Chapter 6
Sofie and Ann spent the morning busy with the affairs of the company, and at last they were sure that all was well with the huge order that Sofie had been busy with before Ann's troubles crowded in. They knew that it would mean a handsome profit that quarter, and they had things so well under control by lunch that when they got to the restaurant they ordered champagne. They got a little giggly, but they kept wondering about the stranger whom they had seen the previous day, since they were in a mood for action, and they even thought that if he would play they could leave work early to punish him. Just as their food came he walked in and sat down, and he smiled at them and nodded, and brushed back his hair a couple of times with his right hand, and then tapped the table a couple of time with the fingers of that same hand, and he looked pointedly at their feet. They smiled with hist, for they knew that they had him, and Ann thought quickly, and scribbled a little note to him, which she had the waiter bring over.
He opened it "If you would like to get well-acquainted with my feet, not to mention the flat of my hand, come over and join us," it read. He smiled, and rose and sat down, and the two women grinned delightedly with passion as they looked at him. There was a moment of awkward silence, and then he spoke.
"Nice shoes and pretty toes. Just the kind I like to lick," he said.
"Mmmmmm I could tell that you were the sort of naughty boy who needs the hand of a strong woman," said Ann. She leered at him, and reached under the table and gave his thigh a painful pinch. He did his best to look as if he liked it, but he was angry, and he wondered how much of this sort of thing he would have to put up with. They chatted, and he tried to make it clear that it was Ann who turned him on. Finally it was set: he was to come to her apartment at four that afternoon. He left, and was a little pissed, since he knew that he would have to drug her way too early, and that the men were out of reach now But he went back to his hotel, and took four phehobarb capsules with him, figuring that he would give her those after a couple of hours on the pentothal.
Ann was so hot at the thought of punishing the stranger that she could hardly keep her mind on her work, and she went home at about three to prepare. She did not know how well-trained the man was, and she realized that she did not even know his name. She decided on strap sandals, and she flexed her toes as she looked at herself in the mirror, and she could hardly wait to have his tongue on her toes.
She sat down to wait, and she felt her cunt getting moist under the black panties that she wore, the panties that matched her shoes, and she could not help but touch her wet cunt with the leather handle of the whip that she held. The feel of the leather got her hotter, and she was masturbating before she knew it, and soon the air of the apartment was filled with the musky odor of her creamy cunt. She sighed and leaned back in her chair, and she looked at herself in the mirror as she masturbated. She loved the way that her tits looked, and she rubbed them hard, and she liked the way that that felt. Her nipples were hard, and she felt them getting even harder as she got closer and closer to coming. She knew that she had time to pleasure herself before the slave came, and she played with her cunt with wild abandon, thinking of the man bending before her, licking her boots, or rather the shoes that she wore.
Slocum was on time, and as she let him in she could see that his cock was hard. In fact she turned him on, although he was not turned on by the thought of being disciplined, and it was not hard for him to feel desire for her. He knew that as soon as he could he would get her, but he did not want to risk her making a big fuss, and he knew that if she was in the throes of lust when he attacked her it would be much easier to overpower her. He resigned himself to some pain from her. It was not the pain itself that he minded, since he knew that he could take more than she was capable of giving, but rather knowing that he was going to let her do such things to him. But he was getting well paid, and he did not really care.
As Ann prepared to punish her new slave Sofie was preparing, at her apartment, for another evening with Brent. She had decided that, simply because she needed a cock, she would fuck him that night, and that it would be all right, although she knew that it was an honor that she did not usually give to slaves who had been in her service for such a short time. She was hot as she went to let him out of his room
He was naked except for a pair of panties when she walked in and his cock was hard, and she could tell just how much he liked the feel of women's underwear against his skin. He dropped to his knees at her feet when she stood in front of him, and he started to kiss her toes, which were bare beneath the thin straps of the sandals that she wore. She liked that, liked the feel of his tongue on her feet, and she flexed her toes slowly as he licked and sucked them.
"I see that my little worm-likes to lick my feet. And I can tell that he knows that he is really a little girl, and that his cock is excited by the feel of the panties that he is wearing. Turn around, slave, and take the heel of my shoe up the ass."
He did as he was told, and soon he was kneeling facing away from her, and he waited with parted lips for the heel to slide up his ass. He felt her greasing up his ass-hole, and she got first two and then three fingers up his ass, and she liked the way that he took it, not complaining but simply staying still under her hands.
