The Companion - Cover

The Companion

Copyright© 2023 by HppyHrryHrdn

Chapter 40: Jackie’s Punishment

Erotica Story: Chapter 40: Jackie’s Punishment - Joe is a bit of a workaholic. His daughter's wedding will change all that. His daughter's mom suggests he takes more time off. She suggests someone goes with him since he won't vacation alone. He agrees to take on a companion. Life for both he and his companion will not go as expected as they travel together.

Caution: This Erotica Story contains strong sexual content, including Ma/Fa   Fa/Fa   Coercion   Consensual   Reluctant   BiSexual   Heterosexual   Fiction   MaleDom   Spanking   Facial   Massage   Masturbation   Oral Sex   Small Breasts   Slow  

Hans only said one thing about my fucking the mother of some of his children, “One is really quite good is she not? Just wait until you have One and Two at the same time. I take pride in their abilities. And, they have never disappointed me when under someone else’s control.” After that one statement, we went on to talk about work. It was like I hadn’t finished fucking Gretchen in front of him a few minutes before.

It was then I realized the monitors in Hans’ playroom had been on the whole time. The cameras had been unobtrusive as Jackie and Heidi were engaged and now that they were no longer engaged in sexual activities. They were gently stroking each other recovering from Jackie’s after-punishment sex. It was the sound of Gretchen saying, “Two you need to clean me and make me presentable for more. But our owner said no playing.”

Gretchen had gone to the room directly not putting on a stitch of clothing. I could see the light shine on where her thighs had rubbed together spreading out or combined cum. It was still oozing out of her cunt lips as she spoke. Heidi, who was equally nude, nodded her acceptance of her task. I was mentally comparing the two, while Gretchen sat with her butt on the edge of a bench that had tie-down loops at the bottom of each leg. They were identical in every way I could see all the way down to the jiggle of their tits when they moved.

Gretchen waited until her naked sister was close by before spreading her legs wide apart, presenting her pink slit. “Remember, no playing.”

“Yes, mistress,” Heidi replied. It hadn’t dawned on me before. But while Gretchen was One and Heidi was Two, Gretchen was the master of Heidi. I assumed the same was true when Heidi was One. Gretchen was subservient to Heidi.

Heidi was between Gretchen’s thighs, on her knees, about to have cream pie for dessert. But first, she turned to Jackie, “Come help me.” It was said in a commanding way that surprised not just Jackie but Gretchen as well. For she had no such right to demand anything of Jackie. Heidi had been given to Jackie and as such Heidi was as much owned by Jackie as my shotgun back at home was by me. And as such it could not make demands of me or Hiedi of Jackie. Yet she did knowing full well Hans would see it and correct her for it, at some point.

Yet, despite not needing to Jackie asked, “What do you want me to do?”

Again Gretchen seemed surprised at Jackie’s acceptance of a task. She did not however correct her sister for asking. Or did she make reference to Jackie not needing to follow anything told to her by either of them. I had a feeling in not doing so she too was opening herself up for punishment in the future.

“Get what is left in her twat out. I will get the spunk that has run down her thighs,” Heidi answered in the same commanding voice.

Jackie looked around for something to complete her task with. Finding nothing she asked, confused, “How?”

“Your mouth of course,” Heidi answered like it was obvious.

“Oh,” she stated letting the answer sink in.

Jackie looked like she was going to object when Heidi said, “Well come on.” After which, she put her lip to her sister’s silken thigh. She alternated licks and sucking from that point on going up and down the cum coated skin.

Jackie went to where Two was and leaned over her. She put her hands on either side of One’s hips holding herself up. She looked at Gretchen for approval to do as Two had demanded. Her face gave no indication one way or the other if it was acceptable for Jackie to clean out her pussy. For some reason, Jackie took the non-expression as approval.

Jackie stuck out her tongue and tentatively touched Gretchen’s folds. She quickly pulled back returning her tongue to inside her mouth. Again One did nothing in the way of reacting. Jackie repeated the fugitive touches of the reddened folds with her tongue’s tip. Each time she did the contact lasted a little longer. It took a couple of minutes before she fully lapped her tongue up through the frothed slime between Gretchen’s labia.

