Chloe's Contract

by David James

  He flexed his muscles, ensuring he had absolute control and flicked his arm, wrist and hand in one smooth movement that snapped the leather thong brutally against the pink nub. Sophie actually left the floor as her body jerked into the air, her breasts suddenly and agonisingly taut against the sharp teeth of the nipple clamps. A raging shudder convulsed her body and her breath hissed in short gasps as she climaxed.

  Mistress cut the twine attached to the chain of the nipple clamps and released the rope so that Sophie collapsed to the floor. Her legs were open, forced apart by the stretcher, but she ignored the pain and discomfort, writhing and sobbing on the floor while the spasms of her orgasm continued to throb their way through her and her cunt pulsed and leaked more juices. Mistress released the clips on her nipples, now swollen and marked by the vicious serrated teeth. Her ankles were unbound and once the shudders ceased Mistress carefully helped her up and escorted her from the room.

  ‘I’ll return shortly, but I must first arrange for Audrey to bathe Sophie and attend to her wounds. You’ve hurt her, and I can’t say I’m pleased. Sophie is a valuable servant to me.’

  As she left the room Chloe realised how cleverly his Mistress had moved from one scenario to another. Wolfgang was no longer the Master; he was in thrall of Mistress and his head was bowed, but his penis was rock solid, as was Chloe’s, hanging below the bench and aching to be relieved of the pressure in his balls.

  Mistress returned and faced Wolfgang. ‘On your knees, little man!’ she commanded.

  He dropped immediately. ‘Yes, Mistress.’

  ‘You must give me some recompense for damaging my girl, and you can begin by sucking me.’

  Chloe saw in the mirror that Mistress had unzipped the flap at the front of her rubber costume and a huge black phallus now sprouted from the harness between her legs.

  From a genuinely disconcerting Master, Wolfgang was now a pathetic slave and loving every moment of it. His cock was rigid as he sucked and licked the dildo.

  ‘Lubricate it well, slave, for it’ll be inside you shortly and I don’t intend to supplement your efforts.’

  Wolfgang continued to suck and swallow for all he was worth, licking the phallus, coating it with saliva and rolling its head around in his mouth, desperately trying to swallow it as he’d forced Sophie to swallow his own cock.

  ‘Get up,’ she said harshly. ‘Turn around and stand behind Chloe. You know what to do. And take off your shorts.’

  ‘Yes, Mistress.’ He eased the leather shorts over his bulging erection and dropped them to the floor. As he bent over Mistress caressed the crack between his cheeks with the massive phallus, and his penis quivered at the prospect of being forced to take it into his arse. He took up his position as instructed.

  Chloe felt the heat of Wolfgang’s body looming over his back, and then the large erection rested in the channel between his buttocks. He tensed, although he knew he should try to relax as the helmet of Wolfgang’s penis moved lower towards his exposed anus. He tried to relax the muscles as he’d been taught and as he’d been practising, but now he was anxious about being fucked by another man, and by such a monster cock, and he couldn’t loosen up. Wolfgang’s helmet pressed against him.

  ‘He’s very tight, Mistress,’ Wolfgang grunted. ‘I’m sorry, I can’t get it in.’

  ‘Nonsense!’ Mistress snapped.

  Wolfgang tried harder, grinding against Chloe, prodding his cock against the resisting entrance.

  ‘Move aside,’ Mistress demanded. ‘Let me see what the trouble is.’ She pulled him back and felt his cock, weighing it speculatively in her hands.

  ‘No problem there,’ she said, then turned to Chloe and parted his buttocks. ‘Chloe, have you forgotten everything you’ve been taught?’ she asked.

  ‘I’m sorry, Mistress,’ Chloe panted.

  ‘Your certainly will be,’ she said sternly. ‘I am sorry Wolfgang,’ she went on. ‘She’s only a trainee but I thought she was coming on well enough for this. Just give me a minute.’

  She inserted her middle finger into his tight, clutching hole. ‘Come along now, Chloe,’ she coaxed. ‘You remember promising that you’d do anything and everything for me?’

  She skilfully inserted a second finger. ‘You’re going to enjoy this, so relax.’

  Suddenly her persuasive words broke through his mental block, the muscles in his torso relaxed and his rear tunnel opened for her.

