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Chapter 3: Her Son's Best Friend: Christopher joins the Barron household.
Four weeks had passed since Heather and Gary had driven away to start the rest of their lives together. It had been a very bittersweet moment for Caroline. She was happy---more relieved---that she wasn't simply casting Gary off with his now twisted sexuality. She had also grown quite fond of him, especially the time they spent together, and she frankly missed him.
Today, however, she didn't feel that way and was quite excited. Today was the day Christopher, Heather's brother, was set to move into Gary's old room to attend the same college Gary and Heather had gone to. It had been Heather's idea, once Caroline had explained to her the nature of their relationship. She had fallen in love with Gary and wanted him for herself. In exchange, Heather had proposed to convince her brother---Christopher---to rent the room Gary had. Heather explained that Christopher secretly fantasized and craved being sexually dominated by a woman and would very likely jump at the opportunity to be under Caroline's velveted fist. And, not without some trepidation, he had. Caroline remembered her phone conversation with him vividly. . .
"Hello?" Christopher said, a little uncertainly.
"Hello, Christopher. My name is Caroline. Caroline Barron. Your sister said you would be interested in staying at my house while you attended college next year. Is that true?"
"Oh. Hi, Mrs. Barron. Yes. I guess I am. Is that all Heather said?"
"You sound very sweet, Christopher. No, that is not all she said. Are you alone right now? Can we talk freely?"
"Yes, I am home alone at the moment. My parents went out for dinner."
"Very good. Well, Heather described you as a remarkable young man. But the focal point of our conversation about you was that you fantasize about being dominated by a tall, beautiful, sexually powerful woman. Christopher, I am such a woman. I can make every fantasy you've had come true, and then some. Is this what you want?"
"Ohh, yes." Caroline remembered Christopher's voice sounding very hoarse at this point.
"You sound like a delightful young man, Christopher. But before you say yes, to be fair, I want to be sure you know what you are getting yourself into. You will have very little freedom, outside of attending your classes and very little time for other extracurricular activities. If you live here with me, I will dominate you completely---physically, mentally, sexually. You will of course have the necessary time to do your school work, but pretty much the rest of your waking---and sleeping---hours will be devoted to service to me. You will be my plaything, my pet, and very much my slave. I ask again, is that what you want?"
Caroline remembered the long pause and then asked: "Are you hard right now, Christopher?"
After a moment's hesitation, "Yes. I am harder now than I think I ever have been."
"Then this is what you want."
"Yes. Actually, it is something I want, desperately. For as long as I could remember, I have wanted it. But. . ."
"But what?"
"Well, I have never had what you describe. I mean, I've played around with a girlfriend on occasion, but those experiences were lame and she was never into it. What if, what if the reality is not as good as the fantasy? Can we stop? Can I leave? What would happen?"
"Those are good questions and it shows you have a head on your shoulders as well as in your pants. I’ll be honest. You don't get to cut and run just because sometimes it is a little uncomfortable. But I don't plan to abuse you, Christopher. I will discipline you from time to time..."
"Oh, that's okay--"
"Please don't ever interrupt me again, Christopher."
"I'm sorry." Chris sounded genuinely contrite over his impoliteness.
"That is all right. I expect that you have much to learn. What I expect is you commit to this for a semester. We will talk extensively and over time when we meet about what you think is interesting and appealing and what isn't. I will take your opinions into account. But I expect you to try to make this work. I will as well. If, after a semester, you decide that this isn't you after all, we can part as friends. You can live in my house as a regular boarder or move out. Although, I'll tell you now, I will probably prefer if we make a clean break of it."
"That sounds. . .good."
"Excellent. So. Have you been touching yourself as we talked?"
"Yes, I confess I have."
"Stop it at once. How often do you masturbate?"
Clearly a bit embarrassed at being caught, "uh, two to three times a day."
"Wonderful. Just wonderful. Christopher, we are going to have such a good time together, I am sure. When do you expect you will want to move in?"
"I was thinking about July 1. I could tell my parents I have some sort of summer thing here, but in reality we could take the two months before school starts to, well, figure out how it will work."
"I love the idea, Christopher. I'll plan on taking some extended vacation time starting on the first. I think we will get along swimmingly and have a wonderful ride over the next four years. You have my number if you need anything. And I will call from time to time to check in, or you can feel free to call me. To ask any questions you want or state any preferences you have. Or you can wait till we meet. Ultimately, you will have to bare your soul to me Christopher, tell me every fantasy, every preference, every fear you have about being totally and utterly dominated and controlled by me."
After a little more chit chat, Caroline ended the phone call. In truth, Christopher didn't call much and neither did Caroline. He had preferred to wait until they met and that day was finally today.
Chris Becomes Caroline's Slave
When Chris arrived at Caroline Barron's house his mind was virtually reeling from various thoughts. Foremost was probably relief that, because he was not starting school right way and was going to have an "internship" over the summer, his parents had decided not to come and had decided to buy him a decent used car for school. That said, it had been a difficult drive from his parents’ home to here. The road was usually not what he was thinking about. As he turned off the engine, double-checking the address, his heart was pounding so hard from excitement and fear that he felt as if it would burst through his chest. While the car was loaded with various bags, boxes, and small electronics, he simply grabbed his backpack and headed for the door.
