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Chapter 2
The four girls stood lined up in their respective doorways facing off against their captors on the other side of the common room. The newest arrival, Christine, had undergone her first “inspection” which had entailed being groped and penetrated in a callous and workmanlike manner. She’d witnessed firsthand the cruelty of at least two of her captors, with Miss Red violently striking her for talking out of turn, and Mister Black, whose examination of the girls had revealed a wide streak of sadistic brutality.
With the inspection over the enigmatic Mister White again addressed the girls, “Chores as usual this morning. We expect to see your rooms and the entirety of this floor immaculate before twelve. Afterward you will all go downstairs. Mister Green wants to see the infirmary shining and I understand that Miss Red found some dust in the playroom. Each of you will receive five for that, and a further twenty if Miss Red is not happy after you are finished.
“New Slut!” He barked.
Christine looked up.
“You will come with Mister Black and I and we will show you around. Follow closely.” He ordered.
Christine looked over at her compatriots and School indicated with her head that she should follow.
The other girls, dismissed from the masters’ presence disappeared into their rooms as Christine crossed the floor toward Mister White.
The four sadists headed to the door to the stairs and Christine found herself sandwiched between Mister Black and Miss Red as they descended. Christine noticed that at both the top and bottom of the stairs steel doors had been installed. Fort Knox indeed! The door at the base of the stairs opened upon a room largely the size of the common room above. The walls had a rough stone veneer and were lit by a series of three cast iron candelabra.
Miss Red and Mister Green left the group at this point descending further into the complex. This left Christine together with the remaining two men.
“This is the playroom.” Mister White said gruffly. Christine shuddered. The room was dominated by two imposing pieces of furniture. A Saint Andrews Cross replete with thick leather restraints sat in an alcove at the terminating end of the T shaped room. The second piece of furniture was a hard and heavy wooden chair, again sporting a variety of restraints. The chair also featured two wooden extensions to which a victim’s legs and feet could be secured, and an octagonal hole cut into the seat of the chair. A victim secured to that would be left spreadeagled with their genitals exposed by the hole.
She also saw three wooden cupboards up against the far wall; their contents a mystery.
The two men waited for the full extent of the room’s purpose to sink in, letting Christine’s fear build and grow. “We bring girls here for a variety of reasons, principally for punishment, but also when we simply wish to. Once you’re settled in you will be expected to assist the others in keeping this room clean. That means sweeping and mopping the floors, polishing the furniture and ensuring that the contents of the cupboards are kept clean and in working order. Failure to perform perfectly will result in punishment. The girls failed yesterday and we will let you watch their punishment later on. Next time they fail, you will be among them and will share their pain.”
He moved toward one of the remaining closed doors. “Through here is the infirmary,” he opened the door with a key and ushered Christine into the room. Stainless steel predominated. Christine’s first thought was that the room resembled most surgeries she’d seen. Locked cupboards full of medical supplies lined the walls, fridges and boiling sanitising machines sat on bench-tops, a bed was in the corner. The major difference here was the large gynaecological chair in the centre of the room. Again, complete with heavy duty leather restraints.
“We have a fully stocked mini-hospital here, in case of accident or injury. Mr Green is an accomplished medical professional and sees to all of the girls.” Christine was led back outside and the door to the infirmary was sealed.
“Down stairs we have the main dining room; we will occasionally stage an event to which you and your friends will be required to attend. Sluts do not descend beyond that floor, so I need not bother you with any more details, however,” He reached the final steel door that led off the playroom, “In here is storage. This is where we store all your clothes and certain toys. After you’re finished your chores, you must collect your attire for the following day and move it upstairs.”
Christine stepped into the cluttered storage room. It felt like an antique library, with floor to ceiling wardrobes running in aisles throughout the room. Each cupboard featured a small bronze plaque detailing its contents. The first three she saw were: “Breast”, “Vaginal” and “Flagellation”. Mister White guided her deeper into the crowded room.
“Your cupboards are down here, yours just came in today.” Christine walked passed Rubber’s cupboard, which smelt faintly of baby powder, and then School’s – each girl’s name emblazoned on the little bronze plaque. Pain’s was the penultimate cupboard. And then she saw what must be hers at the end of the aisle. At this point she stood in a cul-de-sac created by walls and cupboards, Mister White stood behind her with Mister Black standing over his shoulder.
She looked at the plaque. It said: “Lolita”.
“Open it Lolita.” Mister Black said.
