In service - Maid to order

In service – Maid to order

© Steph Deehan 2010

Chapter 1 – Johnny enters into service of Mistress Annettte

“You will need no clothes for the next six months. Undress and throw your clothes in the bin.”

John instantly obeyed. While undressing he furtively glanced at Annettte, the raven-haired beauty he had met on the internet and eventually in person a few weeks ago. Soon he stood naked before her.

“Kneel and kiss my boots.”

Eagerly, John did as he was told, savoring the rough feeling of the leather boots on his tongue. This was exactly what he had expected when he responded to the advert for a live-in slave. The boots had five inch heels, and disappeared underneath a tasteful blacks skirt with a black lace underskirt. When he looked up, he saw her bust incredibly silhouetted against the ceiling. He could not believe the size of those wonderful curves – he had only seen the likes on the internet’s big bust models.

“Eyes down! Sit on hands and knees!”

Annettte walked closely around him, her skirt brushing his cheeks. She sat down on his lower back. He felt a hand reach between his legs and clasp his balls from behind, squeezing them firmly. In reaction he lifted his but a bit, offering better access. He felt something being fitted around his balls, and then they were released. Next, belts were fastened just under his knees, and a chain was attached between them, apparently also being looped through his ball-strap. It would now be quite impossible for him to stand up without tearing off his own balls – he was confined to crawling.

Next, Annettte faced forward and attached a wide collar to his neck. The collar was fitted with a big knot at his throat, making it slightly difficult to breathe. She then got up and stood by his side, bending over to affix a leash to his balls, looping the leash over his back and through a D-ring at the back of his collar. All she would need to do now was pull the leash to pull on his balls and simultaneously cut of his breath.

The heels started clicking forward. “Follow me.” A rough tug on his balls told him that he had better keep up. Walking fast, she led him into the house and soon down a staircase into the basement.

John was trying his best to follow quietly, fearing what would happen if he complained. His knees chafed painfully on the stone tiles. When he was halfway down the staircase she al of a sudden unexpectedly pulled hard on the leash, making him slide forward down the last five or so steps landing hard beside her feet. Immediately she put a boot on his throat and yanked the leash making him cry out in surprise. She bent over him, putting more pressure on her booth, and showing a distracting amount of cleavage. “We will need to teach you to navigate these staircases faster”, she mused with a cruel grin. “Come on now.”

She led him by the leash through one of four doors into a well-lit basement room. In the corner on a slight pedestal was a white leather sofa. The walls were painted black, and strong halogen spots shone out from the ceiling. One wall was hidden by a black velour curtain. In front of the sofa was a stockade. There was also a side table. John was too close to the ground to see what was placed on the table’s surface.

“Now, let’s get you comfortable for our first conversation”, she said mockingly. Annettte led him to the stockade, pulled him onto his feet, placed his neck and wrists inside the stockade, and closed it again, locking it on the side. John was now bent forwards near horizontally from the waste, with his face about one meter from the sofa.  She walked to the side table, and put a finger to her lips as if wondering what to do. Soon she picked up 2 or 3 items – John could see they were nipple clamps and a but plug. In an almost detached fashion, she outfitted John with these. He oomphed when she roughly put in the but medium sized plug, simply hammering it home with her hand – he had one at home so knew what to expect. He whimpered slightly when the clamps went on, especially when she casually added a weight on the chain between them. She also added a weight to his ball sack. “For balance”.

She then walked forward, and John realized he was eye level with her marvelous breasts. She squeezed his nose, and popped a ball gag into his mouth, not bothering to tie it up behind his head. “I don’t think you need to talk for now – you need to just listen first – and cry.”

She now sat down in the sofa in front of him, wriggled out of her jacket, showing ample bouncing breasts in the process, and ending up wearing a loose-fitting corset that left her shoulders bare. She looked into his adoring eyes and stripped off her elbow-length leather gloves, draping them over the side of the sofa. For effect, she then adjusted her corset, heaving her breasts into even better view. John’s penis was now fully engorged despite the mounting pain in his nipples and balls.

Satisfied, she leaned back and put her arms on the sides of the sofa: “Now then! With both of us comfortable, though some more than others” she grinned maliciously, “let’s clarify the rules. You volunteered to be my live-in housekeeping slave. You have already understood that this is a one-sided commitment. From your side, you commit for life – if I don’t grow tired of you, you might even die in my service. More likely though, is that I will tire of you myself in five or ten years, and kick you out into the street and replace you with someone younger. You have already turned over all your financial assets to me, so at that point you will be left with nothing. In fact, you may at that time beg me to sell you to one of my friends.”

John tried to swallow, and found it difficult because of his collar. This was indeed what he had feared the situation implied, but having his fears (and hopes?) spelled out by this powerful woman gave him goose bumps.

Annettte continued: “This of course means you need to learn how to serve me – and I will insist on exquisite service!” She now leaned over to the table on her left, and put on reading glasses and picked up a blocknote and read out loud from it:

“Job description of household slave:

1. As household slave, you will serve mistress Annettte with body and mind to the best of your abilities. You will similarly serve any houseguests. Other members of the household may hold partial rights as she designates

2. Household slave’s duties will specifically include care of furniture (human and other), wardrobe, and of the house and garden itself. A specific maintenance schedule will be drawn up. These duties may be changed or added to at any time by mistress Annettte.

