Definitely Not Detention
Summary: Dean and Sam are in a small town and attending a school where fifteen year old Dean has a fling with his 30 year old history teacher, Leslie Tyler. Leslie is inexperienced and somewhat naïve as she begins to fall in love.
Author's Notes:
Please keep in mind this story is fictional and I do NOT support any adult having sexual relations with a minor, even if it's consensual. If this was Sam, then Leslie would be written as a pedophile, but Dean Winchester is anything but innocent, due to the way he was raised. In this story the teacher will be addressed as a love interest not a rapist.
I need to express my undying gratitude to deanstheman, my friend and beta reader. She is someone who takes time to help me learn and listens to my constant babbling…she's AWESOME!
Special thanks: Breean, a great friend, who picked the title. And to Tia, of 2People, who's a good teacher and friend. Plus, my mom too. I'm totally lucky to be surrounded by positive & caring people.
Rated M for Sexual situations/references; sex with a minor; forcible sex; extreme language.
I Do Not Own Supernatural, it belongs to the Eric Kripke and the CW and I'm only using them for the entertainment of this story.
Introduction: Leslie Tyler is a 30 year old high school history teacher at Lansing Academy in the small town of Danfort, Illinois. She recently moved back to her hometown after graduating college and living in Miami. When Leslie was twenty, her entire world fell apart when she became paralyzed from a water-skiing accident. It took years of therapy just to walk a few feet, but all of her energy was spent on her determination to lead a normal life again.
Chapter One
It was a beautiful fall morning as Ms. Tyler began roll-call of her second period history class when the principal, Mr. Norris entered the room with a young man.
"Good morning everyone," the Principal announces. "This is our newest student, Dean Winchester, so please make him and his younger brother, Sam, feel welcome here at Lansing Academy." The principal hands a Leslie a folder and turns to the new scholar "Have a good day, Mr. Winchester."
All students stare at the new pupil, then at their principal leaving then back at the boy again, who seemed to be somewhat dazed.
"Well, Dean, it's nice to meet you and this will be your seat." Ms. Tyler says while pointing to the last chair in the row by the window.
The young man slides into his seat and gazes out the window with a view overlooking the football field. It was one of the nicest schools he and his brother had ever attended, plus it being the only school in town meant they got to attend the same one, a definite bonus.
The class is soon over and as Dean is waiting to exit, the teacher taps him on the shoulder.
"I've been reading your file and it says that you and your family move around a lot" she tells him. "Your grades have fallen in recent months and you might not have enough credits to graduate in a couple of years. I can help you by assigning extra credit work and maybe you could attend after-school classes too."
"Yeah, thanks, but no thanks." The blondish boy quietly says then walks out.
Puzzled and a bit disturbed by his response, Leslie finds herself watching the new student and she grows more and more concerned at what she sees. He spent the next week just staring distractedly out the window. She voices her concerns to Principal Norris, who calls both Ms. Tyler and Dean into his office.
"Dean, I know how hard it is to be the new student and to get all caught up, therefore I feel that Ms. Tyler should tutor you after school," the Principal tells him. "Plus Sam has already volunteered for our extra credit after-school class too."
"Whatever."
"Son, you must take your credits seriously or you will not graduate," the Principal frowns. "Do you understand?"
"Yeah, I got it." Dean answers, almost sounding bored. "Can I go now?"
"Yes, but you will meet Ms. Tyler after school."
"Yeah, I got it," Dean mumbles as he leaves.
"Sorry, Leslie, but you've got your hands full with that one." Mr. Norris says with a slight chuckle.
"Don't worry, Sir, I can handle him."
That night while lying restlessly in bed, Leslie can't stop thinking about her new student. She's trying to keep her thoughts focused on his academics but her mind keeps wandering. He's tall and hot. She loves everything about him…his eyes; the long sexy lashes; that tight butt and those lips. She knows he's only fifteen but the way he walks, the way he carries himself – there's nothing childish about him.
This makes for many wet dreams and a lot of guilt. She can't help but touch herself when she closes her eyes and pictures him leaning against the lockers or sprawled at his desk in the back of her class … or running his hand up her thigh as he licks those damn plump lips of his…
Geez! How can I be lusting after a fifteen year old? What is wrong with me?
