Sarah's Submission: Ch 16 - Painful Pleasure free porn video

As soon as she got home, Sarah called Ali not wanting to wait. Per Mr. Michaels instructions, she asked if Ali could babysit with her on Thursday and then cover for her the following Thursday. She promised that Mr. Michaels paid really well and also tipped really well, but that she would explain it all at school. Ali’s easy agreement made Sarah wonder if Ali even cared about the babysitting or if she just wanted another chance to be alone with her. But quickly realized she didn’t care and actually looked forward to being alone with Ali as well.

At school, she found Ali and explained how she and Jenny would take turns babysitting for Mr. Michaels. In a more hushed and conspiratorial manner, she went on to confide that when they dressed sexy, he would tip them really well. How the two of them made a game out of teasing him, with the harmless fun leading to plenty of cash. Fully intrigued, Ali agreed to join in on the fun.

Sarah had an early dinner and headed to Mr. Michaels as instructed. The fact that he wanted her alone made her nervous, wondering how he would punish her for the spring break fiasco. She couldn’t believe how much money it took to fix everything in the house and continued to chide herself on allowing such a shit show on her watch.

As soon as she walked in, she knew he had dramatic plans. Taking her to the den with little greeting at the door, he proceeded to strip her unceremoniously and slapped the velco cuffs on her wrists, ankles and neck. The fact that he didn’t talk at all during the process made her cringe in fear. He then snapped a dog leash onto her collar and stood in front of her glaring down at her. Unable to meet his gaze, she lowered her eyes and took her slave pose with her arms clasped behind her back.

Snatching the leash near the connection at the collar, he pulled her up to her tiptoes making her gasp. “Quite the little fuck up down in Florida, right slave?!” he demanded. The coarseness of his tone made Sarah shudder.

“Yes sir.”

“Look up at me when I’m correcting you!” he demanded, yanking the chain up, hitting her chin. Sarah quickly darted her eyes up to meet his, seeing only cold steel stare back. She stopped breathing.

“And quite the little slut down there too. Fucking everything that could walk.”

“Yessir,” she mumbled getting another yank on her chain.

“Fucking speak up when I am talking to you. Did you fuck every dick you could find like the little whore that you are?”

“Yes sir!” she said loudly, fighting the urge to cower. He didn’t want her to cower. He wanted her to own up to who she was. How she had acted. Even if that was exactly how he wanted her to act. She could feel it.

“Sucked plenty of cunt too. You have become a total slut, haven’t you Sarah?” he demanded. “A cocksucking whore, flaunting and teasing that sexy body for anyone that would look, right?”

“Yes sir. I am a slut. I like being a slut, sir.” She felt the courage seeping back into her slowly even thought her hands and feet still felt numb and cold. If he let go of her chain, she might fall to the ground. But she felt a growing determination to own up to who she had become.

A small smirk crossed his face. “That’s right. MY slut Sarah. You are my slut and you aren’t going to forget that.”

“Yes sir. I’d never forget that. I am YOUR slut, always sir.”

“Better. But I am going to punish you for failing me. Letting that party get out of control. You deserve to be punished. Made into the little fuck toy that you are. And reminded that I own that pussy. It is mine, right?”

“Oh yes sir. Your pussy. And I do need to be punished.” His stare drilling straight through her had her pussy drenched. Knowing he intended to punish her dearly and she couldn’t wait. The need to be his slut and feel him take her consumed her soul, relishing in his ability to scare her even with what she wanted most.

Without another word, he turned and started walking. The slack on the leash snapped taut and pulled her until she could catch up to him. Expecting him to lead her to the stairs up to the bedroom, he surprised her by turned to the stairs going to the basement.

Her skin tingled with fear and anticipation. Even more confusing, he led her into the wine cellar. The cool air hit her flesh making her shiver. A big oak table for tasting sat in the center of a room lined with racks of wine covering most of the walls. She briefly wondered if he planned to tie her to the hard table, the thought of which made her shiver even more.

But he led her around the table toward a small alcove with a big mirror in the center of the back wall. Pressing something on his phone, the wall silently slid open disappearing behind the wine racks. Sarah couldn’t help her mouth falling open as he led her into a separate hidden room.

She heard the wall whisper closed behind her, but her attention got drawn to the contents of the room as the lights came on. They stood inside a big well lite room with what looked like cushions on the walls and a painted concrete floor. There were a number of full height mirrors on the three walls surrounding the entry door wall, one of which had a giant TV screen as well. The TV had a video playing of herself get fucked from behind by Mr. Michaels. She watched her face bounce back and forth toward the screen as he pounded into her hard and fast to her intense moaning.

Despite being fascinated and shocked by the image, she continued to look around. She saw a desk in the left far corner with several large monitors pointed the other direction. A great number of machines and apparatuses, all clearly designed for sex, sat everywhere around the large room. She recognized the two massage tables – the regular one and the longer one with the leather arm cuffs. A large X shaped stand with d-rings along each arm at different points sat over by one wall. Next to it, she saw what looked like a large dog cage.

The pummel horse apparatus that he had used to tie up her and Jenny in his room sat next to the massage tables. Then what looked like gynecologist chair, albeit a sadistic gynecologist chair, that had a little v-shaped seat with two adjustable leg supports that came off it and two arm supports that jutted out from either side. All of the supports had straps up and down them. Obviously, the thing had been designed to hold a woman open and spread out, giving full access to her genitals. And adjustable to put her into almost any position. Sarah could only imagine the torment he intended to put her through on that.

Next, she saw a machine with gears and a long pole sticking out of it that was capped with a giant dildo at the end of it. Clearly some sort of fucking machine. There were a couple of half barrel looking things with rubber pieces on the top of them. One that looked more flat with textured bumps and the other with a dildo sticking straight up in the air. The flatter one sat on the ground on a mat and the one with the dildo sat on a waist high stand with wheels.

