”.


She reached under his splayed thighs, gripped the scrotum and gave it a vigorous shake. “In this position you are totally vulnerable and naturally, if you try to move or protect yourself, I will use a leather paddle on them that will teach you a lesson that you wont forget, in fact it might make you want to throw up in the toilet that you are clinging to.”



“These are the regulation winter uniform panties that we wear here. White is not the most practicable colour for such items but it was chosen to give the male servant a challenge when it came to hand washing them and removing any stains. It will be the crotch part that will actually contact your ball sac. I have decided that the usual three slaps should be sufficient for now. You will now bend your knees slightly as the semi-squat position displays your scrotum fully”.


“Brace yourself boy!”


She squatted down on her knees behind him, held the panties by the waistband, brought the material up to touch the rear of his dangling exposed scrotum, drew her hand back and then brought the panties slapping into the rear of the sac.


It swung forward and a grunt of pain came from the boy. This was followed by a low moan as the gripping cramp hit his lower stomach. Apart from some flexing of his bent knees he absorbed the pain without movement.


Mrs Carson  repeated the slap and received the same audible results.


She now waited for over two minutes to increase his sense of helplessness even more. She could see the nervous twitching of the legs and the frantic grasp the boy had on the slippery porcelain rim. She then drew her hand further back than before and brought the soiled panties slashing into the hanging bulbs.


This time he yelped aloud and lost his grip but soon regained it. His legs were shaking and a low whimpering moan was heard as the cramping hit.


He was then made to stand, with shoulders back, legs wide and hands on head and a little further back from the pan. She lowered the seat and sat there with her knees between his spread legs. She reached between them and cupped his throbbing balls.


“Aching a bit I trust” she said with a grin. “They really are useful to me as I know how much you males hate having them slapped... and they are so easy to hurt...hardly any effort required by me. You can consider yourself lucky with me using panties as there is no chance of doing them any real harm but I can make you very aware of my authority with just a few flicks. Im afraid that wont be the last time in this session that I apply discipline to them so you will have to continue knowing that I could hurt them at any time and for any reason...or perhaps...just because I feel like it.”


Her fingers left the sac and moved up to his nipples which she gently stroked with a finger tip.


“Before I move on to your crotch training there is another area that I must prepare. It is always useful to have you nipples sensitised so that the slightest touch by me hurts you. What I am going to do with you in front of me is to use pressure to make both of them super sensitive. I will start with these nasty little clamps for a few minutes. Again you are luckier than most as if you were one of the females, particularly with big thick puffy nipples, this application of the clamps would have you wetting yourself.”


She reached out to a side shelf and picked up what looked like two metal clips joined by a thin chain. She pressed and opened one exposing angry little teeth then  squeezed the left nipple with the fingers of her other hand, connected the device to the area and released the pressure allowing  the teeth to grip the pink small nub.


Lester gasped as the sharp pain registered. When the other nipple had been clamped he gasped again and his knees flexed.


“Surprisingly painful for such small devices isnt it” she smiled.” I can only leave them on for around five minutes at a time but they will really make your little nips throb, especially when they are removed. When I re-apply them later to those nipples you will really appreciate how effective they are. Its not unusual to have tears running down the face after a while. “


“Now, boy, while they are doing their work we will fill in with some further training. As you can see I am sitting on a toilet, and as I need to train you in assisting ladies to relieve themselves this would be a good time to start. Kneel in front of me close to my knees.”


She then parted her knees fully and with her skirt slightly raised over her knees, he found himself staring at her pantied crotch.


“You will kneel in that position in front of the toilet pan, having ensured that it is spotlessly cleaned and flushed following the last user. I also suggest that it will be in your own interests to check that there is sufficient toilet paper left on the roll. If she does not want a serviced relief you will be told to stand with your back to the seat so that you can see nothing that is taking place. Usually however you will be given the order to assist. You will then reach up under the skirt, Grasp the sides of the panties with your fingers and slowly and respectfully pull then down to around her ankles. She will then sit ...and open her thighs.


She may wish you to remain in position or she may point to between her legs. In which case place your head up against her stomach so that your face is looking down into the pan. This action has two functions. The first is that is you will be able to see or sense what is going on and therefore when it stops. It will also inform you as to which area or areas will need cleaning afterwards. Secondly your face will make a reasonable seal with her body and the seat therefore thus preventing her being subjected to any unpleasant odours.


On the other hand she may simply point to her panty crotch stretched between her parted ankles. In this case you will bend forward and press your nose well into the material and remain there until she tells you to resume your kneeling position.


