Sexual Education (RoleplayMaster x The Supple Nail)

[RoleplayMaster]

Mr. John Tucker walked through his classroom, a small smirk on his face. Today would be the first day of school for the semester, and there were a few new arrivals. The best part about the new arrivals, is that they had no clue of the reputation the sex ed class held, so all five of them took the class.

The class had a set seating plan. With a total of 10 students, there were 5 pairs of tables. Each table sat a boy and a girl, who would be partners until the end of the day. The next day, the boy would remain in the same seat and a different woman would be sitting next to him.

One special part about where the girls sat is that there were thick vibrators right in the middle. This forced girls to sit on them throughout the whole lesson. It was fun to watch them squirm. And if they came or moaned, they would get punished.

Punishments were all sexual. They could be simple things, like a spanking. Sometimes though, they would be sent home. This wouldn't be the home of the student in trouble, but a classmate's home, so they can use her however he wishes.

John finished up the classroom set-up by putting the vibrator switch on his desk, and laying out rules on each of the student's tables for them to read when they entered. The sheets changed, depending on if you were male or female.

*Rules for Male Students*
1. Clothing is to be left on, unless in a sexual act
2. Do not have sex, punish, or anything other than light touching of the female students, without the permission of the teacher.
3. Have fun.

*Rules for Female Students*
1. Clothing is to be left at the door
2. Do not cum without permission
3. Do not make noise without permission (includes talking)
4. Do not attack others without permission
5. Follow rules spoken and given out by teacher
6. Accept touching by others, no matter if they are student or teacher.
7. Have fun​

He pulled curtains in front of the desks to hide them from view of the students when they came in, and then opened the door to let the waiting students inside.

"Welcome to Sexual Education, class. My name is Mr. Tucker, and I will be your teacher. Before we begin, I have to ask a.. mildly personal question. Raise your hand if you have no sexual experience."

 

[The Supple Nail]

The female students straggled into the class, singly and in pairs, each totally unaware of the sexual breaking that awaited them in that room. There were even giggles and tittered conversations as they saw the cubbies near the door of the classroom, like they were in elementary school. None of them noticed that they were just doorless wooden cupboards instead of lockers. Privacy was to be a thing of the past. Each was labeled with a name and they all assumed that it was for their backpacks and books. They didn't yet know they were for every stitch of clothing that they wore.

That changed once they reached their desks. The first thing they saw were the odd protrusions in their seats. Disbelieving laughter turned nervous and then died away as the un-spoken question circulated. Are we really expected to...

But that question was answered by the lecherous smirks of the male students, the unflinching gaze of the teacher. Of course you are.

Then the girls saw their rule sheets and various stages of disbelief showed as they scanned the rules. The personalities of the girls became clear in their responses.

Jacquelin, the rebel, was the first to move, a smirk on her features as she roved the classroom with her eyes. Her gaze was hostile and defensive, hiding her nervousness as she dared the boys to laugh or lech, dared the girls to follow her. With a swift motion she pulled her black hoodie up over her head and let it drop near her desk. Her tattered t-shirt followed, the punk band that it endorsed looking up from the floor. She hesitated then for just a moment, eyes flicking nervously between the teacher and the boy that was her partner, before she unhooked her bra and let it fall to the pile. Her hands moved reflexively to cover herself but she forced herself to drop them. She smirked as she pulled down her jeans to reveal that she already wasn't wearing panties. She left her clothing in a pile on the floor and maneuvered herself over her seat. She looked straight into Mr. Tucker's eyes as she lowered herself onto the vibrator there.

The other's followed suit. Sarah the bookworm and Trisha the bitchy transfer student followed her example with varying degrees of hesitation.

Sara's face blushed bright red but she stripped out of her sweater and let her skirt fall to the floor, revealing her creamy legs. She bent to pick them up and fold them neatly into her cubby but realized how much of her that would expose and blushed again, crouching awkwardly to retrieve her clothing. Not that the maneuver did much to preserve her modesty. She reached back to unhook her bra but blushed again, too shy to go through with it. She instead went to stand meekly by her desk, her downcast eyes casting furtive glances at the thick dildo there.