Christine tentatively placed her hand on the cupboard’s handle and pulled the doors open. She was assaulted by a proliferation of frills, ruffles & lace. Arrayed before her from hangers were ten to fifteen frilly little girls’ dresses. Dresses that in this modern age no self-respecting five year old would ever wear, instead they harked back to the 1950’s with contrasting piping, peter pan collars, voluminous skirts and oversized bows. To the right of the dresses hung several sets of one-piece pyjamas with enclosed booties and mittens. Above the dresses and pyjamas – on a shelf – sat an array of patent leather children’s styled shoes. Next to the shoes were layered neatly folded socks, each sporting a lacy frill around the ankle.
Four boxes also lay across the bottom of the wardrobe, and below those, three large drawers.
Christine couldn’t think straight, they expected her to wear these clothes?
Mister White stepped next to her, leaving Mister Black to block the narrow exit. “These are you new dresses; you will choose one each day. You also have your shoes, as you see up here, and socks. Down here,” he opened the draw to the far right, “You have panties,” he revealed a profusion of frilly panties in whites and pinks and a smattering of other colours. Some of the panties were embroidered with patterns, like love hearts and teddy bears, others were entirely coated in ruffles. All of them looked too large for Christine to wear.
“This draw contains bloomers and tights; again you will need to pick and choose to match your dress.”
He now moved to one of the boxes in the bottom of the cupboard, “In here you will find bonnets and mittens.”
Christine was overwhelmed. The contents of the cupboard, and their implications on how she would lead her future life were truly daunting. She didn’t know if she should just breakdown and cry or turn around and kick and scream. And at that moment Sophie spoke, “Keep calm, don’t resist, breathe in deeply, keep calm, don’t resist, submit” Sophie kept repeating the words as though in a mantra and Christine heard them over the roaring discordance screaming through her consciousness.
“You will now be known as Lolita. We have our School Girl, who we do terribly enjoy caning and chastising, our Rubber Maid has also proven a wonderful success and we all enjoy inflicting terrible pain on our favourite pain slut. But you are to be our Lolita. A picture of childhood innocence, and one that we will defile to our heart’s content.”
Christine spun around in shock at Mister White’s words.
“But I haven’t finished yet,” he indicated toward the last drawer, Christine looked toward it as he met her gaze, an evil fascination dwelt in those cold grey eyes. The drawer opened and it took several moments for her to recognise the contents.
As she looked down in horror, Mr Black moved in silently and jabbed a small hypodermic needle into Christine’s neck, within seconds she collapsed, naked on the floor.
---
She awoke, groggy. Her first questions asked where she was, and for a moment she forgot her abduction and imprisonment. That was until she saw the stainless steel surroundings of the infirmary and then her memories from this morning’s events started flooding back.
She tried to lift her arm only to find it strapped to the bed, likewise her legs. Then Mister Green’s face appeared above her.
“Lolita has returned to the land of the living gentlemen. Who would like to do the honours?” He asked.
By unspoken agreement Mister Green’s face was replaced by Miss Red’s, “Don’t you look a picture Lolita, you should see yourself. But that can wait a moment or two. You must want to know what has happened?”
Christine remembered the storage room and her cupboard full of little girl’s clothing. With her head strapped to the bed she was unable to look about, but she could feel she was wearing clothes now. Had they knocked her out just to dress her?
“We gave you a little something to make you sleep. Much easier this way. No unfortunate struggling, no mistakes, no injuries. Well, shall we get you up?”
Miss Red didn’t wait for a reply, but instead began unfastening the strap restraining Christine’s forehead, other hand’s plied at the straps holding her arms, legs and torso to the bed. Still fuzzy from the injection, Christine slowly swung herself into a sitting position only to find that a full size mirror had been strategically placed for her to review her new appearance.
The first thing she saw was that her hair had been cut, butchered in fact. Where once it had flowed down her back in waves, it was now pulled up into two infantile pigtails high on her head. Her hair had been cut too short for all of it to be captured by the pigtails, and so some wisps hung over her forehead and down the nape of her neck. Large pink ribbons adorned the remnants of her hair.
They’d also dressed her in one of the frilly dresses; this particular one had a very high and infantile bust line, a peter pan collar and puffy elasticised sleeves. White piping contrasted with the pink and white gingham pattern of the dress. An enormous pink bow was tied around her waist before the dress exploded outward in a froth of petticoats. The hemline was exceptionally short, exposing her frilly panties beneath.
