She Logged In First

Claire Sutton followed Jean’s instructions, be it reluctantly, as she went to her hands and knees to be his end table. As he placed his cup of coffee in the small of Claire’s back he smiled as the faint but unmistakable fragrance of the young redhead’s arousal tickled his nostrils. Smiling he took out an object from the side pocket of the chair.

.



“Miss Sutton spread the lips of your cunt……….and do it now………need I remind you that disobedience brings repercussions of an unpleasant nature.”



If the girl obey then he would place a vibrator into her cunt and pressed to her pierced clit. If she disobeyed then it would be 40 lashes to her back as she kneeled on her hands and knees. There was no need to tell Miss Claire Sutton to choose to obey or to suffer. Her affinity for pain might push the ravishing young beauty to choose, what she knew would be the pain option.



Be quick Miss Sutton you were told what to do, or are you so dim witted that you cannot carry out a simple instruction?”
 
“Miss Sutton spread the lips of your cunt……….and do it now………need I remind you that disobedience brings repercussions of an unpleasant nature.”

No, Claire didn't need reminding. Her breasts and cunt blazed with those reminders. Her nipples still felt the echoes of the needle session and her cunt throbbed whenever she thought about it too much. She gently shifted her thigh over just a little and lifted a hand to try to reach her pussy but she paused as the cup on her back shook and she whimpered over the idea that it might fall and cover her. She put her hand down again and tried to figure out how to hold her weight and maintain her balance to carry out his order.

"Be quick Miss Sutton you were told what to do, or are you so dim witted that you cannot carry out a simple instruction?”

"No...I'm not..." She whispered and swallowed, blushing brightly.

Claire reached again, shifting her body weight to that single hand and her knees. The cup teetered for a moment and then sat still atop her shifting weight. She reached between her legs and used her index and middle finger to spread her outer labia on each side. It was rather lewd and exposed her further but she tried hard not to think about it.

"Satisfied?" She asked him, the humiliation burned hard but she still let the unfiltered thought slip from her.
 
Jean watched as Claire Sutton gently shifted her thigh over just a little and lifted a hand to try to reach her pussy but she paused as the cup of coffee on her back shook and she whimpered. Claire put her hand down again. Batard could almost see the wheels whirling in her pretty little redhead on how to accomplished the task he had set her. So, he decided to put a little more pressure on the gorgeous redhead.



"Be quick Miss Sutton you were told what to do, or are you so dim witted that you cannot carry out a simple instruction?”



"No...I'm not..." Claire whispered and swallowed, blushing brightly.



Jean could see that his comment had the desired effect as this stunning redhead was blushing the most delightful shade of pink. Then Miss Claire Sutton once more reached, shifting her body weight as before, a single hand and her knees had to support her weight. The cup teetered for a moment and she froze this time, and then the cup sat still atop her. Clair reached between her legs, like a good little obedient girl, and used her index and middle finger to spread her outer labia on each side. Jean loved the rather lewd and exposed sight she made.



"Satisfied?" The humiliation burned and colored her cheeks a deeper shade of pink.



“Satisfied Miss Sutton because you carried out a simple task? You most be kidding, really? Next you will want congratulations for going to the bathroom and not in your panties! Now hold that position and don’t spill my coffee.”



As Claire held the humiliating position he shoved a vibrator into her pussy and switched it on. The shaft resting on her clit.



“You may not cum until I say you can. Remember Miss Sutton do not spill my coffee.”



His voice was pointed like a school master correcting a dull student. “You May place both hands on the floor again Miss Sutton.”
 
“Satisfied Miss Sutton because you carried out a simple task? You most be kidding, really? Next you will want congratulations for going to the bathroom and not in your panties! Now hold that position and don’t spill my coffee.”

"You would have to give me panties first." She bristled and huffed under her breath.

Claire groaned as Jean thrust the vibrator inside of her and seated it as she held herself open to take it. Her pussy accommodated it easily as it was quite lubricated at this stage. It was rather cold at first and Jean switched it on so it hummed happily inside of her.

“You may not cum until I say you can. Remember Miss Sutton do not spill my coffee.”

"Well I don't want to wear it so I guess I have sufficient motivation." She mumbled, the strain starting to ebb into her tone.

“You May place both hands on the floor again Miss Sutton.”