Trisha snorted at Sarah and stripped down quickly, shimmying her tight jeans down and tucking them way along with her blouse and underwear. As she slid her panties down her legs she sashayed her hips sexily, bending at the waist and shooting a competitive glance through her legs at Jackie. She crossed quickly to her seat and crouched over it for a long moment, playing the tip of the vibrator over her cunt lips as she positioned herself comfortably, then sinking down onto it and biting at her lower lip with the sudden feeling of penetration.

While the others were moving Jessica and Kristen stood apart, watching the proceedings agape. Jessica seemed torn between following the rules and following her sister's example, her eyes filled with panic as they darted between Kristen, the undressing girls, and Mr. Tucker. In the end she followed Sarah, stripping to her bra and panties and tucking her clothing into the cubby labeled as hers. She moved to her seat and sat in it awkwardly, just on the edge, the vibrator pressing up against the back of her ass. She shifted uncomfortably, scooting forward so that she was just perched on the edge of the chair where it wasn't nestled between her ass cheeks. She hung her head shamefully, blushing and refusing to look at her older sister.

Kristen alone refused to move. She folded her arms obstinately and leaned up against the doorway, her look of shock and disbelief fading to a scowl.

"I ain't doin' it." She spat, glaring at Mr. Tucker.

When he asked who had no sexual experience Sarah and Jessica nervously raised their hands, glancing around shyly to see who else would.

 

[RoleplayMaster]

Along with the five girls, five boys entered the room. Their names were Curtis Smith, Nick Bone, Chris Hunt, Sam Walker and Tom Jones. They were all new to the sex ed class, but not new to the school. They had heard rumours sprouting about this class, but assumed they were all just fake. But once they saw the room, they knew instantly that they were in for a treat.

Each boy sat down on a chair, one that thankfully didn't hold a vibrator. They watched with unhidden glee as each female member of the class stripped and sat down on the vibrator next to them. The only free seat was the one next to Sam, and that one belonged to Kristen.

"I ain't doin' it." The girl spat at the teacher. Sam hid a smirk behind his hand, knowing that was a very dumb thing to do.

Other than the two girls, Curtis, Tom and Nick also raised their hands.

"Okay, lower your hands for now" The teacher told the class. "I'm about to give a demonstration." He said, slowly walking towards Kristen. Roughly taking her wrist, he pulled her over to the desk. "In this class, I do not tolerate those that disobey the rules. Disobeying rules means getting punished. Hmm.. Sam, can you join me please?" He asked. The boy nodded and joined him.

Kristen was standing up, with her arms held behind her back by Mr. Tucker. "Sam, please strip this student of her pants." Sam Walker nodded, kneeling in front of her and removing her pants and underwear if she wore any.

In one, rough motion, the teacher bent the student over his desk. Her ass was in clear view for the class to see. Her upper body hit the desk hard, but it didn't leave any marks. "One by one, you shall all come up and slap this student's ass. If I do not think you do it hard enough, you shall be punished too. Sam, get the rope over there."

After receiving the rope, he tied Kristen's arms to the desk, so she couldn't get up. "Go on, class!" The male students were beginning to get up..

 

[The Supple Nail]

Kristen bristled as Mr. Tucker approached her. She pushed herself up and dropped her arms go her sides warily, her fists clenched in anger and her generous, full mouth pressed into a thin line. She opened her mouth to say something when his hand snaked out like lightning and caught her by the wrist.

"Let go of me!" She squeaked.

But her words held more fear than fire and he easily manhandled her up to the front of the classroom, dragging her along behind him. When they reached the front of the class he whipped her around, yanking on her arm to pull her around in front of him so that she stood facing the class. In the disorientation from the spin he snatched her other wrist and twisted both of her arms cruelly up behind her back. His grip was like iron and her struggles were to no avail. It was like pulling against an oak tree.

Her struggles subsided as she stood staring into the leering faces of the boys and the shocked, fearful faces of the girls. Saucer eyes stared up at her and she blushed. A deep sense of futility came over her as she tugged against the strong hands holding her immobile. Even if she resisted, even if she kept her wits about her, the greater effect would be on the other students in the class. It gave a clear message to students of both sexes. To the boys it was simple: There will be no consequences for your actions. You are master here. For the girls it was equally as simple: As soon as you walk through that door your rights cease. You are the property of the class.

