Headmistress Fiora NSFW (COMPLETE)

The glowing rays of the setting sun made cleaning the desks in the classroom that much more difficult as you adjust your eyes to find the bits of dirt and chewed bits of gum stuck underneath each one. This was your punishment for shooting spit wads at the headmistress’s rump earlier in the day; a move that you’re starting to think might not have been worth it after all. Your arms grow sore as you scrub the last bit of dried snot off the last desk, rolling down your sleeves, and wiping your hands off on your pants. You grab your coat to leave when the sound of a voice surprises you.

“I didn’t say you could leave…” The woman’s voice stops you as you look over at her.

“Headmistress! I-I didn’t see you there! What are you doing here?” She tilted her head and glared at you through half-closed eyes. Her glasses reflected back golden lights shining through the windows. Her demeanor was as it always was when she surveyed the halls; intimidating as all hell, but beautiful in a classy way. She always held her hair up in a bun with her bangs died red, hanging in front of her left eye. Her dark, striped suit complimented her curvy figure, primarily her hips and legs. The buttons on her top always went half way up, teasing many of the students with shots of her cleavage if they were gutsy enough to take a gander, which very few were.

“I’m here to make sure your work is all done.” She adjusted her glasses and looked at his coat in hand. “I don’t recall saying you could leave…” You stutter out a response, not knowing how to respond.

“Uh well…I’ve cleaned all the desks and dusted the shelves. Everything’s all clean.” You see a smirk grow across her face.

“I’ll be the judge of that…you seemed to have dropped a couple of pens on the floor…”

Your eyes veer downward to where her finger pointed behind you. You see no pens or anything of the sort, you made sure the floors were swept, twice. You turn around to see her chest at eye level with you. You stumble back and regain your composure. You didn’t even hear her close the door let alone her footsteps!

“You’re a cute boy, aren’t you?” She said in her French accent, unwinding the red scarf around her neck. You feel a slapping against your leg which felt like the flat side of a yard stick, another thing you didn’t hear her snag earlier. “A cute, naughty boy…”

“I…uhh…Headmistress? W-what are you doing…?” She licked her lips perversely.

“Your punishment is not done yet. You like spitting paper at my rump, ey? You like looking at my backside?”

“I…I…” You words are cut off as she grabs you by the back of the neck and pulls you into a deep kiss. Her soft lips turn your body into jelly as her tongue easily slips through your lips, feeling its way around your mouth. She was so strong and forceful, but delicate. After a moment, she pulls away, leaving you bending forward, wanting more. She smiles again and places her hand under your chin, rubbing it with her thumb. Her eyes seem to entrance you as she sits you down in a chair, raising her leg up on one of the sides you can make out the floral printing on her stockings. And…something else…under her skirt…

“You’re going to be disciplined, young man. So that you never wind up in this predicament again.” Her hand went do to the hem of her skirt and pulled it up ever so slightly. What you see next makes your eyes widen in fear. “I’m going to make you never want to disrespect me ever again!” A black phallus-like object falls out from behind her skirt and stares at you in the face. Your feel the hairs on your neck stand up and your sphincter tightening in response. You look back up at the woman, a devious smile is all that responds to your frightful eyes.

“Head…headmistress! This isn’t right! You don’t need to-!” You feel a smack on your legs as she swings down the yard stick. The stinging sensation causes your mouth to open to respond, but her hips push forward, shoving the strap-on halfway in. You freeze as your mouth registers the foreign object, it’s rubbery texture allows your tongue to slide around it. You’re only given another moment to breath as she moves forward again, pushing the rest of the phallus into your mouth. You know well enough to resist the urge to gag, but your air supply is running out. Your face is right up against her crotch, you note how little hair there is, just a patch above where her vagina would be, if not for the strap-on blocking it. At the last moment before you feel consciousness slipping away, she pulls out, your spit clinging to it giving it a shiny coat.

“Hmm…yes…this will do nicely.” You hear her mumble to herself. You don’t seem to notice what else as you cough and hack out the remaining built up fluid. Once you can breathe properly, you feel another smack against your leg. Fearing for another intrusion into your mouth, you turn your head away, only to get smacked again, even harder.

“Get up! Now!” You open an eye to see her arms crossed over her chest, stick in hand. You slowly get up from the chair, unsure of what she had in store next. “Now,” She smacked the stick against one of the desks adjacent to the two of you. “Undress!” You stand frozen for a moment, trying to configure what she demanded of you. It took another smack from the ruler to start unbuttoning your shirt. You threw it off quickly and moved at removing the belt from your pants when you felt another smack. “Slowly…slowly…” You felt her glare penetrate you to the core as you slowly pulled off your belt. Despite still having your pants on, it was like she could already see you naked.

