Reading Time: 14 minutes

by SubgrrlNW

Mr. Johnson The Cruel Headmaster
Lynn climbed the stairs to the Headmaster office slowly. Each step was excruciating, as it brought her closer to an unknown punishment. It was after 5:00, classes at the private college were out for the day and her duties as assistant librarian were complete. Later, she would report to the women’s dorm for dinner and bed – that is if Headmaster Johnson didn’t tell the Headmistress of her indiscretion.

The old school seemed much scarier after dark, as it always did during the winter. She thought idly if her fear was more from the unknown upstairs, than from the creaky old building. Passing the third floor landing, she glanced into one of the darkened windows and looked at her image. She was tall, and built curvaceous for her age. Large breasts strained her buttons on the crisp white uniform shirt. The plaid school skirt rose high on her long legs, exposing more than they should for propriety. White knee socks wound up her shapely calves and capping her tiny feet were Mary Jane’s – with a 4-inch heal. Her face was sensual, with full lips and expressive green eyes, framed by bouncy blonde hair that gracefully cupped itself around her chin – leaving the long white length of her neck exposed. The neck plunged down the front of her white blouse, making the cleavage already pushing beyond young womanhood seem to go on forever – valleys of whiteness that bounced and jiggled enticingly when she walked. Lynn pouted at her own reflection. Turning left to right, she ran her hands over her full hips, smoothing her short skirt, and tucking her blouse into the waistband for a crisp look. Deciding that she looked properly sorrowful, with a downcast look and a pouting mouth, she continued up the stairs to Headmaster Johnson’s private office.

With a tentative knock, she waited for a response, hoping that he had forgotten her indiscretion. However, she heard footsteps on the other side, and shortly stood facing the Headmaster. He stood 6′ tall, broad of shoulder and wide in the chest – a big man by anyone’s standards. His hair was coppery, and in the firelight from the winter hearth lit in the waiting area, it shone almost gold. His eyes, she knew, were a piercing blue behind his glasses – but at this moment there were only angry flames reflected in the lenses. “Come in young lady’ he stated, and ushered her in with a well-manicured hand. As she stepped into the outer office where his secretary usually sat, she heard the outer office door click behind her as he locked it. “Uh oh, I am really in for it’ she thought.

Her gaze traveled over the outer waiting area – from the tall brightly-lit fireplace, to the soft green sofas and chairs scattered around. The room looked cozy, but she knew many a student before her had waited anxiously for the young and firm new Headmaster to issue out some new form of discipline.

He walked slowly behind her, close enough that she could feel his heat. “Please come in young Lynn. We have much to discuss.” He led her to the fireplace, the two couches facing each other over a tea table in the flickering light. He settled himself down comfortably, but when she started to sit across from him he admonished her quickly. “Stand at attention young lady.”

Lynn stood, awkward now, with Prof. Johnson sitting low in the couch, and she standing shakily on her two feet in front of him. She placed her hands behind her back, not noticing that the gesture thrust her bosom so far out, the buttons threatened to pop. Her eyes were properly downcast, staring at her shiny black shoes, waiting for his response.

“Lynn, why are you here?” He asked her. Her head shot up – he knew why! He was the one who had caught her, quietly in the back of the class, stroking her self under the desk while reading that trashy novel. She was supposed to be studying geometry, and instead had sneaked a nasty book into the class. She would read, and watch the young math teacher talk – imagining that the new young teacher in front of the class was saying the naughty words she was reading, to her. She had been so absorbed in her play, so sure the teacher must see her and enjoy watching her nasty play, that she missed the other face that did see her for sure. She missed seeing the Headmaster until it was too late – he looking through the faculty door to the right, she with her two fingers fully inserted into her slippery pussy, completely exposed to his view. Blushing, she wondered exactly what she was supposed to say.

“Lynn, I am asking you a question. Why are you here?” With a gulping breath, she stated “Because I wasn’t paying attention in class?” And waited for his response. He cocked an eyebrow at her, almost amused with her, and said “what else?” She blushed harder. “For doing – things – while the teacher was instructing.” He nodded. “And what else?”