A big sex swing hung in the corner opposite the desk and on one of the walls next to one of the mirrors, she saw an angled wall with holes all across it. In some of the holes were PVC pipe that stuck out or were rounded in a u-shape. Sarah guessed that pipes could be arranged in different configurations to hold a person in specific positions against the wall. It also looked like the wall had casters at the bottom and tracks on the wall that it attached to that would allow it to be raised to a standing position or lower it to a laying down position or anywhere in between.

There was another cage, but this one body shaped to force a woman to stay on her hands and knees, with a hole for her head and two holes for her breasts to dangle down through. She got another shiver trying to imagine being placed inside of it that only got worse when she saw a cord attached to it knowing it would probably shock her if any skin were to touch the metal surrounding her trapped body.

It surprised her to see a toilet with a small sink cabinet next to it out in the open on the wall with the entry door. It seemed so exposed being in an open room instead of in a bathroom. A tall set of shelves sat next to the sink with towels and other cleaning supplies.

All around the perimeter of the room hanging from different hooks were floggers, canes, paddles, crops and whips of different shapes, sizes and colors. She also saw sticks with dildos attached to one end. And there were a number of ropes and chains hanging down from the ceiling.

It hit her all at once that she stood in the middle of a true sex dungeon with her clearly as the intended recipient. A mixture of fear and excitement consumed her while taking it all in just standing there looking from item to item in amazement. The scenes on the screen changed randomly. The gang bang played for a couple of minutes before switching to her swallowing a big load from Mr. Michaels and cleaning his dick. There was no telling how many hours of video he really had of her and he could easily make her a porn star if he wanted to. The clips were good quality and well edited. Sarah’s pussy gushed as she watched, actually enjoying the sexy display.

He pulled on the leash, grabbing her attention, forcing her to follow. He took her to the X-cross stand and turned her. He tied her wrist and ankle cuffs to each arm of the cross and stretched her limbs as far as they would go with her back resting on the center of the cross and the leash still dangling down her front between her breasts. The cross leaned back at a slight angle so it kept her off balance and up on her tip toes. His hand stroked her sopping wet pussy while he sucked and bit her nipple. Sarah moaned immediately. “All of this excites you, doesn’t it Sarah? The danger of what I can do to you,” he teased menacingly.

“Yes sir. That feels so good.” It felt like he could read her mind knowing that was exactly how she felt. The anxiety and expectation made the warmth spread through her body and heightened every sensation. “I want to be your good slut and will do anything you say.” It scared her how much she really meant every word.

He removed his hand, leaving only briefly to return with a hitachi. He held it on her clit while slapping her breasts. The contrast in sensation soon had her hips grinding and begging to cum. He removed the vibrator and squeezed both nipples hard between his thumb and index finger making her grunt at the pain.

He pulled a big flogger off the wall and swung it over her stomach and thighs, starting lightly but getting stronger with each stroke, alternating between her tits and her pussy in a random pattern. She couldn’t help but scream out at the sting of the leather. Grabbing one of the dildos on a stick of the wall, he fucked her pussy from underneath while putting the hitachi back on her clit and rolling it around in circles. “Your concern should be my pleasure, not yours slut!” he growled.

“Yes sir! Your pleasure. May I come for you sir?” she begged anyway.

“It won’t please me if you cum right now Sarah.”

Sarah felt a momentary panic knowing the orgasm already threatened to overtake her. Fear of displeasing him robbed her of any pleasure from the instruments tormenting her. Just when she thought he would force the orgasm from her anyway, he dropped the hitachi and started striking the inside of her thigh with a small rectangular shaped paddle without stopping thrusting the fake cock deep into her pussy. A sweat broke out on her forehead as she fought for control over her trembling body. The paddle continued to strike the same spot over and over until the bright pink spot turned a deeper red and the pain intensified taking over her focus. While it hadn’t hurt too much at first, the relentless rapidity let the pain build on the ever more sensitive skin. Sarah gasped for breath and begged him to stop, but couldn’t move from the attack.

Without warning, he yanked the dildo from inside of her and left for a minute, coming back with a large handful of clothespins. He pinched them onto numerous places on her stomach, sides, thighs, and breasts, including one on each areola just below the nipple. The pinched skin of the first ones applied hurt painfully by the time the last got attached. The hitachi returned, held in place by what looked like a small microphone stand to press it between her pussy lips and pulsate against her sensitive clit while he used a crop to bat at the pins. Each slap against a pin pulled the skin harder and made them hurt more.

Unable to resist the relentless vibrator, she soon begged, “May I cum for you Master?”

His response, “It will not please me if you cum slut,” made her groan and roll her the head to the side to continue fighting the shudder of her hips. She hated the way her tortured her between pain and pleasure. And she loved it.

Resolved to not displease him, she gasped, “Please slap the pins off of me. Please Master. I don’t want to cum if it will make you unhappy. But I can’t stop!” With her body shaking, he patiently teased one of the clothespins on her upper thigh before pulling the crop up high. The wait seemed interminable as Sarah rocked her pelvis urgently. Finally, a quick swat of the crop ripped the pin from her thigh causing it to skitter across the floor, soon followed by Sarah’s yelp as the pain sensation hit her brain. A second slapped off her stomach and a third from her side made her grunt loudly.

More pins hit the floor rapidly as Sarah’s yelps and small screams eventually turned to whimpers. Even with the stinging welts all over her body, the hitachi still threatened to rob her of her control. Leaving only the two on her areolas for last, he went back to lightly slapping the one on the right up and down.

