High Risk, Higher Reward

Author’s note: This story is greatly inspired by ‘The Professor’s Gambit’ by user Black_Hat_Lee and is kind of like a fan sequel. This story should be able to stand on its own however, you can gather what happened before through internal monologue and conversation. I wanted to create a story where the unnamed Professor and Sylvia had a more complex relationship and motives almost like enemies to lovers. I still recommend you check out his story because it’s a hot read for anyone into the dominant professor dynamic but realize the motivations that drive both the main characters are slightly different in my story even though they share the same name and physically the same backstory.

CW: Nothing too extreme for the internet, but my story includes some intense themes such as domination, blackmail, reluctant submission, rough sex, breathe play, semi public humiliation, and swallowing nasty things??, etc so consider yourself warned.

If you’re here just to get off I have headers showing where the introduction ends/ sex starts so page search “end of introduction” and you can hop right in if you don’t care for the story (you’re missing out imo), there’s still a bit of build up though so try to be patient you kinky readers 😉

Part 1:

Since Sylvia’s first escapade as my school girl slave her temperament had been disgruntled at best. Her typically warm personality had frozen over so to speak. In class, she had become more hesitant to answer my questions, often staring at me with eyes like daggers for several seconds before reluctantly replying. She used to take any chance she could to demonstrate her intelligence in class to impress her professors, because she thrived on the approval of authority figures. That’s probably what made it so easy for her to do well in school, well that and I was willing to bet her looks hadn’t hurt her either.

It’s debatable whether her continually bad attitude is a symptom of my ongoing efforts to train her or just the effects of the birth control I put her on after filling her young fertile pussy with my seed during our first ‘session’. My leading theory though is that this shift was caused by me turning her aforementioned need for approval against her. Even though she acted as if she had hated it, I had pushed her to fulfill one of her deepest darkest desires, to be sexually dominated by me, and in the process I also gave her the most intense squirting orgasm of her life thus far. No matter what she consciously thought about me, subconsciously her brain now sees me as an unrivaled authority figure with the power to giver her immense pleasure, her master. Meeting the expectations of her peers is no longer rewarding to her because their power to pressure her pales in comparison to the power I hold over her. Only my approval matters enough now to release the pleasurable reward chemicals in her brain. She would either come to accept that by submitting to me and living out all her previously suppressed fantasies in a fulfilling life of servitude or she’ll be torn apart by a life void of any fulfillment all because she let her inhibitions control her.

I’ve been starting her training slow so I can focus on chiseling away at what’s holding her back, if I advance too quickly while she hasn’t fully submit to me yet I’ll scare her even more than I already have, forcing me to waste time fighting against her fear of me. I couldn’t let her break free either though, so I needed to keep her just submissive enough that she didn’t try anything stupid to break our agreement. Sex with Sylvia is like a drug and while we had originally agreed to only having her serve me until she graduates a year and a half from now, I was determined to make her submit to me permanently so I’d never have to give up my new addiction. That might seem selfish and it is, but I’m not doing this just for myself, I’m confident that if I succeed Sylvia will be happier than ever. That’s partially why I was taking the time to do this the hard way, if all I wanted was for her to remain my slave I could simply take pictures or record her during one of our sessions and blackmail her, but I want her to do it willingly and deep down so does she. Writing that essay was a silent plea for help because in it she admits that she craves for me to take her until she starts enjoying it and that’s exactly what I plan to do.

A promising early indication that my efforts were having the desired effect on her is that her wardrobe has also taken a turn. Her typical pre-submission professional outfits still made regular appearances, but more recently she’d arrived to class dressed noticeably more provocative. On multiple occasions she’s worn slightly more appropriate versions of traditional school girl outfits consisting of a blazer, blouse, tie, skirt, and stockings or shin high socks with heels. I made it clear to her early on that I was to be her only source of sexual release from now on and I think after not orgasming for about a week she’s subconsciously trying to entice me.

Regardless, it’s drawing near to the end of semester crunch, the time when good students began preparing for final examinations so academic tensions are running high. Sylvia’s performance up until recently had been nearly flawless, but since pledging herself to me her scores were barely clinging to a middle ‘A’. Admittedly that doesn’t sound like a big deal, but for someone like Sylvia who has forced herself to achieve perfection for so long losing those 4-5% represented a major blow. The last midterm before the final was coming up and I saw it as a perfect opportunity to start leveraging her need to do well against her to destroy the pride she had for her intelligence. I certainly couldn’t make her dumber, and I didn’t want to, but I could degrade and humiliate her every mistake so that her confidence in her abilities was reduced. If I was successful, it would prime her for further training as we built up to the day she would give herself to me willingly.

The school day before the test I summon Sylvia into my office after class. Beckoning for her to follow me down the hall, she begrudgingly obeys like a loyal foal. Once inside my office I lock the door behind us.

“What do you want from me now? Let me guess you want me to give you another fucking blowjob.” She says, failing to hide her frustration. Sylvia had always taken school seriously and ever since she submitted that stupid essay by accident she’s had to juggle her responsibilities as a student while at my beck and call as my slave.

At that I grab her hands, which were hovering near the hem of her black skirt as if she expected she’d need to remove it at a moment’s notice, and I clasp them together above her head as I pin her to the back wall of the office.

“I thought we discussed how you would refer to me, or do I need to give you another lesson?” I say in a monotone voice while leaning in closer to slightly turned face.

“No professor” she stammers.

“Look at me when I talk to you my pet”

“Yes professor”

With that, her fear temporarily changes to anger as she turns her head to glare at me before returning to a more complacent expression. That’s something I loved about her, she has a fiery temper that sometimes gets the best of her, after all a slave you never have to punish wasn’t nearly as much fun. That fire was further stoked by overconfidence in her abilities, it’s true that she was brilliant but priding herself on that fact sometimes blinded her to knowing when to give up. In this mental state she’d never willingly submit to him.

Still holding her against the wall with one hand I press the other inside the edge of her skirt from above until I meet her panties. I grip both the top of the skirt and her undergarments as I pull away from her body so that I can see inside.

