Stephanie's Grip

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A school girl's secret is threatened.
7.7k words
4.51
158.5k
234

Part 1 of the 2 part series

Updated 06/07/2023
Created 08/30/2015
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1

An entire classroom, an entire classroom of senior fucks, drooling at a television screen, staring off into space, checking their prohibited cell phones and staring off into space, a gaggle of idiots zoning out or just too stoned to pay attention in the first place, and there I sat before them all, staring down at the naked little slut hidden underneath my desk, tucked away, deepthroating my cock and staring up at me with those big, beautiful green eyes, watering, tearing up, smearing her make up and trying desperately, incredibly desperately, not to gag too loud.

I picked up the remote and turned the volume up a couple bars, then reached down, grabbed the back of Stephanie Carter's head, and shoved the rest of my shaft down her throat.

It all started one evening in February. It was brisk but it hadn't snowed in some time, and the sun was out. I was walking home from grabbing an early dinner alone.

It had been a little over a year since my fiance and I had called off the wedding. I spent my time reading, writing, drinking prolifically, and enjoying myself, be it alone or with friends. I lived in a small little college town in New England, I had friends, drinking buddies, a job I hated, a broken love hanging over my head, everything a man in his early thirties could want.

I was getting close to my house when I spotted a cute little number walking up to the same corner as me. I knew her figure at once, she was too quiet and alone to be a college student, it must be one of my kids, I thought.

Through her tight jeans I could see a plump ass sticking out, short, thick legs, a narrow waist, and black hair sticking out from underneath a hoodie. She was carrying two large, black plastic shopping bags at her side. Not the kind they give you at the mall, certainly not the kind they supply at the neighborhood grocery store.

She turned to me and I saw her cute, slightly hispanic face peeping out, then she quickly turned away.

"Stephanie?" I called at her, picking up the pace to catch her.

"Oh, Mr. Jackson, hi," She stammered, clearly flustered and flushed. I cocked my head, taken aback by her demeanor.

In class, Stephanie was never one without something to say. I teach history, and this girl never shuts up, be it correcting a date, gabbing with her little friends, interjecting with some awful feminist diatribe (we get it, Columbus was a murderer), or giggling at her own stupid jokes. It was a rare sight for me to see her so reluctant to speak.

"Do you live around here?" I asked, putting myself in her way.

"Yeah," She mumbled, "Up on Elliot."

Something was up with her, and I normally couldn't give a rats ass about my students, but I couldn't help my curiosity. I had to know what was in those bags.

"No shit, me too." I lied, smiling. "Here, I'll walk you." I volunteered, grabbing the bags at her side and crossing the street, without waiting for her consent.

"No, no, Mr. Jackson, it's ok, really," She begged, catching up to me and trying to pull the bags from my hands.

"Nonsense," I cheerily laughed. "It's only a couple blocks, and these bags are pretty heavy, I really don't mind, I promise." I said, and she acquiesced, biting her lip, nervously.

"What were you doing, shopping?" I asked, peeping down, unable to see into the black bags.

"Uh, yeah, just picking up a couple things."

"You know I would have thought girls your age go shopping in groups, right? Teenage pack mentality? Hanging out at the mall with your friends? Isn't that how it works?" I pried, reading the uneasiness on her face like the condescending, angsty, teenage feminist essays she'd forced me to read all year.

"Uh, yeah, I just left Jenny and Sarah."

"Ha! I knew it. See, I'm not so out of the loop, I'm only 32 you know." I said, laughing and enjoying the frustration on her face. "I used to be a little bit of a mallrat myself, still pretty good on my skateboard, you should see me sometime."

She forced a cute little laugh.

"Uh, sure, yeah," she mumbled, and we were almost to her street. I knew I wouldn't have much longer, I'd have to make a move quickly.

We crossed the street and I saw the high curb on the other side. Seizing upon the oportunity, I purposefully tripped on it, catching my balance just enough to drop one of the bags, it's contents spilling onto the sidewalk and grassy area.

"Oh, damn it, I'm so sorry," I said, bending down to pick up the boxes I'd spilled. She lunged forward too, but was too slow, and stood back in horror as I picked up one of the containers.

It was a white cardboard box with a see through plastic window: a large, purple butt plug staring me straight in the face.

I knew it was something bad, something she'd be ashamed of, but I didn't have to fake my disbelief as I stared at the box, then her, then the box again.

I slowly put it back in the bag, then inspected the rest of her toys: a ball gag, beginner's handcuffs, dildos, more plugs, lube, a large vibrator.