She didn't hear what Mr. Tucker was saying but she let out a squeak of pain when he wrenched her around again and slammed her into his desk. The solid wood hit her in the thighs just below her hip bones and the force bent her over. Mr. Tucker quickly pressed his hand to the back of her head, forcing her cheek against the cool wood and keeping her arms pinned with his other hand. He called for rope and Kristen's sense of terror and helplessness grew. He quickly and expertly lashed her down, letting her up momentarily to tie her hands together in front of her then yanking her forwards again. He pulled down on the rope and tied it to something behind the desk, pulling her body taut over it, her hands stretched forward over her head like she was praying. She squirmed and writhed, her cheeks hot with shame, but she stopped when she heard the snickers of the male students and knew she was only giving them exactly what they wanted.

Then she heard Mr. Tucker's command to Sam and shrieked.

"No! Don't!" She pleaded fruitlessly as a pair of rough hands grabbed her pants by the waist and ripped them down.

He pulled them over her butt and then reached back up to hook his fingers under her panties, gathering them up and stripping them both down her legs. They tangled around her ankles and bunched up but strong hands yanked the shoes off her feet and her pants and underwear followed. Terror coursed through her as she felt the air of the classroom tickling her exposed pussy and asshole.

Hot tears of humiliation flowed down Kristen's face and she groaned in misery when she heard Mr. Tucker order the class to spank her.

"Noooo." She sniffled, twining her fingers together and bracing for the pain.

 

[RoleplayMaster]

Many of the guys had erections, slightly painful as they pressed against their pants. They made a line, ready to spank the girl. "Girls, you need to join in too" He told them all, watching as they still sat on their vibrators. If they didn't like the vibrators now, just wait until he turned them on. "Just one slap each."

Sam was the first in line. His hand slowly rubbed each ass cheek. As fast as light, his hand came down onto her ass, a flaring red hand print appearing already. It was across her ass cheeks, so the fingers were on one cheek and the palm on the other. Sam then returned to his seat.

Each boy followed, with Curtis being the final one. His slap was the lightest of them all, but still hard enough to satisfy Mr. Tucker. He then began to return to his seat, but then Mr. Tucker spoke up. "If you raised your hand earlier, about being a virgin, come and stand by me." Curtis, Tom and Nick all walked over to the teacher, watching as the girls prepared to spank her. Jessica, Kristen's sister, was in the front of the line.

By now, her ass was stinging with pain. It was warm to the touch, and completely red from the slaps.

 

[The Supple Nail]

Kristen jerked in surprise when Sam ran his hands along the smooth globes of her ass but she gritted her teeth, determined not to give them the satisfaction of crying out. His slap jerked her forward against the desk and she grunted involuntarily, hating herself for the weakness. She had always thought that the main punishment of a spanking was the humiliation, the disgrace in public. But as the next slap fell on her tender ass she realized the pain itself was intense and impossible to ignore. It wasn't just the impact. It was the unrelenting nature of the punishment, all five blows landing on the same tender flesh.

By the time the boys were finished her makeup was streaked with tears. Her muscles were tensed and she forced them to relax despite the pain, slumping defeated on the desk. She stiffened when Mr. Tucker informed her that the girls would be spanking her as well. And as the virgin boys lined up next to the desk, their hardons pressed against their jeans, an entirely new kind of terror began to wash over her.

But her first thought was for her sister.

"Jessica, don't...don't worry about me." She said, her voice quavering with the tears in her throat as she tried to smile over her shoulder.

Jessica's eyes were wide as she stood at the head of the line behind her sister. The punishment had an immediate effect on another of the girls as well. Shy Sarah, her hand over her mouth in fear, had stood frozen for the entire ordeal. As soon as Mr. Tucker called on the girls to come to the front of the class to finish the punishment she felt like her legs were jelly. But her actions spoke of her fear more than anything else. She immediately stripped out of her panties and pulled off her bra, fumbling with the catch and dropping it beneath her desk. She hunched forwards and covered herself as best she could with her hands as she stood in line.