“No screams with these last two. Relax and take the pain. Please me Sarah.” She nodded and her face squeezed shut as the first one got slapped off. She took a cleansing breath and nodded again and the second one fell to the floor. Her nipples felt like they were on fire, but she didn’t scream or cry.

“Good job slave. You do want to please me, don’t you?”

“Oh yes sir. I only want to please you. I can take it for you sir.” He took the hitachi in hand again and rubbed it up and down between her moist pussy lips. He even rested it on her asshole for a minute and shook her whole lower body. When he moved it back to her clit and circled it, she pleaded for release. He denied her again. She knew he intended to punish her for the beach house by teasing her to the brink all night, but never letting her cum. Despite how difficult she knew it would be, she tried to prepare herself mentally for the intended abuse.

He tortured her for twenty more minutes until Sarah hung limply with exhaustion. She had nipple clamps on with a large weight attached to each when he released her from the X-cross. The weights pulled her nipples down toward the floor, but swing back and forth as he lead her over to the simple massage table. Setting the table down to below waist height before proceeding to take off his own clothes while she stood there in slave pose with the clamps continuing to pull uncomfortably. She felt oddly left out not doing it for him.

He laid down on his back making his semi hard cock flop up against his stomach. Motioning her over, she moved to kneel to get down to his dick, but stopped when he told her to bend at the waist and keep her legs straight. As she bent down over him, the weights dangling and swung to her motions. She licked up and down his shaft and around the head while cupping and fondling his balls. As his erection grew, she bent farther over causing the weights almost hit her face but managed to get his balls in her mouth and lap at them with her tongue.

Then she moved up to take his cock deep into her mouth determined to show him her progress on deep throating a penis. Slowly she worked it deeper and deeper until it was pressed to the back of her throat. Taking a deep breath first, she relaxed her throat and swallowed the head deeper. She got to the point where only an inch of his shaft remained exposed before bobbed her head back to the head of the cock and back down again in long slow slides. Internally feeling proud of her effort and being able to resist the urge to gag, it still made her mouth salivate significantly and her eyes water. She slurped and made a show of it.

“Very good my little slut. You keep getting better. I am impressed with how well you are taking that cock. We will have to deep throating the whole thing before long.” She never slowed and let him thrust up with his hips while he held her head, pressing his cock even a little farther before she finally had to pull off.

Finally satisfied, he pulled her up to straddle over his dick and she stared right into his eyes while she sunk her body down on the rigid pipe. It pierced her pussy and she got most of it in on the first thrust. By three or four thrusts she had taken the cock to its base and ground her pussy against him. She went slow, reveling in feeling every inch of the beautiful thick penis stretching her pussy walls. He groped her tits while she fucked herself on his dick, taking time to rub his fingers on the tips of her nipples still clamped tightly by the metal jaws, causing small stabs of pain.

She kept up a steady rhythm without breaking stride until the pain subsided and the cock started sending waves of pleasure through her midsection. Picking up her pace as he gently rubbed his fingers in circles around her areola. All pain had been replaced with warmth growing from her sensitive points. Her clit throbbed with each grind on his pelvis. Despite the futility of begging for her orgasm to his assured continued denial, her training forced her to ask and plead, “Please may I cum Master?!”

Catching her completely off guard, he answered, “Yes. Cum now my greedy little cock whore. Make that pussy weep on my dick. Show me what a cum slut you have turned into, now!” So prepared to deny herself again, she had begged too early. Frantically she ground her clit to get herself the last inches over that internal line of release. The long denied orgasm started to peek. He gave her two seconds and then yelled, “Stop!” as he slapped her ass hard with one hand and pulled the clamps off her already sensitive nipples. She convulsed and dropped on top of him feeling her body shake from the sharp contrast in sensation. He kept slapping her ass telling her she was not allowed to cum.

She got control of herself and pushed up on his chest to get back into a sitting position and went back to riding his dick. Her nipples throbbed but she didn’t want to look at them, barely holding back tears, while he barked at her, “Sarah, you greedy fucking slut! How many times do I have to tell you, if you beg to cum, you better be ready to cum right then! You don’t get to cheat to make it easier if I say no. THIS IS MY PUSSY! Say it.”

“This is your pussy Master. I am a stupid slut and I tried to cheat. I won’t fuck it up again.”

“I own this cunt slut. It is mine. It cums when I say and it doesn’t when I say. Do you understand? Say it!”

“It’s your cunt Master. You control it. You control me. I am here for your pleasure. Pleasure you give me is your gift. I don’t get to decide.” The words cut through her psyche and never felt more true. Reminding again that she needed to submit to him fully to please him to feel whole.

She never stopped humping his dick. Letting her continue, he reached up and lightly pinched her nipples again. “When you learn this. When you believe it and live it, you will get rewarded. Do you understand? Your pleasure comes from pleasing me and only from pleasing me. Wanting to please me should be the last thing you think before you go to sleep and the first thing you think when you wake up. Pleasing me should be the only thing you want.”

“Yes, sir I understand. Pleasing you is my only pleasure Master.”

He nodded. “Good. Now put it in your ass.”

Without any hesitation, she pulled up off of him and awkwardly started to squat over him while trying to angle the cockhead at her anus. Stopping when he grabbed her hand to squeeze lube into it to her great relief even though she had been fully prepared to do it dry. She ran the lube all around her asshole and worked in as much as she could with a couple of fingers. Then she grabbed his cock, lifted her body, pointed it at her rear hole, lowering herself. It slipped the first time but then found home. It stretched her sphincter quickly and she felt a sharp twinge as it pierced into her. Leaning back on his legs to improve the angle, he helped hold his dick as she lowered herself more. Soon she had the full length of his dick up her ass. The position she had to hold herself in proved to be a workout for her stomach and leg muscles.