3. Household slave will live in quarters provided by mistress Annettte, comprising four square meters unheated basement space. A blanket is provided as a privilege to reward good service.

4. Household slave will agree to improve and maintain his physical condition and hygiene for mistress Annettte. This will include removal of pubic hair and daily exercise sessions under camera supervision in the house gym. The gym can be used from midnight to six am. The gym will be entirely cleaned after each use.

5. Household slave will at all times wear a uniform when at home, unless otherwise directed. This will be a French maid’s uniform but without further needs for sissyfication. The uniform will include a choker with a small bell so it is at all times clear where the household slave is. For constant encouragement, the slave offers to always complement his uniform daily with his choice of either a nipple clamp, a but plug, a ball-weight, or a penis-gag. When going out, slave will wear double encouragements, choker, and butler’s uniform.

6. The slave agrees to wear a chastity belt at all times; slave loses the right to ever touch his penis again while in employ of mistress Annettte. Orgasms will be allowed or disallowed by mistress Annettte, on a monthly basis based on performance. Such allowed orgasms will be administered by mistress Annettte or other staff she designates.

7. In case of non-compliance with above rules or non-performance on the agreed work schedule, mistress Annettte has the obligation to punish the household slave, without exception.

8. Initial term of contract is for eight years but may be shortened or extended at the discretion of Mistress Annettte. Scope of duties may be added to unilaterally at any time. 

Signed:

Household Slave                        Mistress Annettte

« 

Annettte put the notebook back down and said: “You realize of course you will be just my house slave? I have various other stud slaves and pain sluts – your role will just be to keep the house running. I may not pay you any attention for years, except for once a month. But of course you may labor in my presence, which is a gift in itself…  So what do you say?”

John considered his options. If he walked away now he would walk away with nothing, but he would be free. On the other hand, he found it difficult to tear his gaze away from Annettte’s body in front of him. He could not lick his lips because of the ball gag, but swallowed hard. How could he walk away? His nipples had stopped hurting, numbed for now, but he could feel his sphincter spasm around the butplug. Yet his dick pointed strainght out and though he could not see it he was sure it was leaking precum. He was trapped already by his own desires…

He nodded silently, casting down his eyes in submission, tears welling up in his eyes.

Annettte smiled triumphantly and clapped her hands. “Good! Let’s get started then.

Chapter 2 –  Annettte teaches Johnny to train her painslut

Next day, Annettte invited him to meet the rest of the staff. Timmy followed her into the dungeon, shuffling in his French maid’s uniform because of the chastity device and the but plug that he had selected as his encouragement for the day. Annettte tapped along on stilettos, wearing a frilly black dress which exposed deep cleavage that wobbled slightly with her every step.

“Meet painslut”, said Annettte, opening the first door on the left, opposite his own nightly sleeping area. Timmy peered in curiously. He had heard soft whimpering throughout the night coming from this direction. What he saw made him step back in shock. Before Timmy was impaled on a stake a wreck of a human being. The creature she called painslut had his tongue hanging out, trapped between metallic devices that made it unable to retract the tongue or lick his lips. He was standing on tiptoes, impaled on a plastic stake adorned with knobs along the head. His hands were tied above him, allowing him to try to pull himself up off the pole for a few moments of respite. But the painslut seemed to have given up this fight. Timmy recoiled a bit, with a mix of horror and revulsion.

Annettte smiled at him indulgently. “Really Timmy, you are going to have to get used to the sight of him.” You are going to have to administer his daily pain training. She pointed to a blackboard hanging on the wall. On it had been written the training schedule for the pain slut:

- Ass fucking

- Breath play

- Ball crushing

- Ball hanging

- Ass whipping

- Back whipping

- Feet crushing

- Nipple torture

- Needle play

On each of these dimensions, the painslut’s progress was being tracked in 4 columns: “ability to withstand without being tied”, “without screaming”, “without vomiting”, “without passing out”.

“As you can see”, continued Annettte, “his particular development need is ball crushing.” Indeed, Timmy could see on the wall that on most dimensions the painslut was scoring at the without vomiting and without passing out levels, while for ball crushing he was behind, only able to withstand without being tied.

She walked over to the painslut, grabbed his balls in her gloved right hand and cruelly squeezed her fist shut. Painslut shifted on the pole and his features contorted, but he bravely only gasped and did not scream out. Annettte, ignoring the effort this must have cost, continued: “We have been trying to improve his training in this area, but he just does not seem to get better. Of course, we keep on trying.”

“We will need to teach you the right way to administer the training. For example, ball crushing requires a special implement we have here called a ball crusher. We have adapted it from a juice squeezer.” Annettte reached over to a shiny silver implement that consisted of a small can-like pot in which to put fruit and a lever that could be used to bring down a piston in the pot to squeeze the juice. “Of course we do not squeeze till blood flows out, that would ruin the slut. We rather have a fixed set of rules for how to progress his training.” She pointed out some gradations on a scale that indicated how many centimeters the piston had depressed the “fruits” contained in the pot.

