JENNY: A Novel of Sexual Enslavement

by C. A. Tessler

  Maurice could tell she was struggling to find a response to his last statement. "A slave's life is never easy at first," he said. "But if she can reach an understanding with her master, it need not be so bad." He paused for a moment. "Can you agree?"

  Jenny thought it best to agree, but held back for just a moment, long enough to tell herself that she was abandoning her freedom. The words caught in her throat for a moment, but then she said, "Yes, I agree."

  "Can you be a bit more precise?" asked Maurice gently. "Say that you agree to be my slave and obey me faithfully."

  Again Jenny hesitated for a moment, but then repeated the necessary words.

  "Good," said Maurice. He wanted to immediately show Jenny that she would get some benefit from this new arrangement. "I know that a new slave has several unanswered questions. Is there anything in particular you would like to ask about? Anything that has you worried? Ask me anything at all."

  Jenny knew right where to begin. "Master, your di..." she stopped in the middle of the word, "you're so big. I don't think I'll ever be able to do everything you want, master."

  Maurice grinned to himself at Jenny's language scruples. Those, among many others, will soon fall by the wayside, he mused. "You underestimate yourself," said Maurice. "I know you're convinced that you'll never get all of me in your mouth, but believe me: women are a lot tougher than men. I promise you that in one week you will feel differently. If I'm wrong, don't hesitate to mention it then, or earlier if you want. Now, what else?"

  "Master, Janet, I mean the blond slave had a man, an escort, put it in her ass this morning. I've never done that before, and I'm pretty sure I couldn't, master."

  This, Maurice said to himself, is the most sexually inexperienced slave I've ever had. "I can help you with that," he said. "I'll tell the escorts your ass is off limits for the next two weeks. In the meantime, I'll get you something to help ease you into it. Is that all that's worrying you? Surely there must be something else you'd like to ask?" Maurice was thinking Jenny would want to know how long her training would last, or what, in general, she would have to learn.

  The thing in the forefront of Jenny's mind at the moment was the agreement she had just made with her master. I just gave away my freedom, she said to herself. I just agreed to be a slave. I can't believe I did that.

  "No, master, I can't think of anything else right now, master."

  "That's all right," said Maurice. "When I come back this evening, perhaps you'll have something to ask then." He stood, took off his clothes, and placed the chair, and himself, in front of Jenny. "If you like," he said, "I can tell you something about oral sex that's worth knowing."

  Jenny, of course, said she wanted to know.

  "As long as you're giving oral sex, and doing it well, you are safe. No man, unless his balls ache from too much sex, ever tells a girl to stop giving him oral sex. You have to be sensuous, you have to be sexy, but as long as you are, the man you're with belongs to you. It helps considerably when the sensuous, sexy girl is also young and pretty. You've got the young and pretty part taken care of. If you can also take care of the sensuous and sexy part, you'll get along very well. Don't hold anything back. Use your tongue, hum, make little girl sounds. If oral sex doesn't turn you on, imagine that you're with the sexiest guy in the world, a guy you would do anything for."

  Make little girl sounds? said Jenny to herself. What does that mean? She hadn't missed the compliment about her looks, but Maurice's instructions about sounds made her wonder. No, she thought, she had never really been turned on by oral sex – well, perhaps once – but she didn't think oral sex was repulsive. Still, that part about licking a man's balls was not appealing at all. But now, with her agreement to be Maurice's faithful slave fresh in her mind, she had to do just that. She tried very hard to do her master's biding because she took that agreement seriously, as the weaker party in an agreement between unequals nearly always does. She licked, she hummed, she tried to decide what a little girl sound was. Maurice was very pleased. He let her go on for only five minutes, being one of those men not particularly turned on by having a girl lick his balls. Besides, he was anxious to see how hard Jenny would try once she had his dick in her mouth.

  "That's very nice," said Maurice. "Now do the same with my dick."