He knocked, and then waited what seemed like an eternity. Finally he heard the tell-tale sound of heels clicking on a hardwood floor. When the door opened, the image of Caroline Barron made his mouth go dry. Heather had not lied and Caroline was more attractive than her pictures. First, she seemed very tall, a fact helped by the four inch heels on the tall black boots that Caroline wore over her capri pants. At only 5'7", Chris stood eight inches shorter than Caroline, which was evident since he was forced to bend his neck up to be able to look her in the face. And that was a pretty image as well. Caroline retained a lot, though certainly not all, of her youthful beauty even though she was now 45. However, she had, it was said, "aged well." Her very long red hair was tied in a ponytail, which swayed beautifully as she walked. Her breasts were large and rounded, Chris could tell, trapped behind a quite tight fitting white satin blouse.
"Christopher! Do come in! It is so good to meet you at last. How was the drive? Any problems finding the place?" Caroline's warm greeting set Chris at ease a bit as he walked into her house. Caroline liked what she saw, too. Chris was cute more than handsome, a quality he shared with Gary but not her son Doug, who had his father's ruggedly handsome good looks. Chris looked fit, but clearly did not work out. I could take him, she thought, if it came to that.
Hoping his nervousness was not too evident, Chris replied: "Thanks. No, the drive was fine. And it is great to meet you, too."
"Come sit down for a minute, let me get you something to drink. What would you like?"
"Oh, anything will do. I'll need to unload the car soon, because I need to get my computer and stuff out of the heat."
"Of course. Well, then, why don't we go do that. I can help you, then once you have your things settled, we can sit down and talk. You have no plans for later, correct?"
Chris smiled. He was pretty sure it wasn't a question. "No ma'am. I'm---(hestitating ever so slightly)---yours for the evening."
"Wonderful. Let's get on with it then."
It did not take Caroline and Chris long to empty his car and it did not go unnoticed by Chris that Caroline had no trouble whatsoever carrying one-handed his heaviest bags. He doubted he could take her if it came to something like that, he thought. Once unloaded, however, Caroline showed Chris Doug's and Gary's old room, which was now his, and let him spend a couple of hours unpacking and setting things up.
Finally, Chris came down. "All finished, more or less."
"Excellent," Caroline replied. "I've ordered some Chinese take-out for dinner, if that is all right. We can relax and talk and not have to worry about cooking or even cleaning up very much."
"Sounds great to me." And as if on cue, the doorbell rang and Caroline brought back the food---dumplings, fried rice, and a couple of meat dishes. They sat down to eat. Chris waited for Caroline to start the conversation rolling toward the elephant in the room.
"So, Christopher. Again, I'm delighted you're here. I've been looking forward to your arrival for quite some time. I think we are going to enjoy each other's company tremendously. But why don't you talk to me first. Why are you here? Why do you want to do this?"
"By 'this,' do you mean submit. . . become your sex slave?"
Caroline couldn't help but smile at the cute, naive young man at her table. She felt herself wet just thinking about taking all of that innocence from him. He would soon learn that his slavery was going to involve more than just sex. "Yes, dear, that is exactly what I meant," her eyes penetrating deeply into his soul.
"Um, yes, sure. Well, and I gather Heather must have told you this, and while I don't know why, but for as long as I can remember, every sexual thought I ever had was that I was with a strong, powerful woman who would completely dominate me, sexually. The fantasies changed over the years. At first, you know, when I was, say 12, I’d imagine older women, teachers, nurses, baby-sitters, whatever, who were clearly stronger than me, would simply force themselves on me. Rape me, you might say, but it was something I wanted. When I discovered the female domination stuff on the internet, it was so exciting!" Chris was rapidly growing more comfortable with the conversation as Caroline did not interrupt but nodded approvingly throughout.
"My fantasies took lots of different forms, with dominant women in lots of black leather or latex using bondage, whips, or whatever, and then using my body to satisfy their sexual desires. Sometimes it would be rough and hard, others soft and more sensual, but the woman was always dominant, always in complete control.
"Alas, it just never happened in real life."
Listening to Chris speak and knowing it had been more than a month since her last time with Gary, it was all Caroline could do to resist bursting up, ripping their clothes, forcing him to knees and brutally shoving his face into her crotch. "That is too bad. I think people should be true and accepting of themselves. I am a little surprised that more of the young women of your age aren't more inclined to be dominant."
"Oh, I think they are," Chris replied. "It just that it never happened to me. There were a couple of girls I knew in high school who I am sure like to sexually dominate guys, but if so, they liked doing it to the athletic jock types. And I am just not. While the girls who I think would have dated me, weren't."
"You probably should have given them a chance. You can't always tell. Look at your sister, for example."
Chris reddened a bit at the thought. He had no desire to discuss any aspect of his sister's sex life. And the one conversation they had had that hinted at was the one that got him to this house.
"Still, Christopher, you don't have to worry about that with me." She took his hand into hers. "You won't find me pining for some athlete. I very much prefer young men like yourself. The hulking jocks are usually too full of themselves and even if they weren't, I like being physically superior to my lovers as well."
Chris reddened some more at that thought. She thinks she can take me, too, he said to himself. Oh, it is what I have always wanted.
"Go on, Christopher. Describe your fantasies in excruciating detail. You must be forthcoming, no matter how embarrassing you think it might me. You must have no hidden secrets, fears, or desires for this to work." Caroline thought that that was not strictly true, but to know his fears was especially desirable, in part to avoid them or to use them for control.