“First, the schedule calls for a few minutes of warm up, which is especially useful if the slave has been in a cold room all night. As tends to be the case”, she smirked. “Warm-up consists of first manually twisting and fondling his balls a bit. We do this while wearing gloves fitted with grade 3 sanding paper. That way we immediately also remove any pubic hair, which makes the training easier to observe.” She handed Timmy a pair of gloves. “Why don’t you try it?”

Timmy stepped forward, accepted the gloves and put them on. He looked at his leather-clad hands, and saw there were little flecks of glass coated on it. He confronted the painslut. He looked into his fellow slave’s eyes and, to his surprise, saw nothing but resignation. He broke eye contact and looked down at the slave cock and balls. The cock was drooping sadly despite a cock ring. The balls had only a small stubble of hairs on them – apparently explained by frequent “warming up”.  He quickly grabbed the painslut’s balls before he lost confidence, and gently stroked the balls to remove the longest hairs. After a few moments he looked up questioningly at Annettte.

Annettte was shaking her head in moderate disgust. She folded her hand over his and started much more powerful massaging of painslut’s balls. “That is the way to do it!” “Now you continue”. John was now massaging the painslut’s balls by himself. He wondered how long he should continue. Slowly, painslut’s balls began to sag a bit more, and his ballsack started to stretch more easily. “That’s it”, Annettte said. To his surprise she went to stand behind him and again helped him massage a bit the painslut, while she at the same time also massaged his own dick. John quickly became very erect. He was feeling very confused. Was it right that he should be excited while hurting the painslut?

After a few more minutes, Annettte pulled him away by his leash.

“Time for the real training now.” Annettte rolled over the juice press, and draped painslut’s balls into an opening cut in the side of the pot. She then slid a U-shaped bridge over his scrotum, preventing the pain slave from withdrawing his balls.

She demonstrated by depressing the lever to its first setting, causing the painslut’s balls to be squeezed by about a centimeter. The painslut easily stood his ground and did not cry out. “You do it now”, said Annettte.

John carefully pressed down the lever, expecting to meet resistance, but there was none. He looked at the pain slut, who seemed to whimper a bit, but nothing more. His eyes seemed to widen a bit though.

Annettte took control again and demonstrated quick, violent pumping action, but still only to the first setting. “See? He hardly feels it. Why don’t you take him to the next level?”

John quickly took the lever, adjusted it to the second setting, and pressed down. He was surprised by the painslut loudly crying out behind his gag. John quickly lifted the lever and looked at Annettte, shocked at what he had done to his fellow slave and expecting a reprimand.

Annettte just seemed to find it all normal, and reproached the painslut instead: “Now now, we are only halfway. When will you finally get the hang of this?” Then addressing Johnny: “John, I would like you to continue. It is very important to me that I have a painslut who is not a wimp. All my other friends’ sluts easily withstand this level, so it really cannot be so bad. Remember, he volunteered for this service.” She put his hand back on the lever and waited.

John did see her logic – why after all would you volunteer to be a painslut if you did not expect and enjoy a bit of pain. Still he hesitated. He vaguely wondered what would happen if he refused. As if reading his mind, Annettte whispered in his ear “Don’t worry, nothing will happen to you if you can’t do this. But it would make me happy if you would…” She breathed hot air on his ear and gently jerked his cock from behind.

After a few moments more hesitation and silence on the part of Annettte, John pressed down the lever. After all, it was no skin of his, and he did want to please his new mistress. The painslut screamed again behind his gag as his balls were squeezed into a space half their normal size. John rationalized to himself that the painslut really was a masochist anyway. He looked at Annettte questioningly, looking for guidance on when to let up.

After a few moments, Annettte indicated he could lift the plunger. “Now I would like you to repeat this cycle two more times.” John went through the process a second time, and now the painslut took an awfully long time to recover and stand up again.

“We need to find a way to help him”, said Annettte. “I have been experimenting with buggering him with a strap- on but it just does not seem to take his mind off things.” She put a finger to her lips, shaking her head, wondering what she could do to help.

“Maybe some nipple clamps could help?”, Johnny heard himself suggest timidly. Annettte’s face brightened up at this suggestion. “That is such as a great idea, Johnny, I wish I had thought of that!” Johnny felt a wave of pride flow through himself.

She quickly click-clacked over on her stilettos and came back with a pair of alligator clips joined by a small chain. She threaded the chain through a D-ring at the top of the lever, and in a practiced move applied both clips simultaneously to painslut’s nipples.

On her nod, Johnny depressed the lever again to its second setting, starting the third cycle. Now the painslut’s head slammed back and he screamed loudly into his gag, shaking wildly from left to right even though solidly fixed in place. Johnny examined his body and saw that his nipples were severely pulled away from his body – and his balls again squeezed to half their normal size.

Seeing nothing wrong with the way he was executing the procedure, he looked at Annettte.

Annettte was shaking her head in disappointment. “Too bad. I guess we will need to keep on trying. John, can I ask you to experiment a bit more when you do this again tomorrow?” She looked innocently at him. “You seem to have some good ideas”.