She glanced at the screen and watched her younger self offering to be his prostitute that first night. Briefly closing her eyes, she knew she could never have imagined back then what it would lead to, but in the present moment, all she could feel was the growing warmth from her ass. At his instruction to rub her clit, she balanced on one hand while penetrating her ass and rubbed her throbbing nub hard and fast. The warm feeling spread. Grabbing her waist, he held her sitting upright a few inches from his pelvis and proceeded to thrust up from underneath driving himself as deep as he could go. She held still letting him do all the work jackhammering into her backside. Rubbing her clit ever faster, when she truly reached the brink of a climax, she begged to cum, pleading for her Master to let her.

“No cumming slut. Take it.” He started to grunt, indicating his own release growing. To stave herself off, she started to slap her own pussy hard causing pain to erupt from her clit but falling short of quelling her need to cum. He thrust up and pulled her down as his river of hot fluid filled her. Wanting her own release more than anything, she violently twisted her nipple to hold it off. He sat up still holding her waist as their mouths came together and tongues darted back and forth and all over each other. She wrapped her arms around his head and panted, still feeling the small tremors of the orgasm that wanted to be let loose.

He swung his legs over the edge to the floor and stood up, holding her midsection with his dick lodged in her ass. Lowering her to the table before finally pulled himself out, letting his seed trickle out of her gaping hole and down the crack of her ass. He left her clutching her legs to her chest, panting to recover, to retrieve a couple of towels from the rack and got them warm and soapy in the sink. He cleaned first her gently and patiently, before cleaning himself as well. He told her, “You did good. I could tell your body wanted to let go and you held it back. You are learning.” A new warmth spread through Sarah knowing she had pleased him. Not as good as the orgasm would have felt, but good nonetheless.

Coming back over, he pulled her to the floor kneeling in front of his clean cock. He had told her at one point that he didn’t believe in the ‘ass-to-mouth’ thing, finding it disgusting to make a girl do that and further said he couldn’t understand why a man would want to make his girl’s mouth dirty like that and transfer it back to himself. She took the now flaccid but clean cock between her lips and played with it, being able take the whole thing into her mouth and swirled her tongue on his balls with her face pressed to his pelvic bone. After a couple of minutes of play and fondling, she felt a twinge from his penis as it tried to come back to life.

He stopped her at that point, taking her by hand to what she thought of as the ‘bondage chair’, not knowing what else to call it. Picking her up with barely an effort on his part, he placed her on the small seat with her legs on the two bent supports. Her legs bent at the knees and held her spread open, exposing her pussy and anus. Laying back with her head resting on a cushioned support, she watched as he proceeded to wrap six straps on each leg holding each in place. Then he used three on each arm held out straight from her body. In another setting, she would have felt almost comfortable, but she knew he would start torturing her soon.

For the next thirty minutes, he used different vibrators, a huge butt plug, and nipple suckers on her, teasing her body to the brink of orgasm repeatedly without ever letting her cum. She begged and pleaded, breaking out in a sweat from the strain, giving him the desperation she knew he wanted from her. Sliding rubber bands around each foot, when she said she couldn’t hold back any longer, he would snap the rubber bands on the bottom of each foot several times, going back and forth from left to right. It hurt worse than any spanking and sent painful shocks right up her legs making her want to curl her feet.

After another round of begging, he pulled the rubber band taut and told her, “Listen to me Sarah. The only way you get to cum today is from pain alone. If you can cum from pain, you have permission to do so.” As he finished the statement, he let go to another loud snap making her scream. She didn’t see how that was possible as she her yelp from the second snap died in her own ears, her mind having gotten so confused with him going back and forth between pain and pleasure. The line blurred with the return of the vibrator again making her body tremble. Pain and pleasure started to mix in her head leaving only a steady throb from her pussy. She couldn’t reach orgasm, but the pain sensation started to feel like the pleasure sensation. She craved either as long as her body felt something. After several more rounds of torture, he finally stopped making her groan in frustration.

He untied her and let her up. As her senses returned, she thanked him for her punishment, but he made it clear he had more in store for her. “You are going to endure more orgasm denial. More than you have in the past. For the next week, you will deny yourself in the morning, during the day, before dinner, before bed and you will set your alarm to wake yourself at both 1:00am and 4:00am. It will be constant torture. After each denial, you are to send me a text with a unique message. When I say unique, I mean every text will be a demonstration of your devotion for my ownership. You will delete every message once sent, so you need to remember everything you have told me. You are not allowed to write it down. If at the end of the week, any of the messages are duplicated, then there will be additional punishment.” He paused and let her absorb the instructions. “The only exception to the orgasm rule is if you are able to achieve a climax from pain alone. And that does not include touching or spanking your pussy. The pain has to be felt from other parts of the body.”

Sarah felt confused and hesitant to ask any questions. Finally she asked meekly, “Sir, may I ask a question?”

“Of course.”

“Why? Why so much denial? Why the pain exception? That seems….impossible.”

He nodded, understanding she needed further explanation. “Sarah, I think you are a pain slut. Some girls can get off on pain alone. The key is to get your brain to treat pain and pleasure in the same manner. There is a fine line between pain and pleasure and the brain can only process one at a time. That is why I taught you to use pain when you become over sensitive. But the brain can be trained to accept both. The key is to link pleasure to the pain sensation. It will allow you to enjoy pain in a new way. I want you to try. If you aren’t able to make that connection, it may change how we play in the future. Do you understand all of your instructions?”