  My first blow job as a real slave, thought Jenny, and then she realized something awful. Licking a man's balls may not be fun, but it certainly was easy, in the sense that it involved no physical challenge. Her master's dick was a challenge, too big a challenge thought Jenny.

  As she began to stoke him, Maurice gently encouraged her. "Let yourself go completely, don't think too much about what you have to do. Try to remember the best sex you ever had, the best boy you ever had. Remember, as long as you're working hard, you're safe."

  Jenny could see the advertising posters for DiMarcos now. In large letters across the top of the poster were the words, "Be a slave! Be safe!" Below this inspiring message was the picture of a naked slave, on her knees, halfway to getting a huge dick in her mouth.

  After thinking of the ad poster, Jenny took her master's advice and thought about the best sex and the best boy she ever had. Just three months ago, at a party, she had met a wonderful boy. He was a senior, but not from Jenny's school. He had a gorgeous face and smile, and introduced himself to Jenny (his name was Gary) almost as soon as she arrived at the party. He had a way with words, he knew how to give a compliment without it sounding phony, he knew how to make Jenny laugh. Within ten minutes of meeting him, she was smiling right back at him. He suggested that they get away from the crowd and the noise and take a short walk. When he took her hand to lead her outside she did not hesitate to follow. A minute later when he put his arm around her shoulder and squeezed gently, she felt a little leap of excitement. Just before they had finished circling the block, he stopped and kissed her, a gentle, sexy kiss that made her hope there was more.

  When they got back to the house, he suggested they sit in the backyard, at a picnic table that was well away from the house. Once there, and seated, he kissed her a second and a third time, and Jenny could not recall ever being so aroused by just a kiss. After a fourth kiss, Jenny was ready for nearly anything.

  She was wearing only a Caribbean style blouse and shorts. He squeezed her breast through her blouse and her bra, and Jenny knew that she would either have to stop him there or have sex with him. One more kiss, one more squeeze, she said, then I'll decide. The next kiss and squeeze decided for her.

  He took off her clothes slowly, so slowly that it was nearly erotic torture. He began with her blouse. He untied the knot at the bottom, then slowly, button by button, he opened the front of her blouse. After undoing each button, he paused for several seconds and ran his hands over her body. Any other boy would have had her clothes off in the time it took him to unfasten four buttons. Jenny, of course, knew what should happen next. He has to slide the blouse off my shoulders, she said to herself. Her expectation that this would happen made the wait for it to happen seem very long. Rather than remove her blouse, her lover gently squeezed her breasts through her bra. Her bra rubbing against her nipples aroused her, but not as much as his hand on her bare breast would have. To herself she said over and over, 'Take off my blouse.'

  Finally he removed the blouse from her shoulders, then let it fall, first from her right arm, then from her left. He kissed her, squeezed her breast through her bra again, but seemed in no hurry to remove it. He hooked his finger under the front of her bra and ran it slowly back and forth, pressing his finger gently against her breast. I'm going to turn into a pumpkin before he gets me naked, thought Jenny.

  After slowly running his finger under the front, the back, and the straps of Jenny's bra, he carefully, one by one, undid the hooks at her back. As her bra hung loosely in front, he cupped Jenny's left breast in his hand, squeezed, then began running his finger around her nipple. Her nipples had been erect almost since he first kissed her, and they were very sensitive. He was the onl
y guy who had ever made her moan, albeit quietly, before he took her pants off.

  "Pants off," coming from her lover, would have been welcome words to Jenny. Instead, he placed his finger against the outside of Jenny's right breast and ran it up the side of her breast, over the nipple, down between her breasts, up her left breast, over the nipple, and down the outside of her left breast. He did that four times, going back and forth, and it was nearly enough to make Jenny scream. Instead of screaming, she began thinking ahead. When the time comes to give him a blow job, she told herself, I'm going to put him through the same thing he's putting me through now.