  ‘Good girl,’ she murmured softly into his ear. ‘I might let you come later, for that.’

  He glowed with pride and anticipation, and could actually feel his ‘cunt’ opening for whatever his Mistress had in mind for him.

  ‘Now, Wolfgang, let’s try again.’ She slapped him on the rump. ‘Get to it.’

  Chloe felt he cheeks being roughly parted, and then Wolfgang’s bloated tip probing at his entrance again. Although he was now ready, and had been prepared by the speculum, he’d not anticipated quite how large, solid, and daunting a real cock could actually be. His sphincter muscles protested, and as the pain grew he imagined that the ring of muscle had reached its ultimate diameter and could not possibly take such an intrusion, and then the breath hissed from his lungs as with a final thrust Wolfgang’s cock penetrated him. He sobbed desperately as his rectum was forced even wider by the thickness of the shaft as it drove down deep inside him.

  Through swirling emotions he was then aware of Wolfgang’s hands clamped onto his shoulders as the man began to thrust, and remarkably the pain began to dissolve and be overtaken by a rising excitement, the intensity of which was almost overwhelming.

  But before he could succumb to the threatening orgasm, Wolfgang’s rhythm slowed and changed from a thrust to a rise and fall, and he realised that Wolfgang was now being penetrated by his Mistress and needed to reposition himself to accept and then appreciate her thrusts. In the mirror he could just see her behind the bulk of the big man spread over his back, and Wolfgang’s own grunts and sobs indicated that he too was finding accommodating such large dimensions difficult, but eventually he began moving again and it was clear that his climax was beginning to build as his thrusts, in time with those of his Mistress, increased in length and power.

  Wolfgang came with a series of frenzied grunts, and Chloe felt the heat of jet after jet of warm semen deep inside as the man above gradually collapsed on top of him, and then with a lurid squelch Mistress withdrew the dildo from his bottom.

  But it was all too soon for Chloe. He’d been close to coming but hadn’t quite managed to, and the ache of frustration brought tears to his eyes.

  His Mistress understood. ‘Just a moment, Chloe,’ she whispered. ‘Just a moment.’

  She guided the exhausted Wolfgang to sit on the floor, and then urged him under the bench so that his head was just below the opening though which Chloe’s cock poked. Then Mistress sat on the floor as well and began stroking Wolfgang’s head, and reached under the bench to hold the hanging cock, as though milking a cow. ‘There’s a good girl, Chloe,’ she murmured. ‘There’s a good girl.’

  It didn’t take very long. Chloe could not see but guessed that Wolfgang was to be the receptacle for his sperm, and the thought that the man who had violated both he and Sophie was being forced to drink his spunk excited him even more. And Mistress Amanda was a true expert. The milking of his shaft was not too fast or too slow, too firm or too soft. He could feel that she was determined he would enjoy a long and slow climax as his reward, and built her strokes gradually until he was gasping for breath and release. Deep inside his core the thunder of his climax began to rise, and tears sprung again to his eyes as the supreme emotion and pleasure of ejaculating overwhelmed him.

  It was, without doubt, the most beautiful climax he had ever experienced. The spasms were long and strong, continuing time after time, and he could feel his sperm coursing through his urethra and squirting, spurt upon spurt directly into
Wolfgang’s mouth. As he came down from his clouds he was conscious of Wolfgang beneath him choking on his viscous fluid and Mistress saying, ‘Don’t be a baby, swallow it all,’ as she continued to caress his cock lovingly.

  ‘Good, Chloe,’ she purred. ‘That was very good. Wait a moment and we’ll put you to bed.’

  She got to her feet and told Wolfgang it was time for a shower, but that he must suck her cock clean first. He needed no persuasion and hungrily took it deep into his mouth until she pronounced herself satisfied.

  ‘Off you go, I’ll see you when you’re ready to leave,’ she dismissed him, and he obediently left the room.

  ‘Now, Chloe, let’s see how you’ve stood up to all this.’

  She snapped on a rubber glove, and coating her finger with ointment she examined his anus carefully and smoothed the soothing cream into the tender areas. Peeling off the glove she released him and then examined his cock. It was raw but she pronounced it undamaged, and used more of the ointment to cool the tenderness of his now flaccid penis. The process stirred him again and she laughed.