John was happy he could be of service and felt appreciated. He was actually helping his mistress on his first day! Of course there were a few things he could think of… hadn’t he seen some needles somewhere in the house? And wouldn’t a warm-up with a ping pong bat actually set the slave up better for success?

“But first we need to complete today’s training. It is important that we follow the standard cycle – it makes it easier for the painslut to adapt.” She set the lever to its third setting, which would leave only about two centimeters of space between the piston and the bottom of the pot. “We do only one cycle at this level. It is only meant to expand the boundaries of the slut.”

“To make the training more effective, we will also encapsulate the head of the painslut so he does not start panicking before the start of the cycle.” A few moments later the painslut was an anonymous body with a rubber mask zipped around his head.

After a few moments, Johnny without hesitation and without asking plunged the lever down. Again, the painslut’s nipples were stretched, but the balls now were no longer visible. The painslut went rigid in his bounds, struggled slightly, but then went limp in his bounds.”

Annettte steadied Johnny’s hand when he was about to let up. “No no, we need to complete the procedure. It is better for him if we do it the same all the time.” She sidled over to his front, and leaned in to Johnny to give him a deep kiss. While her tongue explored his mouth, her hand caressed his arm, casually ensuring he kept proper pressure on the painslut’s gonads. He felt her excitement as her warm breasts pressed against him and she rubbed her clit against his leg.

John counted another sixty seconds before Annettte stepped back with a smile. “I think that is quite enough for today.” She then allowed him to unhook the painslut. “Now that got me quite excited”, she said, cupping her right breast and playing with the nipple through the fabric. She walked over to him again and stroked his painfully encased member – “too bad you are not allowed to come anymore. I think I will go find studslave and have him finish me off.” With this she turned and smiled over her shoulder as she walked away, leaving him to the chores of the day. And thus Johnny’s life as Annettte’s household slave began.

Chapter 3 – Johnny acts as ashtray slave for visitors

Part of Johnny’s job was to also make certain the “furniture” was always in position whenever mistress Annettte received visitors. On one such occasion he was told to prepare for mistresses Vivien and Stephanie as visitors. Both had visited before but separately, and he remembered they both liked to have a smoke after dinner. He therefore tactfully brought up the issue with Annettte: “Mistress, I am not sure how to solve it, but we are shorthanded this week with studslave out on training at lady Victoria’s. I will of course call in cookslave as usual as ashtray slave, but I think we might need two ashtray slaves tonight.”

Annettte pensively considered it, a frown on her face. “Well, I guess we will have no choice but to use yourself as a second. You are not properly trained, but I am sure you will not let me down”. The last came out sounding like a menace and Johnny swallowed hard. “Of course mistress, as you like. I will make myself available after dinner has been served.”

That evening he first served dinner, as usual prepared by cookslave. Before he served desert he made certain to strap cookslave down as ashtray slave in the next room as he had often done before. This involved first blindfolding cookslave, then tying his hands to his balls behind his back, and having him sit down on his haunches, impaling himself on a longish dildo which would ensure that he sat up straight. He then tied a leash to cookslaves balls and attached the other end of the leash to an eyelet on the back of the blindfold, ensuring that the (now) ashtrayslave’s head was pulled back in an almost right angle. A strap ensured his mouth was pulled open widely, offering an open mouth as receptacle for cigarettes and ashes. Finally, he attached alligator clips to the ashtray’s nipples, which resulted in a gurgling sound. Between the clips he put an elastic cord on which he hung a weighty parlor lighter.

He then sat himself down on the other end of the sofa, and as much as possible tried to establish himself in the same ashtray position. He was not able to blindfold himself and could only tie one of his hands, but that would have to do.

Soon, the sound of chairs moving was heard from the other room, and Johnny made certain he was staring at the ceiling. He heard the mistresses come in and from the corner of his eyes saw mistress Vivien sit down next to him. She was a redhead with flowing hair, wearing a deepcut white dress that stretched over creamy ties. “Annettte, that was a great meal! I must challenge you sometime to a torture fest with your cookslave as stakes. Now that would be a prize worth competing for!”

“Of course, dear”, answered Annettte, not caring that cookslave in question was sitting in front of her, tied up as an ashtray. “If you are willing to put up your cockslut Jason from your side, I would be happy to accept the challenge.” Cockslut Jason was Vivien’s  15 year old son, and was kneeling naked next to his young mother, adorned only with a cockleash that was casually twisted around his cock.

Jason knew from observation earlier that night that Jason’s cock was prematurely developed – overdeveloped even, no doubt owing to some devilish training scheme of his mother’s. The fact had apparently not escaped his mistress neither. He wondered whether Vivien was devious enough to bring her son to trigger this exact exchange, which might result in her getting her taloned hands on cookslave. He prayed his mistress would decide wisely.

“Let me think about that, Vivien. I have some things in mind for Jason still. I am not sure I am ready to risk him.”

From mistress Stephanie’s corner he heard a sultry voice laughing. ”Would those plans for Jason happen to include buggering him in front of his sisters?”

