Sarah's Submission: Ch 05 - Anal Training free porn video

Sarah managed to get inside with her giant shopping bag of goodies and up to her room without anyone seeing. She found a boot box under her bed and replaced the boots with all of her toys and hid it under the bed behind another couple of boxes. She got ready for bed and laid there staring up at the ceiling.

She thought about everything that had happened and what the new week would bring. He planned to fuck her in the ass in one week’s time. The thought terrified her. She had never even considered having anal sex. Of course, she had seen it in pornos. Seen girls take huge dicks in their ass and made it out to be best thing in the world. But it looked crazy to her and had never thought she would be on the receiving end.

And masturbating without cumming? At school? How could she accomplish that? It would have to be in one of the bathrooms. And probably during class so there wouldn’t be anyone else there. She would have to be silent, and she knew she wasn’t good at that anymore. Pussy play anymore seemed to draw out loud moans involuntarily. She tried to drift off to sleep with images of anal sex and vibrators in her head. Her pussy got uncomfortably damp, and she tossed and turned.

Friday started off normal. Conner found her during lunch and sat with her. She knew that alone would create a buzz. Rumors about what really happened between the two of them were still making the rounds. Sarah thanked him very quietly for his efforts to make things right and keeping quiet. He asked her again about going out that weekend. She begged out but promised they would do something soon.

With all of Mr. Michaels instructions for the coming week, she just didn’t have it in her to take on Conner again as well. But the thought of being with him again didn’t seem as crazy anymore. Mr. Michaels did say she could date, and after all, he had been the one that set up Conner fucking her the first time anyway. She would have to see if she had permission to cum if they fucked again though.

Jenny confronted her shortly thereafter wanting to know what she and Conner had been talking about and if she had rescheduled her date yet. Sarah told her not yet but that she still planned to. Jenny could only shake her head at her.

After school had mercifully ended, and after she had a light dinner and distractedly tried to watch TV for a while, she figured she couldn’t avoid starting her ‘task’. She had turned down going out with any of her friends and she knew she had missed out on going to a party that she had been invited to, but the thought of going out and then coming home to stick a butt plug up her ass just seemed like too much. She excused herself from the rest of the family watching TV to go upstairs and read. Her parents showed a little confusion and concern by her staying in, but Sarah passed it off as trouble with a boyfriend and just being tired.

She went upstairs and cleaned her room. And then read for a while. She couldn’t shake the antsy feeling and couldn’t concentrate. Finally deciding to just get it over with, she put on some music loud enough to cover any noises and got out her box and put it on the bed. She retrieved the first plug and the lube. She sighed and dropped her shorts and underwear, taking a moment to reach around to rubb her tender little puckered asshole making herself shudder.

Then she remembered and turned her ass toward the camera. Making sure the camera had a clear view, she squirted some lube on the plug and moved it to her backside. She rubbed it up and down trying to relax. It felt cold on her puckering hole, and she felt herself clenching. She tried a small push and it felt like pushing a tennis ball up against her mostly virgin butthole. Taking a deep breath, she stopped for a minute to try to relax.

He had said to bear down like she needed to poop. She returned the plug, bore down, and pushed harder on the plug. She could feel her sphincter resist but slowly give in. Just as it started to hurt when the widest part forced the muscle open the most, it popped in and the metal head came to rest against her skin. She looked back in the mirror over her dresser, and she could see the little heart shaped jewel where her asshole should have been.

It hadn’t been as bad as she feared. It hurt for just a second, but that passed quickly and just felt a little strange. She reached back and tried to pull on it. It resisted and she could feel it stretch her sphincter again, but it didn’t come out. She stood up and walked around. She could definitely feel it, but it turned out to be more tolerable than she had dreaded.

Her instructions were to leave it in for a few minutes before taking it out, so she went back to reading her book. About 2 or 3 minutes into reading, she got a text. From him of course. “More lube next time. Put some on your asshole as well as the plug. Good work.” He had watched her. She wondered how much he watched her. Had he been staring at the screen the whole time?

After the first 5 minutes ended, she bent over again and reached back. It took a try or two before she got it out. Again, only that one sharp pain as it passed the thickest part. She set it aside and then tried to figure out what to do. She couldn’t concentrate on reading. Then she thought about the vibrator. She reviewed her instructions in her head. He had said that she couldn’t cum starting on Monday. But he didn’t say anything about the weekend. Would she get in trouble? She didn’t think so. Her pussy tingled in anticipation.

She took off the rest of her clothes and threw on a robe and went to the bathroom in the hall to get a towel. She made sure that she locked her door and laid the towel out on the bed. She got the vibrator and laid down with her knees bent and turned on the vibrator. She put it on the lowest steady setting. The music still covered any noise.

She ran it down her thighs and circled her pussy, enjoying the feel on her pussy lips. Her other hand started rubbing her tits and lightly pinching her nipples. Working the vibrator deeper between her lips and then slid it up to her clit. It felt amazing. The vibrations ran though her body like electricity. Between pinching her nipples and working the vibrator up and down on her clit, it only took a few minutes before she got herself off with a satisfying orgasm. The vibrator got her off much more deeply than just her fingers ever had, and the waves of warmth and tingles felt wonderful. She finally pulled it away and let the afterglow wash over her for a minute or two.