Gretchen was aware of the camera’s in the room and as such did what she could to not show the enjoyment her body language couldn’t hide. Each time Jackie scooped up more of what was oozing from the pussy opening, she let her tongue continue up. It widened the plumped walls of Gretchen’s slit coming to an end after buffeting the woman’s clit. Gretchen closed her eyes and gripped the bench tighter after Jackie’s tastebuds scoured her sensitive bud.

Jackie’s method of cleaning was making more of the juices she was to be removing. I’m not sure if it was that or wanting to get a mouthful of cum instead of small doses that put her lip over the gaping hole. Even in the monitor, I could tell she had extended her tongue as far up Gretchen’s twat as it would go. She followed that by hollowing her cheeks in as she sucked hard. Gretchen’s grip on the bench only got tighter. Her knuckles became white under the tension.

Heidi had long since finished when her sister shuttered with Jackie’s tongue extended up in her. She watched as the cleaning had not become play for her, but her sister was surely enjoying Jackie’s version of clean up. She slipped away while the two women continued their cunnilingus. Which was not well disguised as removing errant spunk from Gretchen’s pussy.

The older blonde fell backward onto the bench and her hips began thrusting up at the mouth attacking her. There were grunts and moans she was no longer able to hold in. She panted and arched leaving only her head and butt on the leather-covered bench. Her hands reached down and grabbed Jackie’s head. She humped at the held face, fucking it as she climaxed.

Heidi came in as Gretchen seemed to be climbing the hill to another orgasm when she again violated the pecking order. “Control sister,” she said as an admonishment.

Gretchen was having no part of her subordinate telling her what to do. “Fick dich. Ach scheiße,” she bellowed arching as she had with me straining all of her muscles. After a minute she fell like a ragdoll onto the bench her hands no longer holding the head of Jackie. They fell to her side spent.

Gretchen was panting. Her mouth once again opened and closed with no sounds but gasps. Jackie stood up her face covered in girl cum and her lips blushed and raw from being scraped along One’s pussy lips. With the washcloth she had left to get, Heidi went to Jackie. She held Jackie’s face while she removed the cum that was smeared from cheek to cheek and chin to nose. After she finished with Jackie, Heidi went to her twin. She did what she could have done to start with and wiped her cunt down. I doubted after Jackie’s tongue washing any of my cum had remained. So Heidi was removing only One’s own juices from her.

The two finished the activity they were not unfamiliar with. The only difference was Jackie was present and an active participant in the activities. The two naked women each put their designer togas on, cinching up the belts that kept them together. I think Jackie was as unhappy as I was to see the women re-covered up.

The three women came back up to the sitting room where Hans and I were waiting. One and Two came in without a hint of anything that they had been doing. Jackie though didn’t want to look anyone in the eye as she entered. I don’t think I had ever seen her so embarrassed, which made no sense considering the things she had done in my presence.

Hans did little to alleviate Jackie’s discomfort. He said, “Two’s punishment took a while. Is there anything more you feel you need to do?”

Jackie blushed, “No, sir. I am sure her refresher was enough.”

Gretchen chimed in, “Jackie did a fine job. She is a natural. She should meet the children they will take to her right away.”

All I could think is, if they were like their mothers, they wouldn’t take to her, they would take her. Most likely turning her into their property. Jackie didn’t think like me and for an instant her embarrassment faded away. She beamed at One’s compliment.

Hans continued to keep Jackie embarrassed, though I don’t think it was completely intentional. “Now that you are finished exerting yourself teaching, I was thinking a nice moonlit swim would be in order.”

“Jackie, I’ll let you change into your suit first,” I said. “I’ll be up shortly.”

Jackie got a chagrinned look. “I didn’t bring my suit.”

“Did I not tell you to bring it,” I was aggravated.

“Yes,” She didn’t sound overly contrite.

“Why do you find it so hard to follow directions?” I ask, sounding only slightly less infuriated than I was. I wanted to bend her over right there and teach her the lesson. But I didn’t think it was the time. We were in a probable client’s home which made it not the time to discuss it further.

Hans said, “It is fine if you think she needs to be reminded to do what she is instructed. I have had to do that many a time with the dragons early on. It will not offend me if you choose to do so.”

