Chloe's Contract

by David James

  ‘Very well, Mistress, Audrey can be back here tomorrow. She’s still on cleaning and serving but has signed up to her slavery, and I think wants to impress you.’

  ‘I should hope so,’ Mistress mused.

  ‘And the experience might bring her on a little faster,’ Sophie added.

  ‘Right, you can start tomorrow and Audrey can get involved as soon as she’s changed from her journey. Is she ready to travel as a female yet?’

  ‘Almost, I think. Should we let Fiona decide?’

  ‘Good idea. Chloe can start with sucking exercises. She obviously has a talent for it. And you could start stretching her too. She’s big enough but lacks flexibility and muscular control, so do some concerted work on her sphincter.’

  Mistress stroked Sophie’s hair affectionately. ‘And now I’m ready for bed. Come to me in ten minutes and you can caress my clit until I go to sleep. And I don’t want to be disturbed when you return to your room, otherwise you’ll have to start relaxing me again - after you’ve been punished, of course.’

  ‘Yes, Mistress, of course,’ Sophie replied. She loved to lie beside but apart from her Mistress, on the very edge of the mattress, with her hand gently caressing her Mistress’s body, sliding down between her legs, gathering some of the sweet juice from her cunt and then easing her clitoris from its hood with her adoring fingers.

  She had to be disciplined, for if her Mistress wanted to sleep it was important to soothe her and not excite her, but she was so sexually attractive Sophie always had difficulty resisting the urge to turn her on. And knowing that punishment would result made it even harder to resist the temptation, knowing that a delicious caning might be the consequence. Tonight, however, she was tired and still sore so the temptation could be more easily resisted.

  She smiled to herself as she undressed, wincing slightly as she carefully easing her knickers from the welts burning her crotch, and waited a few minutes before padding across the landing to her Mistress’s room and sliding into the bed beside her. Her Mistress turned sleepily onto her back and parted her superb thighs, anticipating Sophie’s gentle caress. Sophie rested her hand carefully on the crease between thigh and tummy and felt those strong thighs part and the beautiful rounded bottom tense, awaiting her sensitive fingers.

  Her hands moved and felt the rising bud demanding her touch. For long minutes she carefully and tenderly stroked her Mistress, until she sensed the regular breathing of sleep. Reluctantly she rose from the warm bed and, without disturbing her sleeping Mistress, crept quietly back to her own room.

  As she lay down she moistened her own cunt with Mistress Amanda’s cream, delighting in the sexual frisson it gave her. She smiled to herself, sore and exhausted as she was. It had been a wonderful day.

  Next door, trapped and bound in the darkness, Chloe stirred a little. He felt his restraints, the hardness of the floor and wall against his buttocks and back, and the stinging welts across his cock. He smiled too before slipping back into dreams of his body’s smoothness, the lash hissing, and the vision of his beloved Mistress above him, her long, silk-stockinged legs rising from her high-heeled, black patent leather shoes, dominating his very being. He needed to know nothing more of the contract. He was with his Mistress for as long as she wanted him and could use him.

  He was completely happy.

  Chapter Nine

  He awoke only when the cell door was opened. His body ached from the confined position in which he’d been restrained but the pain from the stripes on his penis was much reduced. He was also immediately aware that he urgently needed the toilet.

  Sophie stood over him in a white top and French knickers, and white high heels with white hold-up stockings. The lacy tops left a narrow gap of smooth thigh flesh between them and the knickers, and despite his fatigue he felt his cock stir as he thought he caught a glimpse of the outline of her sex lips through the soft silk.

  ‘How are you feeling?’ she asked.

  ‘I need a piss before anything else,’ he replied bluntly.

  ‘Oh, you’ll have to wait for that,’ she said. ‘You can only do anything with Mistress’s permission, and that includes using the toilet.’

  ‘But I’m bursting,’ he complained.

  ‘I’ll see if she’s awake, and if she is she may let you go. Now, hands together,’ she commanded, then cuffed him to the wall so he was stretched on tiptoe, face pressed against its roughness, with his cock jammed against the harsh brick.