Sylvia releases a faint gasp as she moves her hips forward in an attempt to minimize how much I can see.

“Back”, I say as if I’m talking to an animal. The squirming of her hips dies down but doesn’t stop completely after that.

I peer inside and as expected Sylvia has grown a small bush of black hair around her mound. Outside of occasionally taking advantage of her glorious throat skills before or after class I had yet to seriously fuck her like I had on day one. That was about to change though with this coming midterm.

I release the fabric and a slight slap sound created by the elastic impacting her pale skin seemingly echos through the small room. I let go of her hands and they limply fall back to her sides but she doesn’t move.

“Satisfied by what you saw professor,”Sylvia replies in a slightly mocking tone.

“Hardly.” I say as I give her an angry glance while I sit down at my desk.

“Now that you’re done acting up, listen closely to what I have to say or I’ll discipline you right now if I have to. On Monday I expect you to arrive to class braless, neatly trimmed, and with this inserted in your ass.” I say calmly but firmly as I open a drawer and remove a seemingly normal butt plug of medium size.

Sylvias eyes widen for a moment as she stares at the plug lying on my desk. I can tell the gears in her mind are turning as she tries to think of a way to wiggle free from my demands.

She approaches my desk and leans over so that her elbows rest on the table supporting her head, giving me a nice view of her gorgeous breasts as they hang down inside her top.

Breaking out her flirtatiously mocking tone she says, “You’re absolutely filthy professor, will seeing your prized student’s nipples while she takes a test turn you on? Will the thought of my tight young asshole being stretched by a plug while I sit feet mere from my fellow students tip you over the edge?” She giggles after that but it’s half assed at best. It’s clear to me that while she doesn’t find my demands all that difficult she still is willing to push her luck to get out of them.

“I have a hunch that we’re both going to enjoy this, but until I experience it I can’t say for certain. Don’t even consider showing up without that plug in your ass or I will make sure you can’t sit or talk properly for rest of the week.”

Sylvia drops the act and grumpily pockets the plug before standing up, sneaking in an eye role as she does so.

“And Sylvia, it’s bold of you to assume that just because I’ve fucked you that makes you my ‘prized’ student. Don’t forget your future is still in my hands.” I motion towards the stack of papers on my desk where her incriminating essay sat just a few days ago.

“You’re dismissed for now, enjoy class.”

“I will professor” she says while walking out the door pretending to make a pouty face.

End of Introduction

For a girl as sexually talented as Sylvia my demands for the test didn’t seem too extreme given the circumstances, but I would make sure she payed for all the lip she had just given me.

As class starts the next day I observe Sylvia sitting at the front of the room wearing a black form fitting dress that came down to just above her knees with matching stiletto heels. She must be trying to toy with me because while certainly stunning, the look was a far cry from school appropriate, especially given that the dress seemed to be backless most the way down to her ass. To my slight dismay her nipples were barely poking through the material, but I knew that would rectify itself soon enough. As I gave the instructions and have TA’s hand out the Exam I watched the students settle in. To my surprise, one stood out to me even more than Sylvia. It was a rather petite girl sitting on the opposite side of the room one row back, but what made this small blonde stand out was the fact that she was staring with contempt at Sylvia. I glanced at the roster and my suspicions were confirmed after a quick scan, the girl was Emma. I didn’t recognize her at first but now that her profile is pulled up on my computer screen I notice that she’s on the school tennis team and has been just behind Sylvia in marks all semester. For a small girl with glasses, her athletic frame and what seemed to be pure hatred in her eyes made her surprisingly intimidating.

The timer began and the furious sound of pencils on paper filled the room. I kept an eye on Emma, who was now looking at her paper, while I shifted my focus back to Sylvia who was working at a calm pace. If it wasn’t for the fact that she had her legs spread just far enough that I could see her pantieless nether regions from my desk at the front of the room nothing would be too out of the ordinary.

“Cheeky girl,” I thought to myself as I reached under my desk for a remote. Her decision to also tease me by not wearing any underwear at all would bite her. I grasp the remote and adjust the settings I was looking for before pressing the power button. Immediately, a faint humming could be heard, comparable to a cellphone on vibrate at the bottom of a schoolbag. Sylvia’s pulls her legs closed and she looks up from her test as do a few students around her. The buzzing noise emanating from Sylvia’s ass garnered only a moments notice from most of them but I watch with glee as she sits up and tries to adjust her legs so that the end of the plug doesn’t vibrating against the noisy plastic seat. Her eyes zero in on me as if trying to smite me via sheer willpower before she returns to writing.

I had set the bluetooth vibrating buttplug to a randomized pulse setting that only allowed for a moment of respite before cranking the intensity back up. While the audible buzzing had died down due to her efforts it was obvious that she was having trouble focusing with my device vibrating in her ass. After a minute or two I could now see her nipples, hard as diamonds, poking out of her shirt. I could tell whenever the vibrations spiked because she’d move her head slightly and cough or clear her throat as if that would prevent the orgasm building insider her. Halfway through the test she was obviously getting desperate because she was rocking in her chair a little, letting out small moans or grunts every time someone else made sufficient noise to cover up her embarrassment. Still, she was determined. I could tell she was speeding through the exam and to my surprise she got up just minutes later.

As if she was calculating every step, Sylvia carefully comes forward to turn in her test in record time. She takes several missteps and is wincing to hold back the pressure building inside her. When she reaches the test drop off she almost throws down her exam, looking me in the eyes angrily before briskly walking to the door. When she was just about to leave I turn the plug up to it’s maximum and from behind I could almost swear that her ass was jiggling. I’d been hiding an erection since her nipples started showing but seeing her knees bend as she nearly collapses in the doorway makes my cock jump.

After she exits I reduced the vibrations and pull my phone out under the desk.

Texting her, “Don’t you dare remove that plug until the hour is over. Go the men’s restroom at the end of the hall and wait for me in the last stall. Try to hold in your orgasm until I get there to lock the outside door, otherwise who knows who could be inside listening.”