When the lady considers that she is fully relieved she will stand. You will then rest your hand on the toilet paper roll and she will nod if that is her preferred method of cleaning or shake her head if it is not. She will then spread her feet wide and lean backwards to give you full access to the front area. If she has elected that you can use the toilet tissue, bear in mind that you only have one roll per session so use it economically. When you have dried her vaginal area, if it is required, she will turn around, place her legs apart and lean forward to give you full access to her rear which you will wipe until clean . You will be receiving training from me on the “no paper” methods so no need to discuss this further now.


She will then turn around, you will carefully lift up and fit the panties and then lower her skirt. If you are lucky you may even get a friendly tap on the head as she leaves. If not she may well tick the “poor service” box on your attendance form pinned to the outside of the stall door.


Now all that remains is for you to flush the toilet, spray the deodoriser around, clean the area, use the mouthwash wash your hands and face and kneel for the next staff member to enter. I will certainly be testing you on that procedure in due course, but right now, how are your nipples?”


Mrs Carson really didnt need to ask, the screwed up expression on his face told its own story. The clips were clearly hurting like hell. She smiled, reached forward and unclipped them.


The surge of blood to the flattened nubs proved worse that having them on.


The pain was just reducing to a reasonable level when she reapplied, first the left and then the right clamp to grip not the sides as before, but the top and bottoms.


Her victim gasped and leant forward to try to relieve the stinging agony in his chest.


“Another five minutes should suffice.”  she said glancing at a wall clock. “I will fill in the time with my reason for being here as a wardress, perhaps,” she added with a smirk, “It will take your mind off your breast discomfort.


It may surprise you to know that until recently I was a prisoner myself in one of the female centres having argued with a lady cop. The place I was in specialised in having the more mature females guarded by a bunch of what seemed to me to be almost schoolboys. They all seemed in the early twenties and all the poor prisoners were in their forties. I cant imagine a situation more capable of causing the ultimate in humiliation to a lady that being bullied and chased around by testosterone fuelled boys. We all had a regulation uniform to wear and we had to parade every day in the early morning for an inspection. With my squad there would be two lines of six women, all various shapes and sizes in shirts, ties short skirts, stockings and black shoes, all rigidly at attention whilst a young male officer walked up and down staring at us wherever he wished and prodding us wherever he wished with a short baton they all carried. He would think nothing of using that to raise our skirts, front of back for a check that we were wearing the regulation panties or prodding our breasts when he spoke to each woman.


There was one officer who took an instant dislike to me and made my life hell. He would pick on me whenever he could find a reason. One of his favourites was ordering me to have a panty inspection when on the parade. I would have to step forward, stand with legs apart, raise my skirt and wriggle my panties down to my knees so that the insides were displayed. He would then poke around with his baton especially between my spread legs and then pretend to find a stain. I would then have to bend over as he unhitched his discipline strap to give me three really hard strokes across my buttocks. My whole time there he must have strapped me a hundred times but the worse thing he ever did was to frame me on a breast charge.


He knew that I was leaving so got two of his friends to fill in a “Breast Offence” form about me. One officer reported me for having a soiled brassiere during an inspection. Another officer for resisting, when he carried out a harsh grasping inspection of each breast. All he then had to do was to arrange a third offence by ensuring my regulation bras were taken from my locker and hidden so that I had to appear on parade without one under my shirt. That meant that I was then up before the Head Warder.


There was only one possible punishment and he ordered it.


The next day I was in this establishment being interviewed for this job. When they asked if I would be prepared and able to administer effective discipline to young males, I simply stood up, stripped of my blouse and bra and showed them my freshly caned breasts. The ladies on the interview committee needed no further proof and I got the job.


So you see Lester, that when it comes to my seeking revenge, you are not in a brilliant position right now”.


With that she slowly unclipped both nipple clamps leaving him whimpering with the pain surge. She then demonstrated with her finger nails that the slightest touch on his nipples was now extremely painful and would be used to keep him totally in line between more harsher punishments.


He was told to empty the washing basket and carry the contents back to where they had been. There were a variety of brassieres, panties, suspender belts and stockings awaiting cleaning. He gathered them all together and placed them on a table as she indicated. He then found himself kneeling again in front of her lounging in an arm chair.


“You crotch training will now begin boy. It will be in three parts, firstly you will be required to look at the panty area in full and the positions I will eventually assume, then I will subject you to having my crotch forced on your face, mouth and nostrils and thirdly you will be required to inhale and accept the different area of my panties without delay or hesitation.


These three tasks will then be repeated with my panties removed.