"Jesus Christ," I exclaimed, looking up at her, her hands covering her mouth, her eyes wide open.

"They let teenagers buy this shit?" I asked, some consternation on my face.

"I turned 18 last weekend," she whimpered, and I couldn't help but laugh.

"And this is what you spent your birthday money on, isn't it? All your aunts and uncles give you money, and you buy-" I looked back into the bag, "buttplugs?"

She stood there, taking quick, deep breaths, before lunging at me, grabbing my arm and pleading.

"Mr. Jackson, please Mr. Jackson! You can't tell anybody! I've never bought anything like this before, I was walking buy and just, it's a joke, it's a joke, I swear."

I pulled out the industry grade vibrator, as long as my forearm, and held it up, finding the price tag.

"Seventy dollars is quite a lot to spend on a joke." I said, smiling and patting her on her shoulder. "Stephanie, it's ok, you don't have to lie. You're a woman now, you should be proud of your sexuality. When everybody finds out about this, you can just tell them that you-"

"When everybody finds out about this?!" She almost choked on the words, nearly working herself into a fit.

"Well, yeah," I said, matter of factly. "You expect me to keep my mouth shut about this? No way, this is too rich. I'm only human, you know."

Tears started streaming down her cute, tan cheeks, smearing her eyeliner, her eyes pink and puffy already.

"Mr. Jackson, please, I'm begging you, I'll do anything, just please don't tell anyone."

I stood up and pulled a pack of cigarettes from my jacket pocket, lighting one as I stared down at her.

"You smoke?" I asked, exhaling a cloud of smoke.

"No," she muttered, "No thank you."

I smiled and took a drag or two, then pat her on the shoulder.

"I tell you what," I said, flicking the cigarette to the ground, my heart racing too fast to enjoy it. "You wear that plug tomorrow, the purple one, wear it through the entire class, and I'll keep my mouth shut for another day, ok?"

I snubbed out the ember with the sole of my shoe as she stared at me, her mouth gaping.

"But that's the biggest one I bought." She protested.

"Well, you bought it to use it," I shrugged, laughing a little.

"How will you know that it's in?" She squeaked.

If you can't imagine my smile at this point, it was ear to ear.

"Well, I guess you'll have to stay after class and prove it to me."

I turned and left her there, walking away in the cold spring air. It was quiet and I didn't hear her footsteps. I knew better than to look back, but I imagine she stood there staring at me walking away for quite some time.

2

Stefanie gagged quietly under the desk, completely naked, her supple, round tits swinging back and forth as she bobbed her head up and down. She pulled my cock out of her mouth and stared up at me, kissing the shaft, licking the tip, then gently sucking on my balls as she jerked me off, her eyes never once breaking contact from my own.

I looked up to see if I was getting any strange stares, but I was the last thing in that classroom that any of those kids wanted to pay attention to.

I went through the next day as normal, doing my best to hide my excitement, and it was almost too much to bare when, in my last class of the day, I got to watch Stephanie Carter walk into my classroom, her face red, a slight misstep in her walk, barely noticeable, I didn't need to see proof that she had held up her end of the bargain, I could see it in her shame.

I did my best to ignore her, I only stole a glance a couple times throughout the entire time, when, out of the corner of my eye, I saw her moving around in her seat, trying to reposition herself.

By the time the bell rang, I could barely contain myself. All the students rushed out, ready to get out of school as quickly as possible. Most days, I felt the exact same. Not that day.

Stephanie lagged behind, packing up her notebook and pens especially slow, and when the classroom was empty save for me and her, I turned to her, eyebrow raised.

"I wasn't sure you'd be able to pull it off." I smiled.

"I'm not sure if I'll be able to pull it out." She quipped, smiling back, and I almost died of laughter.

I closed the door and dropped the window blinds, then walked to the back of the class, to the large supply closet half filled with old books and useless history fair dioramas.

"Come on, I beckoned, "back here."

And she followed, slightly hopping from foot to foot, until we were alone, and I closed the door behind us.

We stood in silence for some time before she finally piped up.

"Well?" She asked, impatiently.

"Well what?"

"What do you want from me?"

I could barely help myself, staring at her, so defensive and anxious. I looked her up and down.

"Turn around." I said,, and she shook her head, then slowly complied. "Now take off your pants."

She stood there, in pink panties and a cute blouse, her beautiful legs riddled with goosebumps.

"Your panties too," I insisted, and she dropped them as well.