I look up from the sent message and almost jump when I see Emma standing on the other side of my desk with her exam in hand. Instead of putting it in the drop box she hands it directly to me and winks before strutting away. Emma was sitting in the second row before so I couldn’t see what bottoms she was wearing, but now I was captivated by the skimpy white tennis skirt barely covering her ass.

The remaining students file out soon after but in the mean time I read the note on the front of Emma’s exam. It was a short message that got straight to the point and made my stiff cock almost sore from arousal.

“Professor, I’m so close to beating Sylvia in the class rankings and increasing my GPA to a 4.0, all I need is an A in this class. I’m willing to do ANYTHING you want for as long as you want if you can guarantee me a higher final grade than hers. Here’s my number, I’m willing to meet with you any time before the end of the semester. -Emma”

Dirty thoughts of what I could do with two fit coeds at my disposal raced through my mind but given that the last student had just turned in their test and left the room I had other priorities. I straightened my pants and made my way to men’s room.

Sure enough once I stepped inside I could hear a faint hum and muffled noises of pleasure. I check that we’re alone and lock the outer door before walking to the last stall. Sure enough I’m greeted by Sylvia, collapsed against the wall with a hand over her mouth squirming in rhythm with the vibration pulses. She was desperately trying not to make any noise that would give her away her presence and must have been truly desperate to orgasm because It appears she ran here barefoot given than her heels are lying in the corner next to her small purse.

She looks up at me and through ragged breaths, almost shouting “I fucking hate you, I’m going to do awful now because of you.”

I let her temper slide given that it’s the first time I’ve done something like this to her.

“You, my little whore, will do fine. I might even throw in some bonus points for that wonderful show you put on for me. Although not wearing underwear was a dumb choice, if you had the vibrations would’ve been almost silent.”

“Fuck off professor”

“Skip the back talk and lift your dress up. Have you orgasmed yet?” I say while turning the butt plug off with the remote.

She looks down in shame while hiking the dress up above her neatly trimmed pubes until it rests just above her ass.

Meekly she lets out a “yes professor.”

Her answer honestly surprises me, I had meant only to distract her and sprinkle in some beginner public humiliation before fucking her in the bathroom. Given how little training she had under her belt and her propensity for squirting I had elected not to force her to use anything that would directly stimulate her pussy for exactly that reason. For her to have cum from anal stimulation alone must mean she is quite the ass whore.

“Just once? Did anyone hear you?”

“Once, I don’t think anyone heard.”

“You don’t think? So not only did you cum without me, you mean to tell me you didn’t check the stalls beforehand?” I say in a harsh tone, grabbing under her arms and pulling her further up against the bathroom wall.

“No! I mean yes professor,” she says clearly caught off by my sudden change in mood.

As much as I love the idea of her orgasming with an audience it would be a stupid way to get caught.

“You’re smarter than this Sylvia, now I’m going to need to punish you for being so stupid and reckless.”

I can tell she’s once again recalling our last session which left her ass resembling a tomato and her thighs a similar shade; she skips her usual dirty talk straight to guilt tripping.

“But… but, you told me too, I did what you asked” she pleads, looking at me with puppy dog eyes that still seemed less than genuine.

“Shut up, palms and tits against the wall.” I growl.

Once she gets into this modified ‘wall’ position with her arms crossed above her head her nipples become even harder, insulated from cool surface by only the thin fabric of the dress. Her state of helplessness makes her understand that she’s in real trouble now. As I start undoing my belt and zipper I hear a whimper escape her mouth.

“Please don’t spank me professor, not again. I can’t take it again.”

“I saw how sopping wet your pussy was before you left last time, I know deep down you enjoyed it. Just be grateful you’re not bound like last time too.” I jeer, questioning whether she might actually enjoy it more like that given that was her fantasy.

Sylvia sways back and forth slightly in front of me, but makes no move to protect herself like last time. Her arms and tits loyally remain pressed against the tile with her dress still clumped above her ass. From here, I enjoy seeing the end of the deactivated butt plug visibly hanging from her anus. I pull back my arm as if to spank her and she tenses in preparation but I don’t swing. Instead I grab the remote in my pocket with my other hand.

“Ignoring your slip up, you did put on a good show. That deserves some credit but for orgasming without me and being a dumb slut you better behave and make me cum.”

Instead of spanking her I activate the buttplug again and quickly wrap the belt around the front of her waist. She gasps as the plug resumes pleasuring her asshole and when I forcefully pull her back towards me with the belt it practically knocks the air out of her. I toss the belt aside and grab her face with my left hand, covering her mouth and nose in the process. I strengthen my grip and push the top half of her body back against the wall while turning her head to the side. Her hands, elbows, cheek, and tits are all now plastered against the cold tile wall but her hips are pulled back and angled forwards so I have a perfect access of both her plugged anus and delectable pussy.

I push my knees in between hers to spread her legs and squeeze her ass hard with my right hand. Her muffled cries only make my waiting cock harder. I tease her by rubbing my shaft and head against her moist folds, transforming her cries of protest into lustful moans that vibrated against the inside of my palm. With my right hand I align my shaft with her entrance and ram into her without much warning. Since my other hand is blocking her from breathing I can feel her trying to catch a breath as I start to pound her from behind. My balls slap against her clit and I can feel the vibrations of the plug in her ass through her vaginal walls. It’s pure ecstasy and I relentlessly fuck her spasming twat. Suddenly, her pussy grips my shaft tighter as her head begins thrashing against my hand. Realizing I’m still preventing her from breathing I loosen my grip and she coughs repeatedly, fighting for air. I relentlessly keep up the pace, pumping in and out of her wet cunt with abandon, making her gasps even more labored.

“I fucking hate you” I hear her sputter as I momentarily pause to pull her dress off over her head. Before she has a chance to say anything else I firmly cover her mouth and nose again, forcing her back against the wall as I resume my assault on her loins.

“I know you do, but you’re also a greedy cumslut who wants nothing more than to be used as a fucktoy and pumped full of my seed. Maybe it wasn’t so stupid of you to forgo panties after all; talking like that I probably would’ve stuffed your mouth with them by now if you hadn’t.”