I looked at the two older women. They were attentively on their pillows sitting in the picture-perfect lotus positions. It made me wonder if not correcting Jackie would look worse than doing it. If I couldn’t get a single person I was paying as a companion to follow simple instructions, how would I do with a team of engineers? Since getting engineers to go in one direction is notoriously like herding cats.

Glaring again at Jackie for not realizing the situation she had put us in, I said, “I swear I want to ask Heidi ... I mean Two what you did when you corrected her. And do the same thing. Maybe you would learn, too.”

Jackie’s eyes got wide and her face went pale. “I’ll remember to pack my swimsuit next time. So please don’t ask her.”

“The fact you think this is about the swimsuit. It tells me you don’t have a clue about

what the real issue is.” I
replied no less irate. I looked over at the perfect form Two was displaying and got an idea. “Two.”

In a flawless fluid motion, she stood. “Yes, sir,” she replied.

“You and One please take Jackie to where ever you went for your training. And feel free to use the same technique on her that she used on you. Or if you can think of something better please do it,” I said. When done requesting Heidi to punish Jackie, I had concerns Jackie would object. This was as close to claiming her as a sub as I ever had.

Jackie appeared as if she was going to balk at my giving her over to the two older women. Yet seeing how incensed I was she said nothing. She bowed her head so as not to look at me. I directed at her. “And when they are done with you. Come to the lake anyway. Skinny-dipping is an activity you’re familiar with. And a night swim will be a fun way to end our day.”

Hans helped Jackie out, “One and Two rarely swim in their suits. And I’m not planning on putting mine on. So you will not be alone in the skinny-dipping.”

Gretchen said, “We will bring your drinks down when we are finished with the lesson. It shouldn’t take more than ten to fifteen minutes.”

Heidi took ahold of Jackie’s upper arm. “Better make that thirty to forty minutes.”

“Really,” Hans questioned.

“Yes. If that meets with your and Mr. Franklin’s approval.” Heidi said continuing to lead Jackie out of the room.

“That will be fine,” I answered as she continued guiding Jackie from the room. Once again, Jackie was leaving with the two owned women. And again, one of them was to learn a lesson. This time, though, it would be my companion learning something. But I was unsure if any lesson would get through to her.

The women were long gone when Hans asked, “Do you want to see how Two is going to teach Jackie? Because I would like to see what she thinks will get through. The women always know the right pressure points to press on to get results.”

“I am always interested in learning. So sure let’s see what she comes up with,” I answered. But despite agreeing I still felt a bit like a peeping tom. It didn’t prevent me from following Hans back to his office, to watch Heidi and Jackie on the monitors. It turned out Gretchen joined in the lessons.

They had no more walked back into the room they had left only a few minutes before. Heidi immediately demanded, “Strip.”

Jackie likely had no problem getting naked with the women but to be told to strip took her by surprise. She asked in return, “What?”

Heidi repeated in the same demanding voice, “Strip.”

“No ... Why do I have to be naked to be spanked? I’ll raise my dress and lower my panties. That should be enough,” She objected.

“I see why you ended up here,” Gretchen added. “Do as you are told. Two and I are an extension of Joe. Our demands are his demands.”

“Fine,” Jackie replied reaching behind her to undo the top hook. Gretchen undid the zipper after Jackie had shown she was willing to get nude. Stripping her took little time after that first hook was undone. It left her lithe body on display for the women in the room and Hans and me on the monitors.

Hans was the first to speak, “Damn, I might have to rethink my earlier statements. One and Two would love to keep her. They are almost drooling down there.” He was right the two older women, again, looked like they were fighting the urge to grope and maul every inch of my companion.

l was honest with Hans, “At this point, she would need lots of work to fit in here.”

“That is true,” Hans agreed. He nodded to the monitor. “And my dragons are starting the work.”

I expected to see Heidi take Jackie to the place she had stood before being strung up for her lashings. Heidi pointed to a black saddle-looking device. Jackie’s tits jiggle when she went where Heidi had pointed. I had seen those tits jiggle many times before. But this time it was muted. She had captured them in her hands.

Two seemingly randomly asked, “How big is your dildo? Eight or twelve inches?” Jackie blushed and acted like she was going to deny having one. She was cut off first, “Every woman has one so how big is yours?” Heidi inquired.

Jackie stammered her answer, “No ... nothing like that.” Motioning with her hands she explained,” It’s maybe this long and probably this big around.” Her sizing very accurately described her dildo. It was one that a preteen might have.