Christopher thought for long time, before finally taking a deep breath. This is really happening, he thought, so, Chris, be careful what you wish for, he said to himself.
"Well, while the scenarios vary, the result is always the same. I am behind a closed door with a dominant woman who----"
"Stop. Don't gloss over how you get there. Describe some of them, even a little, before you go on."
"Okay, I'm in detention with a teacher, who takes advantage of the situation. Or I am pulled over by a female police officer for a traffic ticket. Or I spend the summer with an aunt or older cousin. Or I have a girlfriend who is dominant. Or a neighbor who seduces me. Really, there have been so many."
"Very well, Christopher, go on then. What happens behind the door?" Caroline made a mental note of this. If Chris proved game, then they could do play-acting when they were together sometimes. She had a mean looking policewoman's outfit, for example.
“Well, uh, I imagine she completely dominates me. She rips off my clothing, she forces me down to my knees, she ties me up, I am forced to worship every part of her body, but especially her pussy, she torments me in many different ways before she rapes me."
Caroline wanted to hear more details, but it was clear that Chris was having a hard time giving them. No matter. She heard all she needed for now. Chris appeared to be a true submissive, a man born to the need to be sexually dominated by a woman. She would love exploring the rest of the summer just how far this could go.
"All right, Christopher. Let me explain some things. I will give you what you crave, what you so desperately need. I will dominate you, but not only when we have sex, but mentally and physically as well. You are to be my slave in this house. You will do almost all of the chores around the house, such as the cleaning and gardening. You serve as my body servant as well, brushing my hair, polishing my toenails, giving me daily massages, washing me when we bath. You will spend all of your time in the house either naked or wearing whatever frilly clothing I give you. Outside, at college, you may keep your secret, although you will still wear what I tell you under your outside clothes. Do you understand?"
"Yes ma'am."
Caroline then explained to Christopher that he would face discipline for failing to obey her and probably would be disciplined occasionally even when he did. "Does that frighten you Christopher?"
"No ma'am."
"Really?" Caroline was a little disappointed and taken aback by this answer. She liked inspiring a little fear in her slaves and she could always count on the threat of physical discipline to have the desired effect on Gary.
"No ma'am, I think I would like it. I always kind of enjoyed it when my Mom spanked me as a boy and when she thought I was too old to spank, I used to provoke my baby-sitter into doing it."
(Christopher flashed back to when he was 10 and his 16-year baby-sitter, Melissa, finally acted to spank him after pushing her just a little too far. She had actually apologized afterward, fearing she would get in trouble when he told his parents. But he never said a thing and actually made a point of saying how wonderfully the evening went with Melissa in front of her. But then he would do it every time she came over, and she would finally be forced to spank him again to "calm" him down. After several such occurrences, Melissa figured out that he liked it and asked him after finishing spanking him the fourth time it happened: "Chris, admit it, you like it when I spank you, don't you? You're deliberately provoking me to do it, aren't you?" Chris had answered, "yeah, I do. I don't know why, but I do." "It's okay, Chris. Tell you what. You don't have to be such a brat when I come over. You be good, we have some fun, watch tv, and I'll still give you a good spanking. Do we have a deal?" Chris had given Melissa big smile and hug after that and, true to their deal, Chris always behaved after that and Melissa always gave Chris a good spanking before bed-time, until Melissa went to college and Chris was then too old for a sitter. It was more fun than he ever had when Heather sat for his parents, which wasn't often because she usually liked to go out on Saturdays.)
Caroline smiled quite broadly. "Christopher that is just wonderful! I think you and I are going to get along very well." They had finished eating. "Why don't you clean up and then we can enjoy some one-on-one time." Chris smiled nervously and stood up. Caroline could see the outline of a massive erection in Chris's pants and even a small wet stain, showing he had been releasing pre-cum throughout dinner. As Chris made to pick a few things up, Caroline stopped him.
"Chris, it begins now. Strip. I want you completely nude."
Reddening again, he simply answered: "yes, Mistress." Chris unveiled a solid, wiry body as well as an erection so hard that it stood up, pointing toward the ceiling and almost never bobbed downward as he worked.
When he had finished, Caroline ordered him down. "Another rule. Unless you have reason to stand, you crawl in my presence in this house. Now follow." Caroline's voice was matter-of-fact, rather than stern. Caroline led Chris up the stairs, past his room and to the hall bathroom.
"Chris, you may stand up now and go take a shower. I wish to take one as well, but we will do it separately for the moment. I will use my own bath. In precisely 30 minutes, you will crawl down to my room and enter without knocking. Exactly 30 minutes. Understood?"
"Yes, Mistress, I understand." Chris then stood up and headed into the bath where he found white, fresh towels waiting for him as well as soap and shampoo. As he showered, he felt much more excited than apprehensive. Caroline seemed like a nice woman---she certainly gave him no reason to think otherwise. And he found her incredibly attractive, just his type: tall, older, beautiful hair, and clearly a firm body. Chris was an "ass man" and there Caroline did not appear to disappoint as well. Her cheeks were tight and rounded from what he could observe through her clothes. He thought that this was impressive for a woman in her forties.
It was all he could to keep from stroking himself in the shower. He took a long, hot shower and that did nothing to shake his constantly raging erection. His spun out a thousand scenarios of what he thought would come next. After he finished, he took a long time drying himself, to burn up as much as the 30 minutes as possible. He was now impatient to continue but knew that "precisely 30 minutes" clearly meant just that.