Claire did exactly that as soon as he told her to, giving her other three limbs a little relief. She held her position for a few more minutes in silence but her clitoris was becoming very difficult to ignore. When had she started trembling? She wasn't sure. She hadn't realised because of the vibrator's hum. She was growing too warm now and started to shuffle a little, her feet rubbed against each other though her thighs remained split.

She began to breathe just a little quicker, gripping into the carpet with her fingers over and over - she'd stretch them and then grip again. Her cunt seemed to clench tighter around the little buzzing intruder and Claire let out a soft, keening whimper.

"Fuck." She whispered as softly as possible.

Her breathing was becoming more labored after the first 6 minutes and Claire felt the cup slosh and dribble slightly onto her back which made her whine softly and try to freeze herself up - locking her elbows as tightly as possible. 'Oh no...' She was sure she wasn't going last much longer and would end up wearing the coffee, quite possibly as she orgasmed.

"How much longer?" Claire asked Jean through clenched teeth.
 
Batard gazed down on his living little redheaded end table. Claire had made two snippy comments of no consequence. He enjoyed how she moaned so sweetly when he shoved the vibrator into her juicy young cunt’s lips that she had humiliatingly held open for him. He had reminded Claire not to cum with out permission.



Jean took his cup of coffee and sipped it as he slowly moved the humming little beauty in and out of Claire Suttons cunt in a sensually twisting motion, making sure it’s tips massaged her clit before each thrust. He watched as the young redhead’s breathing became just a little quicker, gripping into the carpet with her fingers over and over - she'd stretch them and then grip again. She was edging ever closer to cuming.



Batard set his coffee cup back in the small of Claire’s back. He ran his fingers through the spilt coffee there. “I told you Miss Sutton not to spill my coffee and yet that is exactly what you have done.”

Jean Batard’s voice held, what now was becoming very familiar, note of disappointment and scorn. He shoved the vibrator deep into the redhead’s cunt. As the young beauty gasped,

“Fuck……..How much longer?" Claire asked Jean through clenched teeth.



“You spilt my coffee Miss Sutton and that can not go unpunished!” he let her know that her failure had consequences.



“Reach back and spread the cheeks of your ass Miss Sutton.”



Jean Batard knew that Claire was tittering on the edge. Would she forget to beg him to cum? Just to torment his little concubine, he once more placed his coffee cup in the small of Claire Suttons back then began fucking her tight young cunt with that devilish vibrator.
 
“You spilt my coffee Miss Sutton and that can not go unpunished!”

She couldn't help it, the whimper escaped before she knew - like a fear that crept up inside of her now whenever Jean told her she'd failed and required punishment. She intended to plead with him but it was taking so much effort to hold still, knowing full well that if she orgasmed, that coffee was going for six all over the place.

“Reach back and spread the cheeks of your ass Miss Sutton.”

Claire lifted her hand and attempted to reach back but he started fucking her with the vibrator and she cried out, slamming her hand back down as the coffee cup teetered precariously. Her pelvis heated like fire and electricity, the coil inside wound up tighter like she was about to let go.

"I can't! I can't!" She gasped, her voice reaching a slightly higher pitch.

"Please, please-" She shuddered and cried out, her body shook as the orgasm took control.

She waited too long to beg him and never got the words out, her hungry cunt clenched around the vibrator as she fought herself not to fuck it in return. What remained in the coffee cup splashed her back and side as it tipped and fell next to her on the floor. She clutched the carpet for dear life and moaned throughout but her brain was screaming in terror that she had royally fucked this all up.

The tremors were beyond her control and she dropped to her elbows as she shook. Her fear actually intensified the orgasm though, she came so hard that she thought she might actually physically explode. Her tears mingled with a little saliva as they dripped down her face. She sobbed as it began to slowly subside.

"Oh god, oh god..." She moaned, "I'm sorry..."

She panted and pleaded with him for forgiveness - for an orgasm he caused. That was ironic. Claire had never felt like she had such little control over her own faculties as Jean had caused her. She'd never had to hold an orgasm back before or ask for permission to have one. She'd never thought it would be so hard to do either. She didn't dare look up at him, she was waiting with increasing anxiety for the other shoe to drop.
 