Jessica, lip trembling and tears brimming in her eyes, drew back her hand and placed a slap on Kristin's ass. Whether nervousness or fear of harming her sister, it certainly wasn't hard enough to satisfy Mr. Tucker. She squeaked in dismay and ran to the rear of the line.

Jackie was next and placed a solid slap on Kristin's ass. Trisha smirked when her turn came and ran her hand down Kristin's ass, feeling the welts under her fingers and snickering as Kristin flinched away from the painful contact. Then she drew her hand back and smacked her so hard that a crack sounded throughout the classroom. Sarah was last and her own terror of being punished herself gave her force. She wasn't as forceful or cruel as Trisha but she fetched Kristen one last, hard slap on the ass before meekly stepping back, eyes downcast.

 

[RoleplayMaster]

"Jessica, Sarah, stand next to the boys here." He instructed, walking back over to Kristen. He slapped her ass, the sound echoing around the room. It was somehow even harder than when Trisha had her turn. Shaking his hand to get rid of the slight sting, he moved away. "Now, virginity is something that will affect your grades in this class. Because of this, you'll need to lose your virginity quite quickly. Boys, I was going to get you to pick another girl from this class to partner up with, but it seems we have a perfectly good volunteer tied to my desk. As for the girls.. you may pick me, or one of the male students to help lose your virginity. Do not be scared; since you have done nothing wrong, you will not be punished."

"But Jessica.. I want you first to go over to your sister and slap her ass. I am giving you a second chance. Slap her hard, or else I'll slap you hard" He warned her.

Curtis, Nick and Tom pulled their pants off, revealing three very hard cocks. Curtis' was the largest of the lot, and Tom had the biggest balls. While Jessica was asked to slap her sister, Curtis moved to Kristen's head, sliding his cock in her mouth. Gripping her hair, he began to facefuck her, but made sure not to hurt her too much.

 

[The Supple Nail]

Sarah stood with a look like a deer in headlights when Mr. Tucker told her that she would be losing her virginity. Jessica had the dull, uncomprehending look of fear that said she was expecting to wake up at any moment.

Sarah's eyes flicked over the boys as they stood there, her nervousness focusing on them as its physical outlet. Her fear of Mr. Tucker was too great to consider him so she wavered between the three boys who were as inexperienced as she was. In the end she timidly went over to stand in front of Nick. She looked up at him through her eyelashes and shifted from foot to foot.

"Him. I'll give...myself...I..." She said, struggling to find the words. In the end she simply gestured to him timidly and then stepped back into line.

Jessica had a more immediate issue to face. She stood once again behind her sister and wavered there for a long moment. She drew her arm back, her hand shaking, and then brought it down in a sharp slap. She was beside herself and in her distress she couldn't commit to the blow. It resonated as weakly as her first slap and she stepped back, a mixture of shame and fear coming over her face. She didn't have the presence of mind to pick the boy that would be her first.

Kristen was about to protest when Curtis stepped in front of her. Her eyes widened when his cock came into view, twitching in front of her face. She could feel the heat of it, see the slippery pre cum just beginning to pearl at the tip of the bulbous head. He was big. Much bigger than her boyfriend.

"No, don't you dar...ggmffff!" She began as he shoved his dick into her mouth.

She gasped and tried to find some way to hold it in her mouth without choking. Her tongue writhed in panic, sinuous and slick, pushing up against the bottom and undulating along the base of his head. It twisted up over to the sides, trying to divert the massive shaft from filling her throat and choking her, the semi smooth surface of the muscle sliding over his sensitive skin. Tied as she was she couldn't resist the pressure as he grabbed her head, controlling her like a sex toy as he stroked in and out of her mouth. She made little whimpering noises around his cock as he fucked her face.

 

[RoleplayMaster]

Sighing softly at Jessica, he walked over to her. In one quick motion, his hand hit her ass and pain shot throughout her body. "Next time, hit her like that" He said quietly, before moving away.

Nick smiled gently at Sarah and took her hand, leading her over to their desk. "How do you want to start this?" He asked her. "Do you want to do oral, or get straight to it?" He asked quietly.