Finally, 30 seconds to go, Chris got back down on his hands and knees---naked---and crawled out into the hall. When he reached Caroline's room, he found the door slightly ajar and entered the room.
If it was possible for Chris to get even more excited at this second, he did. As he entered the room, it was decorated in red and black. Hanging from the walls were a variety of pictures and artwork that showed men being sexually dominated by women: bound, whipped, and kneeling before mistresses. In the center of one wall was a large armoire, whose doors were wide open, revealing a variety of whips, bondage devices, and leather clothing. In the center of the room was a king-sized bed with four posters with chains and handcuffs attached to them. From the ceiling over the bed, hung a number of chains in different positions. Other than those additions, the bed itself was made up of normal sheets and a comforter, though ones consistent with the decor of the room.
Caroline herself was sitting in a large chair in the room. No longer wearing a satin blouse and pants with boots, she had kept the boots on, wore a black leather corset that zippered in the front, and her hair was clearly done up in a bun and hiding under a black, policeman-like hat. Everything else above and blow the waist was exposed. Chris believed her to be the most beautiful thing he had ever seen.
"You look absolutely beautiful, Mistress."
"Why, thank you, Christopher. You look very handsome yourself, and it has been some time since I had a young man in this room to take advantage of. Come here. Let met get a good look at you."
Chris crawled over to Caroline and sat up, but remained on his knees. She stood up and walked around him, touching him constantly about the head, shoulders, arms. As she did so, she put a black leather collar around his neck. "This is a sign of your status to me," she said. Finally, she squatted down in front of him with the leather of her boots aching with every move she made. Caroline grabbed Christopher very firmly by his balls, not enough to really hurt but enough to make him suck in his breath. With her other hand, she grabbed a fistful of his hair on the top of his head.
"This is where we begin, Christopher. So long as I wish to have you and you wish to be here, I can do anything I want with you. Your cock and balls are my property to use and restrain as I see fit. Your head and especially your mouth are here for my pleasure. All of these parts of your body will get a daily workout." Without letting go, Caroline asked: "Do you understand?"
"Yes, Mistress."
Caroline felt like a kid in candy shop. It had taken her months before she felt she could be so direct, so bold, and so controlling with Gary. But Chris's ready-made orientation allowed her to by-pass that training stage with Gary. All she had to do was not be too severe so as to frighten the boy off, but so far, based on how hard his cock felt in her hand, there seemed to be little chance of that.
"You are so delicious, young man. Come let's get started. Stand and come over to the bed." Caroline released Chris and walked over to the bed, unzipped her corset, and lied on her stomach. Give me a massage, all over, until I tell you stop."
Christopher got to work, and for the next half hour gave the best massage he knew how. Caroline encourage him repeatedly, telling him what she liked, and when and where to do more. The feeling of a young male's hands on her body in service to her was one she relished and never, ever tired of.
Finally she ordered him to stop. She turned over and got into a sitting position with her back against a large stack of pillows against the headboard, spreading her legs wide. She wanted to do so much with Chris tonight, but right now she wanted some immediate relief.
"All right, Christopher. I gather from our conversations that you have never eaten a woman's pussy in your life, am I right?"
"Yes, Mistress. But it is something I have always fantasized about."
"So you have told me. Well now it can be reality. Indeed, worshipping my pussy will be one of your core responsibilities almost every day. Lie down and position your mouth here," she said pointing to her crotch.
Chris approached almost reverently, longing for this day for as long as he could remember, but a little uncertain as well. Caroline's vagina was neat and trimmed, invitingly so. And once he got near it, found it fresh and clean smelling after her shower, though emanating moisture from her excitement. Caroline lifted her thighs slightly to allow Christ to slide his hands underneath her buttocks. Once that done, however, Chris felt Caroline's leather booted legs close around his body and lock behind his back. She had a very firm grip on his position that indicated he was not going anywhere. Still, it felt really good, comforting even, as if that was where he was always meant to be.
"Since you have never done this before, I am going to start off by giving you some instructions. But I expect that pretty soon I will just take over and we'll have to continue the lesson later."
Chris was not at all sure what that meant, however, but he figured he would soon find out.
"Begin by licking the outside, Christopher. Start off slowly, with short licks, but then gradually increase your strokes until you are licking with long strokes from top to bottom."
Chris did his best to do exactly what Caroline said. In return, he was rewarded with various sounds of pleasure, moans and groans from his Mistress. Her hair down there was not as soft as he expected but nor was it unpleasant. The more he progressed into his rhythm, the more he enjoyed giving so much pleasure to Caroline. And while he did his work, he noticed Caroline would tighten her legs around him from time to time and she never let go of his head with her hands, although neither was she hindering his movement.
"Ohhh, ohhh, yes, wonderful, Christopher. You're doing very well!"
Chris thought he spent a good 10 minutes at this activity before Caroline gave him further direction.
"Now then, stick out your tongue as far as you can and push it inside. I literally want you to fuck me with your tongue."
Chris dutifully complied. He angled his head down a bit and pushed his mouth as much as possible into Caroline's vagina.
"Swirl your tongue around in there!" Caroline's voice was rising and getting a bit more excited.