Jean Batard had told Claire Sutton to “Reach back and spread the cheeks of her ass.” Claire lifted her hand and attempted to reach back but with a wicked smile Jean started fucking her with the vibrator, causing the ravishing young redhead to cry out, then slamming her hand back down.



"I can't! I can't!" She gasped, her voice reaching a slightly higher pitch.



"Please, please-" the shuddered cry bubbled from her moist ripe lips as she implored Batard for permission to cum. But the plea came to late as Claire’s treacherous young body was already shaking with a powerful orgasm, that had taken control of her. Claire Sutton had waited too long to beg him for permission and she never got the words out.



“You have failed once again Miss Sutton! You carelessly spilt my coffee, and you came with out permission. Are you incapable of preforming the simplest of acts or asking permission?.............. or is that beneath you to ask permission Miss Sutton?”



Jean did not attempt to hide the contempt in his voice as he gazed down on the defeated young redhead as she had dropped to her elbows, as she shook from the after shocks of her violent orgasm. Claire’s tears slid down her cheeks then mingled with a little saliva below her chin. She sobbed as her orgasm began to slowly subside.



"Oh god, oh god..." She moaned, "I'm sorry..." Clare Sutton panted and pleaded with him for forgiveness.



Claire Sutton was a novice to the world of BDSM, not the concept, but the reality of it. She had never been trained on how to hold from cumming until permission had been granted, nor how to cum on command but before Batard was through with her the little redhead would have to master both skills.



“Now reach behind and spread your ass cheeks as you were told! Oh! Claire has anyone fucked that tight ass of yours?”
 
“Now reach behind and spread your ass cheeks as you were told! Oh! Claire, has anyone fucked that tight ass of yours?”

"Just you." She replied sullenly, blushing furiously.

Claire reached back to grip each of her ass cheeks and spread them lewdly. She wasn't sure if he intended to fuck her ass again, wasn't sure if he'd opt for lube this time or go without like he had the last time but she was sure she didn't want to push her luck by disobeying him again.

She also wasn't sure if he was trying to humiliate her by repeating a question he'd already asked her before or if he just genuinely didn't think she was memorable. It was demoralizing to say the least. He'd spent the last 24 hours making her feel about as useful and clever as a broken bicycle. If anyone had told her two weeks prior that this is where she'd be, she'd have spat her coffee in laughter but it didn't seem so funny and ridiculous just now.

Then the unfiltered thought slipped from her mouth, "If you think I'm incapable then why pick me? Maybe I'll be your biggest regret."

'Oh good, yep, antagonize him! Very clever, Claire! Shit, fuck, shit.' She scowled against the carpet pressed to her cheek as there was nothing to hold her up without her hands.
 
Claire reached back to grip each of her ass cheeks and spread them lewdly. Batard watched as the young redhead did as she had been told, perhaps in an effort to prove that she was capable of following instructions , or possibly that she did not want to anger him. Then Claire Sutton’s mouth got the better of her.



"If you think I'm incapable then why pick me? Maybe I'll be your biggest regret."



Batard hand flashed as he slapped Claire’s cheek. “I told you to keep a civil tongue. I will not put up with your peek Miss Sutton.”



Jean loved the sight of Claire’s face pressed to the floor, her cheek on the carpet as she lewdly spread the cheeks of her ass. Batard drew a special butt plug from the side pocket of his chair. It was not just a smooth bulb, but rather one covered with a series of spike like little nubs. He brought the bulbus head of the butt plug to press to her anus.



“I choose you because I thought you could be intelligent enough to be trained Miss Sutton.”



Batard began twisting and pushing the bulbus head of the butt plug against her anus stretching that elastic ring until the head of the butt plug finally concorded the young redhead’s anus. Each of the nubs causing a very unpleasant sensation to begin with. He wondered if the pain, once more, would bring Claire Sutton the dark pleasure she seemed to long for.
 
Claire yelped as he slapped her face, she took the full brunt of it as her face was pressed to the floor and had nowhere to snap away to. She'd half expected it as the words had left her mouth though which was in stark contrast to day 1 in Jean's world when she'd simply had no idea of what to expect.

“I chose you because I thought you could be intelligent enough to be trained Miss Sutton.”

"Maybe you were wrong." She bit her tongue after that to stop it from getting her in trouble, her tone wasn't snarky though, it was almost as if Claire wasn't sure of herself either.