Jason shifted uncomfortably as his mom answered: “Who knows… but some buggering does seem likely.” As she said this, she leaned over to him, and he saw she was brandishing a cigarette. Johnny knew his moment had come. Vivien grabbed the parlor lighter and stretched the chord as far as it would go so she cold light her cigarette. The action cause severe stretch on Johnny’s nipples. He exhaled and blocked his breath, trying to keep from crying out. He succeeded, partially, and inhaled again as she dropped the lighter. Vivien blew smoke to his face as she sat back.

“For now  I am focusing on teaching him to become a great lay. I am building up his stamina so he can make me come at least three times before he looses his erection. Don’t you love their stamina at this age?” She exhaled smoke again, and he saw the ash pile on her cigarette grow with trepidation. A muffled movement in Stephanie’s corner indicated that mistress Stephanie had lit up as well.

The other mistresses were of course aware that Vivien had started using Jason in this way for some months now.

Mistress Stephanie ventured: “What I find helps is to train them to hold it while you ruthlessly fuck them hard. And if they come without permission, punish their balls. Pretty soon they get good at holding off. And then they can hold it when you fuck them for pleasure.”

“Really?” asked Vivien very interested. “Could you maybe teach Jason that sometime if I send him to you? Somehow it does not seem right for me as his mother to do that.” On this, she flicked her ash pile into Johnny’s waiting mouth with only a sideways glance. Johnny immediately swallowed, trying to minimize the foul, unfamiliar taste of burned ash. He feared he would soon get very familiar with it.

Mistress Annettte now interceded, saying: “Hang on now, I am calling dibs as his godmother. I would be happy to help you, Vivien, to ensure he becomes a productive member of society”. Her tone seemed pleased. Johnny could not see her face but he hoped this meant she was happy with his performance so far.

The conversation ebbed and flowed on about the details of Jason’s training. Johnny heard Jason softly start to whimper. All of a sudden mistress Vivien’s face appeared above him as she was trying to extinguish her cigarette. She looked at his mouth and, not finding a landing place, commanded: “Tongue!” He took her meaning and lifted his tongue in his open mouth. She pressed her cigarette on it to extinguish it and dropped it in his mouth. The red tip hurt him badly and he screamed out. He also tried to right his head in surprise, but this only caused his balls to be pulled up painfully so he quickly lifted back his head, driving the dildo deeper into his intestines as his weight shifted. He all of a sudden felt very exposed and afraid for what this gaffe would cost him.

“Slave!” thundered mistress Annettte. “How dare you! She grabbed a horsewhip from the wall and struck him several times across the ties and stomach, each time making his head wobble which in turn twisted his balls.”

“Dears, I am really sorry but you will have to help me train him better. I would do it myself but I don’t smoke so much.”

“No worries,” said Vivien, “we would we be glad to help. Stephanie, why don’t you come over here as well?” They pulled up their chairs around him. He started to sweat.

“First of all, we have to correct your seating position,” said Annettte. She had him hold his wrists close and tied a rope so tight around them that his hands turned purple. Then she roughly twisted his balls and bound the same string around his scrotum. “There.”

“Now let us teach you how this is done.” Vivien and Stephanie both lit up using his parlor lighter. He now got much more attention and then were pinching his nose and slapping his face as they continued to smoke and drop their ashes in his mouth. He was now getting the full load of two smoking mistresses, and his mouth started to dry up and his stomach to churn. He wondered how long he could hold out before he would have to throw up and what would happen then.

Annettte still looked very mad and said: “Give it to him girls, that will teach him. Now, I also think he should be punished, don’t you?”

“Yes,” said Vivien, “Jason, why don’t you lie down behind Johnny and squeeze this shit’s balls?” Jason did as ordered. His hands were not quite up to the task, but he made an effort, and Johnny felt a dull pain develop behind his back.

Johnny felt his parlor lighter being lifted again. He assumed someone was lighting up another cigarette until he felt his left nipple clamp starting to heat up. “There, he deserves some of this as well I think”, said Stephanie. The blonde bombshell was holding the flame of the lighter to his nipple clamp, making the heat flow into the extended nipple.

Soon, Johnny was screaming, as much as his distended mouth would allow him. Stephanie then switched the flame to his other nipple clamp and repeated the procedure. Meanwhile, both women kept flicking ashes into his open mouth and Jason kept mauling his balls. Mistress Annettte hat put her stilettos on his ties making certain his trashing body could not lift itself from the dildo affixed to the floor. Johnny’s body was now under assault from various directions and the sensations were driving him quite wild. He did not know where to focus, but was desperate to please his tormentors and make them stop.

After a while they let up, apart from Jason who in the absence of any other command kept on mauling his balls.

Stephanie prepared to extinguish her cigarette again. “You know what I do with my ashtray slaves? I have them fitted with a tongue piercing, and then when I need them as ashtrays I take out the tongue stud and put a long needle through their tongue, placing the needle on their lips. This keeps them from retracting the tongue when I want to extinguish my cigarette. It is actually quite an aesthetic look as well. Have you considered this?”

Annettte responded: “You know, that is not a bad idea. But it seems like an awful hassle to go to… I would rather train my slave to keep his tongue up in a similar fashion without support.”