As Chris moved his tongue, he noticed a change in Caroline's actions. She was increasingly moving Chris's head with her hands, pushing him harder and into her. Soon Chris realized that for all intents and purposes, Caroline was masturbating herself using his face. She was rubbing his mouth and nose against her pussy reducing dramatically the amount of air Chris was able to take in. As he attempted to move or resist that a little in order to catch a breath, Caroline locked her legs even more tightly around his torso, if that was possible, to prevent him from moving away from her even a millimeter.
And the more Caroline pressed Chris's face into her pussy, the tighter the seal her lips made around his mouth and nose. Increasingly, he was finding it difficult, if not impossible to breath at moments and this caused him to struggle a little harder to free himself a little. But he also never felt so turned on in his life. Here was the ultimate moment he had always fantasized about: a taller, stronger woman who was completely dominating him and using him as her sexual plaything.
For her part, Caroline loved the position she (and Chris) were in. Moreover, the more Chris struggled to escape her grasp, the more turned on she got and the more roughly she used his face as her dildo and the more tightly she locked and squeezed her legs around his body, making it virtually impossible for Chris to move on his own, much less escape her control. It wasn't long like this before Caroline came, which was a good thing for the last minute Chris was completely unable to breath and completely unable to do anything about it.
"AAAAAAAHHHHHHHHH! Yes, oh YES, God, Christopher, that was so good!" Caroline relaxed her grip on Chris's head, who immediately pulled back and sucked in air. "Not bad at all for your first time. But the good news is that we will have lots of time to perfect your technique. Here." Caroline handed Chris a face cloth to wipe his face, after using it on herself, which he did. "What about you?"
"Caroline, I have never been so turned on in my life as I have been since I arrived here today. I absolutely love worshipping your pussy. It was better than I had ever dreamed it would be, but . . ."
"But what?"
"Mistress, may I please have some relief? I am so turned on it actually hurts."
Caroline thought this a good idea. They were less than an hour into what she expected would be six hours of dominant female lovemaking, but she was far from ready to take his slave virginity from him, especially since she had just come. "All right Christopher," she said getting up. "Lie down on your back." Chris did what he was told and Caroline then chained his legs to the bottom four posts of the bed. "Now, I want you to make yourself cum, but don't release until I tell you to." Caroline thought this hilarious as she seriously doubted Chris would be able to restrain his orgasm much at all the minute he started to touch himself. And sure enough, that is what happened. While Caroline ordered Chris to stop a couple of times, the next time the slightest touch started his eruption, which Caroline ordered him to finish.
"You did not wait for my permission," she accused.
"I am so sorry Mistress, it's, it's just that right now I feel like I have very little self-control, especially in your presence." Chris meant that with all his heart. So far, the time he has spent with Caroline was far better than he ever imagined, but he felt chagrined that he could not contain himself when told to do so.
"Yes, well, nevertheless, it appears some appropriate discipline is in order." Caroline unchained Chris's legs, sat on the bed, and ordered Chris across her lap. She began spanking Christopher and, to test what he had said earlier, did not go slowly or erotically at first, in the way she had done so with Gary. Chris was getting a more traditional spanking: Smack! Smack! Smack! Smack! Smack! Smack! Smack! Smack! Smack! Smack! She then stopped and noticed Chris's cock hardening again between her legs. So, she thought, he wasn't fooling. He's got a bit of masochism in him. Wonderful. And she promptly gave Chris 10 more. "Now thank me for it. You clearly seemed to enjoy it."
"Thank you, Mistress. Thank you for spanking me for not following your orders."
Caroline ordered Chris back down on the bed where she stretched and tied all four of his limbs to the four-poster bed. Caroline then lied down beside Chris, where she began kiss her new young slave quite passionately. Caroline always enjoyed kissing and enjoyed teaching Gary how to do it right. Chris appeared to be more of a natural at it, so she enjoyed that for a long time. As her kissing continued, she worked his nipples over, eliciting small moans and groans of pain from Chris.
Slowly Caroline moved herself on top of Christopher, so that she was lying on top of him. In her bedroom mirror, Caroline could see that her taller, somewhat larger frame seemed envelope Chris's smaller profile, as if she were consuming him. It was a thought and image that excited her, because that is the way she felt: she was continue to consume Christopher before she was through, consume him in a sexual, animalistic sense. She slid up his body until her breasts were positioned over his, like large melons dangling from a vine. She lowered her right breast to Chris's mouth just enough so that it pressed his face into a the pillow a little, while at the same time she slid her hand behind his head and pushed his mouth onto them. She did not speak. There was no question what Chris was to do.
And do so he did eagerly. He licked, lapped and sucked Caroline's breast for what seemed like ages, causing her to elicit a number moans, groans, and sounds of pleasure. When one was done, she moved the other into position for equal treatment. And when that was done, Caroline began to play with Chris's face with her magnificent breasts, at first slapping him with them but eventually and repeatedly pressing Chris's face into her overwhelming cleavage, cutting off his air for increasing amounts of time. At first it was for a few seconds, but as she increased the time, there were moments Chris grew uncomfortable at this lack of oxygen and would suddenly struggle to gasp some air. It was this struggle for air in panic that Caroline loved and she sought it repeatedly, smothering her breasts on Chris's face for up to 90 seconds at a time over and over, as each time ended with Chris struggling to escape, but Caroline knowing he couldn't if she didn't want him to.