White frilled socks and a pair of patent white Mary Janes adorned her feet. Christine’s jaw dropped in shock at her appearance. It was so totally contrasting with her normal presentation that she barely recognised herself in the ridiculous outfit. And then she remembered the last drawer, the drawer she’d seen just before she’d collapsed.
She stood quickly, and pulled her skirts up. Her frilled white panties flashed about the room and the four sadists each grinned in their particular way at the girl’s panic. Christine pulled the top of her frilly panties partly down, and she now knew why they had looked too large. Beneath her panties she wore a second set of panties, these however were crinkly plastic pants and beneath these again, she wore a thick cloth diaper. The plastic pants were held on her by way of a strong but lightweight padlocked chain. There was no way she could remove the pants or the diaper without a key.
A growing look of horror passed across her face as Miss Red spoke again, “Yes Lolita, it amuses us that every day you’ll wear a diaper, just like a little baby. What’s more, I can tell you now that while you were out, Mister Green catheterised you.
“This is of course only a temporary measure, but it will ensure that you now have absolutely no control over your bladder. It amuses us to think that for the rest of your time you will be in diapers.”
In her state, Christine forgot about the rules around speaking and asked, “You said temporary?”
To her merit, Miss Red immediately forgot the breach in protocol, instead enjoying every moment of revealing the full and total extent of Christine’s fate, “Yes I did say temporary didn’t I.”
Any hope Christine had was shattered with Miss Red’s next few words, “I said temporary because we intend to replace the catheter each day with a larger tube, and then still larger, until such a time as the tube stretches your bladder muscles beyond repair and become entirely useless. When you can no longer control yourself, we will remove the catheter.
“This of course will render you permanently incontinent, but that’s one of our goals!
“Just as we’ve been progressively stretching Rubber’s vagina and anus so that she will derive no possible satisfaction from ordinary copulation, just as we’re conditioning Pain so that the only pleasure she will ever feel will come from torture and pain. You too are being conditioned.
“Every day of the rest of your existence you’ll walk about getting progressively wetter and wetter as you soak your diaper… just like a little baby!” She clapped her hands together with evil glee.
Christine dropped immediately to the floor, and Miss Red laughed evilly. Mister Black also joined in while Mister White and Green looked on with the most malevolent of smiles on their faces.
“We also talked about your bottom; however we are all in agreement that while the thought of you peeing your pants without control is exceptionally delicious, none of us are particularly attracted to other forms of mess. So, one of your core chores will be to irrigate your bottom every day. We will provide you with an enema kit. We expect you to use it every evening before dinner. You will also report to Mister Green every day at midday for your new catheter. Failure to carry out either task will result in punishment.
“Now, it is time to carry out the morning’s spankings on the girls, and also time to introduce them to you… Lolita.”
---
Christine’s eyes were downcast and blood shot from tears when she was ushered into the common room. Miss Red and Mister Green escorted the child-like Christine back up the stairs.
Every step she took reminded her of her circumstance, the crinoline petticoats swished against each other in a cacophony of noise, and the plastic pants over her diaper crinkled continuously. The door opened and revealed the three girls again lined up in their respective doorways. Christine saw that the common room and bedrooms had all been meticulously cleaned. The floors literally sparkled.
Miss Red stepped aside to reveal Christine to the group. The three other girls looked on with a mixture of shock and pity.
“Everyone, say hello to Lolita.”
“Hello Lolita,” each of the three girls intoned carefully.
“As you can all see, Lolita has had her induction! She has been instructed in her particular chores and it will be your responsibility to not only teach her the general chores, but also to ensure that she carries out her own special ones.
“Now, before we head downstairs to clean the playroom, you each must receive five strokes for your failure yesterday to properly dust my favourite chair. And you School, you are to receive an extra twenty for the state of your shoes. Who’s first?”
Pain looked across at Rubber, who was still sporting a terrible collection of welts across her bottom and School, who was about to endure twenty five of the best. She stepped forward with her head bowed.
“Over the table.”
Pain walked slowly to the table and bent over it exposing her tightly clad bottom. Mister Green moved to the side of the table and grasped each of Pain’s wrists, these he quickly restrained with two leather straps installed in the table for this very purpose.
Miss Red produced a two foot long, five inch wide, leather strap. She held the ominous strap by its carved wooden handle and then proceeded to pull down Pain’s panties. Christine had glimpsed them earlier in the day when Mister Black had inspected her, but now their full terror was exposed to all.