Johnny felt all eyes turn to him as Stephanie leaned over to extinguish her cigarette. He desperately tried to push out his tongue and keep it stiff as the cigarette touched down on it. Involuntarily he faltered though as the hot tip scorched his tongue and quickly burned through his saliva.

“I think you have some training to do then”, said Stephanie.

“I guess,” responded Annettte with a tone of disappointment in her voice that caused a sinking feeling in Johnny’s stomach. The conversation moved on from there, but Johnny knew his tongue would be seeing quite a bit more burning cigarettes over the next weeks.

Chapter 4 – Mistress Annettte uses cockslut Jason

“Johnny, tomorrow I am getting Jason for the day to help him train as a cockslut. I will need your help.” Annettte was wearing a short white towel robe and was combing her hair, seated on Johnny’s back in front of her mirror.

Johnny could clearly feel the warmth of her buttocks, squeezed as he was between her and the chair. “Of course, mistress.”

“I am really looking forward to this. I want to make certain I take full advantage, so I have not used cockslut this week. I am horny like hell!” At this, she briefly put down her comb and massage her ties and tits.

“I want to make certain he performs,” she continued. “I will want to come at least four or five times. God, if I think of that gorgeous cock of his, I can hardly wait.”

Johnny diplomatically kept silent, still feeling more than a little slighted that she did not consider using him in that way.

Annettte was brushing her hair again. “Of course, for him to hold out like that, we will first need to train him to not come, however much he is teased and excited. Also, we will want to make sure he is in top shape and an focus on the job at hand – me!”

She stood up and walked to her closet. “For example Johnny, I would not want him to be distracted by your decidedly male appearance. So for tomorrow, I am going to ask you to wear these.”

Johnny got up from the bench and saw that Annettte was holding up a pair of her old stilettos as well as a short skirt, a tight see-through cashmere sweather with short sleeves, and a black bra. Johnny looked at his mistress non-comprehendingly.

“Of course Johnny, we can not transform you into a girl by tomorrow, but we sure can make you look less distractingly male. Downstairs you can find a corset to shape your torso, some fake boobs, and a leash to tie away your penis. There is also a high quality blonde wig. I will expect you to have a female shape, and to remove all body hair by tomorrow. Can you do that for me.”

It was not a question. Johnny simply nodded his acquiescence, numb.

“Good!” she laughed sparklingly and walked into the bathroom.

Next day, Johnny got up before dawn and got ready for the day. After an hour he was in somewhat presentable shape. He looked sideways in a mirror and had to admit that in the half-dark of his room, he could at a glance pass for a woman. He also noticed that his fake tits filled out the bra rather nicely. The black bra was clearly visible through the cashmere sweater, and would no doubt distract Jason from looking at his face, which was anyway harder to see behind the blond curls. 

In wonder, Jason put his hands on his own fake breasts. He winced. The breasts felt life-like to him, but his touch again reminded him of the nip-clamp encouragement he had chosen for the day, and which the corset was pressing close to his body, behind the fake boobs. Of course there had been no question of not wearing his encouragements, and these would be the least obtrusive for Jason.

Satisfied, he sallied forth and started making preparations for the day.

Around 10, the door bell rang, and Johnny opened the door. On the doorstep he saw Jason, looking at him with trepidation.

Annettte arrived in the hall and grabbed Jason by the hand. “Come in dear boy, I have been waiting for you!” She was wearing a very sexy outfit that would not have looked out of place in 1960s Vegas. It had gold lame, pink lace, and a collar of high quality mink. It showed plenty of leg, are shoulders, and décolletage, and was completed by a striking pair of stilettos with pink lace butterflies on the toes. Johnny could see Jason’s eyes roam up and down his mistress’ body, drinking in the promise of her figure.

“Johnny, can you get me the envelope on my desk please, while I make Jason feel comfortable?”

Johnny quickly hurried to the office. When he came back into the living room he saw Jason sit next to his mistress on the sofa, still mesmerized by her boobs, and swallowing hard. He handed the envelope to his mistress.

“Jason,” said Annettte, “of course you know why you are here?” She stroke his hair lightly with her left hand.

“Yes….yes mistress,” came the halting response. He flushed deep red. “You are supposed to help me better control myself.”

“Indeed! I promised your mother I would do so. And she sent me this to help.” Annettte produced a key from the envelope.

Jason’s eyes locked onto the key.

“Shall we get you comfortable?” teased Annettte?

“Yes please, mistress.” With this, Jason stood up and dropped his pants. He presented Annettte with the lock for his chastity device. She put in the key, and turned the lock greedily, then threw away the device.

Jason’s cock immediately sprang to attention, and he moaned deeply as Annettte grabbed hold of him and gave him a few short yanks. Annettte jumped the kid, pushing him back on the sofa, pulling his shirt over his head ice-hockey style to block any defensive moves. She then impaled herself on the kid and rode herself to an orgasm, crying out as she came.

Annettte climbed off and said calmly “phew, that certainly took the edge of”. Then she added imperiously: “Now undress fully and sit next to me.”

Jason did as ordered. Mistress Annettte took of a stiletto and put a foot in his lap, distractingly playing with his cock.