Completely overwhelmed, Sarah just nodded. She couldn’t even imagine waking up twice every night to force herself into a frenzy only to deny her poor body over and over. But she was determined to please Mr. Michaels. He had done so much for her. She wanted him to be happy with her. And she felt so bad about all the money she had cost him. She didn’t know if she believed his idea on the pain thing. That sounded crazy. But if that is what he wanted, she would do her best. “Yes sir. I understand. I will do it for you and make you happy.” Trying to be enthusiastic for his sake, inside she mostly felt fear and dread at this difficult assignment.

“We are done tonight. I want you to get home and start tonight. Once before bed and then twice while you sleep. And you are not to share any of this with Jenny until after it is all over. She will get a similar instruction.” When he held his arms open, she jumped into them and kissed him.

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Laying in bed, Sarah could only sigh deeply at the thought of having another week of orgasm denial. She hated orgasm denial. It left her so empty and frustrated. Worse still, the new daunting schedule made her stomach flop. Knowing she would have to get up in the middle of the night, she had gotten into bed an hour earlier than normal. But she needed to get started.

The vibrator moving slowly up and down her pussy eventually settled on her clit. She turned up the speed up until she felt her the welcome edge of her climax building. He had tortured her so much earlier in the evening that it didn’t take long. Desperately she wanted to ignore his orders and steal the threatening orgasm but the thought of seeing his disappointed eyes made her drop the vibrator back to bed with a whimpering groan. Quickly she snapped the rubber band she had put around her foot, hoping to make the throb in her foot match the throb of her pussy. By the third snap, she knew it wouldn’t have the desired effect. She still didn’t see how pain could ever make her cum.

As her pelvis slowed its ache and returned to normal, she grabbed her phone and sent her text, “I will always be devoted to my Master. His pleasure is my pleasure.” She tried to memorize it and then deleted it. She set her alarm and put her head on the pillow. It had been a long exhausting night and she fell asleep in minutes.

The alarm went off at 1:00am. Groggy and confused for a minute, when she remembered why she had woken up, her eyes rolled back in her head. She couldn’t believe she had to do this. Using the dildo, she fucked herself hard and fast, plunging the dick into her hearing the balls slap against her wet skin. Her pussy leaked everywhere. A long groan ended in her ripping the dildo from her and throwing it to the ground emitting a low curse, “Fuck. Fuck! Fuck!! Fuuuuuckkkkkk”. She desperately needed release but could only clench her fists and squeeze her eyes shut in frustration.

Eventually calming, she sighed deeply before sending her new text, “Master owns this slut’s pussy.” Setting the alarm again, she flopped over and wanted to cry. It felt like minutes before being woken again. It took longer this time using her fingers, mainly because of her anger at having to deny herself for the third time in the middle of the night. Finally done, she sent her text, “I was a bad cunt and I deserve my punishment. I will always do my best for my Master.”

Her body ached from head to toe when she woke and she moved in a hazy fog. She denied herself in the shower in clear view of the camera. After she dressed, she remembered she hadn’t sent her text. “I am a willing submissive to my Master. My Master controls my pleasure.” The texting portion of her punishment was already proving to be more difficult than she thought it would be and she realized she couldn’t remember the exact wording of the two overnight texts.

The heavy bags under Sarah’s eyes and her frown as she and Jenny met before class the next morning clearly had Jenny concerned for her friend. When she asked about what had happened the night before, Sarah could only respond, “I can’t talk about it. I’m not allowed to. But this is going to be a shitty week.” Sarah felt guilty about making Jenny feel even worse, so she just gave her a quick hug and told her not to worry about her night with their Master.

Sarah completed her denial after lunch and sent another text. At home that afternoon, she fucked herself with the dildo while spanking her ass. Getting to the edge of climax, she spanked her ass red trying to achieve a release. While spanking she tried to imagine Mr. Michaels fucking her deep and smacking her ass with his hand. It didn’t work, but she felt like she came a little closer with her pussy continuing to vibrate and leak down her leg while she spanked herself. She just had to be careful about not being too loud while punishing herself.

Before going to sleep, she wanted to call Jenny and find out about her night, but focused on her own predicament. Trying again to spank herself to an orgasm proved unsuccessful leaving her pussy to ache with lust. The second night of interrupted sleep got even worse. Dreams of fucking and being manhandled, with Mr. Michaels taking her from behind and pulling her hair. When she woke, she saw her dripping pussy had left a wet spot on her sheets. She sent her texts proclaiming to be “Mr. Michaels devoted cum whore” and later that she wanted Michael’s to “Face fuck her mouth until his dick slid all the way down her throat and use her like a fuck toy.” Every text proved more and more true.

When she found Jenny at school in the morning, they found a private corner. Jenny looked a little tired as well. After making sure she couldn’t be heard, Jenny asked, “So did you go….downstairs?”

Sarah’s eyes got big. “Yes! Oh my god. I couldn’t believe it.”

“Did he have videos of you playing on the TV?”

“Yes. Lots of scenes from everything going back to the first day. But just of me.”

“Me too. It was kind of hot actually to see myself like that.”

“I know. But all those sex toys and equipment. And hidden like that. Do you think he has always had it?”

“I don’t know. It looked pretty new. But when the door slid open like that, I just stood there in shock. I was terrified at first.”

“How long were you there?” Sarah asked.

“Probably a couple of hours. He had me tied up in a bunch of ways. And he made me cum so many times.”

“He let you cum? Really? He denied me all night. I wasn’t allowed to cum once. It was so hard.”

“Oh no. For me, he just made me cum until I wanted to scream to stop. It started to hurt by the end. And then did he give you an…assignment?”

“Yes. It’s crazy hard. But he told me I wasn’t allowed to talk about it.”

“Same here. But he can’t hear us now.”

Sarah shook her head. “I don’t know. Maybe he can. He always knows. And even if he can’t, I can’t lie to him. If he asks, I will have to tell him I disobeyed. I can’t do that…I… don’t want to do that.” Sarah felt afraid that they had even discussed as much as they had. He had specifically said not to talk about it. “I don’t think we should say anymore. After the week is over, we can ask him if we can talk about it then.”