I slow down the rhythm of my thrusts slightly and focus on penetrating her deeply. She responds with a long moan into my hand while I push my cock into her until it reaches her cervix. She definitely enjoys deep penetration but given her size I still have a bit more length she can’t accommodate, I try anyway. On the next thrust I just keep pushing deeper. When the my tip of my shaft nears her cervix I release her face and put her in an awkward nelson by wrapping my arms under hers and grabbing her shoulders. I pull her downwards onto my embedded cock, completely filling her cunt and causing her to gasp sharply.

“You’re so deep inside me, no please! It won’t go in any farther.” Sylvia cries as if it will stop me.

Of course she’s correct, but I want see her squirm while impaled on my dick. Fucking her pussy like this is solely for my enjoyment, if I wanted to make her cum I’d target her G-spot. I apply as much pressure as I dare to, ramming her pussy so hard that her feet lift off the ground until she’s balancing on her toes. Now that’s she’s completely naked and covered in sweat, her face and tits start sliding up the wall. Her arms spasm trying to prevent the movement but she’s so slick that she’s unable to find any purchase. I make sure I put her down safely after a few moments of holding her in agony like this but not before she starts screaming a string of unintelligible curses.

The combination of the plugs vibration, her tight pussy, and how turned on being so rough with her has made me I can tell I’m going to cum soon, but first I have an idea. After all, It was her enjoyment of anal stimulation that got her into this punish fuck, I might as well oblige her and enjoy it too. I steadily pull all the way out of her with a satisfying *plop* as the seal between my cock and her pussy lips breaks, allowing a small amount of pressure to be released.

“Oh my god” Sylvia says breathless and dazed.

“I haven’t cum yet, get on all fours”

“The ground is disgusti-” she starts, but I easily push her down before she can finish.

“It wasn’t a request”

She lands a little harder than I intended, but she catches herself. Facedown on her hands and knees, she starts lifting her chest away from the ground. I put a stop to that by grabbing a clump of her hair by the roots and pressing her breasts against the dirty tile floor. I do her the courtesy of pulling her head back to keep it out of the muck however I make sure her still buzzing ass remains pointed up into the air with her legs slightly spread.

“Time to show me how much of an ass slut you really are.”

“Ow ow, it hurts professor please” she yelps.

I admire her pleas but ignore them as she fruitlessly tries to break free of my grip. I work the butt plug out of her ass before slowly pushing the head of my meat inside. At first she falls silent, apart from her heavy uneven breathing, but as I fit more of length inside her she starts grunting and attempts to wiggle away again. The combined pain from her breasts being shoved into the dirty stall floor and her ass being filled overwhelms her. She lets out half a scream before trying to reach around to grab the arm holding her hair. I let go of her head in favor of gripping the wrist she’s just offered to me like a vice. Forcing her hand between her shoulder blades I can now push even harder by putting some of my weight there to keep her pinned to the floor. She winces while making a variety of pain filled unintelligible noises but I know she’s young and flexible so I’m not concerned about hurting her.

“It’s so big, fuuuck”, she slurs her words as I start really pounding her into the ground hard, mercilessly pumping in and out of her ass.

It’s a good thing she was smart enough to use lube with the plug and that her pussy juice had already coated my cock or this would be a lot more painful for both of us. Still, seeing her writhing in discomfort below me spurs a modicum of sympathetic mercy. While I don’t particularly care if she has yet another orgasm I don’t want to l completely traumatize her on top of all the other depravities I’m forcing her to endure. I widen my stance to bend over while straddling her ass, reaching around her leg to start rubbing her clit with my free hand.

After about a minute of this dual stimulation I notice she’s trying to form words but between heavy breathing, moans, and grunts every time I push all the way into her, nothing coherent will come out. I can tell that she’s extremely close when her hips start involuntarily grinding into my hand, making it more difficult for me to stay inside her shaking ass. To stabilize her unintentional motions I stop rubbing her clit to shove two fingers into her vagina. I rest my palm against her mound, essentially using her pussy as a hand hold.

“Holy shii-iit” she stutters while I savagely invade both her holes.

Now she’s forcefully pressing against my inserted fingers but I’m pushing upwards against her with my palm even harder to aid my dick in penetrating her ass. My fingers are so far inside her I’m too deep to stimulate her G-spot, I begin to pull out and I start probing her vaginal wall to find it’s location. When I find what I’m looking for I repeatedly curl my fingers towards the ground, vigorously rubbing the differently textured flesh and sending her careening over the edge of ecstasy. Her muscles spasm uncontrollably as a mind numbing orgasm crashes over her. I have to pull hard to free my hand from the death grip of her orgasming cunt before a gushing jet stream of pussy juices lands on the floor between our legs. While she’s riding out her toe curling orgasm Sylvia’s asshole is gripping my cock even tighter than before. After a few more difficult thrusts I can’t hold it any longer, I make a final effort to penetrate as deep into her rectum as possible by placing most of my weight behind my thrust. I groan and explode inside her, seemingly shooting cum deep into her intestines for an ungodly amount of time as I ride the high of my own orgasm. Perhaps it’s just my mind’s perception of time being altered but my load seems to be never ending, to the point I lose confidence that there’s any sperm even left inside my balls. As it finally subsides I drop to my own knees, lying on top of Sylvia’s back.

If it wasn’t for the heat emanating from her, marinating my meat in a vat of semen inside her rectum, it feels like my cock is inside a lifeless corpse. I sit up and release her hand, which I had pressed down on so hard with my body it left a contrasting red spot on the pale skin of her upper back, as I pull out of her ass simultaneously. I watch with twisted fascination as sticky globs of cum stubbornly remain glued to my shaft, stretching into a web of opaque strands between my cock and her anus before collapsing. I can hear her breathe a sigh of relief now that she’s no longer being stuffed full of cock and crushed under my weight.

“Hold still, I know you would hate to lose this.” I say with a chuckle.

Sylvia barely reacts as I seal her cum filled ass with the plug, likely because it’s size paled in comparison to my own.