Throughout this scene, Johnny looked on in envy, his own cock trying to get erect but bitterly being repressed by his cock cage.

“Here is what today is going to look like. This morning, we will work on your training. Then this afternoon I need to briefly nip out, but when I come back we will put the training to good use. I will expect to come four more times today. Do you think you can do that?”

With the honesty of a young man Jason responded: “I don’t know mistress.” But then hastened to add: “Of course I will do my very best. And it you give me enough time I am sure I can make it.”

“Good! And when you do well I will tell your mother. Now follow my maid here and she will get you ready for your training.”

With this, Johnny beckoned Jason into the next room. Here, he locked Jason onto the four poster bed, making certain to use soft bonds that would not cut into his delicate skin. He noticed that Jason’s cock was staying erect. Apparently the fake boobs and blonde hair were enough to keep the boy hot. Johnny felt rather confused about his impression on the boy. He sat on the side of the bed.

Annettte came in and sat on the other side of the bed. “Are you ready for me?”

Jason nodded eagerly.

“Good.” She grinned sweetly. “Let me tell you how this training is going to work.  I am going to lie next to you and kiss you. I may sit on top of you and give you some lap dance even. I may grind your dick. I will expect you not to come. I will look deep in your eyes all the time, and when I think you are about to come, I will smack your balls. How does that sound? Will that help, you think?”

Jason swallowed hard. And thus they started. Every five minutes or so, Annettte would need to smack Jason’s balls, making the boy cry out. But then within minutes she would have him on the edge again, her figure and manipulations not missing their effect.

After an hour of this, the intervals between ball slaps seemed to get larger. No doubt an effect of the training. Johnny was very impressed with his mistress’ skills.

Then Annettte got up to run her errand. “Now, while I am away, I will expect you to keep on practicing. I am leaving my maid to help you. Come here for a moment maid!”

Johnny went to her. She reached under his sweater and put a leash on his nipple clamp encouragements.

She then pulled him over to Jason. “Now maid here will suck that great dick of yours for another hour or so. I am going to give you this leash, and whenever you think you are coming I want you to pull it. Maid will then stop and squeeze your balls to help you cool down.”

Johnny was aghast. She expected him to do that on this kid?

Annettte looked at him expectantly and menacingly. He pulled his hair out of the way and leaned forward, taking the kid’s dick with his other hand, and then paused at the unfamiliarity. Immediately he heard a whip slash through the air and felt the sting on his bare buttocks. Then another. And another.

With tears running down his face he got to work. Annettte applauded and got up to leave. “Great, now practice nicely and see you in an hour.”

The next few hours were a horror for Johnny. At first he was not very good at it, and needed lots of pointers from Johnny. Apart from this, they conversed little, aware there was not a lot to be said, and that they were both there for the enjoyment of others. Then as he got better, he would every five minutes or so be pulled up harshly by the nipples.

Finally, Annettte came back and observed the last practice. “Good, you now seem to be able to go 15 minutes without getting to the edge. Time for the real thing!”

With this, she dropped her skirt and stepped onto the bed, then slowly bent over and kneeled down over Jason, who looked at her with an angelic grin on his face. She started grinding his crotch, meanwhile playing with her own clit. After a few minutes of this, she slipped him into her vagina.

Rising up and down slowly, she looked at Jason, who looked back at her but his eyes seemed to concentrate elsewhere. At this, she decided to get his attention by kissing him, rubbing her still encased breasts over his chest.

Annettte looked at Johnny, his envious looks tickling her exhibitionistic tendencies and making her more excited. She cupped her breasts and showed her décolleté to Johnny. “You want some of this?”

Johnny just nodded. This made Annettte laugh. “Well, you can’t, they are all Jason’s. You are just my maid.” She continued gyrating her hips and bit her lip.

After a few more moments like this, Annettte came, for the second time that day, with another scream.

Jason let our a breath of air, happy he had made it.

She rolled off and regarded her young love toy. “Not bad. Not bad at all.” Turning to Johnny: “This is why I prefer cocksluts to normal guys…they are so much more obedient and intent on my pleasure, not theirs.”

“Let’s up the degree of difficulty a bit.” With this, she pumped up his still rigid cock a bit and reinserted it. Then she paused, and unlocked Jason’s hands. “You will need those.” She slowly zipped open her top and freed her breasts into Jason’s waiting hands.

She then started again to go up and down, leaning into his hands as they gently massaged her large but firm orbs. She threw up her hands to push up her hair, looking him in the eyes, communicating her excitement.

Jason started to wriggle.

A grin spread on Annettte’s face and she picked up the pace.

Jason wriggled harder, his eyes rolling back, briefly settling on Johnny, but meeting nothing but more female forms. Annettte then mercilessly started to corkscrew her way to her third orgasm, holding Jason’s hands fixed on her chest. With a scream she came again. Jason kept wriggling for a few minutes almost, teetering on the edge but just managing to control himself.

Annettte fell next to the boy, panting, and patted him on the chest.

A silly grin spread on the boy’s face and he put his arms around Annettte.

At this she immediately sat up though and went to work on his cock with her hands. “Let’s see how quickly you recuperate though.”