Then she raised her right leg, and she shoved the heel of her shoe hard into his ass-hole, and he moaned mostly with pleasure when she did that, and the panties, which he was still wearing but which she had rolled down to put her shoe up his ass, cut into his skin, and that made him feel very hot. She was moaning and groaning with her own lusts, and she knew that she would fuck him while he wore his maid's outfit, and doing that, the thought of that, got her hotter and wetter. But for the time being she worked her shoe in and out of his ass-hole, and she saw with satisfaction that his cock was still hard as a rock. She stopped then, and she made him lick the heel of her shoe, and he sucked it for a long time, and finally she let him stop that, and then she made him put on a bra, and she tied a choker ribbon around his neck. Then, without making him put on his skirt and frilly apron, she led him to the living room.
"Well, you little shit, your cock is hard, as usual, and I see that it is time to make sure you know who is boss here. You are to take some cock torture, and after that, if you are good, I will do you the supreme honor, you little shit, of fucking you. I do not know why
I am so good to you, you pig, you disgusting little girl. All right, pull down your panties and present your cock for punishment."
He could hardly believe that she was really going to fuck him, but just the chance of that made any torture worth bearing he thought, and so in a matter of seconds he was on his back on the floor pulling down his panties, and waiting, a little fearfully it was true, to see what she would do to his cock. He watched as she moved to where he was lying on the rug, and she gave his cock a couple of slow jerks, that felt good. Then, all at once, without any warning, she dug her nails hard into the head of his cock and he yelped with pain when she did that.
She dug them in so hard that he started to lose his erection, and when it was only half-hard she stopped hurting his cock, and she rubbed it until it was all the way up again. Then she rose from his side, and she went away briefly, and she returned with an alligator clip, the kind that you find on End of electric wires, something like the clips on the ends of top cables, but smaller, and she clipped it to the head of his cock. He screamed then, and his chest with the bra shook with pain, and the choker ribbon that she had tied around his neck suddenly seemed to live up to its name, in that it was choking him, and he moaned and screamed some more.
She liked that, for she was feeling at that point that she had been way too easy on him, and she took a thin cord that she had brought when she had gone to get the clip, and she attached it to the clip, and then she stood up and, standing over him, started to pull on the cord. She did so until it hurt him badly, but whenever he started to lose his erection she would stop, and she would rub his cock until it went up again. She sometimes let him suck her tits, to get his cock up again, for all this time the clip still dug into his cock.
And still he wore that bra, and the panties, and then she made him stand up, and still with the clip and the cord attached to his cock she dressed him once again as her maid. The cord came out in front, from beneath the hem of his skirt, and she made him walk around the room and dust, and from time to time, just when he was starting to get used to the pain of the clip, she would pull so hard on the cord that he would scream. But somehow after a while, he started to like the pain, and then the sexiness of wearing the slave's clothes of a woman, of being a little French maid, got to him, as it always did, sooner or later, and the pain then was not so bad. She was hot and dripping by this time, and she wanted to fuck him right then, but something held her back.
She wanted to do something more, and then she thought of putting him in a corset and black stockings and heels before she fucked him.
She led him to her room where she had a stock of female clothing in sizes designed for men, and she selected a corset in black silk, one that she knew would be a tight fit for him. She put it on him, and she laced it so tight that he could hardly breathe. He felt sexy as hell when he wore it, but the pain from the tightness with which she had laced it was bad, and he moaned with that and not with pleasure. But at least she had taken the clip off his cock, and for that he was thankful, and soon he was getting used to the pain of the corset that he was wearing. And, the garment itself excited him greatly. Sofie looked at the slave, and she felt her cunt getting wetter and wetter.
Then she found a pair of black stockings, with seams, the kind that stayed up by themselves with a band of elastic at their tops, and she had him put them on, and then she found him a pair of black pumps, and then he was ready. She had him lie down on her bed, and she played with his cock until it was hard as a rock.
"Now you naughty little bitch, I am going to fuck you, and I want you to lie perfectly still while I ride your cock, and you must not come until I say that you can. I still do not know why I am being so good to you, but I am anyway." He lay still on the bed, and she squatted over him, and soon she was sitting down on his hard cock. Her cunt was soaked with juices and she moaned with pleasure as she felt his hard tool sliding up into her pussy. She sat down on it, taking all of it into her cunt, and she just sat like that for a while, looking at the clothes that he was wearing, and loving the control that she had over him. He moaned a little at the feel of her slippery cunt, but he was careful not to make too much noise, for her instructions had been clear. She just sat on his cock for a while, toying with her clit and hardly moving. Then, slowly, she started to fuck him, riding up and down his tool, and she started to moan with the lust that fdled her then.