Jenny scoffed a little but went along. “Okay, fine. All I know is I’m gonna lose a lot of sleep this week.” They left it at that and went off to class.

+++++++++

At lunch, she and Ali talked about babysitting that night, agreeing to meet at Sarah’s to get ready. Ali seemed fine with dressing sexy for tips. After their week together, Ali clearly trusted her completely, making Sarah feel more guilty at how she planned to play a part in the entrapment. She also told Sarah that she had a date that weekend and couldn’t wait to try out her new ‘skills’. Chuckling encouragingly, Sarah said she wanted a full report with all the details, but also reminded her that she should keep it to just a BJ for the time being. Reminding her that her first intercourse should be special, further promising they would find the right boy for her.

Ali got to her place around 6:00pm. They decided on some really tight tank tops to show off their braless tits and Sarah went with a short skirt and thong so she could ‘accidently’ show some ass while Ali went with short shorts. Both girls put their hair in pigtails to look even younger, teasing each other at how they looked like sexy tramps and even picked out some bright pink lipstick. Putting everything into a bag, they changed into their outfits in the car when they got to Mr. Michaels house.

His house duly impressed Ali as they walked in. Making a quick introduction when they found Mr. Michaels in the den, both girls could clearly see he enjoyed the view. Walking around the house to show Ali where everything was so she could cover the babysitting on her own the following week, Sarah leaned over and whispered to Ali, “He’s got a boner! Good job.”

And Sarah introduced Ali to Billy, who seemed shy and hid behind Sarah’s leg. Mr. Michaels stalled and hung out for an extra ten minutes, obviously not wanting to leave the eye candy in front of him. Making a point of bending over at one point, Sarah made sure he got a full shot of her ass cheeks with the white thong riding up between them. Ali, off to the side, had to cover a little giggle at her overt display.

After he left and they got Billy down for the night, Sarah made them both big vodka cranberry drinks. When Ali showed concern, Sarah told her, “Don’t worry about it. Jenny and I always help ourselves to a few drinks while we are here.” With Ali’s drink being a lot stronger drink than Sarah’s, she soon showed signs of getting a little tipsy, Sarah made two more and then turned conspiratorially to Ali, “Can I tell you a secret? Well, show you I guess?”

“Sure, what?”

“Come with me.” Sarah led her up to Mr. Michaels bedroom. Getting the key from the hiding spot, she opened the money drawer. Ali’s eyes popped and her mouth fell open, giving Sarah a very déjà vu feeling. Ali couldn’t get the questions out fast enough. Eventually Sarah had explained the whole situation with she and Jenny lifting money for some time and Mr. Michaels never finding out. It didn’t take Ali long to make the connection to Sarah and Jenny having so much extra money during spring break.

Of course, Ali wanted to know how much they had taken. Avoiding being too specific, she hinted at the two of them making out with about $250 apiece each week. The fact that they had never been caught blew Ali away. To rationalize the theft, Sarah explained that he obviously didn’t really care about the money since he just stuck it in a drawer and even told her once that he played with other even richer guys that were bad players with easy tells and he almost always won giant sums. And second, that the girls always gave him lots to look at, so they deserved a little reward. Ali still seemed concerned.

Hitting the critical point, Mr. Michaels wanted it played very specifically and they had worked out exactly what and how she should say the next part. “Look Ali. This is up to you. If you don’t want to steal, then it’s no big deal. It won’t hurt my feelings or anything. Just keep it a secret for Jenny and I.” She had stayed closer to the door and acted like she heard something. “Shit. I think that is Billy. I’ll go run down and take care of him. You think about it. If you want to join in with Jenny and I, then count out $500 in the smaller bills and lock up and put the key back. If you don’t want to do this, then just meet me downstairs and I’ll come back up on my own later. But really, I won’t think any less of you if you decide it isn’t for you. Okay?” She said the last as she ran out the door like she had to get to Billy.

Sarah checked on him, but knew he still slept soundly. Waiting in the den for about five minutes wondering what Ali would do, Sarah smiled when Ali joined her with a fist full of cash. “It’s too good to pass up!” she said with a big grin.

“You made sure to mess the drawer back up and lock it and put away the key, right? And turn off the light?”

“Yep. No problem,” she said while making two stacks in front of her.

“Oh, and next week, when you are here by yourself, you can do the same thing and bring me my share at school. I mean, if you are still up for it.”

“Yeah, sure. Of course. It’s your gig and you have done so much for me. No problem.”

They had fun the rest of the night and Sarah showed Ali the hot tub. Without too much debate, they decided to risk it and stripped down and jumped in since Mr. Michaels wasn’t expected home for another hour or so. Ali had finished her second drink and felt no pain. After floating in the water for a few minutes, Ali surprised Sarah by kissing her gently. Sarah returned it with a growing passion and soon they were rubbing each other’s pussies. Ali sat on Sarah’s lap straddling her as they both really got into it with Ali panted in Sarah ear, saying “I’m close.”

With her own climax buildings Sarah jerked away from Ali as she suddenly remembered her instructions. To avoid making Ali worry about having done something wrong at the awkward move, she lifted Ali up to sit on the edge of the tub and dropped between her legs. Using only her mouth and tongue, she got Ali off twice. When Ali begged to return the favor after calming down, Sarah took her place and spread her legs, sitting right where Mr. Michaels had told her to sit. Ali went down between Sarah legs and licked and teased her clit. Sarah so badly wanted to really enjoy it, but her restriction for the week meant she couldn’t, leaving her instead to just fake a big orgasm. Moaning loudly, she called Ali a ‘good little pussy eater’, enjoying her own theatrics. She made sure she spread her legs wide so Ali’s efforts were clearly visible. After she ‘came’, she pulled Ali up and kissed her and told her they needed to get cleaned up before he returned.