After more than 40 minutes at her breasts, Caroline sat up and turned herself around. Planting her almost equally magnficent ass on Chris's face, she ordered: "Lick and worship my ass Chris. You must pay homage to every part of my body." Hesitant at first, but soon with little choice, Chris stuck out his tongue and ran it up and down her crack before plunging it in. He was surprised to find it did not smell or taste bad because Caroline had showered before they started. As a consequence, he was more turned on than ever, with his cock having returned to a permanent hard-state during the breast worship session. Caroline then played the same breath control game, except with her ass, savoring Chris's struggling beneath her to breathe when time was running out.
Finally, after what seemed like an eternity to Chris, Caroline got off from her slave and went to her lingerie chest, pulling out a small object. "Time for the main event, Chris, but despite granting you relief earlier, I detect you're enjoying this still a little too much for my taste. This is a cock ring." She held up a small silvery circle. "Once I put it on you, you will find I will be able to fuck you but you won't be able to come, at least not until I remove it." Caroline slipped the ring over Chris's engorged penis pushing down the base where it rested snuggly. "This will allow me full satisfaction before giving you yours."
With that, Caroline climbed back on top of the boy and holding his cock in position, impaled herself on him, pressing him hard into the bed. For Chris, it was a dream, a fantasy of a half dozen years come true. He was tightly bound, completely dominated, being fucked by an older, taller, stronger woman that he longed for. The sensations were warm, velvety and utterly delicious. Caroline at the same time was reaching her state of ecstasy: she had a new, young slave, who truly craved what she offered and was now going to be able to screw him until she was satisfied. And so she did. For better than a half hour, Caroline rode Chris's cock, bringing herself to multiple orgasms. A number of times Chris felt sure he was going to come but the cock ring held back completion, leaving a sense of frustration in its wake every time he felt he was getting close.
Finally, Caroline dismounted her slave. She grabbed a cloth from the bathroom soaking with icy cold water. When she applied it to Chris's cock, he screamed in shock, and she laughed in return. "If you want to come, the ring has to come off." While it took a minute, Chris's cock finally wilted enough so Caroline could take the ring off. With a brush or two of her hand, she made it erect again. As she made to mount him again, Caroline said, "here it comes Chris, enjoy." Caroline slid Chris's cock inside her and within just a few strokes of her vagina, Chris screamed his orgasm: "AHHHHHHH, OHHHHH, GOD!" And Caroline felt him shoot inside her for a long time, as he bucked and strained against his bonds.
When they were finally all done, Caroline released Chris and they took a shower together, where he was required to bath and pleasure her just a little more with his mouth. Having a male worship her pussy on his knees in the shower was something Caroline always loved.
After they were cleaned and dried once more, Caroline turned up the thermostat in the room to 78 degrees and put Chris's collar back on. She put a sexy top on herself as well as a crotchless pair of leather panties with some eye-rings attached to them. "You'll sleep in my bed, Chris, but only in ways I permit," she said as she lied down. "Come here." Chris, completely naked except for his collar, climbed onto the bed. Caroline sat up, grabbed a fistful of Chris's hair, bringing his head over to her groin. Then, with several hooks, Caroline attached Chris's collar to her panties, so that his head rested on top of her pussy, in a sense becoming his pillow. Caroline then tossed a blanket on Chris and one on her own torso, leaving the boy's head and her groin to steam in the open air. It was not the most comfortable arrangement for either of them to sleep, which probably explained why Caroline forced Chris awake several times for more pussy worship and once more to fuck him, but always returning him to that position. As inconvenient as it was, Chris never slept more contentedly.
Caroline had awakened in the morning and actually dislodged her exhausted slave to go make breakfast without waking him. Once ready, she rousted Chris with a few smart smacks to his exposed ass. After they had finished breakfast, Caroline told Chris: "It is time for you to begin your chores. The house needs a good cleaning. It should take you most of the day. You'll find all the cleaning supplies you need in the laundry room. But before you begin, come here." Caroline then pulled from a kitchen drawer a few items she had placed there yesterday: a hood and some leather straps. Caroline first connected the black cuffs Chris was wearing together. Then she put the black hood over Chris's head. It laced tightly in the back but had openings in the front that allowed him to see, breath, and speak---if Caroline wanted. "I know it will be harder for you to do your job handcuffed like that, but I like the constant reminder of your status."
Chris thought: how could I forget? but simply answered "yes, Mistress." He had read enough femdom porn over the years to know that "yes, Mistress" and "no, Mistress" were the words he'd be using most often.
With that, Caroline put the small gag of the mouth piece into Chris's mouth and strapped that closed. He could no longer effectively speak. The gag was not so tight however that he could not move it around or swallow saliva. Finally, Caroline attached a peculiar device to his genitals. The black straps were very thin and went around his legs and buttocks. They then attached to two small circular straps, which themselves could be tightened. Caroline fitted the small circular straps over Chris's cock, one near the head, the other two-thirds of the way down. She then attached the long straps to the loops on two sides each, pulling the whole package painfully snug. It had the effect of restraining his erect penis and forcing it to lay fairly flat against his groin. The same effect would have been occurred if he had had an erection inside a jock-strap, the difference being his cock was in full view. He realized he wasn't in a chastity belt really, but his cock was in bondage as well.
"Now, get to work."