After taking a moment to compose myself I pull her limp body off the ground and turn her on her knees to face me. She’s quite the beautiful sight once again. Her breasts are bright red and dirty from being pressed to the floor and her abused nipples are hard from arousal and the cold surface. She’s kneeling in a wet puddle of her own secretions and her puffy eyes make it clear she was crying at some point while I was ravaging her. Any remaining tears though are now indistinguishable from the layers of sweat and grim covering her body. The only thing she’s missing is eyeliner and mascara dripping down her face but I forgot to tell her to wear makeup so she probably didn’t on purpose to avoid just that. Her face was so perfect that she didn’t really need it but some added flair every now and then was a nice change of pace.

“May I go now professor” she whimpers on her knees in front of me sounding sniffly like a child that had just been physically reprimanded.

“You know you’re never free to leave until I say so. I have a few remaining tasks for you before you’re allowed to go my dear.”

A single tear rolls down her left cheek but she bats the rest away before they can escape her still puffy eyes. “What else do I need to do professor?” She says stifling the desire to cry, unable to imagine what he had left to do to her.

I glance down at my sticky cum covered cock, and in a lucky break for Sylvia It seems free of any fecal matter.

“First of all, I you need to clean up my dick now that you’ve made such a mess inside this filthy bathroom.”

I knew this would get a rise out of her, ever since I paraded her bound naked body from my office here the day she started serving me I can tell she’s hated every minute of being here both times.

Sylvia’s face turns red with the type of anger that leaves a lump in your throat. She certainly still didn’t accept that she had done anything wrong but she focuses on the first half of my statement since she’d already been punished once for disagreeing on that point.

“You’re beyond disgusting professor, there is no way I’m going to put my mouth on a cock that’s been inside my ass. I can’t believe you have the nerve to demand that after what you just did to me you kinky son of a bitch.” She exclaims fiercely, desperately trying to prevent her emotions from overwhelming her ability to function.

If I wasn’t so exhausted from fucking the life out of her, her words may have angered me. Instead of physical aggression though, I opt to talk my way through her opposition.

“I can do whatever I damn well please with you my stupid slut, don’t you dare forget what you agreed to. Does the dean need to have your essay emailed to him personally?”

At that, Sylvias beautiful pale body shrinks backwards onto the floor and she begins shuddering from holding in so many conflicting emotions but I wasn’t finished.

“Better yet perhaps a mailing error means that every faculty member and recruiter on campus gets sent that email too. They’d all known you as nothing more than the dumb bitch who openly admitted her perverse sexual fantasies for her professor so she could fuck her way to the top of the class.”

“No, no that’s not true. You sick bastard.” She wails as I talk over her.

“Hell I could pull up my pants and report you for being in the Men’s room right now if that’s how you feel!” I lie, hoping she was too drained to realize I would never do that while she’s carrying a huge sample of my cum plugged inside her ass.

I step forward and tower over Sylvia until she’s brave enough to look up at me. Once again I’m captivated by the beauty of her now sticky dark hair silhouetting her pale scrunched face.

“If you don’t want that to happen you’re going to start by sucking my cock clean from being inside your asshole. If you miss so much as a drop of my cum I’ll make you lap up every ounce of bodily fluids not already inside you off the floor.” I say in reference to both her ass and the puddle of her own juices below her.

“Got it?”

Sylvia nods silently in horror as she sits up.

“I want to hear your response.”

“Yes professor”, she says in a hoarse voice before clearing her throat and wiping her face.

I pause, transitioning to a more questioning tone. “Tell me, why do you enjoy it so much when I fuck you like the slut you are?” I say with a hint of mischievous intentions.

Sylvia sat for a moment, contemplating not only what he wanted her to say but how she ended up here, as the professor’s fuck slut on the floor of a dingy men’s room covered in a layer of grime. She opens her mouth to speak but nothing comes out at first, all she can think about is how stupid she was for ever writing that essay. Making her anguish worse is that everything she had written in it was true. She really did have countless lewd fantasies about him, as recently as her last orgasm inside this stall, but now that she’d experienced some of them for real she was trying so hard to lie to herself. She told herself that he was a disgusting degenerate, that she hadn’t enjoyed having him pound her pussy and ass raw until he brought her to orgasm and came inside her, but somewhere deep down she knew that wasn’t true. Whether she cared to accept it or not, the fact remained that she still had lust and maybe even greater feelings for him. She knew that he expected her to admit wanting him to dominate her, despite the fact that he already had written proof and had forced her to admit it out loud several times already.

Maybe it was because he knew that no matter how much she secretly enjoyed it or how much she craved him, she was still too prideful and had too many expectations placed upon her to allow herself to accept it. He greatly enjoyed pushing both her mental and physical limits, even if he hadn’t found a way to break her yet he liked throwing the unacceptable truth in her face so she’d be forced to continually make the same agonizing decision over and over despite already knowing what she’d pick. He relished watching her repeatedly admit her lust for him because every time she did she was one step closer to admitting it to herself.

Closing her eyes in humiliation and defeat, she still didn’t truly believe what she was about to say. She forces the words to come out but can only manage just above a whisper.

“Because… because I want you to.”

“No, not like that. Be a good student and restate the question when you answer me slut, I want to hear it.”

At this point Sylvia is on the edge of complete breakdown, cramming her eyes closed as she musters the strength to blurt out, “I like it when you fuck me like a slut because I want you to ok, is that what you wanted to hear?”

“That’s exactly what I wanted to hear.” I say with a grin, nudging her lips with the tip of my slightly limp cock.

“Do you still hate me?”

I watch as she opens her eyes, staring at my dick as she grits her teeth.

“God I fucking hate you professor” she says, taking her time pronouncing each word before reluctantly opening her mouth. Her anger amuses me.

“I know slut, now look at me and stick out your tongue. I don’t want to hear another word until my dick is spotless. Not only are you going swallow everything you clean off of it but I want you to wait for my approval before you do. I expect you to put on another ‘good show’ for me since you’ve been so disrespectful, and this time I not going to tolerate any disobedience.”