“Damn that small? Have you ever had anything bigger?” Gretchen asked.

“Oh no. My mom caught me with mine when I was in high school. She wasn’t happy I had it. She told me anything bigger would make me hurt for weeks. And mine does the job.” Jackie answered defensively.

Out of the blue Gretchen said, “The finger.” Heidi nodded and pulled out a part and began attaching it to the saddle.

Hans said more to himself than me, “The Sybian. That is an interesting choice for punishment.”

I asked, “Why is that an interesting choice.”

“I used that at times to teach them control. Taught them to hold off and orgasm until directed they could enjoy the stimulation. It taught them to concentrate when other things were there to distract them. Their bodies being one of them,” Hans explained. He went on to add, “But when they were first learning. Both swore I was torturing them keeping them on the unit long after they orgasmed. It overstimulated them. They said it was like being tickled long after you can not breathe.”

“I see. It’s definitely not what I would have thought of,” I said. I turned back to the monitors, waiting for the punishment to play out.

Jackie stood next to the black saddle-like item as Heidi added the attachment. She watched intently. She was trying to get the gist of the piece in front of her. Heidi had finished putting on the attachment when she said, “Crawl on and get on the finger.”

Gretchen looked at her sister with some confusion. She said, “Are you going to first add some lube to it? You do not want her up there without it.”

Heidi shook her head and said, “Look at her. Look between her thighs. She’s already wet. She came down here excited expecting to be spanked. But in my opinion, all she really needs is a good fucking. And that is what this machine is built for, and is going to do. It is going to give her the fucking she has needed for some time.”

Jackie said to Heidi, “But, I’m a virgin.”

In response, Heidi said with some derision, “So you have said. And you still will be. At least as much as you were this morning. Think of this as your dildo on steroids.”

Jackie didn’t appreciate Heidi’s true but snide comment. She stood her ground not doing as Heidi had demanded. It was Gretchen that broke the loggerheads of the recent lovers. “You know you have to do what she said. She and I are extensions of Joe at this moment. And you would not defy his demands.”

Jackie blurted, “I might.”

“You know, I believe you,” Gretchen said in return. “But I know you don’t want to be sent home. And is that not what will happen for not doing what he’s told you.”

“He can’t tell me to have sex. It is against our agreement,” Jackie argued. “And that is what you’re demanding.”

“No that is not. What is required of you is to submit to your punishment,” Heidi rebutted, this time. “We will have to let Joe know you have refused your lesson.”

The threat of informing me was all it took. Reluctantly, Jackie swung her leg over the end of the black saddle far down from the protruding attachment. Heidi said, “No that.” She pointed at the flesh-colored skinny skinny-looking finger. “That goes in you.”

Jackie looked mortified at the demand from Heidi yet Jackie crawled along the ledges on either side of the saddle. She took the flexible tip of the prosthetic finger between her slender finger and thumb. She raised herself up and guided the finger’s tip between her lips. She slowly sunk down, groaning. Along with her groans, she huffed as the finger was gradually buried up into her twat’s cavity. When I could no longer see the last of the elevated part, her bare ass rested atop the curved device. Having sunk down completely, the hole in between her lips had the last of the intruder enter her. She said, “God, I’ve never had anything that far up me. I think it’s poking my diaphragm.”

The other two women laughed at her. One said, “You do know that is not quite two-thirds the length of Joe’s dick. And it will be a whole hell of a lot thicker.”

Defiantly Jacking pronounced, “It is a good thing I don’t have to worry about that. ‘Cuz it’s not going to get there.” The two women shook their heads in perfect harmony at her.

Gretchen, this time said it to Jackie in person, “Your loss.”

One and Two had moved to either side of Jackie as they talked. Jackie wiggled the whole time they talked trying to get the full finger comfortable in her cunt. Shortly after Jackie appeared to have settled on a position with her thighs straight down. Her knees barely touched the ledge on either side. Sitting on the Sybian with a finger fully in her cunt, Jackie looked about. She was too busy looking at the chrome-plated handlebars in front of her to initially notice the other two women’s goings on.

Heidi had the leather strap wrapped around Jackie’s calf right behind her right knee. The flat leather tongue had been threaded through the buckle and cinched tight before she got a word out. Gretchen had done the same on the left side of my companion at the same time. Jackie complained, “Hey I can’t move.”