Mr. Michaels got back less than twenty minutes later. The girls flirted shamelessly, and both had pinched each others nipples as he came through the door so they would be at full attention. They found several occasions to touch him and get close to him and giggled giddily while he paid Sarah and tipped them both $50, earning him a kiss on the cheek from each girl. Sarah watched as he lightly grabbed Ali’s ass while she hugged him.

On the way home, they both laughed at how well it had worked. Ali agreed that Mr. Michaels made for an easy mark and thanked Sarah for including her. Laughing to herself, Sarah imagined Mr. Michaels big dick slamming into her friend for the first time and really hoped she would get to be there for the event.

+++++++++

Sarah’s torture continued relentlessly. The constant stimulation made her foggy and she had a lot of trouble remembering what she had texted and what she hadn’t. Mostly, she just wanted to cum. Every thought revolved around sex and wanting a release. Nevertheless, she had developed terrific control of her body, being able to tease her clit endlessly but still able stop herself from having a climax much more easily than ever before. It had been so long, she even worried a little that she would forget how to have an orgasm.

She had a breakthrough on Sunday. Having the house to herself, she didn’t have to worry about being too loud. Bringing herself to the edge using the vibrator while on her knees with her face against the mattress. While holding her orgasm at bay, she started spanking herself with a paddle Mr. Michaels had given her at the beginning of the week. She pictured Mr. Michaels’ tongue rolling over her clit and pretended the sting of the paddle to be the feel of his tongue each time it touched her. Imagining that electric feeling and warmth radiate through her while she ground her hips thinking of his fingers in her. Her body shook with each strike and she willed the pain to feel good. With a big smack, she felt her body release and a small wave of orgasm washed over her. She kept spanking imagined that each one to be his finger tapping her clit ever so lightly. Her whole body shook from the release. It had been building for days. She moaned and felt her pussy leak with cum running down her inner thigh. Her stomach fluttered and her pussy lips quivered. It hadn’t been a big orgasm, but her body had been so denied that it had never been a more welcome climax.

She fell onto the bed and couldn’t believe she had accomplished it by spanking her own ass. Eventually she found her phone and sent a text to Mr. Michaels. “Your slut is officially a pain slut. She came for her Master just by spanking her ass. Thank you sir.”

At school on Monday, Ali told Sarah all about her date with Craig over the weekend. They had dated previously and she had even given him a blow job in the past but they had always been pretty off and on. After dinner and a movie, they went back to his house to watch TV in the downstairs TV room in the huge finished basement with a pool table and bar and a big sectional couch. A typical father’s man cave. They put on the movie but made out during most of it. It soon progressed to him playing with her tits and rubbing her pussy, but she had stopped him before he had gone too far and pulled off his pants to give him a long slow teasing blow job. Afterwards, he wanted to know where she had suddenly learned to do that, calling it the best blow job he had ever received. She didn’t try to swallow and let him cum on his stomach, but had gotten a towel for him and cleaned him up. He had wanted to have sex, but she turned him down. Giving Sarah a big hug, she thanked her mentor again for being such a good teacher.

Before leaving on Tuesday to see her Master, she had cum again from spanking. Other techniques she tried, like snapping her foot with a rubber band, didn’t seem to work but the spanking seemed her best option. It still didn’t replace her desperate desire for be fucked by his cock to a true orgasm, but she marveled at her own control over her body.

Walking in, she found Mr. Michaels waiting for her with a couple of pieces of paper in his hand. He put them down, kissed Sarah, and asked about the week. Detailing the difficulty and exhaustion from getting up every night, she also admitted that it had been rewarding in that she felt like she had better control and amazed that she had actually made herself cum just from spanking. Leaning over, she kissed him earnestly and thanked him for teaching her so much.

He nodded but then got stern again making her feel sick in the pit in her stomach. She could already tell she had fucked up again as he handed her the sheets of paper. All of the texts that she had sent were shown, each with a date and time stamp. Two were highlighted. They were several days apart. One was in the afternoon and one was at 4:10am. Reading them both, she saw they were virtually identical. Both called him ‘the best Master that owned her pussy and soul’. She didn’t remember sending either one. They were all a blur. She wanted to cry.

“What were your instructions, Sarah?”

“Each text had to be different. But these two are almost the same.”

“Almost? You want to say those are just almost the same?!” He sounded pissed.

“They are the same sir. I fucked up. I failed you. I am very sorry sir.”

He shook his head. “They were simple instructions. Did you not want to follow them? Or were you confused?”

“No sir. I just...I guess I just was tired and I wasn’t thinking. I’ll do anything to make it up to you sir,” she protested.

“Damn. And I wanted to reward you for doing so much else right. But we can’t let this go unpunished, can we? Maybe we will just start over. Do another week.”

Sarah tensed. She wanted to cry out. Unable to imagine another week of this torture. But she calmed herself. Complaining was not an option. She had to accept what he wanted and if she didn’t follow the rules, then she deserved another week. “Yes sir. I deserve to be punished. I will do another week for you sir. I will get it right this time. I promise.”

He sighed heavily but nodded. “Okay. At least you didn’t try to argue. I will give you that. Let’s go up to my room and we can start there. Get your clothes off.”

She took her clothes off and put them in the chair, following him upstairs with her arms behind her and her head down. But her body felt heavy and broken inside. Anger boiled within herself for letting him down. How could she fuck up his simple instructions? “You stupid fucking cunt!” she scolded herself silently. She only wanted to make him happy and instead she had made him mad and disappointed.