Curtis was enjoying himself. His balls slapped against Kristen's chin lightly every time he thrust in. His moans were quiet, and he kept eye contact with the woman the entire time. After a while, he pulled out of her mouth. Saliva dribbled down her chin and onto the ground. The boy walked to the other side of her and opened her ass cheeks. "Wow" He murmured, admiring her ass hole. Slowly, his thick cock slid inside her tight ass and he began to thrust.

Since Tom was left alone, he decided to pair with the quiet Jessica. Following Nick's example, he led her to their desk. "Wanna fuck now or oral first?" he asked, saying it a little more bluntly than Nick.

Mr. Tucker watched the students fuck. Reaching under his desk, he pressed a button that would turn on the vibrators. Three were bare, but Jackie and Trisha could feel the thick toy vibrate inside of them.

 

[The Supple Nail]

Jessica jumped and squealed when Mr. tucker slapped her, nodding disjointedly at his words as he walked away.

Sarah followed Nick meekly, watching his back as he led her to their joined desk. She didn't know what to expect except for what she read in books that made her blush and hide them in her sock drawer. The thought of doing oral sex on a boy, as minor as it was, was just too much for her.

"Let's just...let's just do it." She stammered. She didn't know what to do, or what Nick would want so she just leaned back against the desk, her hands still covering her breasts and her pussy, looking up at him with nervous questioning.

Up at the front Kristen was still coughing and gagging around Curtis's dick. She looked up at him desperately, her eyes begging him to go easy on her. She felt humiliation as hot on her face as the tears that streaked her cheeks or the helpless, animal drool that dripped down her chin. That was the most humiliating thing of all. She couldn't even control her drool as he worked his cock in her mouth. She would have good reason to appreciate how wet she had gotten it though.

She thought she would have a reprieve as he moved around behind her but her head jerked up when he spread her ass cheeks apart. She clenched her fists, bracing herself for the ravishing that she expected. But in stead she felt the wide tip of his cock prodding at the crinkled rosebud of her anus. Her eyes shot wide and she writhed as she tried to twist around, but she was tied too tightly.

"Uuuugh, nnnnnn..." She groaned, squeezing her eyes shut as he forced inch after inch of his cock into her ass. She could feel him spreading her, stretching her. It was painful and degrading but there was something else...a sense of fullness under the pain. Something forbidden and slippery and sweet.

Jessica didn't resist as Tom led her away. She kept her eyes averted from her sister, unable to watch as Curtis sodomized her. She didn't resist as Tom pushed her back against the desk, its edge cutting into her ass as he loomed over her. He seemed enormous, monolithic and impossible to disobey. She was too mentally shaken to know how to respond to him.

"What...whatever you want." She whispered.

The last two girls had returned to their desks and re-situated themselves on the thick vibrators there. Already getting into and out of the seat was becoming easier as they learned the correct motions. There were twin little gasps when the vibrators flicked on and Trisha's knuckles whitened as she gripped the edge of the desk. Gasps of surprise quickly turned into heady panting, the two girls writhing in their seats as they watched the scenes unfolding around them.

 

[RoleplayMaster]

Nick nodded at the girl, leaning in and kissing her gently. "Don't worry. I may not show it, but I'm as nervous as you are." He assured her. His hands slowly moved to her own, gently moving them to her sides and exposing her body. "You're very attractive, it's a surprise you're new to this" He said quietly. He propped her up on the desk and spread her legs. "I'll take it nice and slow to start with" He promised, sliding into her pussy. He felt her hymen with his cock and forcefully pushed through, feeling a little guilty as he knew that would have hurt. "Sorry" He whispered.

Curtis wasn't completely cruel. So when he slid into the girl's ass, he made sure to be gentle. It was his first time, and he wanted it to be memorable, so he took his time with it. His hands were on her sensitive ass, gently rubbing it as he thrust. He was trying to be soft, so then she wasn't in too much pain.

Tom smiled slightly as Jessica said they could do whatever they want, and he got an idea. "Come with me" he said. Taking her hand, he led her to where Curtis and Kristen were. Gently, he bent her over so her head was by her sister's breasts. He then slid into her pussy and broke her hymen. "Fuck" he groaned happily. He stayed still, waiting for her pain to go away, and then began to thrust.