She glanced at the clock. Barely ten minutes had passed, but she might as well use the butt plug again. She did what he told her and applied a generous amount of lube on her asshole. She even stuck her finger in about an inch to make sure she got some inside. Then another dollop on the plug. She was laying on the bed still so this time she reached around her leg and came up underneath her. She had to feel around a little to find her target and everything felt extremely slippery, but after a few false starts, she got a bullseye and it popped in. It definitely went in easier the second time. Just one little wince as it seated itself.

She set the vibrator on one of the programs and turned up the speed a notch. She turned it to steady pulses and went right back to her clit. The pulse of the vibrator plus the feel of the plug made it different but very intense. Without the steady vibration, the ramp up to orgasm took longer but she could feel it building to a higher level. She liked the way her ass clenched against the plug while her hips ground up against the vibrator head.

She felt herself getting close, but rather that let the orgasm overtake her, she decided to try something. She reached around and pulled on the plug while still holding the vibrator on her clit. The feeling of her asshole being stimulated like that sent her into overdrive. She pulled a little too hard and the plug came out. She pushed it back in. There was no pain, just that strange feeling of pressure and the full feeling when it seated all the way in. She pulled it in and out until a stronger orgasm shook her whole body. When it finished, she set the vibrator aside and caught her breath.

It felt better than she could have imagined. Having both holes stimulated at the same time definitely increased the intensity of the orgasm. She decided she needed something to drink. Feeling naughty, she re-lubed and popped the plug back in. Then she got dressed and headed downstairs to get a drink. The plug made her totally self-conscious while she walked, feeling it with every step. She said hello to her family and got some water. She felt sure somebody would ask why she walked like she had a ‘stick up her ass’, but nobody said anything.

Once back upstairs, she striped and popped it back out. “Might as well go all the way and try the dildo” she reasoned out loud. She played with if for a few minutes. The texture felt completely real. She stretched it and twisted it. Then she looked at the camera and went down on it in a mock blowjob, marveling at how real the head filled her mouth. She pushed down until she gagged herself. Knowing she needed more practice, she found one of her big textbooks and stuck the dildo to it and put it on the edge of the bed. The shiny smooth surface of the textbook held the suction cup tight.

She put some pillows on the floor to get her mouth to the right height. She started licking the dildo pretending Mr. Michaels sat in front of her. She went slow and teased. Licking and kissing and then swirling her tongue around the head. She used slow strokes and twists on the shaft while bobbing her head up and down. She varied her speed. Even licked the fake balls and sucked on them. Then she started for the ‘final’ run.

She started working up and down in a steady pace, using her hand as an extension of her mouth. She worked all the way up and then down as far as she could go. She even made her eyes water pushing the head to the back of her throat. It worked just like a real dick. After a minute she imagined a huge amount of sperm hitting the back of her throat and simulated swallowing each hot spurt. She pulled off and took several deep breaths. She had really gotten into it and could tell how much she had improved!

She got back up on the bed and inserted the plug again, followed by going at her pussy with the dildo. She sunk it in deep. Slow at first but worked up to slamming into herself within a few minutes. She could feel the fake balls slapping against her pussy. She loved feeling it fill her vagina. Not as big as Mr. Michaels and didn’t fill her quite as much, but it easily gave her what she needed. She clenched hard feeling the plug in her ass as she did.

Her third orgasm, by far the most intense, forced her to cover her mouth to stop a loud moan from escaping. She dreaded hearing a knock on the door with her dad demanding to know what the hell caused the ruckus in her room. She bit her lip and twisted hard on her nipple until it finally subsided. She blew out a breath and discarded the dildo. After her heart slowed down, she reached down to feel her pussy. A soaked and a sloppy mess. She leaned up enough to look down and saw that it looked like she might have squirted a little.

The towel had a wet spot and her pubic hair felt wet and sticky. She wondered. She tentatively reached down and suck two fingers in and brought the soaking pair up to her mouth and sucked on them. She looked right at the camera and imagined him still glued to his screen watching her tease him while she did it three or four more times, trying to get as much of her sweet nectar into her mouth as she could. “Damn I really am turning into such a slut!” she thought with a full-on laugh

She fucked her ass for a few minutes with the plug and liked the feeling. The pain had disappeared. It popped in and out fairly easily now. The plug really hadn’t been that big. Barely bigger than a finger. She figured she had dutifully finished her task, she cleaned up. She wiped up the rest of the sticky mess between her legs with the towel noting that she would have to make sure to put this towel in the washer herself. It had a strong smell of sex. She put her robe back on and went to the bathroom to finish cleaning herself and her new toys, making sure the coast had been clear.

When she got back to the room and had put everything back into their hidden spot, she noticed she had a text. “Come by my house tomorrow morning. Let me know when you are on your way. It should take about 15 minutes.” Sarah instantly clenched. Had she done something wrong? Was she in trouble? Maybe he would be mad about playing with the vibrator and the dildo. She didn’t think she had broken any rules, but who knew what he would say. The euphoria of playing with her toys came to a sudden halt. She fretted the rest of the night and had trouble sleeping.