Pain’s panties were designed solely to torment the poor girl’s nether regions constantly. The entirety of the inside surface was covered in short stiff bristles that left an angry mess of red scraped flesh all over the girl’s buttocks. The gusset of the panties was even more sinister. An inward facing crown of bristles was strategically placed where her poor clitoris would sit. From there two rows of tightly formed hard rubber spikes ran the length of the gusset and were mixed in with even more tightly packed bristles. Over the exterior of the panties, under which the spikes lay, two strong elasticised strips ran either side of a zipper. These strips performed two important functions. When the zipper was closed the strips pressed the spikes and the bristles even harder into Pain’s scoured clitoris, labia and anus. When the crotch zip was opened, the elastic sunk into the pliant flesh below like an anchor. This helped expose the girl’s holes and also ensured the spikes and bristles continued to gouge into her exposed flesh while any potential rapist could slide himself into her without fear of reciprocal damage.
Christine felt sick.
Meanwhile Miss Red took several practice swings through the air with the strap. Comfortable with its weight she lined up on Pain’s exposed bottom and swung an almighty blow. Pain squealed immediately and Christine saw the girl’s bottom flush an angry red.
The strap swung again, and three more times after that. Each blow left a darker shade of red behind it. Pain squealed after each mammoth blow and once her ordeal was over she slumped in her restraints with her bottom lip quivering. Pain’s panties were pulled back up and Miss Red took the opportunity to ensure they were properly seated by running her firm hand over Pain’s plump mound. Released, Pain walked back to her doorway, tears welling in her eyes.
“Next.” Miss Red ordered. During Pain’s ordeal Christine had seen Rubber and School exchange glances and now Rubber tottered over to the table. It was the first time Christine had watched Rubber walk in her imponderable shoes. Each step she took was a mere inch or two, her knees turned into each other and her legs clearly quivering. The rubber encased girl, reaching out before her to feel for landmarks through her blindness, finally made it to the table where she too was strapped down.
Given the complexity and layering of Rubber’s clothing Miss Red merely lifted the rubber skirt and swung the enormous strap into the girl’s Rubber clad buttocks. Christine winced with every heavy blow, remembering the complex pattern of cane welts already visible on the brunette’s bottom. Soon too Rubber was squealing incomprehensibly through her ring gag. The five blows over, Rubber was released and she slowly made her way back toward the direction of her doorway.
During Rubber’s punishment Christine felt the first few trickles of urine drip into her diaper, shame swept through her as she felt liquid soak into the cloth between her legs. The enormity of losing control of one of her key bodily functions struck her like a dagger in the heart. And she knew that it would only get worse as time went on.
At this point reality sheeted home for Christine. Only last night she had been a young care-free woman enjoying the sights and sounds of a new city. She’d woken up in this hell hole imprisoned by four insane perverts. She wondered what sort of person enjoyed forcing another person into a tight rubber suit with no sight while crippling their feet and permanently disfiguring their sex organs. Or the terrible plight they’d put Pain in. In this moment Christine felt a wave of doom sweep over her as she realised that she too now shared these girls’ fates.
School took Rubber’s place and started sobbing even before Miss Red swung the strap the first time. Her skirts were hiked up and her panties pulled down.
If Christine thought she’d already had her fair share of shocks she hadn’t counted on seeing School’s bottom.
Rubber’s rear end had been bad enough, but School’s was magnitudes worse. The entire surface of her behind was awash in a motley of dark black bruises, un-recovered welts lined in red where the skin had broken, burst capillaries and fading green bruises. Christine remembered School’s words from breakfast: that her role in the “menagerie” – as she’d called it – was to be spanked, whipped and thrashed. Christine shuddered at the thought of how Miss Red’s gargantuan strap would feel upon a bottom already so scared, bruised and battered.
The ear piercing shriek that tore from School’s mouth as the first blow landed gave Christine some idea. The poor girl sounded like she was dying. The second blow drew a scream so blood curdling that Christine was convinced School was dying. By the third blow School couldn’t help herself, she flung her legs up in a vain effort to protect herself. Miss Red merely held the blow and waited for Mister Green to secure her ankles to the table legs. With the girl well and truly restrained Miss Red continued.