Her eyes opened wide. What else did he want her to say? She shook her head in confusion, and saw the disappointment and anger develop. “You, young lady, are here because you were exposing yourself, running around with no panties on, doing things that no good girl does, and in public!” Her mouth opened to protest, ‘but I had panties on!’ She cried out.

Jumping up from the couch. Headmaster grabbed her by the arm, spun her around and forced her to the front of the other couch. It hit her in the knees. Pushing her forward, she had no choice but to grab onto the back of the couch or fall over. Bent at that angle, he grabbed her skirt and lifted it high over her back. Crying out in surprise, she attempted to reach back and cover herself, but he just grabbed her by her wrist, and forced her to continue to bend over from the waist. Kicking her feet apart, he again grasped her skirt in his hands and raised it above her hips. Her thin white slip showed soft white flesh underneath, and a slim line of pink cotton running down and inside the cleft between her buttocks.

He slapped her ass hard. “These are not proper panties for young ladies,” he stated. Lifting up the slip, he felt her struggle more, and grasped the thong tightly in his fist. He yanked it up, forcing it tightly between her pussy lips. “These are the panties that BAD girls wear.” Forcing her to bend further over, he spread her feet wider with another kick. He watched as the thin cloth began to soak itself in her juices, and yanked it harder up against her clit. “These are what naughty girls” (Yank) ” who do nasty things” (yank) wear. ” (Yank)

She was sobbing now – embarrassed and humiliated by his exposure of her most private parts. ‘Sir no – no sir I am a good girl”. She sobbed. She tried to reach behind her to cover herself with her other hand, and he grabbed that one as well. Bringing her arms so far behind her forced the last button on her shirt to give, and her breasts swung free of the now open white shirt. Headmaster Johnson grabbed the collar of this shirt, pulled it down over her wrists, and tied her hands behind her back. “I see you wear slutty girls bra’s too.” He stated snidely. Grabbing her by the back strap of the lacy pink bra, and the thin strap of her pink panties, he pulled her off balance. She continued to struggle to stand up, but her arms were pulled so tightly behind her it was impossible to stand. Sobbing with real fear now, she began to beg. “Please sir – please – what will you do to me? I am a good girl. I am! I will do whatever you say, Sir. I won’t disobey.”

He yanked again on the lingerie, sawing the thong over her now hard and exposed clit, ripping on the bra with such force that her large breasts popped out of the over strained cups and hung swinging for his view. ” I am going to punish you, young Lynn. I will punish you for being a nasty, slutty girl and will continue to punish you until you admit your wrongs. Then, and only then, will you be forgiven.”

She heard the slither of what sounded like a belt being drawn – she knew that sound. Her father had done it many times. With quick force, he yanked her thong down, exposing her wet and slippery young pussy to his view. Pushing her forward, he maneuvered her onto her knees on the couch, and forced her upper body to hang freely over the back. He spread her legs wide, yanked the panties off her feet, and told her to ‘stay’. She hung there, sobbing, scared to move, afraid of what was to come, and strangely aroused by her own nakedness. This man! He saw me do that thing – and now he can SEE me, all of my sexual parts. She felt like an animal. She felt ashamed, but that didn’t stop the wetness from slipping down her legs.

The Professor stood back and looked at his charge. She was lucious. A lovely, ripe young woman. He had punished naughty girls like her before, and knew how to make sure this one recognized her true nature. Stepping up behind her, he lightly ran his hands over her exposed backside. “Such tender flesh. So white. Soon, it will bear the marks of my displeasure. You are not to speak Lynn. Do not speak unless spoken too, do you understand?” She answered “Yes”. ‘Slap’ her ass flesh jiggled enticingly. “What was that? How do you address me?” “Yes, Sir.” She responded quickly.

“Ok then, Lynn. We will begin. I am going to punish you, and you may cry – but no speaking. Am I clear?” She nodded her head, and braced herself for what she knew was coming.

The first whollop of the belt sent her screaming forward. Her hips thudded against the back of the couch, causing her breasts to swing wildly. The next few landed with similar force, causing screams of pain and sorrow to leap from her mouth. Wildly she swung her hips, trying to avoid the lashing, not realizing that her wildly gyrating hips only offered a much more lewd view to his discerning eye. He kept up a constant chatter. “I know you, young lady. I know girls like you. Showing yourself. Exposing your private parts to others. Nasty girls. Naughty. Sluts! They want something, oh yes. What is it they want Lynn?” The punishment stopped. Silence reigned. Lynn just sobbed – not answering, not knowing what to say.