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She got up early on Saturday morning. Certainly earlier than normal for her on a weekend. She cleaned up, ate, and dressed, ready to walk out the door by 8:30. She didn’t know if it might even be too early or not. But she wanted to face this head on and get it over as quickly as possible. She hoped it wouldn’t be more spanking. Her ass still being a little sore from Thursday. She sent a text to ask if she should come over. He responded almost immediately that she could.

When she got there, she walked inside nervously, not knowing what to expect. She didn’t find him in the kitchen or downstairs. She also checked out back by the pool. No sign of him. She went upstairs and knocked very quietly on his bedroom door. “Come in,” he called out.

She went inside. He lay in bed with the covers pulled off completely naked. His dick stood semi hard. He had propped himself up on some pillows. Sarah just stood there waiting for him to say something. His expression as usual made him difficult to read.

He broke into a big smile, “That was fucking hot. Get your sweet ass over here and blow me. Watching you practice last night made me jealous. No way I am waiting a whole week.” She let out a huge sigh of relief and started crossing the room. “Clothes off.” She didn’t need to be told twice and pulled the t-shirt off, unhooked the bra and stepped out of her shorts and underwear on the way over.

She jumped up on the bed. They kissed and he fondled her before she got to work. Just like the previous night’s practice run, she teased and played with him getting him rock hard. When she really got down to business, she focused on trying to take his dick as deep as it would go. Getting down as far as she could and holding it, willing herself to relax and to not gag. She did pretty good. He also grabbed her head at one point and started face fucking her. The first time he had done that, she hated it. But it went a lot easier this time and she kind of liked it. It still made her eyes water and a gallon of saliva dribbled out of her mouth making it the sloppiest blowjob she had ever given.

He finally grunted and threw his head back and shot his load in her mouth. Despite her best efforts, some still found a way to splash down on his stomach and down the shaft to his balls. As soon as he finished, she continued to run her tongue all over him and licked up everything, cleaning him thoroughly. He gave her a big smile and told her she had the makings of a great cock-sucking whore. A comment like that would have made her angry in the past, but hearing him say it made her feel nothing but pride.

He surprised her when he sat up and reached forward to pick her up by the armpits and throw her onto her back. He kissed her on the lips and her neck and all over her tits and continued down to her pussy. He pushed her legs back bent at the knees to her chest and sucked and licked her pussy. She felt like a rag doll. He told her to hold her legs up and started sliding his first two fingers in and out of her. Within minutes he brought her to a fantastic orgasm. Even as it ebbed, he wouldn’t stop. She got sensitive and begged him to give her a minute, but he kept going.

She tried to close her legs, but he reached up and opened them wider still. The sensitivity waned and it became all good again. Unrelenting, he kept eating and finger fucking her until another wave of orgasm shook her body. Her vagina clenched his fingers repeatedly, almost vibrating. Satisfied now, he let her go and she rolled to the side and straightened her legs.

He moved behind her and held her for about five minutes before he gave her a playful slap on the ass and announced, “Let’s get going. We’ll end up spending all day in bed if we aren’t careful and I have some things to do today.” She reluctantly got up, but he kissed her deeply after she got dressed and headed out. The entire thing only took about thirty minutes. She couldn’t believe it when she looked down at her watch and saw how little time had passed. The quick sexual romp gave her renewed energy and she smiled the whole way home reliving it in her head.

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She had plans with Jenny and her friends that night, set to meet them at 8:00pm. And she still had her task to complete. She started right after dinner. She skipped masturbating. Inserting the new bigger plug proved to be somewhat difficult. The previous night had stretched her some, but the wider head stretched her more as she pushed it in. By the time she headed out to meet up with her friends, her asshole felt loose and she could feel the lube still squishing between her ass cheeks as she walked. Nobody said anything, but it distracted her all night.

Sunday night had homework while she continued with her anal training with the last of the ‘small’ plugs. She had to work it in more slowly, it being the biggest thing she had ever had in her ass by far. She jumped a little as it went in. She focused on homework taking a break now and then to either take it out or put it in. She could see that it had the desired effect. By the end of the evening, she could insert it relatively easily and she could tell her asshole had definitely stretched. She also found that she liked the feeling.

The whole time she knew she faced a new challenge in the morning, not being allowed to have an orgasm until Thursday. Intentionally masturbating without getting to climax. So right before bed, she got out the vibrator and tried one of the other patterns. This one had three pulses and then a ten second ramp up from slow to high. Then a pause and it repeated.

She let the vibrator do the work. She held it on her clit and with each cycle, she got increasingly excited. Finally on the last ramp up she felt her body succumb to orgasm. The pulse mode that followed while she still shook from her release made her cum harder and made it last even longer. Why had she not had a vibrator since she turned fourteen? She couldn’t believe she was the same girl as a couple of weeks ago. He had turned her into a total slut. A cum whore that wanted to be satisfied all the time. She didn’t hate it and it felt so good to let go.

She woke up in the morning before her alarm went off, letting out a big breath knowing the day would be very difficult. Using the dildo to start, she got it out along with her phone and the small tripod. She set it on camera mode and put it between her legs, looking up her pussy to her face. She propped herself up on some pillows and started the recording. Recording herself like this made her feel trashy as hell.