Then, you will be required to use your tongue to thoroughly clean all, and I mean all ...of my crotch particularly my anal and vaginal openings. You will also be required to clean other areas such as my armpits and anywhere that sweat accumulates including my feet.


Finally you will be assessed on your ability to stimulate and area of my body that I wish.


This will take some time with breaks for any punishment that I might choose to lay on, so you may also be required to carry out any serviced toilet duties that I require. The chances of your obedience saving you totally from any bodily discipline is pretty remote as I find it the only way to ensure complete compliance with my orders. However, provided you are totally obedient and show enthusiasm for even the more unpleasant of tasks, you shouldnt suffer too much over the next few hours.


It will be up to you.”


She leaned fully back raised her skirt and placed a foot on each raised arm of the chair. This spread her plump thighs and displayed her panty crotch fully. He could see that the material was fully stretched with curly dark hairs protruding either side. The white material was stained yellow and looked completely uninviting with a long deep fold in the centre that he would soon be meeting intimately.


After waiting a few minutes, still showing no embarrassment at displaying to the young male, she stood, turned away from him and climbed up on the chair with a knee and lower leg on each arm. She then bent forward then reached back to flip her skirt up over her back.


Her buttocks were matronly in size and the material was spread tightly over the mounds and fully stretched over her anal cleft. Again stains could be seen and the material looked well worn. Tufts of hair were sticking out of the sides of the crotch.


About a minute went by then she stood up, announced that it was time for him to experience some womanly odours, and, ordered the male to lay on the floor face up. She then stood with legs wide facing his head  so that she was directly above the prisoner...and slowly squatted down so that her crotch was lowered into his face with his nose pressing into her perineum and all too close to the area of her covered anus.


The soft buttocks enveloped his head so that the only source of air was reaching him through her panty covered anal cleft. He instinctively realised that the overpowering scents were mainly due to his refusal to carry out a simple service when it was just a case of normal sweat. He certainly needed no reminder that since that time many hours had passed with these self same panties preventing the area being properly ventilated and that the ladies natural functions had taken place. He knew that the slightest objection on his part would result in another session with the guardroom cane and then an even more pungent experience with the further long delay to the area being adequately cleansed. His breathing through his mouth must have been heard or sensed by Mrs Carson who reached back with both hands, gripped his now sensitised nipples with her fingers and gave them both a sudden squeeze.


“Breath in through your nose... and just your nose... boy!”


He did, and smelt the full force of the pungent smells.


It must have been five minutes before she stood, turned to face his feet and lowered herself down on his face again. Now his nose was just under her vulva. He didnt want another squeeze to his nipples so noisily inhaled as she had directed. This time the scent was more acrid with what must have been the dried urine in the material. He began to realise that the slim protection that the panty material gave him was soon to be removed and he would literally, be brought face to face with her most intimate areas. However, as the prospect of another guardroom caning was hanging over him for any lack of effort, he must just make the best of the situation.


Mrs Carson stood from the squat position and looked down at his face.


“That is the end of your initial training boy,” she sneered. “Now for the real stuff and believe me, if my itchy bottom is any indication, your tongue will soon be regretting not simply following orders yesterday. The training will be carried out, appropriately perhaps, in the bathroom, but first I will need to give you a little reminder as to who is in charge here. I want you to regard this not as a punishment, but simply as a reminder of my authority. As you are about to be disciplined you will pull your foreskin hard back to expose your glans”


He rapidly did so feeling totally vulnerable and aware that there was now no going back and that the pain would inevitably follow.


She walked over to the pile of unwashed underwear, picked up several panties and examined them closely, then sniffed a final pair approvingly and walked back to him. He was ordered to stand with his legs fully apart and hands clasped behind his back, she then grasped the worn panties around the waistband and proceeded to slap his face with the crotch area several times until it stung. Then he was told to mount the armchair facing the rear as she had done earlier with a knee on each arm and fully spread. When he bent forward this displayed his scrotum, dangling well clear of his crotch and below that the acutely sensitive and exposed tip of his penis.. She took the panties and casually slapped the rear of his sac three times making the contents bounce painfully forward. She then went again to the pile of unwashed underwear, selected one of her large support bras, grasped it by the cups and lashed the stiff back supports into the same hanging target three times.


Finally he was ordered back to the standing position with hands on head and legs well apart. She advanced towards him with the panties in her right hand, held the crotch part against his chest, located his still throbbing nipple through the damp material and closed her fingertips agonisingly squeezing each nub in turn making him bend at the knees in pain.


At this point Lesters account came to an abrupt halt as Miss Sophie returned. From her brusque manner, she clearly had plans for the two stable servants.


To be continued?
















Review This Story || Author: Will Cane
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