The closed and tightened straps held Jackie’s thighs straight down and prevented her from raising up enough to get the finger out of her. She had reached down for the left side’s buckle, only to be met with her hand being slapped away by One. “That is part of your lesson.”

Having been denied once, Jackie did not try to undo the strap holding her left leg in place. She asked, “How is this part of my lesson?”

Neither of the women answered Jackie’s inquiry leaving her to wonder. The trickle of cunt lube down the inserted finger likely was due to that wonder and excited fear of what was to come next. Next, was Heidi putting a strange bra-like contraption she had gotten from the wall of pain implements on Jackie. “You need this,” she said curtly putting in on Jackie. The strange-looking bra had cups with small holes in the front of each cup. Heidi aligned the openings with Jackie’s hardened nipples. The clasp in the back was adjusted for Jackie’s smaller bust size. When secured the nipples in the holes were straining for more of the tit behind them to burst through as well. The look of the small cones jutted out was almost painful to see. Out of Jackie’s sight Heidi plugin it into a box close by with knobs.

“What is this for?” Jackie asked flicking her own nipple. “It is kind of uncomfortable.” She pulled on the edges.

“Hush you will find out,” Gretchen stated taking Jackie’s right hand. She slapped a wide cuff on her wrist and pulled it tight securing it. “Other hand,” she said with the efficiency of a German commander. Jackie didn’t understand and seemed reluctant to give over her other hand. When she complied a second cuff wrapped her wrist. These cuffs didn’t have a place to attach a securing cable or rope. It meant they weren’t meant to restrain her. A small flat spot on the cuff reflected in the monitor. I found that small piece of metal strange, yet I knew instinctively it had a purpose.

Gretchen took both of Jackie’s hands and directed her to the set of handlebars in front of the device she was sitting on. Heidi said, “Lean forward and grab the handholds. And don’t let go until I tell you so.”

Jackie did as directed clearly in the dark as to why the two older women looked so happy. As she stretched out over the open area her breasts hung down as she grabbed the places on the handlebars plainly designed to be taken ahold of. Jackie’s outstretched body had her arms extended way out over her head. She had to strain to look in any direction but at the floor. And her stomach required only a slight tightening to maintain position. Yet in doing so, the front of her vulva was pressed onto little nubs that were part of the Sybian’s attachment that contained the finger.

When Jackie was prone and in place Heidi looked over at Gretchen. She said, “Turn it on.” In the position Jackie was in it, the words sounded like those of a maniacal madman before he had a henchman kill the extra in a movie. Gretchen looked at the small box the bra had been plugged into and threw the switch below a black knob.

One asked two, “What settings do you think would be good. I do not think she is a full-blown pain slut.”

Jackie looked up with some concern. Heidi said, “Just enough so she understands. I would say put it at one for now.” Gretchen turned the knob so the white line pointed at the one, on the written-out gradient of one to ten. Heidi looked down at Jackie and said, “I think you are ready.”

Jackie looked up, her hair hanging somewhat over her face, and asked, “Ready? Ready for what? Why do you want me to do this? It doesn’t make sense just to hold on to this bar.”

“This is some of your lesson. You need to understand when you are told something that you do exactly what you’re told. Or there are consequences.” Heidi said.

Jackie’s left hand let go of the handlebar to make it easier to rotate her torso and argue her point. She began saying, “What do you...” I could see the surprise on her face as the muscles in her breasts contracted. Her left nipple got harder. She replaced what she was going to say with a drawn-out, “Ouch.” Her other hand came up and grabbed the nipple that was likely being shocked by some kind of TENS unit. Two seconds later her right nipple reacted the same as the left had before it was covered by her hand. She grimaced as both nipples were being gently shocked if there is such a thing as gently being shocked.

Heidi informed her, “I told you to not let go of the bar until I told you. Until you put your hands back where I told you to keep them, that small correction will continue.”

I could see Jackie’s face harden with determination thinking she could outlast shocks to her breasts. Gretchen put an end to her defiance. She turned the little black knob with the white line so that it pointed at three. Shortly after she had done that Jackie’s hands flew back to where they had left. Heidi went on to explain, “As long as your hands stay on the bar your tits will not receive any shocks. If you raise your right hand off the bar your right breast will pay the price. The same goes for the left. You will stay in this position until we come back for you. Do you understand?”