Throughout the morning, Chris proceeded to clean Caroline's house. It was a slow process at times, in light of the restrictions he was under, but he gradually got the job done. Caroline, fully decked out in leather boots, pants, and halter watched him workall day, as she read, watched tv or relaxed. She held the leash, a long riding crop, and a cat'o nine tails with her the whole time, regularly checking on Chris's work or suggesting improvements, always touching him as she did or a stroking him as she simply walked by, especially when his focus on his work actually led to a softening of his erection. She knew it wouldn't stay in position all the time, but she tried her hardest to keep him hard all day long, this first day.
About mid-morning, having watched the arousing sight of an 18-year male serve as her slave, cleaning her house handcuffed and gagged, wearing nothing more than a slave hood, Caroline ordered Chris over to her and made him kneel in front where she was sitting. She unstrapped his gag, unzipped her pants, pushing them down just enough give Chris access, ordering him to bring her to an orgasm. Chris embraced that chore with relish, much preferring it to cleaning. Caroline did not control Chris's actions so much this time, as she had the previous night, preferring to let him go about it and bringing her off twice in a 20 minute period.
Caroline then made lunch while he worked, but Chris was required to serve it to her and clean up afterwards. Chris resumed his chores after lunch with Caroline moving with him from room to room to watch. This was something Chris did not mind at all. He utterly enjoyed being Caroline's slave so far. As he worked, he reflected on how a mere 24 hours earlier he was simply driving his car to "college." It was if he had entered a different universe and he never wanted to go back. The more Caroline looked at him lustfully, the more he enjoyed her dominion over him.
But Chris was not paying attention to his work when he accidentally knocked over a glass vase in the living room. Of course it broke. Caroline looked up immediately. She was quite annoyed. "Well, wasn't that stupid of you. First, go clean it up!" Chris left hurriedly and Caroline thought, it is really no big deal, but I might as well have some fun with it. After Chris finished picking up the glass and vacuuming up the small pieces, Caroline said: "Those kinds of mistakes will be punished Chris. Come here."
Chris crawled over to Caroline, who by now had the leash and cat in her hand. She attached the leash to his collar. "Put your head to the ground." Chris did as he was told, and was now a very prostrate position with his buttocks in the air. Caroline then planted he heel of one of her boots on his neck, pulling the leash so tight, it choked a little. She then began whipping Chris. She thought: Let's see how much of a masochist he really is. She gave Chris 40 strokes this way and found to her considerable delight that by the 25th stroke Chris screamed out in pain with each blow. Clearly I do have a disciplinary option that he doesn't love, then. She covered his back and buttocks with red welts.
Chris found himself very afraid of what had happened, because Caroline was clearly incredibly angry, or so he thought. More than anything else, he momentarily thought he had put their arrangement in jeopardy. He then realized that that was unlikely, but worried about his punishment. When he realized what would happen, he was afraid. Spankings were one thing, a full whipping another. At first it was exciting but as the whipping went on and the sting of more and more nerve endings could be felt, he did not like it. Eventually he was screaming with each blow, hoping it would stop, but still gagged and unable to beg Caroline to stop. When she did, it felt as if his back and bottom were on fire.
Caroline removed his gag and hood. "Don't worry, there's no permanent damage, not even broken skin. You'll be sore for a day or two, but it'll start to feel better in a few hours. Lay down on your back."
"Yes, Mistress. Thank you, Mistress. I am so sorry, Mistress," Chris pleaded. He then did as he was told, even though the carpet fibers against his welts was extremely painful.
Caroline then unzipped her pants and lowered them to her ankles with her panties. She then immediately planted herself on Chris's mouth. Caroline had been intensely turned on by both whipping Chris while he was pinned prostrate to the floor and by the welts that remained on his body. She had rarely subjected Gary to such punishment, because he couldn't take. He had nearly left for good when she had done this to him one time, but she talked him out of it. And while she disciplined again, she had not ever gone so far again. If only Gary had understood how excited it made her.
Chris stuck out his tongue and went to work, inwardly relieved that Caroline wanted him right away. But for all intents and purposes, Caroline controlled it all. She grinded her crotch against Gary's mouth and nose, and rode his face to two more orgasms before she got off and ordered the boy back to work.
God, how I am going to love the next four years! she thought.
By early evening, all the work was done. Caroline and Chris showered together again. He washed her body as he had the night before, licked Caroline to more orgasms while on his knees and the water poured over him. Caroline, however, used a soapy hand to bring Chris off as well. She decided to take them both out to dinner, to celebrate the past 24 glorious hours, knowing there would be many more to come.
The restaurant Caroline chose was an elegant one, with fine dining and dark lighting. She insisted that Christopher wear a suit, and of course he complied. The restaurant was designed to enable intimate conversation if so desired.
Caroline found to her delight that Christopher was an able conversationalist, able and willing to talk about a variety subjects at length with her. She wanted to enjoy his company outside of the specific reasons he was in her home, and now she knew she would.
By the time dessert rolled around, Caroline steered the subject back to their relationship, finally asking: "So, Christopher, I have very much enjoyed myself over these past 24 hours. Have you? Has it been what you hoped for, what you expected you were getting yourself into?"
"Oh, man absolutely! Honestly, Caroline, this has been better than my fantasies." He hesitated a moment before going on. "I mean, I wish I weren't wired this way, but I am, and I have loved every minute of it---well, almost every minute." He shifted a little uncomfortably on his welt-tracked buttocks but smiled while he did so.
"So, you never did any of this before?"
