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Rated: 18+ · Short Story · Erotica · #2206490
A student’s life turns upside down when he has detention with his lovely teacher.
Selina waves goodbye to her students as they leave the classroom. She turns around and sees Brad still seated looking frightened at her. It was Brad’s first time in detention. He actually did nothing wrong. Selina just gave him detention for simply interrupting her private moment earlier today. He didn’t need to know the details. Brad heard rumors of Selina’s detention and it scared him. Everyone told him different ideas so Brad had no idea what to expect. Selina closed the door to her classroom and was tempted to lock it, but decided not to in fear of scaring Brad out of the classroom. After all, it is the only exit.

Selina walked back towards her desk, her heels clicking with each step. She watched as Brad’s eyes followed her until she sat down in her seat. He then looked away and began working on some homework. Selina wanted to toy with Brad, but she needed to wait for the perfect moment. Right now, she sensed that Brad was anticipating something, so she would wait until he settled in a bit.

After some time grading papers, Selina looks out to the classroom and smiles remembering it’s just her and Brad. Brad is reading a book like a good student, but Selina has other ideas. She unbuttons her top a little to make herself more revealing. Next, she takes a pen and drops it on the floor by the front of her desk causing Brad to look up in surprise. Selina then casually gets up from her chair and walks around her desk to the front of her desk and then takes a step toward Brad revealing her cleavage towards him and asks “Is something wrong Brad?” she said startling him. Brad shakes his head no rapidly, quickly changing his gaze from her chest to her face. Selina winks back at him and turns around to pick up her pen. She slowly bends over, sticking her ass out toward Brad who is starting to feel a little stiff in his pants. Her skirt left nothing to the imagination as Brad can trace Selina’s ass in his mind.

Selina picks up the pen and turns around to face Brad again. She taps the pen on her chin and lets it fall. Brad watches as the pen falls down and lands on her chest, slipping into her cleavage with just the tip of the pen visible. Selina decides to play clueless. “Oh dear. Where did my pen go? I swear I just had it. Brad, do you know where my pen is?” She shrugs her shoulders waiting for Brad’s response. Brad begins to fumble with his words. “It’s ...um.. in...your...um....that” Selina puts her hand near her ear pretending she didn’t hear him. “Sorry, Brad. I couldn’t hear you. what did you say?” Selina then walks all the way up to Brad’s desk and bends forward revealing her cleavage once again to Brad. Brad instantly recoils in his chair, intimidated by the proximity of his teacher. He watched as the pen slowly disappears between Selina’s boobs. Brad has a loss for words, so he just points to Selina’s cleavage.

Selina looked down at her chest and back at Brad. “You naughty boy. Those are my breasts. I’m asking if you know where my pen is” said Selina, keeping up with her act. This time Brad stayed quiet. After a long pause, Selina decided to make a move. She lowered her face and whispered into Brad’s ear. “I know where the pen is, but I want you to get it for me.” Selina then stood back up. “Can you do that for me Brad?” Brad quickly nodded, almost looking like he had a seizure. Selina smiled and walked back to her desk. She stopped and looked over her shoulder at Brad still seated at his desk. She made the “come hither” gesture at Brad and he followed her to her desk. He followed his teacher around her desk until they reached her chair.

She turns around and sees Brad waiting nervously with his head level with her chest. Selina smiles and asks him “Do you see my pen?” Brad shakes his head no. “Well let me give you a closer look”. She then reaches out and hugs Brad forcing his head into her boobs and holds him there tightly as Brad struggles to get free. She then rubs his face until her boobs spread apart, freeing the pen trapped in her cleavage. Selina watches the pen bounce off Brad’s head and falls onto her desk. She lets go of Brad and watches him stagger backwards, his face completely red with embarrassment and glistening with sweat.

“Let’s try again, shall we?” Selina then takes the pen from her desk and holds it as high as she can and Brad sees the pen out of his reach. “Use that big brain of yours Brad. I know you can figure it out.” Selina watches as Brad climbs onto her chair. He slowly stands up on it and places one hand on Selina to steady himself while his other hand began wrestling with Selina’s hand that has the pen in it. “I got it!” Brad shouted. “Not yet” Selina replied back. She felt impressed at Brad’s creativity but didn’t want it to be that easy for him.

Selina then lifted her knee and nudged it against Brad’s groin causing him to fall back into the chair. Brad tried to get up, but Selina then placed her foot onto his bulge, forcing him to stay seated. Brad quickly grabbed her high heel and tried to get it off. “Nuh uh uh. Those are my new heels Brad. You wouldn’t want to damage my new shoes, don’t you Brad?” Brad released his grip and sat back defeated as he watched Selina increase the pressure on his genitals making him wince.