“Yes…like that…” She bit down on a finger and smiled as you removed your pants. Now it was just your boxers that remained.

“Do…do you want these to-“ Before you could finish, she herself began to undress. First it was her top, her hands moved to each button and unhinged them in one seamless movement. She threw her hands behind her and it dropped on a desk behind her. With her skirt, she turned around and bent forward, sticking her butt towards you as she slowly slid them off of her. What was left was a black bra covering her D cup breasts and her stockings. Down where her panties were supposed to be were instead covered by the strap-on. Her body was beautiful, from her shoulders, to her stomach, down to her legs. You realize that her eyes are looking at the lower region of your body now, and you notice you’re pitching a sizeable tent in your trousers. She seemed to smirk, raising the measuring stick up to your chin and placing a hand on her hip.

“Now then, turn around! Bend over the desk!” Fearing getting smacked again, you abide by her orders. You bend over the wooden desk, letting your arms support you. You hear her approach you from behind as well as the yard stick tapping on your back. Suddenly, you felt a hand at your waistline as your last form of decency was pulled to your ankles. She stood for a second before giving your naked bum a pinch. “Hmm…you’ve got quite the behind yourself, no?” You feel her hand start sliding up and down from your back down to your butt. “Yes you do…”

“H-headmistress don’t!!” You beg, your body beginning to tremble. You feel another smack from the stick, this time on your tush. The stinging makes your whole body shake harder.

“Insolent peasant! You get what you deserve!” You feel another sensation on your back, this time it’s not sharp or hard. More like wet…and slippery. It falls down the curve of your spine and onto the floor in little tiny “splats.”

You feel her grab you by the waist, her free hand doing God-knows-what behind you, but you’re sure you already know what. The sound of her giggling breaks your thoughts and she bends forward over you, her now naked breasts rubbing against your back. Her other hand travels downward at your waist as well, and it feels slippery. Her lips move up to your ear and part ever so lightly.

“Relax boy, it will make all of this much easier for you…”  You feel her prod at your tender booty hole, your body tenses up at the object trying to enter you, but you feel her hands travel to the same region, sliding in between your cheeks, spreading the lubricant all over. Despite your best attempt of struggling, you feel one of her fingers slide inside of you with easily. A moan almost out of reaction erupts deep from your throat as she pulls it in and out of you, then a second finger. The sensation of having her fingers bend and twist inside of you is something unfamiliar, and yet you can’t deny you didn’t find some perverse pleasure from it. Your legs began to shake once more as a third finger enters your ass, sliding around with relative ease.

“There, much better…” Her breath is hot against your bare skin. Extracting her hand from you, she places the head of the strap-on at your entrance. You clench your teeth as she pushes the head inside of you rather effortlessly. Before you can catch your breath, another couple of inches enter you. You can feel it’s girth stretching you open further than her fingers managed. The next few inches stretch you to your limit as you arch your back in shock that such a thing could fit. You feel the warmth of her thighs against the back of your legs and bare bottom. A hand grabs you by your hair and pulls your head towards hers. Her icy blue eyes seem to stare into you, trying to dominate not only your body, but your will as well.

Her legs shift backward as you feel her removing the fake cock from your ass, only to immediately slam it back in. Her movements are slow, but soon build up into a steady rhythm. Your ass begins to burn as she ganks your bottoms lane. The sounds of her crotch slamming into your backside reverberate off the cloth-bound books lining the walls. You rest your head into your arms, hoping this will help, but the movements of her fucking you are shaking the desk.

You hear her start to snickering again, but her impish giggles soon turns into louder fits of maniacal laughing. The sounds of her entering you over and over again combine with her mocking laughs should repulse you, but it all makes you harder. You can feel your cock bounce freely back and forth with each thrust. You can feel the precum leaking out, beading at the tip, and falling soundlessly onto the hardwood floor. It all begins to feel wondrous until you feel her bend over you again, her mouth returning to the side of your ear.

“You’re enjoying this, aren’t you? Naughty boy enjoying being fucked? I shall give you such a fucking you’ll beg for me to stop!!” Laying a hand on your back, she pushes you onto the desk and lays them both onto your shoulders. You ball your hands and clench your teeth for the onslaught that’s about to unfold.

The rubber cock inside of you gets pulled out all the way to your entrance, up all the way to the tip before being slammed back into you, only to be repeated over and over again. Her pace was swift and brutal; you can feel your cock hit the bottom of the desk with each push. You can feel her large breasts bouncing on your back, as well as the sweat dripping off of them. The longer she kept up her thrusts, the heavier her breathing became.