She leaned back and started rubbing the dildo up and down her slit, her pussy already wet with expectation. He had said to go quick, so she didn’t spend a lot of time on preliminaries. She rubbed her boob and pinched her nipple while she plunged the dildo into her pussy. It felt good and she found herself panting within a couple of minutes. She felt an orgasm building. She picked up the pace and soon had the dildo going balls deep and making a squishing noise.

She moaned and her eyes closed down to slits as she stared at the camera. She got so wrapped up in the moment that she almost just let go and finished. She panicked when she realized she might already be past the point of no return. She pulled the dildo out along with a bunch of pussy juice and threw it to the side.

She tried to sit still hoping it would subside, but her pussy throbbed and she could feel her body want to release as her hips ground up searching for the missing phallus. She reached up with her other hand and pinched both nipples hard and twisted them. Her rough treatment only made more electricity shoot to her sensitive clit. She needed something else to stop herself.

She threw herself back and opened her legs wide and brought her hand down in a hard slap right on her pussy. The pain overtook her and she barely stifled a scream. She slapped again, not quite as hard, just to make sure she didn’t let go. She laid back and gasped for breath. Satisfied she had stopped her climax, she turned the phone off. It had been worse that she had imagined. Every part of her wanted to finish it and cum. She lay there for a few minutes. Frustration and hatred for this new regiment rocked her. “Three days of this?? Fuck this sucks! That asshole!” she screamed in her head.

She got up and got dressed and sent off her video. Then deleted it. She went down to breakfast and off for school. Again, she had trouble concentrating all day. Planned the night before to ask to go to the bathroom during 3rd period, she hoped that Mr. Sheahan would be easy to get permission from. 3rd period being early enough that no one would be in the cafeteria yet for lunch. And since the bathroom down on the lower level was the smallest in the school with only two stalls, most people used the ones upstairs so it seemed her best bet. She waited until the midpoint of class after Mr. Sheahan had posted the problems for people to work on and asked to go to the bathroom.

She practically ran to the staircase and flew down the stairs. Her assumption had been right, the bathroom appeared empty. She got in the stall and pulled up her skirt. She wore a skirt to make this easier. She turned on her phone and started recording. She held it out with her left hand and started rubbing her pussy with her right while pulling her underwear to the side. She had pushed her pussy forward as much as possible, but the underwear kept getting in the way making it too hard, so she grunted her frustration and ripped them off and threw them in her purse.

“This is so crazy,” she whispered toward the phone. She pulled the skirt up again and spread her pussy lips with her first and third fingers and used her middle finger to run up her slit and rub her clit. Her morning attempt had left her still amped up and her pussy responded immediately. As it started feeling better and better, she stuck in her two middle fingers and used her palm to rub her clit. She rocked back and forth and it felt so good. Her pussy leaked enough to make squishy noises while she rubbed. She found it really hard to focus because she strained to hear any sound of anyone coming into the bathroom.

Despite her efforts to stay silent, a few low moans escaped. She could feel it building. She wanted to stop, but he told her it had to be right up to the point of no return. When she got there, she pulled out her fingers and squeezed her pussy. She breathed slowly through this intense torture. Her body trembled, but she had avoided the orgasm. She had to sit there still for a couple of minutes to catch her breath. She stuck her two middle fingers in her mouth and sucked them while smiling at the camera.

Just then the door opened and someone walked in. She jumped and quickly turned off the phone and wiped off her sloppy pussy and got up and went to leave the stall. As she opened the stall door, she realized that she had forgotten her underwear, but after a quick pause and sigh, decided to just go without and rushed to wash her hands.

Her paranoia convinced her she got a weird look from the girl that walked in. Sarah hoped she couldn’t smell anything. She used extra soap and washed her hands longer than normal. The fire between her legs made walking to the sink cause her to ache to cum. She sighed and forced the thought from her head. “I have to do this seven more times?! Fuck! There’s no way I’m going to make it!!” her only agonized thoughts rolling through her head.

She got back to class having been gone a little longer than normal and Mr. Sheahan gave her a questioning look but didn’t say anything. Blushing a little, she got to her seat and put her head down and got to work on the problems, getting through them quickly. Her pussy leaked the rest of the class period distracting her further.

Somehow, she got through the rest of the day. Conner had texted her all weekend and found her on the way back to her car. He asked about how her weekend had been. While they made small talk, her thoughts swirled around taking him back to her house right then and fucking his brains out. She told him not to worry, and that she promised they would get together soon. She even leaned in to give him a kiss to confirm her intentions. Internally she figured, “What the hell? He is as good as any other dick out there. And at least she had some level of control over him. So maybe Friday night….”

She got home and did the normal stuff. After dinner, she went up to her room saying that she had a bunch of homework. She really didn’t, but she wanted to be alone. She had to tackle the substantially larger fourth butt plug. Plus, she had to masturbate again.

She got her homework out of the way wanting to crawl up the walls. She kept picturing herself fucking the dildo to oblivion. She wanted to fuck. She had never been like this before. Her hand kept finding its way to her pussy and rubbing. Unable to take the teasing anymore, she decided to get started.

