Caretaker

Carolyn sat at the front desk in her classroom, leaning into the palm of her hand as she scribbled notes into her pupil’s workbooks. It was almost 5pm and the energetic bustle of school children had long since faded to a tranquil silence, leaving her with only the repetitive tick of the clock on the far wall for company. Occasionally she would hear the faint patter of footsteps far along the corridor outside her room, usually from one of her colleagues departing for the evening. She’d been marking their books for over an hour and had barely made a dent, but she knew she couldn’t trust herself with the responsibility to do it at home, what with the myriad of distractions on offer. The stack of unmarked books formed a wobbling tower that threatened to topple sideways at any moment. She persevered through her self-imposed detention, using every ounce of strength in her body to will herself onto the next book – one after another. Still, no matter how hard she tried to concentrate on the job at hand, there was something that had been troubling her for a few weeks. Her eyes kept wandering to the stationery pot on her desk, where a thick blue marker pen would usually be sitting upright waiting for the next time she needed it. However, all she could see was an empty slot where once sat. She’d checked everywhere for it, but it was nowhere to be found. It wasn’t the first time something had gone missing from her classroom, either. In fact, it had become a common occurrence and the trend was becoming increasingly troubling for Carolyn.

Things had been going missing with alarming frequency all month long and the marker pen was only the most recent example. She was certain that one of her pupils was to blame, but despite her best efforts she had yet to discover the mischievous culprit’s identity. Somebody was definitely messing with her and as much as it drove her mad trying to figure out who it was, part of her kind of liked the mystery. She found herself staring at the stationery pot again and shook her head, hoping to dispel the clutter from her mind so she could focus on the task at hand. Sadly, one distraction was instantly replaced by another as she realised she needed a bathroom break. With a frustrated huff, she got up and headed off towards the staff toilets. A few minutes later she re-emerged with a clearer head and a newly replenished sense of purpose, and began to walk back to her classroom to plough through the remaining books. Her resolve would last only as long as it took for her to reach the corner to the Maths wing, as she was just a heartbeat away from getting the answer to the riddle. She turned the corner and froze on the spot, feeling her heart plummeting to her stomach as she stared slack-jawed along the corridor. The school’s caretaker stood facing away from her just outside her classroom door, lifting his fingers from the handle having just closed it behind him. Carolyn quickly hid behind some lockers and peered around the edge to watch as he slipped something into his overall pocket and continued on along the corridor, whistling as he swept the dusty floor with his broom.
She waited for him to turn the corner and then quietly tip-toed down to her classroom, quickly stepping over to her desk to see if anything was missing. It took her only a second to notice the gaping hole where her stapler had once sat. A sudden chill enclosed around her, squeezing the breath from her lungs and causing the hairs on the back of her neck to stand on end. Her initial shock quickly faded away, and in its place she felt a burgeoning sense of curiosity taking hold of her. As she replayed what she had just witnessed in her mind, every intention of finishing her work flew straight out of the window. The image of his mature, chiselled features and his shaven head were etched into her mind, making it impossible to think about anything else. She’d barely spoken more than a few words to the man and wasn’t even sure of his name.
“Liam…” she muttered to herself, trying to recollect his name, “Lucas? Logan…?”
She knew it began with an L, but beyond that he was a complete enigma. The mystery only stoked the flames of her inquisitive nature further, and although her common sense told her to forget all about it and call it a night, the impulse to follow him became impossible to resist. For a minute or so she stood behind her desk, rolling her pen back and forth between her fingers as she quietly mulled it over. She tried to imagine what other explanation there might be for what she had seen, but only one reality made sense. She didn’t know whether to be flattered or terrified by it, but either way she couldn’t stop thinking about it. There was only one way to put her mind at rest, so she cautiously made her way over to the door and peered out, glancing in each direction to see if he was still nearby. He was nowhere to be seen and his whistle no longer hung on the air, signalling that the coast was clear. She stepped out and began to tread carefully along the cold concrete floor so as not to make a sound, slowly making her way towards the caretaker’s office. It was at the other end of the school building and in order to get there, she had to cut through the main hall. As she traversed the school, she realised just how quiet her surroundings had become. There wasn’t a whisper to be heard since all of her colleagues had left for the night.