Selina smiled as she saw Brad’s discomfort. She rubbed her foot a little more, taking notice of Brad’s bulge growing as she felt his dick expand. “Oh my, I think someone is enjoying this,” Selina giggled. Brad’s face turned bright red and tried to shift around to get his dick out from under her foot. Selina responded by withdrawing her foot and placed it back on the floor. “Are you attracted to me Brad? Does this turn you on?” Selina then took each of her boobs in each hand and began squeezing them together. “I want you to pull your pants down, Brad”. Brad shook his head no. Selina leaned in closer. “Don’t you want to feel them again?” She rubbed her boobs again. “All I need is for you to pull down your pants. I want to see what package you have for me.” Brad hesitated but still shook his head no.

This was all Selina needed to see. She had him with that slight hesitation. She took her arms and placed them on the sides of the chair, preventing any escape for Brad. She then stuck out her chest and leaned forward towards Brad who couldn’t retreat like last time since she held the chair down. Soon, she heard the sound of a zipper and looked down to see Brad taking off his pants. She backed up and watched the horny teenager finally break down and obey her. Once they were down to his ankles, Selina took the pants off completely and threw them under her desk. “We don’t need those anymore.” She smiles and looks down at his boxes, the only thing concealing his dick to her.

Suddenly, there’s a knock on the door and Selina panics remembering that she chose not to lock the door earlier. She has to hide Brad since he has no pants on, but there is no time for him to find a hiding spot. Selina has only one option. She turns her ass toward Brad and sits on him, covering him up completely. His legs are under her, her butt is planted on his groin and his upper body is covered by her back. As the door opens, Brad tries to speak, but Selina leans back muffling Brad with her own back.

The door opens and in walks the principal. The principal was a good looking woman in her fifties. Despite her age, she was still considered good looking and admired by her peers. While she takes care of herself and knows she looks good, she often envies the younger teachers and all the attention they receive from their students. Selina was no exception. The principal felt rivaled to Selina and tried to find any excuse to make her suffer.

“Did I hear some noise in here Selina?” she asked, looking around the classroom. “It must have been me. I tend to be clumsy at times.” Selina nervously responded. “Mmhmm, which makes me wonder why I even let you teach at this school.” The principal walked to the back of the classroom and made her way to Selina’s desk. “You know Selina, I have heard complaints from several students, that you can be quite the distraction in class, so to speak. Especially with a revealing outfit such as that.” The principal gestured to Selina’s cleavage on full display. She had no time to hide it, but it wasn’t as important as hiding Brad. Now it was Selina’s turn to be embarrassed. “I’m deeply sorry. I was just letting some air in while grading papers. I would never do this in front of my students.” Selina politely countered.

“Don’t mistake me for a fool Selina. I know you tease your students. I know you jiggle your tits and wiggle your ass to get them to like you. I could only imagine what happens during detention. Well, I’m glad no one has to deal with that right now.” Selina bit her lip and wiggled her ass slightly. She felt Brad’s member grow under her, responding to her movements.

“Anyway...” The principal paused. Suddenly, there were a few voices shouting using vulgar language outside the classroom. The principal headed toward the classroom exit. “I will be right back”. With that, the principal opened the door and closed it behind her. Selina and Brad could both hear her scolding the students in the hallway. Selina quickly got off Brad, handed him his pants and told him to leave immediately. Brad tried to get up, but his legs were numb. “I can’t feel my legs” he said. Selina sighed. Her ass was too strong, she couldn’t help herself. Selina helped Brad to the floor and looked around the room.

There were only the small student desks and chairs and then there was her desk. While she enjoyed sitting on Brad, she couldn’t hide him there forever. “There, crawl under my desk” she ordered. Brad complied and crawled dragging his numb legs with him. After watching Brad disappear from her view, she took a deep breath and sat back in her chair. While sitting down, she had a nice view of Brad, still in his boxers looking up at her with fear. He still couldn’t put his pants on and he looked helpless under her desk. Selina couldn’t help but smile. She spread her legs and watched Brad’s eyes lock onto her crotch, clearly visible from his angle. He could see her panties were already wet and watched her hand slowly reach down and she began touching herself.

“How does it feel Brad? You can’t go anywhere without getting us both in trouble, and you don’t want to get me in trouble, don't you?” Brad nodded his head. Selina smiled. “That’s right, you don’t. You are stuck here, underneath my desk with nothing to do but watch me pleasure myself.” Selina began rubbing herself rapidly and watched as Brad just sat there in a trance. “Mmhmm, just looking at you trapped under my desk is making my panties wet”. Selina began to moan and due to her years of experience, she learned how to control it. She took her pen and bit it to muffle her screams as she orgasms right in front of Brad. He watched as her panties got soaked and absorbed all her juices.

Selina glanced at the door and decided to take her panties off. She rolled her chair away from her desk and took of her heels. She then reached into her skirt and then slid her panties off her legs leaving Brad’s mouth open in shock. “Ah, perfect” Selina said as she rolled her chair right up to her desk and shoved her soiled panties into his gaping mouth. Brad instantly gagged on it, but Selina kept a hand on his mouth to keep it shut. “Taste it Brad. Clean it for me. That’s how wet you got me”. Brad continued to struggle and Selina knew she couldn’t hold him for long.