The next morning, the horny teacher can't wait to see the guy who had given her so much pleasure in her dreams the night before. Just like clockwork, he strolls in late, slides unapologetically into his seat, and gazes out the window.
So damn hot.
Wearing a white button down long-sleeve blouse with a navy three quarter skirt, Leslie swallows and comes to stand in front of Dean's desk. "I need you to pay attention because you'll be quizzed on this today after school," she says.
The young student slowly turns to look up at her, "I'm not stupid, you know," he says before turning back to watching the world outside the window.
Leslie stands there for a brief moment not knowing what to do or say. Part of her wants to tell him she doesn't think that at all but part of her wants to just devour him, straddle those sexy-as-hell hips and ride him like the fucking rodeo. If it wasn't for another student talking to her, she might have just stayed there all day looking at him.
So fucking gorgeous.
Finally, school is over and the nervous educator is in her class room waiting for her private tutoring to begin. Knowing she shouldn't be worrying about such things, she applies lip gloss and perfume anyway then unbuttons the top three buttons of her blouse before sitting at her desk, anxiously glancing at the door and waiting.
Dean is ten minutes late when he walks in and slides into his chair, stretching his legs out and gazing out the window.
"Uh, Dean, I think it's best for you to sit up here with me and I can help you briefly study for the quiz later."
With a reluctant sigh, the student saunters towards the middle desk in the front row and lowers himself into it.
Leslie comes over to stand next to him, perching on the adjacent desk. "Dean, before we start, I need to apologize for hurting your feelings earlier." She gently takes a hold of his hand, "I am sorry."
He pushes her away and opens his book. Feeling awkward, Leslie clears her throat and begins reading President Lincoln's speech.
"You don't have to do that."
"Do what, Dean?"
"Read to me like I'm stupid."
"That's not what I am doing." She sat down in the chair next to him. "I was reading this because that's what the quiz is about."
Dean rolls his eyes and begins to recite the famous speech word for word without even looking at the book, leaving his history teacher stunned. When he finally finishes, she smiles at him.
"Why didn't you participate in class and do better on the quiz?"
"I dunno," he says while shrugging his shoulders. "I get bored, you know."
"Well, probably it's because you need to be in an advanced class" She says joyfully, feeling like this was a breakthrough and she could actually really help this boy. "Don't worry; I'll talk to the principal for you in the morning."
"No, don't."
"But why? You're gifted and this will give you extra points for credit. Plus you won't be bored anymore."
"Just don't," Dean quietly responds. "I would rather be in your class anyway." He lifts his head and holds her gaze, his look suddenly anything but shy and awkward.
A sensual shiver immediately runs through her body causing her nipples to noticeably harden. Leslie stands up in front of her student, placing her hand on his shoulder.
"I love having you here," she says. Leslie knows she shouldn't say anymore but she can't help herself. "I can't stop thinking about you," she gushes. "Your lips are so…" Her fingers gently caress his wet lips causing her to softly moan.
Dean immediately jumps up and heads towards the door, leaving his teacher completely stunned.
Oh no, what have I done?
Dean locks the door, pulls the shade, and fiercely closes all the blinds. He turns back around and in three long strides, he's on her, grabbing her arms and violently slamming her against the blackboard.
Both are breathing heavily already and he looks her up and down hungrily before ripping the buttons off her blouse and exposing her white lace bra. His callous hands glide up to cup her breasts, slipping them out with surprising tenderness to caress each hard nipple, making her moan again.
Leslie's whole body is trembling, eagerly waiting for his lips to touch hers and when they do, she swears she could almost cum right there. His tongue drives itself deep inside her mouth as he devours her lips. His hands caress every inch of her firm body, squeezing and pulling and nipping with skills no fifteen year old should have.
Dean hikes up her skirt and with one hand removes her black satin panties, sliding them down her legs while never letting his lips lose contact with her skin. He stands up and takes a deep, sensual sniff of them, smiling as he twirls them on his finger before flinging them behind him onto a desk in the middle of the room.
Dean slowly kneels in front of his teacher and begins to lick his way up her thigh, knowing she's already wet. Leslie moans and quivers with delight as she gently slides down the wall into his strong arms. He lowers her down until her naked back is on the cold floor, her legs spread open around him.