  It was a cool evening, but Jenny noticed not at all when her bra finally came off. All she was thinking about were her shorts, her shorts and her panties. Take off my shorts and my panties, she kept repeating silently, but her lover proceeded no faster with these than he had with her blouse and bra. After another long kiss, and more squeezing, he hooked a finger inside the front of her shorts, and pulled very gently. Too gently, thought Jenny. She wasn't sure what the little tug on her shorts meant, but she was sure what she wanted and she was sure she didn't want to wait for it any longer. She unbuttoned and unzipped her shorts, then pulled her shorts and panties together down to her ankles and over her sneakers. She then put her right arm around her lover's neck, her left hand on his belt buckle, and whispered "I need you" in his ear.

  This was not the first time Gary had a girl, unasked, take off her clothes for him. Just that afternoon a girl with whom he had slept a few times showed up at his door, engaged him in a few minutes of small talk, then took off her clothes. She explained that "he needed a woman" and led him into his own bedroom to show him why. The demonstration took over two hours. Now, some six hours later, another girl had taken off her clothes for him. Things had reached this pass because Jenny was the type of girl a boy just had to smile at. My sides will be fucked out tomorrow, but I can't say no to this girl, he said to himself. He stood to take off his clothes and no sooner had taken his pants off when Jenny took his dick in her hand and pulled it gently toward her mouth. This, she said to herself, will be the blow job of all blow jobs. I'm not going to make him cum until he begs for it. Since Gary, at that moment, was still several minutes from an orgasm her strategy perfectly suited the situation. After giving him head for a good three minutes, she began stroking as much of his cock into her mouth as she could. He got a bit tired of standing and, after asking her to stop for a moment, he sat on the picnic table with his feet on the bench.

  It was a measure of Jenny's level of arousal that she would even consider letting a boy sit on the table in front of her. Under the circumstances, though, it seemed perfect. His dick was positioned just beneath her. Her eyes had long since adjusted to the darkness, and she could see that his cock was nearly perfectly straight. Get ready to wait, she thought, as she lowered mouth to the head of his dick. She wrapped her right hand around him, but rather than stroke his dick she simply squeezed, then relaxed, squeezed, then relaxed. With her lips and her tongue, she went over the head of his dick, feeling how perfectly smooth it was.

  Incredible, her lover said to himself, there are some truly incredible girls in this world. This afternoon a girl uses me for sexual acrobatics, and now this girl is trying to make me cum by only squeezing my dick with her hand and giving me head. If I could stand to let her go on this way, it would probably be an incredible orgasm. He leaned back and tensed his body, trying to hasten his orgasm. He was too far away, though. He waited another minute, tensed again, but didn't cum. Jenny could feel his body tensing and made her squeezes longer and firmer. But her mouth did not leave the head of his dick nor did her hand move up or down.

  The boy suffering under Jenny's intentional teasing was enjoying the moment too much to simply pull her head down on his dick. He leaned forward a bit and took Jenny's left nipple between his thumb and forefinger. Jenny could not help but respond. Her breathing quickened, she involuntarily nodded her head a little, then tried to hold herself still. Stop that, she said to herself without meaning it, stop, but he squeezed her nipple again and this time she groaned a little. Stop, she said again, even though it felt wonderful. Then he cupped her right breast in his hand and squeezed gently. With this squeeze, Jenny's lips slid down his dick three or four inches, and as he released her breast her lips returned to the top of his dick.

  Ahhhh, he said to himself, that's the ticket. He waited five seconds and squeezed her right breast again, and again Jenny slowly slid her lips four inches down his cock.

  It was the kind of game that only teenagers could play with each other. Jenny refused to do anything more than give him head and squeeze him with her hand unless he played with her breasts. Her lover was too amazed at what his touch could do to the girl sitting in front of him to stop touching her. So they played with each other, back and forth. Each time he squeezed her nipple or her breast, Jenny glided down on his dick as far as she could, groaning, moaning, enjoying. Each time, when he stopped playing with her nipple, she returned her lips to the head of his dick and ran her tongue completely around it as if to say that she was done and he would get no more from her.