“Very well young lady. Let’s get one thing straight.” His fingers slid quickly up her exposed wet slit. ” You have a nasty mind. We can both see that, cant we? He held his fingers to her lips – rubbing her own juiced into her mouth. “You will learn your place. You will tell me what kind of girl you are. We will be here until we do, understand?” “Yes sir” she sobbed, and hung her head.

He began the punishment again, striking her low on the bottom of her fleshy ass, the belt slick in the juices her body was excreting. There was no escape for her. If she flung herself away, the belt found her thighs, if she held still, it struck her hard and fast until she screamed again and began to wildly jerk away. The Prof. watched it all with extreme enjoyment. Her flesh warmed, brightened, and reddened under his attentions. Despite her pain, her clitoris grew larger, slid further out of its pink hood and peeked out for attention. When the belt would strike square across her backside, it would glide painfully over her exposed clit. He watched her as, despite her fear, she would thrust herself back into the strike – unconsciously try harder to rub her aching pussy on the fast moving belt.

“Your pussy betrays you miss. I see that your naughty fuck juices are still flowing.” He bent over, and blew cold air over her wide-open pulsing flower. She groaned – in ecstasy. Thrusting her self backward, she managed to actually make contact with his face. He surprised himself by the desire to lean further, to lick her clean. For a moment he felt some guilt. But, it was his duty to lead these young ladies. To punish them when they misbehaved. To show them the right path. How he did that, and what they did for him to achieve that path of rightness was his own guilty secret. He licked his lips, tasting her sweet flesh, and felt his before ignored hard on twitch inside his pants. With an inward groan, he stood up quickly, and brought the belt to bear a fast, hard strike directly on her naughty pussy. She screamed! Struggling to sit up, she sobbed and tried to close her legs, but he was there quickly. Pushing her back over, he held her breasts by the nipples. “You will NOT sit up. Do I have to make you stay?” – So saying he ground his cock into her backside, laying himself on her body, forcing her down, grasping her pink nipples and pulling hard until she screamed. “Do NOT get up. You will stay here until I move you.” He then knelt next to her, and with one hand holding her down by her nipples, he proceeded to spank her with his very hard hand.

Her body was now hot, moist with sweat, and flushed with fear and desire. Each movement of his body brought his hardness to rub on her leg. She felt herself swimming in a sea of desire and confusion. She wanted him to touch her. She wanted him to stop. She had stopped listening to him long ago, focused only on the sensations of pain and pleasure rushing through her. She felt him stop paddling her, and begin to gently rub her bottom. He asked her “Lynn, tell me – what kind of girl are you? You know the pain will stop if you answer.”

With a deep groan, and a sobbing breath, she answered “I am a slut sir. Oh please – I am a slut. I desire fucking. I am a nasty, naughty, horribly horny bad girl and I deserve my punishment – oh please sir I desire fucking!” as she screamed this last word out, his fingers sought out her clit. He desired to elicit more confessions from her.

“Yes my young lady, tell me. Tell your Headmaster all your naughty secrets”. And with every stroke of her tiny little nub, she confessed all her dark desires. How she enjoyed flirting with the teachers until they showed their hard ons. How she had touched herself many times in class, bringing on wonderful sensations. He slipped his fingers inside her tight hole, twisting her nipples now, tighter, more tender, leaning into her, whispering in her ear. “Yes, tell me more.”

“I watched the girls shower, and it makes me feel all wet. I slip my fingers inside myself and make myself cum.” He continued to pump his two fingers into her, making her quiver and shake.” I let a boy lick my pussy once, but when he did I imagined my best friend Tina doing it. I think of her often when I stroke my self’.
He was almost amused by this – Tina was one of his other ‘naughty girls’.