By ten strokes trickles of blood seeped down School’s legs. The strap had reopened unhealed cane wounds. Every blow brought the most heart rending pleas for mercy from School. She begged to be let go, to lick Miss Red’s pussy, to take a cock anywhere. Some of School’s suggestions made no sense to Christine as they referred to specific toys or things she had not yet been exposed to. The uncertainty of not knowing merely increased her own feelings of doom and dread.
By twenty the various rivulets of blood had merged and widened as they dripped down School’s legs and onto the floor. By now the girl was incoherent. Her screams little more than animalistic shrieks.
Finally Miss Red put down the strap. Gauze was produced and promptly layered upon School’s bottom. The fact that neither Mister Green nor Miss Red said anything to each other and worked in such a workmanlike and quick fashion indicated that the infliction of such brutal damage was not unusual. Cleaned up and her bottom coated in gauze, School was released to stumble back to her doorway.
Mister Green pushed Christine by the shoulder toward her bedroom, the girl immediately understood the unspoken command and waddled across the room to her nominated place before turning to face the two despicable tormentors.
---
The two sadists departed leaving the four girls to complete the rest of their chores. Before the girl’s started, Pain fetched some more gauze for School’s bottom. The weeping girl’s panties were again removed and the already blood soaked gauze removed. Pain replaced it expertly and also cleaned up some of the parts that Miss Red and Mister Green had ignored. Closer up Christine could see that there wasn’t a part of School’s bottom that didn’t exhibit some scar or sign of punishment. To her shock she also saw that when Pain parted School’s cheeks to clean away some blood there were signs that School’s anus and vagina had also recently been severely caned, although not to the extent of her buttocks.
Christine couldn’t help but express her curiosity, “Is this usual?” She asked Pain quietly.
“Since the day she arrived, School has been caned, whipped, spanked, strapped and thrashed every single day. Some days its worse - like today.”
School, who was still weeping continuously, added “But my shoes were perfect, I spent two hours polishing them last night!”
“Sometimes,” Pain explained, “they punish us just because it amuses them. This is probably one of those times.
“Come on, let’s get moving, we’ve got work to do unless we all want a second helping.”
Pain led the way down the stairs to the playroom with Christine and a still sobbing School assisting Rubber in her boots one-step at a time down the stairs.
Once below Pain distributed buckets, mops, and brooms and cleaning equipment. “Lolita, help me in the playroom. School, you do the infirmary and Rubber, you clean the toys. Okay?”
Quickly Pain showed Christine what needed doing, the entire room was to be scrubbed, the walls, the floors. The Saint Andrews Cross and heavy wooden chair needed to be polished as well as all of the cupboards where Rubber was carefully extracting various implements by touch and oiling or cleaning them.
“How come we’re allowed to talk?” Christine asked Pain as they worked.
“We’re not, but Sophie will warn us if one of them approaches. She’s pretty good like that.”
Christine pushed a broom across the floor for a few moments before the blonde spoke again, “Do you want to talk about what happened to you, or would you rather not say, sometimes we’d rather not talk about it, but sometimes it helps.”
Christine thought about her predicament and how shameful it was even now to feel her diaper becoming even more sodden. The shame was almost unbearable. But then she thought of the three other girls, Rubber in her terrible bondage, Pain in the horrific panties and School, whose bottom looked only slightly better than minced meat.
In comparison her troubles were trifling.
“Well what you see,” she indicated the childish outfit, “and they’ve inserted some sort of tube into me. I can’t… I can’t, no. I…” Just saying the words were almost too much, “I can’t stop myself going to the toilet!”
“Oh.” Was all Pain could say.
Christine shed several tears, and then pulled herself together, taking deep breaths to slow her breathing.
“Look, I’m sorry for blubbering, I guess in comparison I’m much better off than any of you so far, I mean I saw your – you know, them.” She pointed at Pain’s tight satin panties.
“Do they hurt much?”
“Only every time I breathe!” Pain joked. The chubby girl had one of those indomitable and bubbly personalities that tended to endear her to all she met.
“Hey, but seriously, don’t think that this is the end of it. When I first came here they just wanted to embarrass me because of my weight. They filled my wardrobe with skimpy lycra and tight outfits to criticise me. It didn’t really work, I’ve always been a little bigger, it’s not that I eat too much, or don’t exercise, I’ve always been cuddly and I don’t care what anyone thinks. So then they changed tack, and one day I found sandpaper glued in my bra. When they saw how much that got to me I started finding worse things in my clothes. This is just the latest version.” She waved from her odd white bra down.