It suddenly dawned on her that she was all alone, and even more frighteningly, the caretaker was probably still on the school grounds somewhere. A rush of adrenaline coursed through her veins, leaving her whole body juddering with nervous excitement. Her heart pounded at the inside of her chest with every step she took and her fraught, anxious breath puffed from between her quivering lips. There was something undeniably electrifying about sneaking around the school’s dark, empty corridors and as she neared the caretaker’s office, her thighs turned to jelly beneath her. She closed her eyes and took a long, deep breath to steady her frayed nerves before stepping up to the door. It hung slightly ajar and the light inside was turned off. She peered back over her shoulder to make sure she was alone and then placed the tips of her fingers up to the door, pushing gently to open it. The hinges creaked as it drifted inward, making her cringe as the sound echoed off the cavernous walls on the corridor outside. She opened it wide enough to slip through the gap and stepped inside, planting her hand on the wall to locate the light switch. It clicked on, illuminating the surprisingly spacious room with a dim golden flicker. Various tools hung from hooks on the walls and a few books sat perched on a single shelf, mostly consisting of manuals and document files. Carolyn walked across to the far end of the room to inspect the work desk sitting in the corner. Aside from a few scraps of paper and a few pens, there was little of interest on the desk. She couldn’t resist checking the top drawer, though, and she slid it open to reveal its contents, her eyes flared in horror.
A hole punch, a sticky tape dispenser, Carolyn’s expensive calculator, a box of paper clips and several pens, pencils and rulers – all the items that had gone missing from her classroom were tucked away in his drawer. Sitting on top of them all was the freshly pinched stapler that he’d stolen just minutes earlier. She reached down to pick it up, scarcely able to believe her eyes. It was so creepy and weird, and yet there was something oddly exciting about it that she couldn’t even begin to explain. Her skin began to crawl at the realisation that she was right, but what really made her squirm was the fact that he must have been there mere moments before she arrived. She held her breath and listened carefully to the stale ambience, trying to detect his distinctive whistle lingering on the air. Instead, she heard something far more alarming. Or rather, she felt it. A few wisps of her lush cocoa hair began to flicker at her shoulders, propelled by a warm gust of air coming from very close behind her. Her entire body turned rigid with fright in an instant, but she knew it was already too late.
“So…” his voice rumbled like thunder beside her right ear, “You finally came looking.”
Carolyn stood motionless before him, struggling to find her breath in order to speak. Every muscle in her body became so tense that she ached all over.
“Why?” she whispered eventually, wincing in fear of the answer, “Why did you take these things?”
“I take what I like.” he grinned, giving off a satisfied murmur as he gazed down across the deep curves of her hips. She shuddered as the words left his mouth, still too afraid to turn and face him. At the same time, she could feel the warmth of his body radiating ever-so-softly against her back, and as much as his presence terrified her, she couldn’t deny that there was something strangely arousing about it. The dominant tone of his voice continued to echo around her mind long after he’d finished speaking, slowly transforming her fear into an unspeakable carnal hunger like he was penetrating her soul and corrupting her very nature from within. The fact that she knew so little about him only added to the blossoming sexual tension she felt deep in her loins. He leaned into her shoulder and inhaled the scent of her perfume rising up from beneath her blouse. With the top few buttons undone, he could see the supple mounds of her large, milky breasts and took a moment to admire their juicy roundness, gazing down the front of her blouse as his cock swelled against her ass. He raised his hand up to her shoulder and brushed her hair aside with his fingers, allowing him to lean in and kiss the side of her neck.
A sudden bout of renewed panic swept over her as his lips pressed against her skin, prompting her to flee. She took a sharp step to the side, feeling her thighs about to collapse from under her body as she made for the door. To her surprise, he simply stood there and allowed her to escape. In fact, a dark, twisted part of her was almost disappointed that he didn’t try to stop her. Then, as she reached the door she realised why he made so little effort. She tugged on the door handle with as much force as she could muster, but she soon realised that it wasn’t going to budge an inch. He’d stealthily locked it behind him when he entered behind her, sealing her inside with him whether she liked it or not. Defeated, she turned to face him, pinning her back to the door as she saw him stoically moving towards her.
“No! No!!” she cried as he reached out to grab her arms, but as his fingers wrapped around her wrists and peeled her away from the door, she felt the same perverse longing to be taken as she had just moments earlier. She couldn’t bear to admit it even to herself, but deep down she knew she liked it. He yanked her back into the centre of the room and spun her around on the spot, binding both of her arms horizontally across her spine. She wriggled violently to free herself, but his grip was far too tight and he was able to keep both of her arms restrained with a single paw. He wrapped his other arm around her chest and clutched her throat in his fingers just beneath her chin. She gagged for air, but the pressure of his fingers on her windpipe prevented her from taking a single breath. It was the most intense moment of her life, and all she could think about was the prominent throb of her clitoris between her trembling thighs. He released his grip and lowered his hand down to her chest, enclosing his fingers around the heaving mounds of her breasts one by one. She squirmed with potent fear and excitement as he groped her, simultaneously dreading every probing touch of his fingers and yet aching for more. He released his grip of her arms and brought his other hand around to play with both of her tits at the same time, squeezing them firmly while the satisfied rumble of his breath poured into her ear. The pressure of his body against her back kept her arms pinned in place, preventing her from moving them and fighting him off. Her inclination to resist was dwindling by the second and as his fondled her breasts and ran his tongue around the soft flap of her ear lobe, she found herself increasingly willing to submit to him. Being overpowered turned her on in ways she’d never felt before, and all she wanted was for him to use her body in even more obscene ways.