Once upstairs she went immediately to take off his clothes and fold them. Once done, she dropped to her knees in slave pose and waited for instructions. He got out a few toys and put them on the bed. Coming back to her, he put his hardening cock to her lips, and said simply, “Mouth only.”

Swallowing the cock, stroked it with her mouth as it got harder, she kissed and licked it letting it fall all over her face. Dropping lower with her arms still clasped behind her, she licked his balls before bobbed on his cock some more. She took it deep and gagged herself intentionally. Done with the teasing, he grabbed her head and face fucked her for several minutes before pulling out and getting on the bed. “Come fuck me. Nice and slow.” Music to her ears, she straddled him and guided his manhood into her dripping crevice.

After a week of teasing her pussy relentlessly, his cock felt wonderful. She took long slow strokes and moaned at the feel of him stretching her pussy. Sliding effortlessly into her, she soon had him to the hilt. He pulled her down and lightly squeezed her tits, sucked on her nipples, and kissed her passionately. Sarah loved it. Expecting more rough and angry sex, he surprised again with gentleness. The only thing to take away from the experience being the knowledge that she would have to deny herself again. Still, not wanting to taint the moment, she focused on how good it felt. She ground her clit against him and then pulled back so just the head rested at her entrance before slamming all the way down on him. His cock head rubbed her cervix in that glorious painful twinge that touched so deep. Normally she could have cum two or three times by that point, but she held off each one. Wanting this to last as long as possible.

Finally, she knew she couldn’t take anymore. Her body tingled and her clit burned. She couldn’t postpone it anymore and begged, “Please may I cum Master?” She waited for the denial she knew would be coming but kept fucking herself, reveling in the tingle of her pre-cum state.

“Yes, cum for me Sarah. I want to hear you nice and loud. I want to feel it take you! Cum now!” The words were like a splash of cold water. She let the orgasm she had held back for so long go. She threw her head back and moaned to a scream. She felt her legs shake uncontrollably. She steadied herself with her hands on his chest and she felt her arms shiver. She pumped his dick harder as the wave of orgasmic heat rolled through her. Her pussy kept spasming interrupting her thrusts, but she didn’t stop and picked up speed. Just as she thought it would ebb, she felt a new wave and shuddered letting out a moan at the top of her lungs, filling the room.

Mr. Michaels very quickly flipped her over to her back, pushed her legs up, slamming into her. His cock jack-hammered her pussy. She felt his hand on her face and she looked up at him as another orgasm rocked her. He started to grunt. She squeezed his dick on each thrust wanted to intensify his pending orgasm as much as possible. He leaned back and pulled his cock out and stroked it fast as giant spurts of liquid erupted out of him and landed all over her chest and stomach. He covered her in gobs of hot goo burning her flesh all over her torso. Seeing him cum like that made Sarah even warmer inside. She smiled and let out a satisfied moan knowing she had made him happy.

He collapsed to the side of her, panting heavily from the exertion. While he recovered, she started to lazily run her figures though the spunk covering her and bringing it up to her lips sucking on them.

While he watched her, she said, “Never waste a drop, right?” and snickered.

Laughing heartily, he rolled back bringing his hand up to his forehead, eventually slowing to breathing deeply beside her.

“So am I really in trouble, or was that just a mind fuck? A mind fuck to go with that unbelievable real fuck.”

Now he really laughed. “You needed a little mind fuck. It made the sex that much better. And you did screw up your instructions. It called for a little guilt.”

Sarah bounced up to her knees to lean over and kiss him deep, invading his mouth with her tongue. “Thank you Master. I needed that so badly. I do want to be your loyal slut and make you happy.” Drops of cum were dripping off her body with some landing on him and some landing on the bed.

“You have been a very good girl Sarah and I was very pleased with your efforts this week. Now go get a towel to finish cleaning us up. Then I’m going to eat your pussy.”

Squealing with genuine delight, she ran off to get a wet towel. Practically skipping back to the bed, she cleaned him and the bed and then took the towel back to the bathroom. Realizing she had unconsciously folded it neatly out of habit, she chuckled out loud to herself. Her body tingled from head to toe in contentment.

When she got back to the bed, he threw her on her back. Dropping between her legs and going right for her pussy. He licked and teased it and used his fingers on her g-spot while sucking on her clit. She moaned knowing that he truly was the Master of her pussy. It only took a few minutes before she started begging again. He let out a muffled “yes” while continuing his sucking and stroking her clit with his tongue. She tensed and shook from another orgasm, feeling her legs clamp onto his head out of her control.

For the next hour, they fucked in different positions and he got five more orgasm out of her using a variety of toys. To her surprise, he never used pain as any part of the play, keeping it all soft and playful. He had his second orgasm in her ass. Using the vibrator on her clit while he fucked her behind, she got off as well. A quick run to the bathroom afterward, with her hand holding the cum in, until she could clean up and return to him.

Afterward, they talked about Ali and her babysitting on Thursday by herself. If Thursday went as planned, he would have Sarah call and beg her to babysit again on Saturday for her as a last minute request from him that she couldn’t handle. But instead, he would confront her with videos of the theft and see if she would offer herself. Sarah would be at the house for it, but would wait upstairs until after Ali had made her choice. He would have it rigged so that Sarah could watch everything from the bedroom. If she didn’t decide to offer herself, then Ali wouldn’t know Sarah had been involved. But if they came upstairs, then she could tell Ali that she had made the same choice and would be there with her while she lost her virginity. Sarah would eat her out to get her excited and then hold her like she did Jenny for the first time he had fucked her. He explained that there was just something about the scene of her ‘preparing’ and the ‘giving’ the new slave to him that he found very erotic. Sarah only cared that if something made him happy, then it made her happy.

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