With a moan Jason fell back into the bed. Johnny almost felt bad for him, but his envy was greater. It had been 5 months now since he last came, and he shifted uncomfortably as his cage kept his cock from growing.

Soon Jason’s cock was stirring again. Annettte turned to Johnny with a grin and said: “This is why I prefer my cocksluts young!”

“Next, I want you to take the initiative I think.” Annettte was now naked and got up on elbows and knees. She looked back over her shoulder at Jason. “What are you waiting for?”

Jason, incredibly, had recuperated, and dutifully got to work. He put his cock into Annettte’s vagina from behind and started moving in and out slowly.

“No, no, I want it harder!”

Jason moved harder a bit.

“Grab my boobs, milk me!” As Jason did this, he involuntarily become more excited by the touch of her boobs, exactly as she had calculated. He started pumping faster.

“Maid, come closer. I want you to go behind Jason and make him go harder and faster!”

Jason looked around how he was going to do this. First he moved up behind Jason and tried to time the pushes of his trusts and accelerate them, but this did not work very well, although Jason got a bit more excited by being sandwiched between the two female shapes.

Then Johnny thought of something more effective. He slipped a finger into Jason’s but, hoping mistress would not notice, and started to use this to take control of the timing of trusts. Then, still from behind, he started playing with Jason’s nipples.

Jason’s control broke. He started bucking against Annettte’s butt, each time being directed back by the pressure on his prostate. Soon Annettte and Jason were both making heavy noises – and then they came together, Annettte collapsing with Jason on top and still inside her. Johnny made certain he milked the last out of Jason’s prostate before discreetly withdrawing and standing back to the side.

“Four times, that is four times.” She rolled to the side of the bed and sat up. Then stood up. “I can still walk though… so at least one more to go! I think this time I want a clitoral orgasm though,” continued Annettte. But then she frowned. “But how will I do this… ideally I would like to bugger you with my strap-on, Jason, but your mother has expressly forbidden this. Mmh.” Jason tried to meet her gaze but wilted.

“But maybe maid here feels excluded. You know what, I have the perfect solution. Maid, come here.”

At this, Johnny moved forward. Jason looked on, wondering what would happen next.

Mistress Annettte produced a second key. Johnny’s spirits soared. Could it be?

Annettte nodded. He quickly dropped his skirt and presented his cock cage. His mistress unlocked it. Jubilantly he looked up as his cock grew hard. Only to have his spirits crushed by the evil smile of his mistress.

“Really? You thought I was really going to let you come.” Her laugh reverberated from the walls and Johnny sobbed briefly.

“Seriously, compare yourself to a real cockslut here.” With this, she beckoned over Jason and had them stand close together. As Jason’s cock touched his body, Johnny’s cock did not even reach halfway to Jason, and was thinner as well. Johnny’s cheeks burned with shame while Jason grinned at him.

“Now you understand why you are my housekeeper and not my cockslut?” To emphasize the point, she tapped his balls. “What you are good for though is buggering. Your daily working with a but plug has really widened that but hole of yours nicely. Why don’t you get out my strap-on and help me put it on.”

Oh no, not the strap-on again, thought Johnny. He had become all too familiar with the tool

“We are going to do this with a twist though”, his mistress said as he strapped the black dildo onto her. “Johnny, I want you on your knees next to the bed, face down onto the bed. Jason, I want you seated on his lower back to immobilize him, your legs on the ground.”

Everyone moved into position, which also involved Annettte’s dildo entering Johnny.

“I sometimes whish I had a dick,” said his mistress, as it would feel great to be in you with the extra pressure from Jason on top. Maybe I should ask a male friend to try that once and describe it to me. What do you think Johnny?”

Johnny’s response was muffled by being face down.

“Now Jason, you do realize though that while I bugger Johnny to get my clitoris engaged, you can work on my tits?” With that she also took hold of Jason’s dick, and started to pump it gently up and down as she moved backwards and forwards, in and out of Johnny’s poor bum hole.

Jason had no trouble resisting this time though as the stimulation was a lot less than the previous assaults of Annettte. He was able to concentrate on the breasts in front of him, and even to gently suck and nibble on them. Annettte on her stilettos brought them up to the exact right height for him to have access.

Soon, Annettte started panting and sweating. Then, as Johnny was crying silently into the pillow, she came again, for the fifth time that day, pushed over the edge by the ministrations of the young Jason.

She then collapsed on the bed. “God that was good. After that I don’t think I can walk anymore. God, I have not bee done so well for a while! Thank you Jason, you are going to be a great cockslut!”

Jason beamed. Johnny stood to the side, dick still swinging free but completely ignored. He kept his hands on his back to avoid any misunderstanding.

“Now come here so I can lock you up again. And then you can walk home by yourself. I will expect you to visit often though!”

“Yes miss, I would be happy to miss.” Said the young boy. And he happily walked out, excited.

Annettte just rolled over and fell asleep, fully satisfied.

Johnny was left standing next to the bed. Not dismissed, he decided he was supposed to wait for his mistress to wake up to be locked up again. He though it might be a long wait and settled in for the night, the corset still pressing on his nipple clamps.