In a single abrupt motion, he slid his fingers between the buttons of her blouse and ripped the sides apart, sending a hail of plastic buttons scattering across the dusty concrete floor. She gasped and let out a brief yelp as he stripped the white cotton fabric from her shoulders, obediently straightening her arms down behind her so he could easily remove it. In the blink of an eye, he’d already released the hook of her bra, allowing the cups to fall from her chest as the straps wilted over her arms. He moved onto her skirt with a purposeful dexterity, peeling the zip down over her right thigh so that the whole thing fell from her waist and crumpled around her ankles. She stood with only her matching French panties and lace-trimmed stockings hugging her crotch and thighs. The cool air clung to her skin, leaving her shivering on the spot as he crouched behind her and inched her panties down to the feet. He unravelled her knickers from her ankles and tossed them aside along with her discarded skirt and shoes. She felt his fingers tapping her inner thighs, compelling her to spread them wider apart. He ran his fingers beneath her crotch and coated them in a sticky layer of her sweet warm nectar before raising them to his lips to lick them clean. The humiliation of it only aroused her even further, leaving her begging for more.
He left her standing there for a moment while he collected something from behind his desk. She wanted desperately to peer back over her shoulder, but she dared not do anything that might disobey him. He returned to her and bound her arms across her back once more, allowing him to enclose a black leather cuff around each of her wrists. They consisted of heavy duty black leather and were connected by a strong silver chain. The chunky buckles kept the straps securely fastened and each cuff featured a sturdy D-ring for attaching further apparatus. He unravelled a bundle of black Japanese Shibari rope and fastened one end to the cuffs with a series of tight knots. Then, with the aid of a nearby stool, he reached up and ran the rope through a metal hoop that was bolted to the ceiling. Carolyn wondered if he’d planned the whole thing in advance, and the idea that she was destined to endure such a fate only made her hornier. The way he stripped her of all control was the most arousing thing she’d ever felt. He tugged on the rope, forcing her arms to rise up awkwardly towards the ceiling and then trailed it down to a hook on the wall, where he tied it up. She had no choice but to bend over at the hips, sticking her bare ass out behind her for him to do with as he wished. She was completely at his mercy and even though it was beginning to hurt, she didn’t want him to stop for a second.
With her arms totally restrained, he stepped away again and collected another toy from his secret stash. It was a traditional school cane with a crooked handle, made from steamed KooBoo rattan and measuring 80cm in length. He swung it behind her, creating an ominous hum as it sliced through the air. Carolyn winced as if the mere sound of it was causing her pain, but sudden discomfort was nothing compared to the sheer blistering heat of the first strike. The caretaker took heaved it towards her ass, landing the full length of the cane across her cheeks with a sharp crack. A piercing howl erupted from her lips and bounced off the walls of his office. Her flesh rippled out in every direction from the searing white impact mark, which slowly faded to a cherry pink line branded across her both of her cheeks.
“I almost forgot…” he chuckled to himself as he grabbed one more item from behind the desk. He moved across and stood directly in front of her, holding up a red tie gag to her lips. She opened her mouth and obediently took it between her jaws while he twisted the tie in a knot around the back of her head. He moved back around behind her and resumed his prior pose, holding the cane out ready to snap it across her ass again. Carolyn sobbed and bit down on the gag, anticipating the next furious burst of red hot pain. It came just a second later, exploding with such force against her right cheek that the impact knocked her forward. The rope yanked on her arms, keeping her in place with no choice but to absorb the pain. She clenched the gag between her teeth and shuddered as the pain gradually faded away, leaving a prickly numbness in its wake that spread through her skin like a wild fire. Another strike followed just moments later, swiping the cane over her other cheek while she squealed and moaned in agony. Tears welled up behind her eye lids and spilled over her cheeks, rolling down and seeping into her mouth around the sides of the gag so she could taste her misery. The room quickly became filled with the endless tormented drone of her voice as she took one brutal lashing after another. He swung the cane over and over again, lathering her ass and the back of her thighs with one scorching impact after another. Her skin became dashed with a series of burning red lash marks, leaving her writhing in agony and suspended helplessly from the ceiling.