She got out the plug and the vibrator again. She thought she could put the plug in and then masturbate and pull it out hard to stop herself from coming. Surely that would be enough pain to stop her. The shinny metal of the plug glinted along the curved neck. The end had a flat looped handle. It did make it easier to hold and she assumed a lot easier to pull out. But with a head having the diameter of about one and half inches, it looked HUGE!

She used lots and lots of lube. She used two fingers to rub a bunch into her butthole. She couldn’t believe that she could actually get two fingers into herself fairly easily. Then more lube on the plug as well. Everything got so slick, and the unbalanced weight of the heavy head made it hard to get ahold of. She laid down and rolled her legs back to her head to pull her ass up. She lined up the plug and started to push. She bore down hard and worked it in slowly. Pressing and then releasing and pressing a little further. It finally popped in and she jumped. “OUCH!” she said out loud.

It made her feel so full and the flat handle lined up with her ass crack. She looked at it in the mirror. She pulled on the handle. If felt like it wanted to pull her insides out. She dropped her legs and got the vibrator, trying a different setting this time. This one just went in waves. From slow and light vibrations up to strong and fast and then back down. She pushed it hard against her pussy just below the clit so it wouldn’t be a direct stimulation. As usual, she rubbed and pinched her nipples to get herself aroused.

Between all the excitement of the day and the waves of vibration, it didn’t take long for her body to start rocking. She moaned and her body tingled all over, desperately wanting to get off. As the wave of orgasm reached up to become a flood, she pulled off the vibrator and reached for the plug. She pulled and felt it start to pull out. Her sphincter burned as it came out as she wasn’t as gentle as she should have been. It didn’t have the effect she expected. Her clit throbbed and her pussy threatened to cum anyway. She could feel her asshole wink as it tried to close, and the feeling just about sent her over the top. She rolled to her side and slapped her ass hard three times. Then a fourth and a fifth. She barely controlled it.

Waiting to recover, there was a knock on the door and her father said, “Is everything okay? We though we heard some noise?”

She jumped and sat up. “It’s fine daddy. Sorry about that. I was just clapping to the music,” she explained praying he wouldn’t try to come in. That would be quite a sight. Vibrator, butt plug, lubricant, and naked daughter with a flush and freshly fucked look about her.

“Okay, just keep it down.” She could hear him walking away. She sighed and threw herself down on the bed, chastising herself for not being more careful. This latest assignment might kill her. When she did finally get to fuck Mr. Michaels again, she might kill him. Fuck him to death. She laughed at her own joke. She took her time continuing to try the new butt plug until getting ready for bed. She almost forgot to send her video, but remembered while brushing her teeth. She dreamed of nothing but fucking.

The next morning she had two days to go. She masturbated in the shower using her fingers. She had set up the camera on the tripod facing the shower. Her knees buckled as she fought from surrendering to the pleasure.

She had a study hall during 5th period. She had parked on the far end of the parking lot and backed into a spot on the outer edge so that her car backed to the treeline. She wore a skirt again for easy access. When study hall came around, she went out to her car and got in the back seat. She set up her tripod with the camera on the center glovebox. She had brought her vibrator and pulled her underwear off and lifted her skirt.

It only took three minutes. She had gotten so horny that her pussy stayed in a constant state of stimulation. She got herself right up to the edge and dug her fingernails into her thigh, breathing in gulps, trying to stop what she wanted most. Exhausted by the time she dropped her skirt back into place, she did decide she had gained some level of control. She only put on her underwear to prevent her leaking pussy from leaving a telltale spot on her skirt.

That night got tougher yet again. The plug got bigger. It felt twice as heavy and the head measured about two full inches in diameter. Before attempting it, she decided to go back and try the first butt plug again and see how it felt now. Unsurprisingly, it popped in pretty easily. Same with the next two. Reluctantly, she knew she needed to get on with her new torture, she started working the new plug into place.

She took her time to loosen herself up. She got it almost all the way in before it started to hurt. She took a breath, relaxed and eased it the rest of the way. She got the normal hit of pain at the widest point and wondered for the hundredth time how she would possibly be able to take a dick in her ass. His dick in particular made her shudder at the thought.

Determined to not make the same mistake as the night before, she decided on just fingers to tease her pussy and she wouldn’t pull on the plug at all. She rubbed and it felt good, hating the act of denying herself. She just didn’t know if she could hold it off anymore so didn’t take it quite as far. She stopped every time it started to feel good, leaving it to only a tease, while groaning for the camera to make it look good. She sent off her video and continued her cycle with the butt plug. “Only one more day to go.” She reminded herself with a sigh of relief.

Finished playing with herself for the night, with the toys away, she focused on finishing her homework. With only a few problems left, her phone sounded, and she checked her texts. Mr. Michaels had sent, “You didn’t follow your instructions, did you? You didn’t push yourself to an orgasm on your last masturbation.”

She had moaned and thrashed her body slamming her fists into the bed in frustration. She had rubbed her clit and it felt great. But he had caught her. She didn’t push herself to the point of no return and had held back. She saw no point in lying. “No sir. Sorry sir.” She thought about explaining how hard these two days had been and how her pussy just couldn’t take it, but she knew that would be pointless.