She couldn't see the plug but she felt the unforgiving press of it against her anus and whimpered at first. She could tell he hadn't lubricated it and he certainly hadn't lubricated her anus so this was going to seriously fucking hurt. Claire started to breathe quicker and more shallowly as the pressure increased and she began to cry. Her tears soaked up by the carpet beneath her face.

It felt like a slow sort of torture and Claire cried out louder and louder before something snapped inside of her and she dropped her hands back to the floor. She pulled away from the plug on reflex, unable to take the burning any longer. She scrambled away from Jean and twisted until her ass was planted on the floor. She scooted backwards from him where she sat just a little and then stopped as she realised what she'd done.

Fuck.

"I'm sorry, please, it fucking burns! I can't take it!" Claire begged him.

There was nowhere to go and Claire hoped she hadn't just made an even worse mistake than before. She hoped that because she didn't run further than she needed to, it would encourage Jean to be more merciful with her.
 
“I chose you because I thought you could be intelligent enough to be trained Miss Sutton.”



"Maybe you were wrong." She bit her tongue after that to stop it from getting her in trouble, her tone wasn't snarky though, it was almost as if Claire wasn't sure of herself either.



Batard had specifically chosen that butt plug, and had not lubricated to cause Claire Sutton the maximum pain, to show her that she needed to change her attitude. The young redhead started to breathe quicker and more shallowly as the pressure increased and she began to cry. Her tears soaked up by the carpet beneath her face.



Claire cried out louder and louder before something snapped inside of her and she dropped her hands back to the floor. She pulled away from the plug on reflex, unable to take the burning any longer. She scrambled away from Jean and twisted until her ass was planted on the floor. She scooted backwards from him where she sat just a little and then stopped as she realized what she'd done.



“ Fuck ………… I'm sorry, please, it fucking burns! I can't take it!" Claire begged Jean. She didn't run further than she needed to, hoping it would encourage Jean to be more merciful with her.



“As always you are sorry Miss Sutton for yet another failure on your part!.......... But sense I am a merciful man I shall give you a choice.”



Jean drew out three butt plugs each larger that the spiked one he had used on Clair. Each one appeared huge and it was hard to see how they would pass through her anus.



“You may choose one of these, unblued, or you can choose the spiked one, but it will be lubed.”



Jean Batard let Claire study each of the butt plugs for three or four minutes before he said.



“Choose Miss Sutton or I shall make the choice for you.”
 
“As always you are sorry Miss Sutton for yet another failure on your part!.......... But sense I am a merciful man I shall give you a choice.”

"Oh good lord..." She breathed and tried to mentally prepare herself for yet another one of these 'choices'.

The butt plugs he produced made her physically shudder, they were impractical to Claire and made her ass clench reflexively.

“You may choose one of these, unlubed, or you can choose the spiked one, but it will be lubed.”

She whimpered in fear and swallowed, unable to tear her eyes away from her 'options'. Again, the choice was its own punishment because Claire immediately imagined each one in her ass and how much it would hurt. She imagined the difficulty of relaxing and above all, she imagined forcing herself to remain in position while Jean inserted it. Every part of her felt like running or begging but then Jean's voice cut into those ideas again.

“Choose Miss Sutton or I shall make the choice for you.”

"No!" She blurted out and then recovered, "the...the fucking spiked one then."

It looked sinister but it wasn't as large as the others and Jean promised only that one would be lubricated so it'd be much easier to take this time...right? She was shaking when she crawled back to Jean reluctantly and re-positioned herself as she'd been before, holding her ass cheeks apart for him. It was humiliating to go to her own punishment like this but she knew if she didn't choose things for herself then Jean would force her and he'd ensure she didn't like it. The irony of that was: it very much worked, Claire was inclined to position herself freely for Jean.
 
“As always you are sorry Miss Sutton for yet another failure on your part!.......... But sense I am a merciful man I shall give you a choice.”

The butt plugs he produced made Claire physically shudder, they were impractical to her and made her ass clench reflexively. Batard loved the fear the butt plugs caused in the stunning young redhead.

“You may choose one of these, unlubed, or you can choose the spiked one, but it will be lubed.”