I can tell she wants to say something but she wordlessly complies, meeting my gaze with her sexy sapphire eyes as I gently place my dick onto the welcoming damp oasis that is her tongue. I slide my cock forward into her mouth as she creates a seal around my girth and starts sucking. In moments I can feel her impressive vacuum pulling a small amount of residual cum from my shaft. I swear I can track the semen’s progress as it flows down my cock and into her mouth before bursting free from my tip with enough velocity to hit the back of her throat. Careful not to swallow it yet, she looks up at me while taking a moment to silently regurgitate the small glob of spunk back into her mouth. Maintaining her seal and trying not to think about how it has just been deep inside both her ass and pussy, she licks the head of my cock clean.

Now it was time for the fun part, watching her try to clean my shaft without accidentally spilling or swallowing anything early. I can tell her mind is wrestling with how to achieve this as well, but being that she’s such an orally talented and clever girl I’m sure she can figure it out.

Not willing to risk losing a single drop in fear of being punished, Sylvia elects to go for a one pass approach instead of trying to repeatedly lick his shaft clean from the side.

She tips her head back slightly to prevent any liquids in her mouth from flowing out before breaking the seal of her lips. She then cautiously begins to inch her way down my shaft. When she’s engulfed the entire length of my semi flaccid member, marked by her face nearly pressing against my stomach and her lower lip touching my balls, she creates a tight seal around the base of my shaft and gently sucks. Using a combination of her wiggling tongue, slow twisting head movements, and suction, she tries to clean my whole cock at once. Unfortunately for her, this approach reinvigorates me enough that it begins to harden in her mouth. As it returns to its full length, the tip forces it’s way past the back of her throat. Her talent and training means she doesn’t gag but she does react. Her eyes open wide and she struggles for a split second to close her throat against my cock to ensure nothing inside her mouth slips down her esophagus before I allow it. I was very impressed by her work so far and I could feel my balls tingling.

As she slowly pulls away from me, removing my dick from the entrance to her throat, she increases her suction. I watch as my now clean cock slides out of her lips and quickly realize that the sensation I felt from my balls wasn’t what I had thought it was. I spot several of my own squiggly dark pubic hairs, pinned between her lips and the skin of my cock, being slowly sucked into her mouth like noodles. She had noticed too, and her hands were approaching her face to prevent them from slipping inside and contaminating the contents of her mouth which she was due to swallow.

A devilish thought comes to me and I choose my words carefully.

“Now now Sylvia, you agreed to swallow everything,” I say, emphasizing the last word.

A second goes by before her brows furrow and she releases an animalistic grunt in anger and disgust, letting me know she understands what I want her to do. Even though her eyes shone blue, I could almost see the orange flames engulfing her mind in silenced rage. If looks could kill I would have been atomized by now.

She would have to get over it though, even I had accidentally swallowed some pubic hair in my youth while orally pleasing various sexual partners. Now, she was the youth and she would comply or face even worse consequences.

When Sylvia’s mouth reached the end of my cock she channelled her frustration, sucking with tremendous strength and causing an audible pop as my tip leaves her mouth. I quickly inspect myself and as desired no cum or hair remains stuck to my dick, which was enough to satisfy me. I quickly return my focus to Sylvia because the real show is about to start. I stare at her in anticipation as she closes her mouth. Her furious stare barely counting as eye contact as her brows make an aggressive V shape.

“Go on, impress me.”

I have never seen someone more reluctantly comply to anything as she purses her lips and slurps the hairs into her mouth, aiding a stubborn strand stuck to her chin inside with the help of her fingers. The manner in which she did this was comparable to how one might consume a speck of food found stuck to their face after a meal, the only difference being that the meal in question was a horrific blend of gooey semen, wiry pubic hair, thick vaginal fluids, and excess saliva that had been marinated inside her rectum. It was both erotic and absolutely repulsive at the same time and I loved it.

Without being promoted any further, she tilts her head back and puts on an incredibly forced fake grin before sensually spreading the grotesque concoction across her teeth with her tongue like a world class baker would use a knife to smooth icing. Never breaking eye contact, she purses her lips again and blows air bubbles through the viscous mixture before eventually sucking it back into her mouth. Leveling her head while keeping her eyes locked on my face, she sticks the now bubbly, hair filled, off white glob that resembles a discarded wad of chewing gum out on the center of her tongue waiting for my approval.

After watching in complete awe I’m reminded that she was a whore long before meeting me, and this only strengthened my resolve to make her mine permanently. Seconds go by as I leave her in that position, watching as her eyes start to water from the building stress of the clump beginning to spread across her tongue and from not blinking. I want to make her savor the undoubtably horrid flavor for as long as possible, so in the future when I introduce her to other despicable ways of consuming my seed they’ll *almost* always seem more mild in comparison to swallowing this. Only when the water at the edge of her eyes begins leaking down her face do I finally allow her to swallow, telling her “You know what to do, relish in it”

Careful not to lose any over the side, she slowly and sensually pulls the ugly mass back into her mouth, suppressing the urge to dry heave while swirling it around her mouth in an attempt to liquify its scratchy and gelatinous texture before swallowing it with a hard gulp. Her facial expressions mimic all 5 stages of grief as the bulge in her throat tantalizingly slides down her esophagus, starting out squished and contorted with her eyes screwed shut before transitioning to a momentary look of rage proceeding pitiful pleading eyes that swell with sadness before eventually settling on an queasy expression of dissociative acceptance.

I’m so impressed by her display I actually begin to pet her head as I praise her, “Good girl, we’re almost done.”

For the next 30 seconds she looks marginally more comfortable as I do so but that feeling quickly fades as she suddenly hunches over with a need to be sick. She lurges towards the toilet in the corner as she starts dry heaving, moving so fast I couldn’t stop her if I wanted to. Instead, I get on one knee besides her and pull her messy hair back so it doesn’t get any filthier. She heaves bent over the toilet several times while I very gently stroke her back and make shushing noises in an attempt to calm her. After this many unsuccessful attempts you’d think her body would accept nothing was going to come out but it forces her to try at least two more times before a petite burp of air she had swallowed earlier escapes her shaking body. Finished, she slumps forwarded exhausted.