He lay still on the bed in his corset and stockings and heels, and he fought to keep from coming then, for she was hot and tight and wet as she fucked him. She came once, but she did her best not to show much emotion, and she looked at Brent's face, and she loved the exquisite agony that showed on it, as he fought both to keep from showing any emotion, and also to keep from coming in her cunt. She toyed with his balls, and she played with her hard clit, and then she decided that she was being too good to him, and she got off his cock, and she played with it, telling him that he was not allowed to come. But she knew that she would make him come anyway, and then that she would use that as an excuse to punish him some more.
She worked his cock subtly and hard in her hands, and soon he groaned with lust and as he arched his hips, in his corset, high off the bed on which he lay, she knew that it would not be long before he shot. And indeed she was right, for a couple of minutes later he was coming, creaming all over her hands. He moaned and groaned, and she milked him dry, and then she stood up and looked cruelly down at him.
"You miserable horny little scumbag, did I say that you could come? You have shot all over my hands, and there is come on your corset, which I shall have to have cleaned, and I am appalled that after I did you the honor of letting you put your cock in my cunt you have disobeyed me. I really should just castrate you, but I am feeling nice tonight, so I shall content myself with whipping you. And then, since you like to come, I shall masturbate you myself.
"Be thankful that I am letting you off so easily." He quivered with fear at the words of his mistress, and soon he was bent before her, and she was holding a long whip of leather in her hands.
She intended to punish him, not to give him pleasure, and the pain that she then inflicted on him was worse than any pain that he had ever been force to take. She whipped his ass first, and she loved the way that he moaned with pain as his buttocks soon were covered with a pattern of red lines. She had had him take his corset off, but he was still wearing his stockings and the shoes, and she loved the way that his burning ass looked above the stocking-tops. Whtn his had been whipped to her satisfaction she turned to his back, and she really flogged him, and he was yelling so much that she gagged him with a pair of panties.
He continued to yell, but his sounds were sufficiently muffled by the panties that he did not annoy her much by screaming, and she whipped his bare back for a long time, until he was sobbing with the pain. Finally her arm was tired, and she knew that she would have to stop, but she was very hot from the punishment that she had just inflicted on her slave. He moaned and sighed, and then she took the gag out of his mouth, and she left him alone for a while.
He hurt more than he had ever hurt in his life, and he sighed and groaned and writhed with the lust for pain that she had wreaked upon him Sex was now the last thing from his mind, and he was moaning and groaning and crying with the agony that burned in his flesh, the tortured flesh of his back and ass.
When she returned she made him walk, still in high heels and his stockings, to his room, where she tied him down to the bed on his back. The pain that he felt from the pressure of his back and his ass against the sheets of the bed was terrible, and it was all that he could do to keep from screaming with it. But he bit his lips, because he did not want to risk offending her anymore, and she looked down with a smile of sadistic lust at her she-male slave. His cock was limp as a washrag.
But she meant to masturbate him for a long time, and she knew that she would get him hot soon, and she loved knowing that she could do that, could get him hot and horny after the pain that she had inflicted on him. She started to toy with his cock, brushing her fingers tightly over his balls and his ass-hole, and then with a wicked smile she took the head of his dick into her mouth and she sucked on it slowly. She knew just how to do it, and her mouth was warm and wet and soon his cock was swelling in her mouth despite the pain that he felt. When he was all the way up she stopped sucking him, and she started to jerk him off, slowly and steadily, knowing that she could keep the pace up for hours. At first he moaned with lust, and she knew that she could make him come again, maybe even twice, but that soon after that he would be begging her to stop, and that she would do it for a long time, driving him crazy with the frustration of sexual activity that had turned into nothing but pain.
He was moaning with lust now and she jerked him skillfully, and soon he shot on her hands, and she did not let up, but just when his cock was painfully sensitive she kept on playing with it.
He stayed hard in her hands, and she used no grease to help him, but just kept playing with his dick, doing it hard and fast, loving the mixture of pain and pleasure that she knew that he was feeling from the way that she was playing with his cock. Again he was fully erect, and she could tell that she could get him off once more, and she took her time about it, playing now fast and now slow with his dick. From time to time she played with his balls, but mostly she just played with his cock, and soon he was sore from the friction of her hands on his cock, and he found himself wishing that she would stop it, but he knew that she would not until she was good and ready. He sighed with lust, and she knew that he was getting ready to come again, and so she worked him hard, until he shot.
He was hurting now, and he longed for her to stop now to let his sore cock alone, but she just kept jerking it, despite the come that was all over her hands. He drooped some, but under her skilled caresses he was full erect soon, and then she had him where she wanted him, hard as a rock but so far from coming and so sore that she knew what she was doing to him was now a subtle agony. He writhed with pain now against the bonds that held him to the bed, and she loved the look of him in his stockings and heels, loved the agony that she was making him feel, just by playing with his hard cock.