“I don’t say this to scare you. Only to warn you. Don’t get complacent, just as you think you’ve seen the worst of them, they’ll surprise you.”
“Pain?” Christine asked.
“Yeah?”
“Sophie told me that eventually they’ll let me go, is it true?” Christine asked tentatively.
“I think so. Apart from you I’ve been here for the least amount of time, but Rubber and School have been here a while. I’ve only seen one girl go – Penney – the girl you replaced. One day she was here, and then the next she was gone.
“And then there’s Sophie, she was here before my time, I think she was called Pet. As Rubber and School tell it, she was gone about a month and then the masters gave each of us these little ear things. Sophie says she convinced the masters that they needed someone to watch over us all the time and to direct us when they’re not around. She does that, but she also bends the rules as far as she can for us.
“But before Sophie there were other girls who’ve left. Rubber’s been here the longest and she’s seen three girls go now. One of them even sent back a video message that the masters let everyone watch. So look, it’s either true or they go to a lot of effort to fool us. I prefer to think they’re telling the truth, it makes it easier to know that one day this will all end and I can go back to living a normal life.”
“I suppose that makes me feel a little better.” Christine acknowledged. “Can I ask something else?”
“Sure.”
“Has anyone ever tried to get away?”
“Not while I’ve been here. Have I thought about it? Of course, every day. We all have. But I can’t see how it can be done. We’re four or five floors up here and every single level below is locked up tight. None of us have been lower than the dining room, which is just under us. So sneaking out isn’t an option, unless you can think of something that we haven’t already thought of.
“As to forcing our way out? How? Even if we somehow took one of the masters hostage, they wouldn’t give in. Each of them are sociopaths, so what would they care happened to one of their own? And we can’t overpower them all at once. It can’t be done.
“So I try to look at it positively. We’ll all get out someday and as long as we do what they want we’ll make it through. And it’s not all bad.”
“It all seems pretty terrible right now.” Christine said as she felt the soaked cloth of her diaper rub between her thighs.
“It’s all what you make of it, seriously.” Pain replied.
Christine took Pain’s last comment at face value, thinking of it as the cheery girl’s way of trying to put a positive spin on a pretty awful situation.
“What happens after we’re finished cleaning up?” Christine asked.
“Not sure,” Pain replied, “It depends on who’s around. Today – with all of of them here? Who knows what will happen.”
---
The girls finished cleaning the floor, the infirmary gleamed, the furniture in the playroom was well oiled and polished. Pain had double checked all of Christine’s work, just to make sure it was up to standard, and didn’t have to correct much of it.
The girl’s were just putting away the cleaning equipment when Sophie warned them all that Mister Green was on his way up the stairs.
“In a line, now!” He ordered as he emerged from the stairs below.
The girls all quickly fell into line. Mr Green slowly walked around the room inspecting every corner. He looked into the infirmary and then did a second circuit of the playroom. Christine felt uneasy with absolutely no desire to be strapped with the enormous leather strap that Miss Red had punished the other girls with earlier in the day.
“You have done an acceptable job.” Christine’s felt relief surge through her. “You may all now get your clothes for tomorrow. Then I will see Lolita and Pain back here in twenty minutes. Lolita, bring your enema kit and we will show you how to use it.”
Dismissed, the girls each made their way into the dressing room where their wardrobes were stored. As Christine’s was right at the back she caught a glimpse of each girl’s wardrobe. Rubber’s merely contained half a dozen identical sets of her rubber maid’s outfit. School’s however contained cheerleader outfits and a variety of other seemingly scholastically related clothes.
Christine made her way to her wardrobe, which stood next to Pain’s. She opened it up and just stared at the contents, overwhelmed for choice.
“Okay, this is going to be tough for Lolita,” Sophie’s voice echoed in her ear, Christine also noticed that the other girl’s turned to look at her, so Sophie must have broadcast the message to all of them. “You all know that they’re always tough on the new girl, they’ll find anything wrong at inspection tomorrow that they possibly can. Help her out if you can, you’ve all been through plenty of inspections and know what to expect.
“Lolita, you’re going to need to put your squeamishness aside. The masters will judge you not only on whether your clothes are clean and presentable, but also by what you’re wearing as well. You’re not as lucky as Pain and Rubber who don’t have any choice, instead you’ve got plenty. So a couple of pointers coming from me: don’t mix and match, think carefully about what you’re wearing, you know what they want you to be, so dress to it.”