With one arm, she had a firm grip on his mouth while her other hand traveled into one of her desk drawers and she pulled out some duct tape. This caused Brad to go crazy. As soon as he saw the tape, he began swinging his arms, making noise so Selina let go of him. “Stop!” Selina whispered loudly. “I was only going to tape your mouth shut, but maybe I should tape your arms together too!” she said. Brad shook his side to side rapidly. “No? Well, you had your chance. Now turn around, arms behind your back.” She ordered. Brad looked at his teacher with big eyes hoping to change her mind, but Selina just smiled and ripped off some tape. Fearing that piece would go on his mouth first, Brad rotated facing the desk while his back was toward her.

Selina took both of his wrists in one hand while using her other hand to tape them up. After several loops, she figured it was tight enough. “Face me Brad”. Brad, on his knees, rotated back toward his teacher, still unable to speak with her panties in his mouth. “Mmhmm, I think those panties are clean now, right Brad? I’m taking them out now, but if you make one sound, I’m gagging you for the rest of the night.” Brad looked very scared and Selina cherished it. She reached into his mouth and dragged her underwear out, enjoying every second of it. “Like the taste of pussy Brad? You sucked up all my juices nicely. Maybe I don’t need to do laundry when I have you, now do I? After all, you did such a good job at cleaning my panties.” Brad stuck his tongue out in disgust.

Finally, the principals voice could be heard echoing in the hallway and Selina and Brad knew it was time. Selina held up a finger to her lips as she smiled indicating him to be quiet. Brad however was tied up and believed that if the principal sees him tied up, then she will punish Selina and not him so when Brad heard the footsteps, he made his move. “Help!” Brad yelled, and the footsteps began arriving more quickly. Before Brad could say anything more, Selina grabbed his head and forced him between her legs against her crotch. She scooter her chair all the way until her chair hit her desk and adjusted Brad’s head so his face was rammed onto her vagina silencing him.

The door opened and in walked the principal with determination. “Did I hear a student yell help? I could have sworn it came from this classroom.” Selina felt Brad trying to speak, his efforts giving off vibrations for her. She could feel him writhe between her legs. He just wanted to get the principal’s attention. “It was just from a video, that’s all”. Selina responded, keeping her hands on the back of Brad’s head to prevent his escape. “Very well then Selina. As you know, as faculty, we are responsible for the well being of every student in this school. If you know of any student that is struggling in your classroom, please let me know.” Selina looked down at her legs and thought to herself. “Well, I think I will keep this erotic struggle as a secret”. Selina looked back toward the principal and replied, “Of course.” The principal pulled out some forms and sat at one of the far back desks in the classroom. “Don’t mind me Selina, just filling out paperwork just like you”. Selina couldn’t help but smile and waited for the principal to begin working on her forms.

Selina looked down at Brad and she could see his eyes desperately staring back up at her for mercy. His nose and mouth hidden from view, no doubt pressed right up against her slit. Selina felt very turned on and it was risky with the principal in the back of the room, but that fact just made it much more thrilling. She lowered her head and whispered “lick” to him. Brad tried to struggle in protest, but Selina tightened her grip on him. She raised her legs and rested them on each of his shoulders, her ankles crossing each other. Her thighs now covered his ears, the last thing he heard was Selina commanding him to lick.

At last Selina felt Brad’s tongue stretch out and tease her clit. Selina knew there was no other choice for him. Brad’s arms are tied up leaving his head exposed for her pleasure. Selina’s arms meanwhile are available to manipulate Brad in any she wanted. She felt Brad’s tongue worship her, but she wanted to feel more. Selina slightly eased her leg grip on Brad’s head and used her hands to bring Brad’s face all the way into her and hold it there. Her legs tightened back onto Brad’s head and he was locked in between them. Brad in a full on smooch with her pussy lips, stuck his tongue out again and this time, Selina felt everything. She felt Brad’s tongue go all over her nether regions and also inside her, exploring her insides. She could even feel Brad struggling to breathe and the only air he was breathing was from inside her. Selina was on her way to another orgasm when she heard the shuffle of papers and footsteps. She couldn’t orgasm now, it could jeopardize her job. She relaxed her grip so Brad’s tongue could have some rest, but not enough to free him completely. His ears were uncovered as well now so he also could hear the principal leaving.

“My work here is done Selina. I think I found an additional assignment for you Selina. I got a call from one of your student’s parents and they want you to give him private lessons. His name is Brad.” Brad began struggling when he heard this. He cant believe this was happening. “They want you to take him to your house to continue your lessons from now on.” Now Selina was moving with excitement. She squeezed her legs in response and brought Brad’s face back into her crotch smothering him. “Have a good day Selina” and the principal left.

Selina was getting turned on not just because Brad was licking her, but also the fact that she is now able to keep Brad with her for an extended period of time. She looked down at the head between her legs and realized that this was only the beginning. And with that she orgasmed all over Brad and he was forced to drink it up. Selina backed off and let Brad catch his breath. He was down on the floor panting as if he just ran a mile. Selina smiled back at him. “Ready for round 2?”
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