As soon as she dropped her panties, I could see it, the purple stopper pushing her cheeks aside, the plug anchored inside of her.

"Bend over," I demanded, pointing at the old, rusty desk I hadn't ever bothered to throw out.

"But-"

"Bend over." I repeated, sternly, and she bent over onto the old, beat up desk.

"Spread your cheeks." I told her, and she reached back with a sigh and spread her cheeks for me, her cute little pussy sticking out as well.

"Are you satisfied?" She said, standing up straight and turning around; that's when she saw the phone in my hand, the red blinking video light shining, and I'm sure if that plug hadn't been in, she might have shit herself.

"Oh. My. God." She started working herself up as I turned off the camera and slipped my phone inside of my pocket. "Mr. Jackson!"

"Sh, stephanie, Sh." I shushed her, walking up to her. "These walls are paper thin."

"Mr. Jackson, what the fuck?" She whimpered quietly.

"Sorry, it was too amazing not to record." I admitted, grabbing her ass and giving it a firm squeeze.

She hopped back in surprise, staring at me with a wrath only a woman can conjure.

"You said you wouldn't tell anyone." She whispered, pouting and stomping her feet.

"I said no such thing. And even if I did, so what? I lie all the time."

She shook her fists and stomped her feet, sneering at me, then she grabbed her panties and started getting dressed.

"That's it, I'm not going to take this. What you're doing is illegal, you'll go to jail for so long for this!" She shook her finger in my face, and I couldn't help but collapse with laughter.

"Go ahead, tell everyone, I'm going to the cops!" She almost shouted, putting her pants on and reaching for the door.

"Stephanie, don't you dare open that door young lady." I finally broke into my stern, teacher voice.

She turned to me, a fire in her eyes.

"Why not?"

"Because," I walked up to her, pushing her back against the door. Her breath jumped and I heard a distinct, albeit quiet, squeak. "You're 18, there's not a damn thing illegal about this."

It really took the wind out of her anger, watching her put together the pieces.

"No judge is gonna give a fuck about this, especially when they see the video of you willingly undressing in front of me." I said, wrapping my hand around her throat.

"But- but- the principal won't like-"

"I don't give a shit about what the principal likes or doesn't like. You think I like my job? You wanna get me fired? Go ahead, but everyone in the fucking tri county area is gonna see that video and know what a little slut you are." I threatened through my teeth, squeezing her throat harder as I dashed her last hopes against the rocks of my own apathetic disregard for my job.

"But- but-" She stammered, trying her best to think of something.

"But nothing, now take off your clothes!" I demanded, and she stared at me, reluctantly, then began to disrobe.

When she was completely naked, I stared up her up and down. Her tits were sheer perfection: somewhere around C-cups, large and round, yet perky, narrow hips, wide thighs a round little ass. I grabbed her and pushed her up against the wall.

"You've never gotten to use toys like these before, have you?" I whispered in her ear, my hand wrapped firmly around her throat.

"No." She whispered.

I stood back and slapped her left tit. She shrieked, panting uncontrollably.

"No SIR" I corrected. She winced, then stared me in the eyes.

"No sir," she repeated.

"But you've always wanted to, haven't you?" I asked, watching her take a large gulp before fluttering her eyelids and parting her lips.

"Yes-" she whispered "-sir, yes sir."

I raised my hand as if to slap her other breast, then lowered it, grabbing her hip.

"Good girl" I whispered.

I moved my hand lower, finally reaching her pussy, sopping wet, her juices dripping down her legs.

I smiled, kissed her on the cheek.

"You like this, don't you?" I asked, playfully sticking two fingers inside of her wet pussy.

Her eyes nearly rolled back in her head.

"Yes... -Sir, yes sir" She mumbled,

gasping for breath as I fingered her gently.

"Are you going to be a good little girl for me?" I asked, squeezing her throat as I finger fucked her little pussy so hard she started to squeel.

"Yes sir, yes, please, yes, yes yes yes." She moaned, then her eyes hot open and her jaw dropped. She panted and moaned quietly, then her knees buckled and she nearly collapsed to the ground, but I caught her, lifted her up, and sat her on the old desk.

"You just came, didn't you?"

"I- I-" She stuttered. "I don't know."

"You don't know?" I asked.

"I've never cum before." She admitted, and I shook my head.

I pulled my fingers out of her pussy and shoved them down her throat, making her gag and sputter drool all down her chin and breasts.

"Well now you have," I said, pulling my fingers out and smearing spit across her face. "But don't you ever, EVER, cum again without my permission, understand?"