  ‘No more now,’ she smiled. ‘A shower for you in a moment, and then I’ll put you back in your cell for the night. But first I must see Wolfgang out and check how Sophie is.’

  She left him crumpled on the floor without even a tether, and he could hear her wishing Wolfgang goodnight. She returned soon after, having taking off the rubber corset and the black dildo, and was now more comfortably attired in a black silk blouse that reached to the tops of her thighs, black hold-up stockings and, of course, black, patent leather high-heeled shoes.

  ‘Audrey is taking good care of Sophie,’ she said. ‘She’s had quite a time, but it was what she wanted. You’ll want to extend your range too, as you become more experienced, and you’ll want to know how much of each category of pain and humiliation you can take.’

  As she stripped off Chloe’s skirt, stockings and suspender belt and led him through to the bathroom to shower, soaping him carefully to avoid his marks, she said, ‘And I think you already want to explore the depths of your desires, and that those desires are for absolute degradation at the hands of a woman.’ She smiled at him warmly. ‘I’m pleased that I’m that woman because I’ll enjoy taking you to places that at the moment you cannot even dream about.’

  He couldn’t, and he loved her.

  Drying him with a soft towel she then shackled him in his cell, but this time leaving him enough movement to lie down, as well as giving him a pillow and a duvet, and he wept with gratitude.

  ‘Goodnight, Chloe,’ she whispered.

  ‘Goodnight, Mistress,’ he replied, and laying back, immediately fell into a deep, contented sleep.

  Mistress returned to Sophie to find her fast asleep in Audrey’s arms. He was rocking her slowly and stroking her blonde hair, which gleamed against the black silk of his top.

  ‘You’ve used the special ointment on her marks?’ she asked.

  ‘Yes, Mistress, I have.’

  ‘Thank you, Audrey. Put her away now then.’

  ‘Yes Mistress.’ Audrey picked Sophie up and carried her to the small bedroom that was her cell. She laid her on the bed and locked on a leather ankle bracket, which was attached by a short chain to a ring in the wall, before covering her with a duvet and closing the door quietly.

  ‘Now you, my girl, can pleasure me before I put you away for the night.’

  She led the way into her own bedroom, beautifully furnished in a modern but comfortable style, and relaxed back on her bed, leaving her legs hanging over the edge with her naked sex available for Audrey to kneel between her feet and lick her. But first he stood before her, awaiting permission, his penis straight and stiff underneath his French knickers and his balls heavy with sperm.

  ‘Kneel now,’ Mistress ordered, ‘and don’t touch me with anything but your tongue.’

  Audrey knelt obediently before her, leant close and buried his face between her legs, watching the pink bud of her clitoris swelling as she anticipated the touch of his tongue. He could feel the heat radiating from her sex and shivered as the tip of his tongue caressed the tip of her clitoris.

  Mistress shuddered as a spasm of pleasure shot through her. Audrey was good. She had trained him well and he understood exactly the touch required to lengthen her satisfaction prior to burying his tongue deep inside her and sucking her to completion.

  Audrey continued to encourage and tempt her sensitive nub, swirling the tip of his tongue around it and her succulent, responsive labia. Mistress’s excitement built rapidly and her initial climaxes came quickly one after another as Audrey’s tongue pressed deeper inside and he drank the sweet, musky juices that welled up from the depths of her. Mistress began to writhe, her toned stomach undulating as the contractions of her climax grew deep within her. She reached out to Audrey and grasped his long hair, pulling him tight between her legs and ground her cunt onto his mouth. Audrey redoubled his efforts and drove his tongue as far into her as he could, and felt his own orgasmic fluid pumping from his balls into his rigid cock. He had no time to consider whether his Mistress would be angry, he just came as she did, their contractions in unison, leaving both exhausted.

  After a few minutes’ recovery Mistress said, ‘I think you came, Audrey, without my permission.’

  ‘Yes, Mistress,’ Audrey admitted shamefully. ‘I’m sorry.’

  ‘I’ll punish you tomorrow. In the meantime lick it up and leave my carpet spotless.’

  ‘Of course, Mistress,’ he replied, kneeling low to the floor and sucking his semen from the deep pile.

  Mistress rose and got off the bed and sat astride her slave. She could feel her sex against his back and her slick juices warm and wet on his spine. ‘Every drop, Audrey,’ she urged. ‘That carpet cost a fortune.’ She leaned forward and grasped his hair, forcing his head down further, then letting go she leaned back and spanked his rump. ‘Every drop, do you hear?’