"Mmmmmm, doesn't it like it when its mistress plays with its hard cock? It is always talking about how it wants to come. Well, why is it not coming now? Hmmmm? I shall just have to play with it until it comes. What a little pig you are. I should really castrate you: you'd be a better maid then, more docile. Oh well, I guess I won't do that, at least not yet. Well, you little worm, are you going to come? You are really the most disgusting little boy-girl that I have ever seen."
She smiled lazily down at him, and she rubbed her tits, and she saw that his eyes lit up at that, despite the pain in his hard cock, and she laughed to herself at the power that she had over him, and she knew that she would never let him go, but that he would be her slave until she tired of him, and then she ould pass him along to one of her friends, and she reflected that then the woman to whom she gave him would be getting a bargain, a fully-trained male maid. She smiled as she saw how red and sore his cock now was.
She wanted him to beg her to stop, and knew that only when he did that would she let go of his cock. And she also knew that he was scared to talk, .since she had set things up so that he was sure that if he talked she would punish him more. But she knew that he would break sooner or later, and she loved the torture that she was putting him through. And his cock was hard still, and she marveled then at the power that she had over him, and she moaned a little, for what she had been doing to him had made her very hot. And that lust was the undoing of her plans, for suddenly she found that she was so hot that she just had to have his mouth on her cunt
Without saying a word she swung up on the bed and sat down on his face, and he moaned with lust then, for he loved to suck cunt, and she was wet and hot and juicy and tasted good. He ran his tongue around the sensitive inner lips of her cunt, and she sighed with pleasure as he did that, and while he tongued the wet and shining pink hole of her tight twat she put a finger on her clit and rubbed it hard. Her cut was indeed throbbing with passionate, raw lust, and she knew that it would not be long before she came. She writhed with wild abandon against the face of her slave, and she rubbed the stiff nipples of her ripe breasts, and she smelled her own wet cunt, and gasped like an animal in heat.
Then she shifted so that her ass-hole was in Brent's face. "Rim me good you little shit, suck my gamy ass-hole. Shove your tongue in there, you slut, and then I will fart for you. I know that you will like that, you little worm who-likes to dress as a girl, I know that you will like my gas in your face. Mmmmmm, that was a nice and smelly one, and you had better keep licking my ass-hole, you slimy thing. Suck it good, you bitch. I should really cut your cock off, so that you will serve me better. All right slave, now I am going to let you suck my clit. Do it good."
And she moved so that he could take the hard nub of her clit into his mouth, and then she really moaned with lust, for now she knew that she was close to coming, and she gave up trying to pretend that she felt little or no pleasure from the sucking that her slave was giving her.
He sucked hard and wetly on her clit, and she liked that, liked it harder than a lot of women, liked the way that her slave nibbled on her clitoris.
Then her orgasm hit her, and she sighed and moaned and clamped her hands over her rock-hard nipples, and her face was a mask of sweaty desire. A deep red flush started to spread over her body, and she sighed and gasped as spasm after spasm of hot pure lust swept through her nubile frame. On and on went her pleasure, rushing through her, taking her far away from the room, from her slave, from the world of the company that she ran. She did not know where she was but it felt good, the place to which she had journeyed, and she let herself slip away until she was just a cunt, a huge wet contracting cunt, that shook and quivered, wet and pink and gleaming like the inside of a conch shell. Then she was coming back from coming, as it were, and she sighed and all at once she was dead tired. She swung off the slave and she saw with a start that it was only eight o'clock, and she wondered how Ann was doing with the stranger they had met at the restaurant. She thought of calling her friend up, but she did not want to bother her, for she thought that when the phone rang Ann might be in the middle of punishing her new slave. She yawned, and she knew that she would hear all about it at work the next day. She untied the slave, and she locked him in his room, and she went to take a long hot bath.
Soaking in the tub she relaxed, and she felt all of the tension of the past few days slipping out of her. Ann was back and safe, the new order was being taken care of, though she had had enough problems with manufacturers before to know that she would not be happy until all the shoes were in the stores, and the money was in the bank. And she was a little worried, since the chain that had given her the big order was in a little deep to the factors, the people who specialized in lending stores the money to buy their goods. But basically she had found that in her opinion, and after checking the annual reports of the company, that they were sound, and she was not very worried. Still, there was always that chance, and she did not like to think about it. She reflected that it was only in whipping or otherwise abusing a slave that she was able to lose herself, to get away from the high-pressure world in which she lived and worked and had her being. Finally she rose from the tub, and dried herself, and toddled off to bed, drained and feeling good.
Brent slept too, exhausted and sore but happy in the way that he was serving.