"Mmmm, yes sir," She moaned, eyes closed, lost in ecstasy.

"Good girl," I said, putting my hand on top of her head and pushing her down. "Now get on your knees."

Stephanie stared up at me, defiantly at first, then acquiesced slowly, dropping to her knees.

"Open your mouth," I told her, smiling as her mouth popped open. It couldn't have been her first time.

She started sucking on my cock, but he was less skilled than I expected. Instead of licking the tip or dextrously jerking me off, she simply rammed my cock down her throat. It was exhilarating, forceful and rough, but I could feel her throat gagging as she did her best to deepthroat my cock.

She could barely get 3/4s of my cock down her throat, so I grabbed the back of her head and shoved it all the way. She sputtered and struggled, gagging and choking and squirming, I heard a popping noise and I let go.

The plug had come out of her ass and was rolling on the floor, collecting dust and hair.

She sat back, gasping for breath, her lips quivering, tears streaming down her face. Drool had dribbled down her chin and now covered her naked chest, mixed in with tears and smeared make up. She was a mess, a frail, helpless little thing, staring up at me, pleading with her eyes.

I felt a tinge of pity, but I couldn't help myself. I pulled out my phone and pointed the camera at her.

"No, please!" She begged, trying to stifle a sob.

I slapped her on her face and grabbed her throat.

"Shut the fuck up," I whispered, then pushed her back.

I turned on the camera and pointed it at her.

"What's your name?" I asked, and she looked up at the camera with her big, green eyes.

"Stephanie." She whispered, and I slapped her.

"Full name," I insisted.

She took a couple deep breaths, swallowed, and looked back up.

"Stephanie Carter." She answered.

I reached down, sticking my fingers inside of her dripping pussy and playing with her. Instantly, her pitiful frown gave way to an almost animalistic smile, eyelids fluttering, and flushed skin.

"You like this don't you?" I asked, pointing the camera at her face.

"Mmmm," she squealed, panting like a dog. "Yes."

I pulled my fingers out and slapped her again.

"Yes sir!" I corrected her, and she grabbed my waist and rubbed her face against my crotch.

"Yes sir," She echoed.

"You're a dirty little cumslut aren't you?" I asked, grabbing my dick and shaking it at her face.

"Yes sir," She moaned, opening her mouth and panting. "Yes, I'm you're little cumslut. I'll do whatever you say."

And she shoved my dick down her throat again, bobbing back and forth as she gagged and drooled all over herself.

I grabbed her hair and pulled her off of my cock. I pocketed my phone and grabbed her by the throat, bending down with her to be face to face with her.

"You belong to me now, understand?" I asked, slapping her tits. She nodded in affirmation, wincing at my touch.

"That pussy," I said, shoving my fingers inside. "It belongs to me now, get it?"

She moaned and squirmed, whispering 'yes sir' as her eyes rolled back into her head.

"You're not dating any of those shit dicks running around in the school are you?" I asked, finger fucking her harder and faster.

"N-no, no sir." She whispered, biting her lip and staring into my eyes.

"From here on out, you're going to do everything I say, when I say, get it?" I informed her, sliding in and out of her.

"Mhm, yes sir." She squealed.

"Or everybody's going to see these videos, and know what a dirty little fuck toy you are, understand?"

"Yes, yes, yes sir. Please don't show anyone!" She begged, shifting her weight around and kissing my neck. "I promise I'll be a good little girl for you, Mr. Jackson, I'll do whatever you say."

She started panting and moaning, licking her lips and gyrating her hips.

"You want to cum again, don't you?" I asked.

"Mhm," she moaned, staring into my eyes. "Please, sir, please."

"Fine, you can cum."

As soon as the words were out of my mouth, she started moaning and spasming, shaking and pressing herself against my hand. I grabbed her throat.

"Tell me when you're orgasming," I whispered in her ear.

"Oh! I'm cumming, I'm cumming," She shrieked, and I squeezed her throat as I penetrated her, so hard her face turned red and she gasped for breath. She grabbed my hand, tapping me on my arm, staring into my eyes, pleading, begging, then finally, right as her eyes started to roll back, I let go of her.

She collapsed onto the floor in a shaking mess, kicking and moaning, grabbing herself and coughing, spitting on the floor. I watched her tremble and squirm for some time before she finally sat back up, smiling, wiping herself off.

"Thank you, sir," she whispered.

"Did you like that?" I asked, wiping the dirt from her side.