Mr. Tucker sat at his desk, Kristen's head hovering slightly above his crotch. He didn't take advantage of her though. "After this, I'll untie you" He promised. He turned a dial attached to his chair. What that dial did, was adjust the strength to the vibrators. It was set on 1 at the moment, and could go all the way up to 5. 5 was so strong, it could cause an orgasm almost instantly. And that orgasm could occur just with the pussy touching the sex toy; it didn't even have to be inside. Slowly, the dial clicked to number 2. Each number was double the last one in strength (2 was double the strength of 1, 3 was double the strength of 2, etc.).

 

[The Supple Nail]

Sarah was too nervous and surprised when Nick kissed her to return the kiss but she blushed and her eyes fell.

"Thank you." She said softly.

She moved with him yieldingly as he moved her into the position that he wanted, cooperating tentatively. She found that when he hitched her up onto the edge of the desk she was uncomfortable with her legs dangling below her so, not knowing what else to do, she raised them over his hips and delicately crossed her ankles behind his back. The movement rotated her pelvis up to match his and drew him in closer to her, although that effect was unintentional. Her brow furrowed as she felt him pushing into her, stretching her for the first time and claiming her. There was the feeling of pressure and giving way accompanied with a sharp pain that made her gasp as he broke through her cherry.

"I'm...okay." She said, wrapping her arms around his neck to support herself. She could feel his breath on her cheek and she bit her lip as he began to thrust into her.

Jessica let Tom steer her towards the front of the class. She didn't resist as he pushed her down over the desk on the side opposite her sister. She could smell her, like the smell of their shower at home, the scent comforting and familiar as Tom placed his hands on her hips and pushed into her.

"Uuuunn!" She moaned at the unfamiliar sensation. Her young pussy was extremely tight and she could feel him stretching inside her until he reached her maiden's barrier. She clenched her teeth as he pushed through, the strain leaving her body when he was buried inside of her. He bottomed out but his cock still had an inch or two to go, she was just too small to fit him all inside.

Across from Jessica Kristin faced her own struggle. The fucking hurt, forced her sensitive anus open, and ground her hips into the sharp edge of the desk. But with each thrust Curtis's balls slapped forwards against her pussy, putting subtle pressure on her clit. She still had her shirt on and to her shame she could feel her nipples hardening against the fabric despite the pain she was enduring. Was the pain more intense, or the pleasure? She couldn't tell.

In their seats Trisha and Jackie gasped as the vibration increased. Slick wetness began to coat their thighs, coaxed out by the maddening stimulation. Jackie was hunched over, grasping her desk as if she were trying to weather a storm. Trisha had a far away look in her eyes, her fingers clenching and unclenching on her naked thighs as she fought the sensations in her pussy.

 

[RoleplayMaster]

Nick gave her a small smile and began to thrust, keeping at a soft speed to get her used to it. "Wrap your arms around my neck. Where you have your legs is good too. Just tell me if I'm going too fast or too slow" He instructed, getting a little faster.

Tom began to thrust a little faster into Jessica's slick pussy, her face moving up and down slightly on her sister's back.

Curtis wanted Kristen to enjoy herself. Reaching down, he gently played with her clit as he fucked her ass, still making sure to be gentle. "Shit.. you're actually wet!" He muttered, surprised. The boy slid two fingers into her vagina and began to pump them in the pink flesh, sort of a way to apologise for how he treated her.

As Mr. Tucker turned the dial to 3, Chris turned to Trisha, who sat right next to him. "Um.. do you want to do something together? Doesn't seem fair that they get all the fun.."

 

[The Supple Nail]

Sarah felt herself awash in unfamiliar sensations, pain and contact and friction and above all slippery, grinding pleasure. She let out a series of small gasps as Nick thrust into her, pulling him tighter and arching her back.

Jessica too was being swept along by the new sensations she was feeling, her tender pussy clenching involuntarily around Tom's cock as she began to lubricate.

Next to her Kristen bit back her moans as Curtis began to manipulate her pussy, her feet trembling and scrabbling on the floor as she pushed against him with every thrust.

Trisha didn't need much more of an invitation, she slid out of her seat and sank to her knees in front of Chris, smiling up at him and pulling his belt open. She unzipped his fly and freed his captive boner, holding it in her slender hand while she smiled up at him and licked the tip.