As insubordinate as ever Jackie screeched, “Fuck you you God damned cunts. Who the fuck do you think you are? Why the fuck don’t you just fucking spank my ass and be done with it. I don’t understand how you get your fucking jollies out of doing this.”

One and Two were unfazed by Jackie’s outburst. If anything it made them look even happier. Heidi explained further to the naked stretched-out woman. “ Learning to obey is only half of your lesson today. The other half is learning to control yourself. In what you say and what you think. You see it is not just in what you do. For it has been said what consumes your thoughts, controls your life. Or to put it another way, where your mind goes your body shall soon follow. This is true not just in your public life but more so in your private as well.

Again the lack of understanding was clear on Jackie’s face. The two owned women nodded at each other. Their lesson plan explained Gretchen turned the first knob to six. She then went to a separate control box. It had two knobs that didn’t have intensity levels marked around them. It looked like both were set to five. Gretchen turned on the two switches below the knobs.

The saddle came to life at the flip of the switches. Through the monitor heard the saddle start to vibrate. Jackie squealed, “What the hell? It’s moving in me. What ... What ... Oh my God.” I can see that within just a few seconds pleasure radiated from her face.

Gretchen smiled at the pleasure Jackie was feeling. It was a devious smile. She brushed the hair off of Jackie’s face and said, “Most first-timers don’t go above three and climax within five minutes. We are setting you to...” She reached over and bumped it up a little more. “Six and will be back in thirty. So you know, I have never made it past fifteen minutes before my first orgasm hit. My suggestion is to work on controlling your mind. You need to block out the pleasurable stimulus that this Sybian is going to give you. Otherwise, you will be climaxing long after your body is spent.”

Within twenty seconds Jackie lifted both hands from the handlebars trying to straighten up. It was her attempt at getting her clit off of the vibrating nubs. It only resulted in her breasts being shocked over and over until she leaned back over and grabbed the handlebars. The punishment of her breasts for her not compliance ended, and Jackie was once again stretched out. She bellowed, “You fucking cunts. I can’t do this for thirty minutes. I can’t do another minute, let me up!”

For good measure, Heidi grabbed a crop that was hanging on the wall. She swung it smacking Jackie’s bare ass, leaving a red triangle mark on her already blushed cheek. Jackie moaned, “Oww.” A second or two later she added, “Oh that ... That’s punishment not this” Her voice went up as she complained.

Heidi swatted her ass again. It left a second red triangle on the curved globe, “That for the language.” Jackie groaned out at the lash on her ass. Heidi verbally reprimanded Jackie, “This is supposed to be a punishment for you. But you are enjoying it. Aren’t you?”

I could hear the light moan coming from Jackie after the crop landed for the third time. She again complained, “I’m not going to enjoy this.” She stretched out the last word to three syllables.

Gretchen said, “Oh you are enjoying that. And not doing what I said, you are going to continue enjoying that until you don’t. So the sooner you learn to block out the pleasurable stimulation the better. Otherwise, the enjoying doesn’t last so long, but the stimulation does.”

I knew what Gretchen was talking about. But I didn’t believe, Jackie was old enough or had enough self-awareness, or self-control to do what Gretchen was saying. I would turn out right about Jackie and her mental abilities

After the last slap of her butt, Heidi put the crop away and she waited on Gretchen. After the bit of advice, Gretchen and Heidi began to leave the room. Heidi turned back and reminded Jackie of what she had said earlier, “We will be back in thirty minutes after which we can go swimming. If you can still move.”

The two women finished walking out the door with Jackie hollering at them, “Get back here. Joe didn’t say you could torture me.”

I looked at the monitor and responded to her as if she could hear, “I didn’t tell them, they couldn’t either.”

I sat there watching with a bourbon in my hand as Jackie squirmed on the vibrating machine below her. Within a minute, she was pulling a hand off the handlebars to shove it between a cunt and the vibrating nubs. Her hand blocked the small nubs that were scrubbing against her clit. She could only do that for a few moments before the pain of the shocks applied to her nipples became too much to bare. She quickly returned her hand to the position which ended the punishment for non-compliance.

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