Christine looked into her wardrobe and pulled out a white dress with red polka dots, the dress was designed similarly to the one she wore now, but was trimmed in red satin. She turned to the others for feedback. School nodded. Pain shrugged.
She hung the dress up and began to match up her other clothes. She found a pair of white frilly socks with some red ribbons on the back of the ankle. White Mary Jane shoes with a red edging and strap. A pair of matching frilled underpants that sported a large satin red love heart on the front. With distaste she opened the diaper draw and extracted a plain white cloth diaper and plastic pants.
She also explored the other boxes in the bottom of the cupboard. In one she rediscovered the bonnets and mittens, but she couldn’t find anything to match her polka dot dress. The other three boxes revealed some adult sized pacifiers. She closed the lid to that box immediately. In another box she found the enema kit. The final box contained a series of restraints. Belts with wrist restraints attached, pacifier styled gags, wrist restraints, ankle restraints and a variety of other objects she didn’t recognise. All of them were designed with the theme of her wardrobe in mind. None of the restraints were in black leather, they were in pinks and blues, some were even patterned. Christine quickly closed this box too.
Pain looked across, her pile of clothing already assembled, Pain was disturbed by something. Looking over at Pain’s new clothes, Christine could see the invidious panties, her strange looking bra, the corset, and on top of the pile, a new pair of white stiletto heals. Christine saw the insole of Pain’s shoe looked bumpy. She pointed to the shoe. Pain mouthed the word “new” and then looked into the shoe herself and prodded at the bumps within – they did not look forgiving. When the blonde looked back up Christine could see real worry in her eyes. Christine worried for Pain as they made their way up the stairs. The masters had clearly found a new way to hurt her, and Pain was disturbed.
After they’d seen to their clothes Pain and Christine left the other two girls and made their way downstairs. When they arrived Mister Green was standing in the centre of the room waiting for them.
“Lolita, go and get your enema kit.” Christine moved quickly, her skirts swishing behind her as she went to fetch the kit. She returned moments later with the box in her arms.
“Pain, secure Lolita to the cross.” Christine blinked several times and then looked across at her companion. Pain grasped her upper arm kindly but firmly and gently pushed her toward the x shaped from standing at the end of the room. Christine stumbled but kept her feet. Her mind ran at a million miles and hour as Pain escorted her to the heavy wooden cross that the two of them had just finished polishing half an hour ago.
On reaching the cross, Pain took Christine’s box out of her hands and placed it on the ground. Christine, like a deer in headlights, looked into Pain’s eyes for some form of answer. Pain looked concerned, but resolute as she calmly took Christine’s left wrist and pushed it up into a restraint high on one side of the cross.
Careful not to speak, and hoping her face was hidden from Mister Green, Christine mouthed the words, “Please don’t” as Pain took her other hand.
In response she saw Pain return with the word “sorry”. Pain repeated her actions with the right wrist and then knelt down to deal with her ankles.
“Wait.” Mister Green ordered. Pain turned and Mister Green threw a key to her. Pain caught the key expertly. “Unlock her pants and take off her panties, pants and diaper.”
She started by removing Christine’s frilly pants, folding and placing them neatly next to the cross. Next she found the little padlock that secured Christine’s plastic pants. The chain was unlocked and the pant’s pulled down. Christine flushed in horror and embarrassment as she felt a trickle of urine dribble down her leg from within her sodden diaper.
Pain screwed her nose up, and then realised that she was embarrassing Christine. She quickly unfastened the pins that held her diaper on and pulled the wet and sweetly smelling cloth away from Christine’s crotch. Christine was mortified. She smelt herself on the diaper and felt the dribble of piss on her leg.
“Now her ankles.” Mister Green ordered.
Pain put the diaper and plastic pants to one side and then proceeded to pull Christine’s legs apart until they too were secured to the cross. Christine felt so terribly exposed, and very scared.
“Open the box.” Pain opened the box to the kit, “Now go and fill the reservoir with warm water, all the way to the top, attach it to the stand and bring it back here.
Pain hurried off into the infirmary with the large rubber bag with its attached nozzle.
Mister Green slowly approached the spreadeagled and helpless Christine.
“Aren’t you a picture little Lolita.” Christine looked away as Mister Green came so close to her she could feel his breath on her cheek. “I just love your little outfit. Have you enjoyed it so far?”
“No sir.” She responded truthfully.
“Why not?” He asked in return.
“I don’t like it.”