  It might have gone on this way for a very long time, except that no eighteen year old boy, even one who had already cum several times, could resist the stimulation that Jenny was giving him. He felt the surge that told him he would finally have an orgasm, and Jenny herself recognized it only a moment later. He squeezed Jenny's nipple, Jenny dove down, and she knew the battle was over. Let him cum in my mouth, she said to herself. For once I can't wait. When he did, it wasn't the violent explosion Jenny expected. The cum flowed from his dick like wine poured slowly from a bottle. The intensity of his orgasm reflected eroticism rather than passion, and Jenny drank as though it were a love potion she herself had concocted.

  Sex, for Jenny, had been good before, but never like this. After swallowing all of her lover, she climbed off the picnic table's bench and sat on the table next to him. Then, as she laid down on her back, she gently pulled him on top of her. He was not a muscular boy, but as he began stroking himself in and out her, Jenny could feel his arms and shoulders, especially his shoulders, tense up. She had only to touch him lightly to feel how wonderfully firm and hard those shoulders were.

  It was that wonderful night that filled Jenny's mind as she stroked her master. She was aware of being in two places at once, aware that she was picturing herself with a gorgeous boy while giving her master a blow job. To a degree, it worked. She was very sensuous and Maurice could tell. He could feel himself at the very back of Jenny's mouth, at the entrance to her throat, time after time. If she could tease this way, then get me down her throat, he said to himself, she would be wonderful. But the head of his dick didn't cross that last threshold. Jenny was too aware of the present, too conscious that the dick in her mouth was huge. She couldn't accidentally get her master down her throat. Nonetheless, Maurice was pleased. Jenny was taking their new agreement seriously and he had to take this opportunity to express his satisfaction.

  "Very good," he said, "you can stop now. I can tell that your promise to faithfully obey was genuine. I will be back this evening. In the meantime, I want you to promise me something. Promise me that you will try very hard today to get one man entirely in your mouth. Promise?"

  "I promise, master," said Jenny, as she squatted back on her heels. She was a little worn out from trying to do just that with her master.

  "Good," he said. "I know you will try hard. You know, by the way, that the bathroom has everything you need to clean up, don't you?"

  "Yes, master," said Jenny. She had checked the bathroom and found it well stocked.

  "Good. Make sure you clean up after each customer."

  "Yes, master," she answered as he walked out.

  Jenny immediately began going over the agreement she had just made with her master. Why did I do it? she asked herself. Surely there must have been a way to avoid making such a terrible commitment. I really am a slave now, b
y words out of my own mouth. I have handed myself, my body, my mind, my will, everything to my master. He can rightfully demand my obedience at all times. If I disobey, I'm a liar and a cheat. She curled up on her blankets. A slave, she said to herself, I really am a slave.

  CHAPTER VI

  Jenny drifted in and out of sleep for a few hours. Just as she was about to doze off, a customer showed up. He didn't seem any different than her customers of the day before, and she gave him the same treatment. She was able to get his dick to the back of her mouth, but no further. This swallowing thing, as she more clearly understood, was not going to be easy. She had the same results with a second customer.

  Not long after her second customer of the day had left, an escort led Janet into Jenny's quarters, then left.

  "That escort," said Jenny, "I think he was the one who came to see me after dinner last night."

  "Yeah," said Janet, "he thinks he's quite a stud, screwing all the BB's the way he does. He can't make me grunt, though, even when he puts his dick up my ass. Actually, sex has become kind of boring for me. I mean, I'm doing it nearly all day. How can a girl get up for all-day sex?"

  Jenny had to agree. "I just had two customers and it hardly registered on me that I was having sex. It does seem kind of ridiculous to expect a girl to really be excited about sex when she's getting screwed by every guy who comes along. How can this work for three or four years?"

  "Got me," said Janet. "There must be something more than this, something we don't know about yet. I mean, this is a place for big orgies. We haven't seen any of that yet."