  His bladder felt as if it were about to burst under the pressure and he was afraid he might not be able to hold on if Sophie didn’t return quickly. Mercifully she did - but not with good news.

  ‘Mistress wants to see you first, so you had better shower.’ She stood behind him and he felt her soft breasts against his back as she ran her hands over his chest and stomach and felt the sensitive areas around his balls and the base of his cock.

  ‘I don’t think we need to shave you again yet,’ she observed. ‘But we’ll have to this evening. Mistress does like her slaves to be absolutely smooth. Of course, after a few weeks of hormone treatment it’ll be much less of a problem. And these will be more appropriate for a sissy, too...’ she raised her hands and caressed his nipples.

  ‘I’ll have to go in the shower,’ he said through gritted teeth.

  ‘I wouldn’t if I were you,’ she warned. ‘You must learn that Mistress’s orders are the absolute priority. She likes to test the urine of her slaves for purity, and she needs a full bladder to do that properly. Now, come along.’

  She lifted the chain of the cuffs off the hook and led him to an adjacent bathroom, where she turned on the shower. She removed the handcuffs. ‘Hands behind you,’ she ordered, he obeyed, and she replaced them tightly back around his wrists.

  ‘Now, just to be sure I’ll clip him closed.’ She took a clamp, like a small bulldog clip, and nipped the end of his penis, closing the foreskin over the helmet. A sharp shaft of pain gouged through his cock as the clamp bit into the soft flesh. He imagined his cock, still flaccid under the influence of the deep engorgement of his bladder, swelling like a balloon as he was forced to release huge quantities of urine directly into it.

  ‘I know what you’re thinking,’ said Sophie. ‘Do you think you’re the first trainee I’ve had to look after?’ she took a thin chain and wrapped it around the base of his penis, twisting it sharply with a silver rod so that it tightened painfully. He groaned, tears welling and running down his cheeks. Sophie wedged the end of the rod underneath the chain and pushed him, his hands still trapped behind him, into the shower. She stripped off and got in beside him and began to work up a lather of shower gel, then washed him all over - spending plenty of time on his cock, his balls, and his anus, encouraging and enjoying his agony as his whole being focused on his swollen bladder and longed-for relief.

  Eventually she turned off the water, helped him hobble out of the shower and patted him dry. Then still naked he was led, stumbling, into the presence of Mistress Amanda.

  He wanted her to admire and be proud of him, but the pain from his bloated bladder allowed him only to stagger towards her. She was in bed, proud, beautiful and glorious in her distain of him. Her fabulous black hair cascaded across her shoulders, and the swell of her breasts, and her nipples outlined against the black smoothness of her nightdress, excited him beyond measure. Despite the constraints of the clamp and tourniquet agonisingly clenching his cock he could feel it beginning to swell, but the sensation did not last long because the pain became unbearable. She raised herself from the silk cushions and looked at him. He shivered, not knowing whether she was going to approve or humiliate him.

  ‘Hmmm, I think you will do,’ she said. ‘Has he relieved himself?’ she asked Sophie.

  ‘No, Mistress,’ the girl replied.

  ‘Then let us see whether he is clean: crystal clear is what I want to see,’ she said, eyeing him. ‘Will it
be?’

  ‘I... I don’t know, Mistress,’ he replied.

  ‘No matter, we shall soon see. Kneel down.’

  He dropped to his knees and Sophie brought a urine bottle and placed it in front of him. He could hardly bear the further agony as she removed the clamp and the blood began to flow. But this was nothing to the torture he had to endure as the chain tourniquet was gradually released. Then tears of relief rolled down his cheeks as his dark amber urine flowed slowly and then excruciatingly squirted into the bottle. He wept with relief as the pressure on his bladder immediately eased. The bottle clouded as the warm liquid filled the cold glass, so it was some time before Mistress Amanda could evaluate it. She held the glass up to the sunlight drifting in through the window and pronounced it sparkling and clear.