She didn’t receive a response for about fifteen minutes. She bit her nails waiting and checked her phone obsessively. Finally it came, “Tell Conner tomorrow that you want him and one of his friends to come over after school tomorrow so that you can blow them both. Give both boys a blowjob. You are not allowed to fuck them and they are not to touch your pussy. And swallow it all like the good cum guzzling slut you are.”

“Fucking hell,” she whispered as a cold sweat broke out on her brow. When would she learn her lesson? If she didn’t follow instructions, then there were always repercussions. She had failed again. And now she had to be an even bigger slut. Two boys at the same time?? And how would she keep them from fucking her? She paced the room until she decided on an approach to handle it. She sent Conner a text to meet her before the first class.

In the morning, she didn’t mess around. She got the dildo out and used it on her pussy. She fucked herself hard and shook when she stopped with her body begging to cum. She gushed onto the sheet. Her clit felt like a grape it had swollen so much. She showed her annoyance for the video, and even muttered how much she hated this challenge. She sent it off and then regretting saying anything, but had other things to worry about.

She got dressed and got to school and found Conner about ten minutes before the first class. “I have something I think would be fun,” she started coyly. “Are you up for some fun?”

“After last time, absolutely!”

“I keep thinking about that great dick of yours and I want to blow you again sooo bad.” She played it up and Conner loved it. “Buuuut, I want to do something extra naughty. Do you want to do something..extra..naughty with me?” She drew out the ‘extra’ and leaned into him.

Conner looked like an overexcited puppy dog, “Hell yeah! What did you have in mind?”

“I want you to pick one of your buddies. One that can keep a secret just like you. I want you to both come over and I will blow both of you! What do you think about that?” She gave him her best puppy dog eyes.

“Both of us? Really?” he pondered mystified. Once again, she clearly had surprised him. “Why two of us?” he asked.

“Well, you know I like blowing you, right?” He nodded. “And I’m pretty good at it right?” He nodded again while raising his eyebrows and smiling big. “So I just think two would be twice as fun. And it will give me that much more practice to suck you dick perfectly next week as well.” He rolled his eyes but she had clearly hooked him.

“Hmmm okay. Let me figure out who. When are we doing this? And are we going to fuck too?” he asked.

“Today after school. If we are quick, you can still make practice on time. But just the blow jobs. I’m on my period so no sex today. Still interested?” she asked putting her finger on his chest.

“I’m totally down. I’ll find a good guy. No worries!” he said cheerfully.

“Remember, mums the word or no candy. And I mean no candy again forever.” She said the last with menace in her voice to make sure he understood she meant it. But then she reached up and gave him a quick kiss to soften the blow, running off down the hall, confident that he understood.

After lunch, she tried the bathroom downstairs again, but found someone in it. She got excused during her next class and tried the bathroom again, but still couldn’t find privacy. She worried about failing and got antsy waiting to try one last time during the last class of the day. Downstairs still provided no privacy, so she went to the first-floor bathroom. The first stall did have someone in it, but there were a lot more stalls leaving her only option to go into the farthest empty one knowing she didn’t have any more time to wait.

She sat and put one leg up against the door and started rubbing. She got both fingers in and as silently as possible, she worked her pussy hard and fast. She thought about having two boys in her room with a pecker in each hand. Lost in the fantasy, she started biting her lip in no time. She threw her head back trying to steady her breathing. Her stomach fluttered and she felt herself losing control. Not knowing what else to do, she pinched her clit and labia hard. It hurt like hell and she couldn’t stop a small gasp from escaping. She clamped a hand over her mouth and fell back against the stall wall until the throbbing in her pussy slowed.

She ran into the other girl on the way out and tried to not look at her, knowing the other girl had to have heard something weird happening in Sarah’s stall. It was not unheard of for a girl to masturbate in the bathrooms, but she had never been the type to do so. “Fuck it,” she whispered to herself as she walked out with her head held high. With the task done, she had other things to focus on.

Conner texted her and told her they were set. He would bring Jimmie with him. Of course, he picked Jimmie as they were usually together. Jimmie also played on the football team. A 6’ black guy with thick muscles. Decent looking, so she didn’t object. She didn’t really know him, but he had always been nice and a little shy as far as she knew. She had never been with a black guy but wasn’t really hung up on stuff like that and didn’t really care that he would be the third in their little threesome. But it definitely made it interesting. Conner also told her that they would meet her at her house right after school.

She headed out as fast as she could wanting to beat them there. She got home and got a big drink of water running through her plan in her head when the doorbell rang. She let in both guys sporting big sheepish grins. “We don’t have long if you are going to get to practice, so let’s go upstairs,” she told them as she turned and headed upstairs without any preamble. She wanted to get this over with quickly.

She led and they followed close on her tail. She told both boys to sit on the bed and turned to them. “Just so we are on the same page, you both understand that you can’t talk about this with anyone right?” As she said this, she pulled her shirt off over her head.

Both boys grinned and readily agreed. She reached behind her and undid her bra, letting it slip to the floor and watched as both boys practically salivated. “I’ve always wanted to blow two guys at the same time, so this is a fantasy for me.” She posed and let them take her in.