  ‘Yes, Mistress,’ he mumbled.

  She reached lower and cupped his balls in her palm, squeezing, twisting them as she did so. ‘I give you the opportunity to serve me and this is how you repay me.’ She pulled cruelly on his testicles, sensing the increasing weight of his penis as it began to expand under the delicious pain. ‘And now I can feel you getting hard again, you filthy creature. You should be ashamed of yourself. You need to be taught a real lesson now. Stay there.’

  She got up from her stool and went to a cupboard. She took out a length of fine leather with a noose at one end, a black metal butt plug with a steel ring on the end, and a metal bit with reins attached. Returning to Audrey she slapped him on the rump again. ‘Open up,’ she ordered.

  Audrey relaxed his anal ring obediently and Mistress Amanda pushed the butt plug inside him. She captured his balls and penis within the noose, pulling on the slipknot so that both were caught in the tourniquet, and brought the trailing end tightly back between his legs and up the valley of his buttocks, tying it fast to the ring of the plug. Every movement and flex of his ‘cunt’ would tighten the noose.

  She sat astride him once more and he thrilled as the wetness of her naked sex lips slid over his back again. ‘Head up,’ she ordered.

  Audrey obeyed immediately and she leaned forward to slip the bit into his mouth, dragging his lips back so that the metal bar was wedged between his teeth. She caught the reins around one hand and lifted her feet from the floor, resting them on his thighs, folded beneath him. Pulling sharply on the reins she settled herself firmly into the small of his back and said, ‘If you can throw me off I’ll let you come again. If you can’t, it’ll be the lash before you’re put away.’

  She knew what a dilemma she’d put her slave in. He would want to come again, yet he would adore being beaten by his Mistress. And at the same time, trying to unseat her would provoke a lot of pain from the noose and the bit. She began to buck, testing the limits of his pain
threshold as he reared up and dropped back down onto all fours.

  Pain drove right through him as his Mistress snapped at the bridle and the noose tightened around the neck of his scrotum and base of his cock. As he began to sweat with effort his cock stiffened further, so that the noose bit deeper into his sensitive flesh, and the slickness of his skin made it more difficult for Mistress to remain astride him, although the fabulous pain he was experiencing and the thought of the whipping he would receive slowed him down to ensure she was able to stay aboard.

  But Mistress reached back and tugged viciously on the ring of the butt plug. ‘You’re not trying hard enough,’ she warned him. ‘Try to throw me off!’

  The pain in his rectum was intense, so with a tremendous effort he rose up on his haunches and shook himself so that she slid to the floor behind him.

  ‘On your back,’ she commanded.

  He rolled over, waiting expectantly.

  ‘So, you threw me off so you could come again. I might have expected it. But it’ll not be that easy for you.’

  ‘I’m sorry, Mistress,’ he croaked.

  ‘You certainly will be, my girl.’ Mistress sat astride him, her sex lips covering his mouth. ‘I said you could come and I don’t go back on my word.’

  He mumbled almost indecipherable thanks against her smothering sex.

  ‘But in my own way; which is a way you might not enjoy particularly.’

  He mumbled again, his chest rising and falling deeply as he strained to breathe.

  Mistress grasped his cock and began to pump it vigorously. The noose was still tightly drawn around the base of it and biting deep into his ball sac, and the brisk fist movement up and down his shaft manipulated the butt plug inside his rectum.

  ‘I need to piss,’ she told him, ‘and if a drop spills onto my carpet I’ll thrash you within an inch of your miserable life.’

  As she pumped her hand up and down his rigid shaft she released her flow of golden liquid straight into Audrey’s mouth. He gagged but managed to swallow the warm piss, gulping it down hungrily and savouring the magical flavour of her. His Mistress’s coarse treatment of his cock, the tightness of the leather twine strangling it and his balls, the discomfort of the butt plug dragging in his rear passage, and the shameful excitement of being allowed to drink his Mistress’s sacred liquid, quickly built his climax and spunk erupted from his cockhead into the air, landing in sticky pools on the upper slopes of Mistress Amanda’s breasts, and then the subsequent less violent spasms coated her wrist and fingers.