  ‘There is nothing,’ she said, ‘but absolutely nothing worse than having to taste or be covered in murky piss. So you’ll be tested regularly to ensure that yours remains unpolluted.’

  He was not sure why he should be pleased, but he felt he had passed an important test.

  ‘I cannot expect any of my clients not to have the very best, Chloe,’ she went on. ‘And this golden liquid is precious to many of them, as you will learn, my dear.’ She picked up a cut-glass tumbler from the bedside table and poured a whiskey-sized shot into it from the bottle.

  ‘Sophie, check this for me.’ The girl immediately clicked over to the bed and took the glass. She swirled the golden liquid around and sipped it, mewing her disapproval.

  ‘A little too salty at the moment, Mistress, but I always find that after overnight storage. I prefer it fresh, as you know, Mistress. And from you, of course,’ she added.

  ‘Nevertheless, put this in the fridge,’ Mistress instructed, handing the bottle to the girl. ‘We have two clients today who might appreciate it later.’

  She turned to Chloe. ‘Now come here and let me see if you’re as pretty as I remember.’

  He got up obediently and moved to her, his cock already hard now that his reservoir of urine had been emptied. He stood naked before her, his hands still strapped behind his back.

  ‘Closer.’

  She reached out and idly stroked his cock, gently pumping it a few times, making him gasp with pleasure and anxiety, for he was instantly close to ejaculating, and he knew that was simply not permissible without her approval.

  ‘That will do for now,’ she said to Sophie, letting go of his cock, making him shudder with disappointment. ‘But Audrey will be here later, so make sure Chloe’s prepared for her when she’s ready to help you begin work this evening.’

  ‘Yes, Mistress,’ Sophie replied dutifully. ‘Are you still happy with the decisions we discussed last night about Chloe’s training?’

  ‘Yes, just the two exercises plus normal fitness training this morning, I think, and then she can be put away while we work with our clients this afternoon, so she’ll be rested for this evening.’ She turned her attention back to him. ‘There are many skills you’ll have to learn. You have potential, certainly, and there’s no doubt that you also have the psychological aptitude for what I have in mind for you. But like everything in life, having a gift is not enough alone. Constant practice and fine-tuning are essential in the quest for absolute artistry.’

  She waved her hand in dismissal. ‘Now I will bathe and then take breakfast. Put Chloe away while you attend to me, Sophie. You might as well put her in the stretcher first, and then you can work on expansion later this morning.’

  Chloe had not been asked what he wanted, whether he wanted to continue with his training, but he was shivering with anticipation and was quite sure that he didn’t want to be offered a choice.

  Sophie led him to what he was now beginning to think of as his training room. The horse was waiting and she quickly strapped him across it, tightly tying his wrists to the rings closest to the floor so that he was stretched over the suede surface, crushing his cock. His legs were spread wide and clipped into shackles.

  Sophie then went to one of the cupboards and brought out a speculum that looked similar to those used by gynaecologists to dilate vaginas for examination. Chloe had only seen them in pictures, but this looked rather longer and slimmer than he’d imagined, when Sophie showed it to him.

  ‘Mistress says your back passage is big enough but needs more muscular flexibility; so we’re going to flex you.’ She smiled and began to turn the grip at one end, and he watched in horror as the leaves of the instrument began to expand. From about half an inch he estimated it increased in diameter to almost two inches with one turn. Sophie then reversed the twist so it was reduced to about one and a quarter inches. ‘That’s about what you took last night,’ she reported, ‘so we’ll start there. You shouldn’t have a problem.’

  She moved behind him. He could hear the slurp of lubricant being squirted onto the metal leaves and felt his sphincter tense, although he knew it would be more sensible to relax. He felt the cold metal nosing into his rectum. It slid in reasonably easily, and although there was some discomfort deep within in his stomach, the real pressure was against his cock, still swollen and sandwiched against the horse. Then just as he was beginning to feel the level of discomfort was bearable Sophie began to turn the grip again. As the leaves opened he felt the discomfort increasing as the expanding speculum prised open the ring of muscle normally so tightly closed against any intrusion. It didn’t stop and he could feel the expansion deep into his rear passage.