Looking at her, face planted against the arm she had resting on the toilet seat, I realize she’s far too drained to just abandon like last time. Despite my growing reputation, I wasn’t a soulless monster and It was obvious she was in need of some after care. I certainly had achieved my goal of degrading and humiliating her but I could amplify how much that contributed to her progress by showing her some strategic compassion as well. I let her rest until she begins to stir on her own.

“Get up and sit on the toilet, you should pee before we leave to clean out your system. Feel free to empty your ass too.”

She looks confused so I help her up and plop her on the toilet. I didn’t know her address yet but I knew she lived nearby because I’ve seen her walking to my class in the morning from off campus. I was going to take her home and force her to recover because I had a feeling otherwise she’d push herself too hard too soon.

This is something people often don’t often understand about dom/sub relationships, a good master understands and is responsible for their submissives. It’s true that her purpose is to serve and please me, but being the one in control means I have to steer her ship in generally the right direction for her to be able to do that. Being a dom means being in charge of knowing and enforcing what’s best for your sub, their devotion to serving you however you please is only the reward.

Seemingly lost in a trace I shake her a little to force her back to reality. She blinks and asks in a fearful and unsteady voice, “wha-what do you mean leave? I have other cl-classes to go t-to.”

I couldn’t help but chuckle a little at that, in her state she’ll be lucky if she makes it to my car. Her abdominal muscles were twitching from over use, she was filthy, barely functioning, and at the moment I didn’t even know where I had put her dress. I vaguely remember throwing it in my rush to get it off her so I peek into the neighboring stall and sure enough it’s lying on top of the toilet with a corner of fabric hanging inside the bowl.

Answering Sylvia’s question, “As amusing as it would be to watch you stumble off to your next class wet, filthy, and with my cum dripping from your ass, I’m taking you home to get cleaned up and rest.”

She was still a bit dazed but after a few seconds I think she understands because she scornfully nods.

In her mind, Sylvia was afraid that what he meant was he was taking her to his home, if that was his true intention she might never be allowed to leave. After paying it some thought though she realized she was in too deep now to do anything about it, no matter what she chose she wouldn’t be able to go back to her old life. If she tried to escape him not only would he likely stop her and punish her but even if she succeeded her future would be destroyed and she’d be trapped in a dull, unfulfilling existence.

“Hurry up and piss already so we can leave.” I say, nudging her foot.

She’s covered in goosebumps and when I reach out to touch her she reluctantly lets me wipe some of the grime off her tits. Unsurprisingly, her nipples feel hard as ice, after being naked in an over air conditioned bathroom for so long she was freezing. I take a moment to enjoy massaging her sore red breasts and my hands must be warm because she’s surprisingly receptive to this, even leaning into it a little as I cup them in my hands. Realizing I’m not going to leave her alone until she goes potty, she closes her eyes and tries to relax. When she starts emptying her bladder I break away to giver her some privacy.

“I’ll get your dress and you can complete the last task I have for you in the car ok.”

I leave her alone in the stall to go collect her dress as she starts rubbing her arms for warmth. She finishes urinating shortly after I enter the neighboring stall and pull it off the toilet. As I’m squeezing out some of the water it’s soaked up I can hear quiet sploosh noises coming from next door. Sylvia must’ve taken out the plug like I had told her she could because the sound was my previous load dribbling out of her ass and landing in the water. Not wanting to miss that, I walk back with her dress in hand.

She seems embarrassed when I catch her holding her breath, flexing her asshole to push the deeply lodged cum out. She stops, afraid that she’s offended me in some way.

“No no, please continue,” I say motioning towards the toilet bowl, “but spread you legs so I can see.”

Apart from a slight eye role, she does as I ask and straddles the toilet without any resistance. I watch with perverted fascination as small globs of my semen drip out of her ass one by one while she struggles. She had yet to fully regain control of her body, so it was difficult for her to contract the required muscles hard enough to force out the entirety of my massive load. I crouch in font of her, dress draped over my arm, and place a hand on both the small of her back and just below her stomach. I apply gentle pressure as I stroke downwards, squeezing her like a tube of toothpaste. I don’t think it’s working but she doesn’t seem to mind the skin on skin contact and it does seem to restore some of her mind muscle connection. With a final squeeze, she forces out enough cum out to satisfy herself that any remnants would just have to make there way out naturally later.

“Good girl,” I encourage, “now put this on and grab your things.”

I hand her the wrinkled damp black dress and she pulls it on over her head after standing up. She starts putting on her heels but I tell her to skip them because she can barely balance enough to get them on. She clutches them and her purse, containing her belongings plus the butt plug, like a kid holding onto their favorite toy.

“Once we get outside walk next to me and I’ll help you to my car.”

She silently nods and follows me to the mirrors and sinks. This is the first time she’s been able to see what she looks like and she’s in such a shabby state that her brain can barely comprehend that the person staring back at her is herself. Wanting avoid acknowledging her awful appearance any longer she refuses to keep looking. I thought she was gorgeous like this however, a close second to how beautiful she looked last time we were here. I take a moment to fix my own outfit before leading her to the locked door to the hallway.

I rotate the deadbolt and look both ways down the empty hallway, this time of day most people in the building were sitting in classrooms listening to lectures. I motion for Sylvia to follow me and she timidly steps out of the bathroom before we start making our way to the stairwell instead of the elevator where we would still have a slim chance of running into someone. With my hand placed on her far hip, ready to catch her if she stumbles, we make our way down two flights accompanied only by the pitter patter of her bare feet. Arriving on the ground floor, I want to avoid as many people as possible so I take her out the building’s side exit that leads straight to the parking lot. On our way we only pass a few students too engrossed in their phones to even give us a passing glance but that doesn’t stop Sylvia from tensing up each time. I’m unconcerned, kids these days were so addicted to the internet I doubted they’d even notice a stunning young woman like Sylvia walk past them and even if they did they probably wouldn’t think enough of it to tell anyone.