“Why…aren’t you…begging…?!” You hear her spit between clenched teeth. You could tell she was getting exhausted, and was almost at her limit. She dipped her hands underneath your waste and began to fuck at such a velocity, your ass grows numb as you begin to absentmindingly drool on the desk. “I’m...hnng…! I’m not…hrghh!!” She let out a reluctant yell, “AGH! I’M CUMMING!!” And slams into you five more times at a blistering speed before falling over on top of you. Her hair falls onto your face as you catch your breath, unable to feel anything below your waist. The only thing you hear is her sharp breathing as another orgasm runs through her body like electricity. Her body spasms, her breasts rub against your back, and her legs buckle, putting more support on you to hold her steady. Eventually you feel her start to regain herself, as well as her nails digging into your back.

“Inso…insolent…peasant! How…how can you manage to…to hold out for so long…?!” She stands back up, albeit a bit wobbly and sits down on a desk. You open your eyes and try to stand up, but your legs wouldn’t have any of that. You manage to not fall completely off the desk as you roll onto your back, legs spread apart and your swollen prick practically oozing precum. The headmaster sees this, and smiles devilishly in between her matted bangs. “Let’s see if you can serve as well as you can receive!” Her hands go behind her to where the straps of the toy were bound to her, and practically ripped the thing off of her. Now free of the device, she spread her legs open, her snatch practically drooling with pent up excitement.

“No more foreplay, come here and fuck me! Fuck me like one of those Noxian girls!” That was enough motivation for your legs to regain enough feeling for you to balance and stumble over to the woman. Her pussy was swollen and red, sharing the same tint of blush as her face. She adjusted her frames and pulled you in, your shaft grazing her drooling snatch. You can feel how warm it is being so close to it, as if it was yearning for attention. “Looks like you’ve got quite the sword there, boy.” She said, bracing herself with the legs of the desk. “Let’s see if you can handle it!”

You adjust your waistline with hers and push the tip of your cock against her opening. She lets out a breath and stares at you coldly. “Do it!” You heed her orders and push the full length of yourself inside of her you both simultaneously let out exasperated groans as you feel one another. Her walls squeezed around you, not wanting to release you. Juices already began to overflow out of her and her breasts bounced with each thrust. A hand reach up behind your head and pulled you into another kiss. This time you weren’t afraid of wrapping your tongue with hers. The additional contact between you two made her walls clamp down again, you could tell she was getting close again, and so were you.

“Turn around…” You mutter under heated pants. She moved swiftly, not wanting to hold off the intense fucking for long. She spun around, sticking her ass towards you, your dick in between her cheeks. It took all of your willpower not to empty your balls over this booty, but you managed to hold off. Gripping her hip, you sink your dick in between her mounds and continue fucking her.

“Oh GOD!” You hear her moan, this position seemed to be hitting more sensitive areas inside her

 From this perspective, you have a clear view of her ass. It was round, luscious, everything that a butt should be. The way her curves were sculpted, they formed a perfect hourglass figure. You place a hand on one of her cheeks, gripping it and squeezing it to test out the firmness. It bounced with each smack from your body, something that only made you harder inside of her.

“Urgh, FUCK YES!” She screamed, arching her back, slamming her ass against you in time with your thrusts, hitting the deepest parts inside of her. Her body begins to buck, and a large pressure surges up from your groin into your abdomen. You don’t have very long.

“H-headmmmistress! It…it’s getti-!”

“Blow it all inside me, you worthless peasant! Give me all you’ve got!!” She responded hastily, wrapping her legs around you. You feel an intense feeling unlike anything you’ve experienced before. You let out a loud groan, only matched by the cry emitted from the woman you’re currently 1v1ing. As she clamps down on your dick, you unleash wave after wave of hot seed inside of her. As she milks you dry, her body spasms, orgasm after orgasm pushed their way through her body with such force that you both managed to break the desk you were on.

You fall on top of her, dick slipping out and spewing what little semen remained onto her back and ass. You immediately stumble back up, almost falling back down.

“Headmistress…! Are you alright?!” Her body lay on the broken desk, split in two right down the middle. After a tense moment, she raises her arms and picks herself up slowly. Cum seeps out of her quivering vagina down her legs. With her back still facing you, she bends forwards, picking up her glasses and readjusting them in front of her eyes. You motion to tap her shoulder when she looks at you over her shoulder.

“You! Look at the mess you’ve made!” She steamed and pointed at the broken desk. Her naked body turned towards you, glistening with sweat and other bodily fluids. Her hair was a mess; her bun was ruined. It looked like she wouldn’t be able to walk right for quite a while. She walked back to the yard stick she dropped earlier and observed it, sitting on a desk in front of you. That devious smile from before appeared again.

“Looks like I’ll see you in detention again tomorrow…”