  ‘Now, keep still,’ warned Sophie. ‘You have to learn to relax these muscles. You’ll soon be able to take much more, and you’ll be able to squeeze and manipulate cocks and dildos in ways you cannot at the moment dream about.’ She paused, making a slight adjustment to the instrument plugging and stretching his rectum.

  ‘Now I’m going to attend to Mistress’s bath and breakfast,’ she announced when satisfied with her handiwork. ‘By the time I get back you’ll be feeling almost comfortable and I can give it another turn. While I’m gone make a conscious effort to relax, and try and work your sphincter ring further down. Your instinct is to force the thing out, but if you concentrate you’ll find that by focusing on increasing the pressure on your cock from the inside, you can actually ease it further in.’

  She left him to focus on his ordeal, and as she predicted, he found he was gradually able to relax so that the large intrusion became almost pleasurable. He deliberately thought about the ache in his penis and tried to sense the point of pressure through the wall of his stomach, and work out ways in which he could manipulate the muscles in his bowel to increase the pain. It took time but slowly, very slowly he began to ease the opened tip of the speculum from side to side inside him, across his bloated helmet, tightly sandwiched between the horse and his spasming lower stomach as it was. His cock was in delicious agony and the movements he was making reminded him of the intense excitement/pain/pleasure he experienced when he arranged unexpected sharp tugs on his clamped nipples. Suddenly he realised he’d eased the instruments a little further inside himself and a wave of love for his Mistress and happiness at his achievement engulfed him. He did not yet know for sure in what ways these new skills would be used, but he felt totally committed to her and to Sophie.

  A few hours passed before Sophie returned, and by that time Chloe was positively enjoying his newfound skill and wriggling his bottom in an attempt to further increase the exquisite anguish in his cock.

  Sophie looked at her handiwork carefully. ‘Very good, Chloe,’ she said. ‘Very good indeed.’ She held the end of the embedded implement and began to rotate it gently inside him. He felt the tip ease across his cock and back, and then lift to put pressure on his helmet from the top, before it moved around inside him again. ‘How was that?’ she asked.

  ‘Oh yes, Sophie, that felt so good.’ The familiar ache in his balls told him that he was ready to come again, and he rotated his arse to increase the pleasure.

  �
��We don’t want you getting too comfortable though,’ said Sophie. ‘Mistress has a very strict regime and she wants to bring you up to speed quickly...’ and with that she gripped the speculum firmly and gave it a vicious twist.

  He groaned and his eyes welled with tears as his rear passage and muscle ring was forced to accommodate the extra diameter. ‘Same advice as before,’ said Sophie, and with two stinging slaps on his buttocks she left him alone again.

  It was impossible this time. The pain was even more intense and the increased size of the appliance inside him prevented any movement in his muscles. He was stretched to what felt like bursting point, and he just had to lie pinned across the horse and bear it, all the time acutely and painfully aware of the tip of the devilish utensil still digging through his stomach onto his aching cock.

  Eventually Sophie returned again, this time with her Mistress. She was dressed to tease in a red leather basque that revealed and framed her magnificent breasts, a matching thong and her trademark black stockings, hold-ups this time, which disappeared into patent leather, red, skin-tight boots with the highest of spiked heels. She stood in front of him and lifted his head so he could see and be teased by her sexuality and her beauty. She bent over him and lowered her breasts to rest on his head. His vision was filled with the vertical perfection of her legs, and he was captivated by the occasional flexing of her strong thigh muscles, which seemed to be responding to his pain. He was beginning to understand that submissive and dominant were two-way streets; the one was dependent on the other and vice versa. He wanted her to control and humiliate him but without him and his feelings and needs, she would not be able to achieve her own desire to control and direct. A feeling of power suffused him as he realised that there was strength in submission as well as power in dominance.