Now standing on the thin strip of concrete sidewalk bordering the car filled asphalt parking lot I realize I had failed to consider something. Even though the designated faculty section where I parked was the closest to us, there was no way she would be able to walk across the baking hot pavement and I didn’t want to risk burning her feet or stepping on anything like broken glass or drug needles. Other than some people too far away to be able to identify us the lot is vacant so I make up my mind.

I catch Sylvia off guard when I scoop her off the ground into my arms like an oversized child, I had never held her for any reason other than to fuck her before. She lets out a gasp but she’s so exhausted both physically and mentally she appreciates being held, even by me. I walk to my car as fast as I can without dropping her but she’s unintentionally doing her best to distract me. She wraps her arms tightly around her belongings and nuzzles her head into my shoulder as if she was planning to fall asleep in my arms. It was a good sign, a sign that I was well on my way to fulfilling the second half of her fantasy. It’s too bad I couldn’t let her sleep though, she needs to listen to all the new rules I have for her to obey on the drive home.

My car unlocks automatically as I approach and I pop the passenger door open to lower her inside, careful not to bump her head on the frame. She slumps in the seat with her eyes closed but I don’t move to wake her yet. First, I get inside and strap into the driver’s seat. I almost feel bad for what I’m about to do but I’ve been tempted to do it since I felt up her tits. I stretch my hand across to her unconscious body and into the cleavage of her dress before pinching her left nipple hard enough that she bolts awake.

“Ow ow ow fuck, what did you do that for professor!”

“You need to tell me where I’m taking you dumbass, plus you can’t sleep now anyway because you need to listen to what I have to say before I let you go.”

Disappointed I had stopped treating her so relatively lovingly but relieved I didn’t seem to be taking her somewhere else, she begrudgingly gives me directions to take her to her apartment. Evidently she lives alone in a small complex that used to be a motel a block away but she tells me the only place to park is around back so a little farther. Maybe in the future I’d force her to let me take her bound in her own bedroom to see if she had ever fantasized about being raped by a burglar.

I save that thought for later as I pull out of the parking spot and begin slowly driving her home; since it was near campus the speed limits were very low meaning she has plenty of time to listen.

I tell her, “From now on you’re limited to wearing only what I approve of to class. This includes all makeup, hairstyles, accessories, and also feminine hygiene products. Every morning before you go about your school day, you will wait in my office for me to inspect you. Any changes I make to your outfit must be retained for the rest of the day or until I say otherwise, you’ll be provided a general outline of what I want you to wear each week to avoid wasting my time.”

The tired death glare she responds with tells me she wasn’t too pleased about this new rule, but like a good pet she says nothing.

Recently, I’ve derived great pleasure from the easy access to Sylvia’s crotch short skirts and dresses provide, combined with other items I have fetishes for like lipstick or clear lip gloss that shows off her naturally full lips, tops that give a nice view of her cleavage, form fitting clothes that flaunt her incredibly sexy figure, heels that display her toned legs, and of course, some basic makeup for her eyes to indulge my desire to see it running down her face when she cries. Even though I did admire her standard suited secretary look from before I’m excluding it from the list because it’s clear to me that I need to continue forcing her outside of her comfort zone. She needs to be in a much more vulnerable state if I ever want her to finally give in willingly to her true nature.

I was looking forward to sending her first weekly list of allowed outfits later. There’s a lot of potential enjoyment to be had from controlling every aspect of what Sylvia was allowed to wear. I picture her standing in an inspection position in my office, her hands behind her head and her legs spread apart while I look her over. In my mind I imagine her begging me to leave her outfit alone as I contemplate whether or not she deserves to wear underwear based solely on if I’m in the mood to have a nice view during class. My thoughts become even more perverse when I think about all the things I could do to her on her period; make her spend the day pantyless with a tampon string hanging from between her legs so that as she walks you catch glimpses of it beneath her garment, or better yet ditch all those nasty chemical filled products entirely and force her to free bleed. The power behind the idea of her repeatedly having to ask me for permission to go the restroom during class, only to be denied several times before being allowed to so that as she leaves red is streaking down her legs, was a turn on for me by itself.

“By next week I expect you to be waxed everywhere it counts. In the future I’ll allow you to keep a neatly trimmed bush most of the time, but I want you completely bald next week. I’ll also be sending you some materials to study and I expect you to have their contents memorized by Wednesday.”

Sylvia, still her defiant self but now in an uncharacteristically subdued manner, asks me, “I already trimmed it for you once this week, do I really need to get waxed on such short notice?”

Unlike most of the time, I can tell that her pouting is genuine but I’m not going to negotiate on this. Normally I wouldn’t be one to care about perfectly smooth genitalia but knowing that the opportunity to have a threesome with her and Emma was coming up meant this would be a chance to fulfill a fantasy of my own. If she knew what I had planned, her experience with my own pubes would’ve made her understand why it was important.

“Let’s put it this way, If you don’t I’ll be sure to tie you up and do it myself, and trust me you won’t like my way of doing it.”

Sylvia swallows out of fear and hesitates for a moment. Even in her slowed mental state she couldn’t help but to picture what he meant. She imagined being completely restrained to a table with a gag holding in her screams while hot wax is poured onto her mound and allowed to run down between the folds of her pussy before cooling off enough to solidify and be forcefully removed. The thought was intrusive, making her completely forget about questioning what she was expected to memorize, instead shifting her focus to how raw her pussy felt and how sore her ass was.

She still struggles to clear the image from her mind but eventually musters a, “Yes professor.”

She remains quiet now as we cruise down the somewhat busy college town streets and I pretend not to notice her repeatedly nodding off and jolting awake every time the car hits a bump. I wondered if she was having any pleasant dreams. As I pull up behind her building she wakes up enough to put on her heels.

“You’ve been a good girl today Sylvia, despite your mistakes you performed admirably, even while being punished. Get some rest and send me a list of your missed classes so I can email them that you were making up a test or something.”

She glances at me as she prepares to get out and I can tell she doesn’t want to accept how good it feels hearing me say that.

“Thank you professor.”

When her hand finds the door handle I tell her one last thing.

“Before you leave, from now on when we’re alone I expect you to call me master.”