"No, not really. I have had girlfriends but they really weren't into this. Ironically, the closest I ever came to this experience was when I ran into my old baby-sitter in the mall parking lot a few years after she last sat for me."
"Really! Tell me about that," Caroline was intrigued by this sudden revelation.
"Well, it wasn't much, unfortunately, but it was enough to hold out hope for a relationship with a dominant woman one day."
Chris Tells His Story
”I was leaving the mall one day, after parting with some friends of mine when I heard a voice call to me. It was Melissa, my old baby-sitter, calling me from her parents’ minivan, but she was alone. She was home visiting after having just finished college. I was 16 at the time, which made her 22. She wasn't the prettiest girl in her face but she was built. This was how I remembered the conversation:”
"Hi Chris! Do you remember me? It's Melissa, I used to babysit you."
"Oh, sure, it's great to see you! How are you doing, how is college?"
"Just graduated. In fact, I'm headed to New York tomorrow to start a new job there. I majored in finance and I'm going to work on Wall Street. You?
"That's great. I'm doing fine. Just winding my way through high school."
”At this point, there was a moment of silence in the conversation, as if neither of us knew what to say next. I remember being totally shocked at what she said next.”
"So, you find a nice girl to take up where I left off in giving you regular spankings?"
I'm sure I turned beet red at that and I just stuttered after that: "Uhh, uh, n- no. You remember that, huh?"
"I babysat a lot of kids over the years, Chris. You were the only one who wanted regular spankings. It is kind of hard to forget."
After a long pause again, she asked: "Would you like one more---for old times sake?" I remember how she just stared right into my eyes, it felt like she was penetrating to my soul, and she had the slightest curl on the sides of her mouth. I am not sure she truly cared what my answer would be but she clearly liked asking the question, putting me on the spot. The answer, though, was a no brainer.
"Uh, yeah, that would be fun, if you want to."
"Okay. Walk away for a minute then come back and enter the van by the side door."
She didn't get out of the car and I did what she said. When I climbed in, I saw that she had folded some of the seats down to make some room. And she was clearly waiting for me.
"Close the door, Chris. Lay across my lap."
After I did that, she started to spank me. "You know, Chris, I've missed baby-sitting you. You were always my favorite. Truthfully, I enjoyed spanking you as much you enjoyed having me do it."
After about six blows, though, she stopped and said: "You know, I think this will be more fun for us both if you dropped your pants. Let's make this a bare-bottomed spanking, truly like old times." So I did, but the difference between 10 and 16 was that now I had a raging hard-on. But obviously she knew that and liked it, and was one of the reasons she had me drop my pants. I was mortified and excited at the same time. I felt like should leave and couldn't at the same time. At the time, Melissa was the one person who knew about this. And I frankly trusted her a lot, after all those experiences with her baby-sitting. She made it easy, too.
"Don't be embarrassed, Chris, I've seen hard cocks before. Common, let's continue."
So I laid back down across her lap, with my pants and underwear pulled down. She nestled my penis between her thighs and continued spanking. Hard, but not too hard, she wanted it to go on a long time, nor did she seem to want either of us to make a lot of noise. Good thing the car had tinted windows. She didn't say much, but she would murmur from time to time things like "this is what you want" or "this is what you need" or, and this I remember clearly, "I like it, too, Chris." After about 25 more strokes, she started to rub her thighs together---with my cock in between. As she did so, she picked up the spankings and made them a little harder. Well, needless to say, with a few more strokes I came, all over her car floor. When I stopped, she stopped, and said:
"Pull up your pants, Chris."
"I'm sorry about that but---"
"Shh, never mind about that. It's not a problem." She looked at me, gave me a kiss on the cheek, and said: "If only you were a few years older."
She then told me to open the door and get out of the car. We said our good-byes and she drove off. I went home and have never seen Melissa again.
Caroline finally spoke, after being mesmerized by this tale. "She sounds like a wonderful, generous person Chris."
"Yes, I guess so. She certainly understood me and I will forever remember that day in the parking lot."
"I would think so."
At that point, Caroline got the check, paid for dinner, and mistress and slave drove home. In bed that night, Caroline took Chris twice more, although a little more intimately and with a little less dominance than the previous day would have suggested.
That became the routine in the Barron household over the summer. Christopher did all the chores around the house and served Caroline her every whim. He was used and abused sexually several times a day, punished for cause and punished for no good reason. They played many games together, with Caroline trying to act out the various fantasies Christopher had about policewomen, teachers, relatives, even baby-sitters. When Christopher's parents came for visit, Caroline was nothing but friendly and proper, no hint whatsover of the real nature of their relationship ever came out. By the time school started in the fall, Christopher was Caroline's slave more completely and more thoroughly than Gary had been. There was almost nothing Christopher wasn't willing to endure to please his mistress. The amount of sex that was going on would have put a rabbit colony to shame.
And on the night after Chris came home from the first day of classes, as he lay kneeling on the floor, with his arms strapped to his sides, and his head inside her short black leather skirt, firmly clamped between Caroline's thighs, Christopher thought to himself just how good it all felt, how right: the prostrate position, the bonds feeling like caresses, and with nothing in his sightline but Caroline's pussy. He felt so completely at peace, that there was nowhere else he wanted to be and nothing he would rather be doing more.
For herself, Caroline thought how incredibly lucky she was to have a devoted slave for at least four more years---and in Christopher's case, maybe a whole lot more. . .
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