The young hunter then does things with his tongue that Leslie has never experienced. He takes his sweet time to lick and suck everything he can discover from head to toe. In seconds, he has her moaning and panting and bucking her hips at him. Dean is clearly experienced, far more so than her and she feels embarrassed because she has only been with one man before and that was over a decade ago.
Despite the erotic onslaught of having both his tongue and fingers sliding in and out of her, Leslie notices him staring at her surgery scars. His scrutiny makes her feel ashamed and she tries to cover up the blemishes with her hand.
"Don't," Dean tenderly says as he removes his t-shirt, exposing a lean, muscular chest with a large number of scars of his own. She gasps but he smothers her reaction by leaning in and kissing her. It's a long, hard, mesmerizing kiss and she can feel his erection pressing against her through his pants.
Leslie sits up and begins to take his belt off, yanking it ferociously off his jeans with a giggle. Dean yanks his fly down and strips his jeans and boxers down to his ankles in record time. Leslie's eyes widen at the sight of his enormous erection and her heart speeds up with anticipation of feeling his huge member inside of her.
Her eyes never leave his as he settles himself between her legs and for a brief moment, the teacher thinks she isn't going to be able to through with this.
As if sensing her hesitation, Dean gently kisses her and all negative thoughts are immediately erased from her mind as passion and lust takes over.
Leslie lies back on the cold floor and braces herself as the young man slides his tip back and forth across her slick folds, making her arch towards him in need. Finally, he pushes forward, letting out a deep groan as he sinks deep into her warm body.
Leslie's legs wrap around his waist and Dean feels her squirming underneath him. He moves again, watching the educator as she tilts her head back and begins to pant.
Dean thrusts into her a few times before finding a relaxing, sensual pace. He wraps both of her wrists in one strong hand and pins them above her head as he pumps in and out of her harder and harder. Leslie's every nerve ending feels like it's on fire and her body stiffens when she reaches her first climax. She moans out loudly in gratification, "Oh, God! Dean!"
Her lascivious moans only make him thrust faster and he continues to pound into her until they both cry out, gripping each other tightly and panting as they go over the edge together. He collapses on top of her, still thrusting slowly as he empties himself deep within her. Leslie loves the feeling of his cum inside of her and finds herself releasing again with the sheer pleasure of it.
She lies beneath him, writhing and convulsing in the core of what seems like a never-ending orgasm as she clutches onto him and moans loudly. Dean holds her face tenderly as she begins to settle down and kisses her lightly. His lips curl into a smile as they look into each others eyes, both flushed and out of breath.
She smiles back and Dean finally gets a good look at the young teacher he has just made love to. Ms. Tyler has long black hair with deep, sapphire blue eyes and thin pink lips, but it's her body that he'll always remember. He gently caresses her firm, plump breasts, still noticing her hard nipples, and leans down to take one in his mouth.
He nips and sucks and elicits a mewling sound out of her. She can feel him hardening already; his length still pressed against her slick thigh and she realizes the young man is fully intending to go for the next round of this wild escapade.
His tongue is just tracing light circles along her collarbone when the final school bell rings, startling them both. Dean rolls himself off of her, slightly wincing as his bare ass lands on the cold floor and making them both giggle.
Dean stands up to retrieve his clothes and in a matter of seconds is completely dressed and offers a hand to help up his lover. Leslie is still breathing hard and the fact that her legs are shaking is obvious, so Dean holds her upright as he helps her get dressed.
Completely mortified at needing his assistance, she buries her head in his shoulder. He gently lifts it up and caresses her cheek before leaning in with a tender, loving kiss. He succeeds in bringing a smile to her face and he gives her a silent nod before grabbing his book and heading to the door.
Before he unlocks it, however, he turns to her with a wide grin. "I hope this going to be on the agenda for tomorrow too?" They both chuckle and then he's out the door, strolling down the hallway with his usual cocky swagger that has all the girls in his classes swooning.
Putting on her coat and retrieving her panties from the desk in the middle of the room, Leslie can only smile. Nobody had ever made her feel so incredible in her life before.
However, all that changes when she arrives home. Looking in the mirror, guilt comes over her. How could I have done that? He's only fifteen. I can't be with him tomorrow... or ever.
*** Thanks for reading and I would love any feedback about this story and hope anyone was not offended by it! ***