“I wonder Lolita,” He ran his hand over her flat chest and down her taut stomach, “have you ever had anything back there?” He nodded downward, his intent clear.
“No sir.” Christine said quietly.
“What, never?”
“No, never.”
“Really?” He probed.
“Yes, sir.”
“Well you’re in for a treat aren’t you? What do you feel about having a big thick nozzle in your bottom?” He whispered in her ear.
“Please don’t.”
Pain returned pulling a wheeled stand upon which she’d attached the enema bag. She pulled it across the floor of the room toward Mister Green and Christine.
“Now Lolita, Pain here is going to put the enema nozzle in your bottom. Pain, you will show her every step you take and explain it to Lolita carefully because from now on she will be doing this for herself. Pain, tell Lolita what you have done so far and what you are doing.”
Pain talked quietly and without emotion, “I have filled the bag with four quarts of warm soapy water and attached it to the stand.” She leant down to the box and recovered a tube of lubricant. “I am now lubricating the bulb; this will help it enter easier,”
“Do you have to lubricate the bulb Pain?” Mister Green asked mischievously.
“No sir, I do not, but it does help with penetration and it will hurt Lolita less.”
“Did you know Pain that Lolita is an anal virgin?”
“No sir I did not.”
“Wouldn’t you say it would be just wonderful to take her anal virginity without lubricating the bulb?” He suggested evilly.
“It will make it very difficult sir.” Pain suggested carefully without a hint of preference in her voice.
Christine was scared to death. She looked in horror from Pain to Mister Green as they conversed about how best to take her anal virginity. She’d never considered that this would ever happen to her. Christine wasn’t a prude, far from it, she’d had boyfriends, she’d had her share of sexual partners, but there had always been one taboo. One thing that she would never consider in a hundred years, and that was allowing anyone to put anything back there.
Now in the space of a few hours she would have digitally penetrated herself in her bottom, and now she was about to be forcibly given an enema. It was unthinkable! Christine worked herself up into a panic and then began hyperventilating as the conversation came to its conclusion. She was in such a state that she barely heard Mister Green’s final judgement, “You are probably right Pain, the first time it would be better to use lubricant – we’ll just have to take a rain check, right Lolita?”
Mister Green winked evilly to Christine.
She began to shake her head back and forward as Pain knelt between Christine’s legs.
“Remember Pain, explain everything as you go.”
Pain, in her deliberately flat voice explained, “I am placing the bulb against your sphincter, I will now push it in. If you want it to go in easier you need to relax and accept the bulb. If you don’t, it will take longer and hurt more. I’m going to start pushing now,” Christine felt the slimy intruder on the entrance to her bottom and the pressure being applied by Pain. She ignored Pain’s suggestions and tried as hard as she could to keep her bottom closed to the threatened evil.
“Please Lolita, relax,” Pain whispered, “You’ll only make it worse.”
Christine ignored her and her tight bottom succeeded in denying the invader.
Mister Green quickly tired of this game and announced, “Pain, if that bulb isn’t seated in her bottom in thirty seconds I am going to tighten your bra and you will have to live with it until after dinner, unless your lucky enough to go in the cell in which case you will live with it all night.”
“Yes sir,” Pain said rapidly to Mister Green, and then to Christine, “Please Lolita, please don’t let him do that. Please let it in, for my sake, please…” she pleaded quietly.
Still panicked, Christine heard Pain’s pleas but disregarded them. She kept her bottom firmly clenched
“You don’t understand, please!” Pain gasped in exasperation, the abject fear in the formerly perky girl’s voice was undeniable and finally Christine listened to Pain’s pleas.
She pushed back her own fear and tried to relax, but it was simply impossible. Just the thought of that thing inside her caused her to tighten up. Pain renewed her efforts and pushed as hard as she could. She slipped on the well lubricated bulb, almost dropping it on the ground.
Finally, Pain pushed with a massive last effort and in spite of Christine’s tight bottom and fear induced tension, it pushed its way passed the tough muscle sphincter and into Christine’s bowels.
“Noooo!” Her mind screamed. “Not there!” She felt the unnatural and slimy invader seated in her bottom and tried to expel it. However the same effort actually relaxed her bottom and allowed Pain to push the plug in until its flared base was fully seated. “Thank you,” Pain whispered, “thank you.”
She turned back around to see Mister Green looking at his watch.
“One minute, seventeen seconds.”
The colour drained away from Pain’s face.
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