“Why don’t you both get out of those clothes,” she suggested. Both boys started stripping immediately. Conner got completely naked in no time. Jimmie went slower not being as confident with the situation. He hesitated with his hands on his underwear, but with Conner leading the way, he eventually dropped his underwear and sat back down. Sarah appraised his well-endowed manhood with a critical eye. The huge head looked to be a shade lighter than the dark black skin of his shaft. He had lots of veins and precum had already started to leak from the dickhole. Both boys stood at full mast. Sarah’s eyes went from one dick to the other and she smiled at both of them and raised her eyebrows in appreciation.

“Very nice boys. But you have to sit closer together so that I can reach both of you,” she instructed. Both boys moved closer and she urged them to get closer still until they were sitting right next to one another.

Sarah looked at both and then in one quick motion, pulled her phone from behind her back and quickly took several pictures before the boys could jump up and start to protest. She had very slyly gotten it from her back pocket and activated the camera.

She put her phone away and told them, “Settle down. Settle down. That is just a little insurance to make sure you both keep your word. If this stays between us and I never hear about it at school, then the picture is just for me. If you decide you just have to spread the word, then you can explain to everyone why the two of you like to hang out naked together,” she said sternly actually pointing at them.

She paused for a second and then softened her expression. She put her hands on her hips and asked, “Now who is ready for the best blow job of their life?” she asked rhetorically before moving over to them.

The boys were both still a little put off until she reached out and took a cock in each hand. While she stroked their cocks, Sarah leaned back sticking her chest out and commanded, “Suck my nipples boys.” Each boy reached forward and squeezed a tit and started sucking. Having both nipples sucked on at the same time made Sarah moan immediately. She felt her pussy start to drench her panties. She wanted to fuck so bad. Jimmie sucked while Conner teethed, rolling the sensitive bud back and forth. After a few minutes, she reluctantly pushed the boys back off her breasts. Her nipple popped out of Jimmie’s mouth as he sucked for dear life.

While still stroking both cocks, she leaned down to the left and took Conner’s erection into her mouth. She bobbed up and down a few times and then moved over to Jimmie and did the same for him. Jimmie groaned immediately. Sarah liked the feel of a new cock in her mouth. She ran her tongue over the veins on his shaft and felt his thick penis throb in her hand. After a minute, she picked her head up and kissed Jimmie deeply darting her tongue into his mouth. She could feel his thin whiskers brush her lip. His lips were large and soft and she liked how they felt. He didn’t react much at first, but then started to get into it. She never stopped stroking both granite hard poles. They felt wonderful in her hands.

“You just sit back for a minute Jimmie. I’m gonna take care of Conner first, but then I’ll come back to you. Don’t you worry.” Jimmie looked a little disappointed, but after all, she only had one mouth.

Sarah dropped between Conner’s legs, anxious to see how he would react to her new skills. She went right into everything that she had learned. She used long licks at first and played with his head a lot. Kissing it, licking around right under the head. Sucking on his balls. She looked up into his eyes and also looked over at Jimmie. Conner looked ready to blow his load while Jimmie sat mesmerized.

Sarah pulled off and told Conner what a great dick he had and how bad she wanted him to fill her mouth while stroking harder. She picked up speed. She licked right across the top of the head and even pointed the tip of her tongue at his dick hole. She could tell it was time and started sucking harder and used her hand and mouth together while cupping and slowly twisting his balls.

She went faster and faster taking him as deep as she could. In no time, Conner virtually yelled that he needed to cum and grunted hard and pushed his hips up. A small river of hot jism shot into her mouth. Sarah stayed calm and swallowed every thick spurt. She choked a little but kept it all in her mouth. She squeezed out every drop and Conner fell backward on the bed fully spent. She gave the head of his cock one more kiss and a squeeze and then stood and moved over to Jimmie.

Jimmie had clearly been blown away by what he just saw. Sarah smiled sweetly at him and got down between his legs. She started the same way. Licking and teasing him. Jimmie moaned the whole time. His balls were huge. She sucked one into her mouth running her tongue over it. Then the next one. She remembered her eye contact and locked eyes with him while she ran her hand up over the head of his dick a couple of times. She let a lot of saliva slide down the shaft and then took the head into her mouth, using both hands to rotate them in opposite directions on the shaft.

She felt him starting to clench and knew she had the second boy locked and loaded. It couldn’t have been more than two or three minutes since she started. Her hand extended her mouth as they worked together and she squeezed tighter and tighter as she stroked over the head. Within five pumps, he let go without warning. Her mouth filled again with very salty and thick cum.

Being a little surprised, she struggled to keep up. Some spilled down out of her mouth, over her hands and onto his shaft and balls. As soon as he stopped, she lowered her mouth down to lick the cum off his balls before it rolled off and then up the shaft before finishing by licking her fingers with a big smile on her face while she looked coyly at Jimmie. There were a few fresh drops oozing out of the head and she engulfed his shrinking dick into her mouth and sucked hard getting the last of it.

She pulled off and stood up. She wiped the back of her hand over her mouth and found a little more cum on the outside of her mouth. She licked that off her hand and smiled at the boys.

“Didn’t I tell you!” Conner said as he jabbed Jimmie in the ribs.

“You weren’t kidding. That was unbelievable!” Jimmie confirmed gleefully.