Claire whimpered in fear and swallowed, unable to tear her eyes away from her 'options'. Again, the choice was its own punishment



“Choose Miss Sutton or I shall make the choice for you.”



"No!" Clair blurted out, "the...the fucking spiked one then."



“A wise choice Miss Sutton.



Jean knew the spiked butt plug, even lubed, would introduce the stunning young red head a new level of pain for the charming young masochist. Claire was shaking when she crawled back to Jean reluctantly and re-positioned herself as she'd been before, holding her ass cheeks apart for him. It was humiliating to be made to go to her own punishment like this.



Batard loved the sight of the young redhead, her cheek press to the floor, her firm young breasts crushed to the floor as Jean Batard slowly twisted the spiked butt plug, now lubricated, Against her puckered anus until it popped into her ass. Jean paused only a moment before he calmly said,



“Come to me Miss Sutton”



It was clear that he wanted Claire to impale herself on the spiked butt plug. Then he would fuck her until she came screaming in a vicious anal orgasm.
 
Claire felt nothing for a few moments while Jean lubricated the plug and then she felt the pressure against her anus again. She tried not to hold her breath, she tried to relax as much as possible but even so, it hurt going into her tight ring. She focused on her breathing, telling herself to inhale and exhale in a rhythm. Holding herself still for it took more self control than she knew she had. She yelped gently as it broke through her threshold at last and the tip was inside of her.

“Come to me Miss Sutton”

"Oh..." She whimpered and pushed back against him.

It slid in slowly, the nubs prickling the outside and into her ring as they slid inside, one by one. It felt like an eternity before it was completely seated inside of her. Her ass felt full and strangely invaded by this little device. Claire couldn't deny the fact that while some of it hurt, the nubs also made it feel kind of good. She was surprised by that, when she'd seen it in Jean's hand, she had assumed it would hurt and only hurt.

She'd thought he'd merely seat it inside her and it would be over. When he started to withdraw it, she was surprised all over again thinking he was already done with her. Thus the first thrust inwards was a great shock to Claire and she dropped her hands from her ass cheeks to claw at the carpet with a cry.

"Oh god!"

It felt like a shudder went through her whole body, as if that sinister little butt plug was fucking her stomach because that's how deeply she felt the thrust.
 
Oh how the little red haired masochist tried not to hold her breath, she tried to relax as much as possible, but even so, it hurt going into her tight ring, feeding her longing for pain that would lead to accelerating pleasure. Batard recognized the need in Claire Sutton even if she did not, or did not want to admit it even to herself. He then gave this gorgeous creature a simple command, “Come to me Miss Sutton”



"Oh..." She whimpered even as Claire pushed back against him. Such an obedient little bitch Claire Sutton was becoming, was it only because of the pain he was bringing ravishing young masochist? Be that as it may, the young redhead was obeying, and obedience was a learned trait, and Claire Sutton seemed to be becoming a darling little student. So as a reward he granted her a sweet taste of pain as he began working the spiked butt plug in a series of deep trusts into her violated ass, a true ass fucking. It was not designed to just give Claire pain but also a dark pleasure as well.



The first wicked thrust inwards was a great shock to Claire and she dropped her hands from her ass cheeks to claw at the carpet with a cry.



"Oh god!"
That sinister little butt plug was fucking her.



“Resume the positions Miss Sutton………..hands spreading those tight little ass cheeks…….Miss Sutton!”



Batard would fuck Claire’s tight little ass until the mingled pain and pleasure shook her with a violent dark orgasm that would shake her young body and soul.
 
“Resume the position Miss Sutton………..hands spreading those tight little ass cheeks…….Miss Sutton!”

She whined softly but obeyed and placed her hands back to keep her ass spread, her nails bit into her own flesh in her struggle to hold the position as he fucked her with the lengthy, spiked plug. For reasons Claire couldn't explain, she felt her orgasm build faster and deeper when he fucked her ass than when it was her pussy. She felt like she needed little to no clitoral stimulation to cum this way.

Perhaps it was the taboo or the violation, the dark and wrong sort of feeling. It probably leant to it anyway. Perhaps it was how humiliated she felt as he did it. Whatever it was, Claire couldn't hold it all back. She was moaning and shaking with every thrust of it, she felt like a slut and the mere thought made her cry louder. Something she'd have to reflect on at a later time.