He stayed his hand for a moment and began to toy with her, tapping the tip of the cane between her thighs to spread them wider apart. She did as he commanded and stood completely compromised with her feet apart on the floor, twitching nervously as he flicked the cane between her legs. It was only a gentle touch, but every little smack of the rattan against her pussy felt like a thousand needles. As overwhelming as her previous lashing had been, she wanted nothing more than to feel it smacking against her clit, if only the once so she could discover what it felt like. He had awoken an intense sexual curiosity in her and her appetite for pain was growing second with every swipe of the cane. He lowered it to the floor and allowed her to brace herself before swinging it straight up between her parted thighs with devastating force. The thin strand of wood smacked directly between her pussy lips, splitting them slightly apart as it collided with her clitoris. She bit down so hard on the gag that it almost shattered in her mouth, and the resulting scream that emanated around the sides of the red plastic ball made her throat hoarse. Satisfied by her agony, he dropped the cane to the floor and crouched behind her again, planting his hands on each of her sore, reddened ass cheeks. He spread them wide apart, causing her to howl once again.
Her jaws were too tired to bite down on the gag, though, and all she could do was endure the pain as his fingers squeezed her tortured flesh. He ran the tip of his tongue between her dripping wet labia and lashed it around the exposed, throbbing pink bead of her clitoris. The coarse texture of his taste buds left her squirming and thrusting herself back to meet the pressure of his tongue. He snacked on her pussy for a little while, lapping up every drop of her juices before running the tip of his tongue around the puckering rim of her ass hole. He was feasting on her body and the fact that she couldn’t do anything to stop him only made her wetter and hornier. Not that she wanted to, anyway. He climbed up to his feet and unbuckled his belt. Even though her flesh was reeling from the overwhelming lash of the cane from before, she still hoped that he was taking off his belt so he could take it to her ass and punish her some more. He dropped his work pants to the floor and lowered his boxer briefs, allowing his thick, hard cock to swing out and smack against the side of her thigh. It was as thick as her forearm and almost as long, with a bulbous pink head that glistened with a sticky sheen of pre-cum as he rolled his foreskin back and forth. She felt it pressing against her pussy and held her breath, anticipating its incredible girth as it split her labia wide apart and slid deep inside her.
It pushed against the inner walls of her pussy, gliding over every nerve ending with a constant, unrelenting motion as he plunged it in and out. The force of his body thrusting against ass sent waves of prickly heat splintering through her flesh, punctuated by the satisfying clap of their skin smacking together. He held her firmly by the hips and began to fuck her hard from behind, masterfully pounding her pussy and sinking every inch of his rock hard cock deep inside her. Her arms ached from the tension in her muscles and her skin felt like it was on fire, but no amount of pain could have quelled the unadulterated tingling pleasure as the underside of his cock ground against her g-spot. She wanted the moment to last forever but every thrust of his cock pushed her slightly closer to an orgasm and there wasn’t a thing she could do to fight it. He rammed his cock in and out of her gaping wet pussy, spanking her ass a few times for good measure and reaching forward to tug on her hair while he fucked her.
Before long, she found herself teetering on the precipice of a climax with nowhere to go but over the edge. Her hips began to spasm uncontrollably, causing the rope to tug harshly on her arms as she started to cum. The caretaker held her steady and controlled her body even as she descended into the throes of orgasmic bliss. Her body thrashed back against him, lodging the entire length of his enormous cock inside her with her pussy lips kissing the bristles of pubic hair at the base. Her eyes rolled back in ecstasy and her body tingled all over as wave after wave of explosive warmth radiated out from her groin. Then, just as she reached the peak of her climax, she felt the prominent expansion of his cock and moaned with satisfaction as his hot, milky load erupted deep inside her. It sent a renewed burst of shuddering sexual energy rumbling through her body, rattling her body and causing her breasts to bounce vigorously beneath her suspended chest. His cum seeped out around the sides of his cock and dripped to the floor from the nub of her clit as he pulled it out, leaving her hanging in the air; completely spent and used like a toy for his pleasure. Her thighs continued to quiver even as the final twitches of orgasmic delight faded from her body. He untied the rope and held her in his arms, laying her out across his work desk, giving her a moment to recuperate.
“Now you belong to me.” he said, wiping the tears from her cheek with his thumb. She gazed up at him and smiled with an appreciative nod. She still knew next to nothing about him, and yet she felt an instinctive connection with him that was stronger than any relationship she’d ever had. She wanted nothing more than to serve him and satisfy his every will, and she had a feeling their late night meeting in his office would become a regular occurrence. Nay, she hoped it would!