Conner looked pleadingly at Sarah. “Are you sure we can’t fuck too? I’ve got a condom so it doesn’t matter if you are on the rag.” She shook her head to herself. He always knew just what say to really sweettalk a woman and make her feel like a whore. Nonetheless, the boy was growing on her.

“Not today,” she said as she grabbed both boys by the head and gently pulled them back to her breasts. They both hungrily sucked, licked, and bit her engorged nipples. Electric pulses danced all over her body and her clit throbbed. “This could get addictive,” she thought to herself.

She kissed them both taking her time and then told them they needed to shoo if they were going to get to practice on time. Everyone got their clothes back on. She followed them downstairs, and she reminded them, no talking or the picture would go viral at the school. She even hinted that if they were good boys, there could be more fun in the future. She smacked Conner on the ass as he walked out.

She watched the boys head back to their car and could tell they were talking about her. They even high-fived a couple of times. It felt good to know that her oral sex skills had improved.

+++++++++

One more night to get through. Then finally she would get to fuck for real the next day. She couldn’t wait. The thought of having to have anal sex too worried her, but she had reached the point where she thought she could endure anything for some orgasmic relief.

First, she had to tackle the butt plug from hell. The final one. Long tapered rubber that looked to be two and a half inches at its widest point. Even the neck looked to be bigger than her first butt plug by itself. The purple color made it look like a toy, but she couldn’t imagine having it up her ass. She cringed. She also remembered that she needed to try to be quieter. Daddy interrupting his princess reaming out her asshole didn’t seem like a good confrontation to her.

She got out the lube and put a thick coat between her butt cheeks and worked in plenty with her fingers. She worked two fingers into her asshole as deep as they would go and spread her ass as wide as she could. She had grown accustomed to ass play through the week and it felt good. She covered the whole plug with lots of extra gobs of lube. She reached behind and started to insert it. It slid in easily until she could tell her ass had opened by a couple of inches. One more push and she felt the first painful twinges. She kept up the pressure and got the widest part right at her sphincter ring. She didn’t think she could do it, but she didn’t want to back it out and have to start over.

She pressed some more and whimpered as it finally crossed the magic point and slide the rest of the way in. The base came to rest feeling like a tree trunk holding her asshole wide open. She got used to the feeling and looked back at the camera. He would be doing this to her tomorrow night. Taking her anal virginity for real and sticking that huge thick dick of his in her tender spot.

She bent over with her ass in the air facing the clock camera and her face resting on the mattress. She clenched her ass and started rubbing her clit. Her hips ground downward with each clench. Everything felt so good. She slid a finger inside her pussy. Feeling the plug through the skin of her vagina made it weirdly erotic.

She hadn’t planned on finishing her masturbation task yet, but as horny as she felt in the moment, she knew it wouldn’t take much longer. She got up to set up her phone and start the recording. She decided to put it right by her face and just focused there. He already had plenty of the pussy view of the action for the camera. She got back into position and started over.

Her swollen clit sent shocks through her body. “Mr. Michaels, Master, this has been the hardest week. You have turned me into a total slut. All I can think about is sex and sucking your dick and fucking that sweet cock of yours sir. I’m trying to be a good girl for you,” she scrunched up face as she said this and felt a wave of pleasure course through her body. “You have to make me cum so hard tomorrow sir, I’m begging you. My ass is trained now and I’ll take your dick all the way in my ass for you. Just please please fuck me and make me cum. Otherwise I may drown you with my pussy juice.” As she said that she pushed two figures deep into her pussy and rubbed her clit hard.

“I can’t take much more of this. It is total torture sir.” She pulled her figures out and focused just on her clit. Her hand became blur going back and forth over it. She rubbed so hard a giant wave of orgasm rose in her. Her hips were grinding and twitching. She made a show of pulling her hands away and putting them over her head. She whimpered and cried as her pussy dry humped air looking for anything to touch her. She took in a giant gulp of air and breathed in and out in ragged breaths.

“Aaahhhhhaahhahh,” she moaned and closed her eyes while she concentrated on making sure she did not allow her body to release. A spasm rocked her. She knew at that moment that one more touch and she wouldn’t have been able to stop. The orgasm would have taken her. It took three or four minutes before she got fully back in control and her hips stopped moving. She looked right at the camera and said in a low sultry voice, “I’m ready Master. I am ready for you.” She smiled at the camera and blew a kiss to the intended recipient.

She turned over and sat on the bed leaving the butt plug in for now. Sitting on it pushed it even deeper and she grunted. It filled her midsection. She watched the video, enjoying that view of herself, and then sent it. She wanted to save this one, but remembered that his orders had been explicit. Delete everything as soon as she sent it. With reluctance, she deleted the sexy video. She looked like a compete slut. A sex crazed maniac. She felt transformed.

Pulling the plug out proved as hard as putting it in. It took a couple of tries and she gritted her teeth each time it popped back in. It didn’t feel horrible once she got used to it, but when she did finally get it out, it felt like a truck could go through her backside. She went to the bathroom and cleaned up. Her butthole still loose and stretched as she crawled into bed.

“What a week,” she sighed. She had completed her assignment and her punishment and blown two boys. Most importantly, she thought she had done a good job and felt confident Mr. Michaels would be pleased. She dropped off to sleep with a smile on her face.

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