And then her voice twisted, her cries became almost growls as she reached the precipice of her orgasm and bucked back into Jean's hand, meeting the plug in desperation. Her orgasm released at last and she screamed and shook violently as she came apart with a wave of ecstasy. She couldn't even form words, her mind felt like a blaze of white fire ripped through it and stole everything. Her ass clenched tightly around the plug and her pussy juices dripped down her inner thigh as her piercings swung erratically.

She was panting heavily and the orgasm wave didn't seem to lapse, as long as Jean continued fucking her with it, Claire continued riding the high as if she couldn't get off the rollercoaster.
 
“Resume the position Miss Sutton………..hands spreading those tight little ass cheeks…….Miss Sutton!”

Jean Batard was pleased as Claire Sutton whined softly, yet she quickly obeyed and placed her hands back to keep her ass spread, her cheek press to the floor, her nails bit into her own flesh in her struggle to hold the position as he fucked her with the lengthy, spiked butt plug.



“What a good and pleasing young lady you can be Miss Sutton when you put your mind to it.”



It was an offhand compliment, part praise and part put down at the same time. Batard was rewarded as the sweet musky scent of Claire’s growing arousal build faster and deeper when he fucked her ass. Perhaps, by its very taboo nature, the ravishing young redhead was even more aroused than when he had fucked Claire’s tight young cunt. The young redhead was moaning and shaking with his every thrust of that wicked butt plug, she moaned like a little slut, and perhaps the mere thought of that made her cry louder.



What a gorgeous little slut Claire was becoming in her love for pain and humiliation. “Wiggle that tight little ass of yours Miss Sutton. I am sure you can do it if you really try.”





Jean reached over to the open draw and pulled out a ribbed dildo and then slipped it into the young girl’s juicy pussy. Soon Claire was being fucked in the ass by the spiked butt plug, and in the cunt by the ribbed, vibrating, dildo. Batard idly wondered if Claire Sutton would have her first soul shattering anal orgasm, followed by one from her now well fucked tight young cunt by the ribbed vibrating dildo.
 
Claire whined softly but she wriggled her ass as best as she could amidst the haze of pleasure. She was entirely unprepared for Jean to shove the large ribbed vibrator into her pussy though and she groaned loudly into the carpet beneath her face. Her eyes bulged.

"Oh fuckkkkkk...." The word dragged out.

She'd never felt so full in her life! This was as close to double penetration as Claire had ever been, she'd never experimented with two dildos. The closest she'd come to this was a tiny jelly butt plug and a thin g spot vibrator. This was something else entirely - it felt like she had two whole cocks inside her holes.

And she fucked them back vigorously because it felt incredibly good. Claire felt the next orgasm build so fast that she was barely aware it was coming until it hit her like a crushing wave that dumps you in the ocean. There was an obscene squelching sound that punctuated her moans and cries as she lifted her hips to meet Jean's thrusts.

"Oh god, oh god!" She cried into the carpet, her nails dug tightly into her own ass to stop her from dropping her hands again.
 
Claire Sutton was entirely unprepared for Jean to shove the large ribbed vibrator into her pussy though and she groaned loudly into the carpet beneath her face. Her eyes bulged.



"Oh fuckkkkkk...." The word dragged out. She fucked them back vigorously because it felt incredibly good.



The young redhead was caught in a cascading series of orgasms brought on by her double impalement by the butt plug in her ass, and the ribbed vibrating dildo in her pussy. Each orgasm building on the one before until an obscene squelching sound that punctuated Clair’s obscene moans and cries as she lifted her hips like a little slut to meet Jean's thrusts.



"Oh god, oh god!" She cried into the carpet, her nails dug tightly into her own ass to stop her from dropping her hands again.



“Have you ever been taken and fucked by two men at the same time Miss Sutton?”



As Jean waited for Claire’s answer he said in an almost manner. “The servants will be returning tomorrow, and I am sure my butler will want to sample your sweet charms Miss Sutton as well as my maid Susy, she has an eye and desire for pretty young beauties like yourself. Have to ever been with a woman before Miss Sutton?”



It seemed that not only Batard would use Claire as he chose but she would also be expected to meet the sexual demands of his staff as well. A pretty little bauble to be shared as he chose and with whom he chose.
 
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