She went on. ” I wanted to come here, Sir. I wanted to see you. I thought I could flirt with you and get out of my punishment.” His fingers slipped faster inside, his thumb slowly flicking her clit over and over. Her gasps became pants, her sobs now sobs of extacy. “I thought to tease you, even please you if you desired, to make you let me go. Oh sir, I am a slut who deserves only your punishment!” She arched her back, thrusting herself repetitively onto his hand, bringing herself close to the moment of orgasm when – he stopped. He hands disappeared from her body.

Lynn hung limp, sobbing in denied exctacy. Why, oh why did he stop? She answered his questions, she obeyed. Gently, he stroked her head, and she looked up. “Come young Lynn. You have been punished enough.” He untied her, and brought her bare raw bottom to sit on his lap. His pants were corduroy, rough on her tender bottom. She could feel his hard desire under her lap, and wiggled herself against him in an attempt to bring herself to orgasm. He ignored her attempts, clasped her legs together under his arm, and wrapped his arms around her, hugging her tight. She gave herself into the pain, the sorrow, and clung to him, sobbing outright now, bare breasts just under his chin, his hot breath on her flesh.

The professor’s mind was spinning. He thought he was doing the right thing. He felt he had fulfilled the punishment. And yet – here was this exciting and enticing young thing, bare breasts under his lips, naked bare bottom under his hands, and he wanted her! He felt his lips drawn down, in small kisses tenderly pressing them against her bosom, whispering words of forgiveness. He found her nipple, and licked it softly, secretly, hoping against all hope that she was too lost in her own sadness to notice. He began to nussle and suckle her breast, the tender flesh warm and firm in his mouth.

His hands, secretively, began to kneed her tender bottom, squeezing and moulding her flesh between his hot fingers. Dimly, through his haze of passion, he realized that she had stopped sobbing, and was now pressing her fingers against the back of his head, pulling him further into her tender chest. Lost, he chewed on her, suckling and biting and moaning deep into his throat, ravaging her tender breasts almost animalistically.
His lust overcame him, and he lifted her up, spread her legs, and planted her again firmly on his hardening cock. His vision, his mouth, was full of young flesh. His ears heard nothing but her moans and squealing of pleasure. His hands pushed her harder, ground her into his rough pants, rubbed her soaking wet pussy all over his cloth covered dick. His fingers found their way inside her again, from behind his hands slipped inside her tiny wet pussy, plummeting deep into her, knuckle deep with two fingers. The other hand slid endlessly over her slit, from clit to her tiny rosebud of an ass. He couldn’t stop chewing, sucking, nuzzling her breasts, and he felt her whole body begin to tense up. She began to moan deep inside her throat, bouncing on his lap, impaling herself on his fingers. With one misguided bounce, his wandering finger slipped deeply inside her virgin ass – and with a shocked cry of excitement and pain, she began to cum. Sobbing out looud, she barely heard herself “I am your slut, I am your naughty girl. I am yours – fuck me, fuck me, punish me, I am your slut – ah fuck me!” The last was screamed out, so loud, her voice cracked with the power of it. Shuddering, she sunk down onto his lap, shaking with aftershocks of her release.

The professor began to come to his senses. Oh my god! What have I…his guilt stopped him. HE didn’t do anything. SHE did. Pushing her off his lap, he scowled at her. “You nasty little girl. Look what you did to me”. With that, he did what he had secretly desired to do all along, but could never admit to himself. He unzipped his pants, and drew out his engorged purple head. The knowledge that her young eyes were gazing on his manly cock brought precum to drip from the tip. “Look at this. You slut. Look what you do to me! Is this what you wanted?’ He grabbed her hand, forced it around his cock. She gasped – never having seen a man so huge before. “Look what you did to me- what are you going to do about this?” Secretly he enjoyed the fear he re-instilled in her. But then, she looked at his face and he seemed to be almost in pain.

“Sir, does it hurt? Do you – would you like me to kiss it? What is wrong? How do I make it stop hurting?” The innocence on her face drove him wild. She wanted to make it feel better! Kiss his boo-boo. Overwhelmed with guilt and lust, he stated – “Yes. Young sluts like you need to make the pain go away. Come here child and I will show you how.”

Grabbing her head firmly, he guided her sensual mouth over the aching head of his cock. The sensation of her tight little mouth, and flicking little tongue was sensational! He watched, full of lust and amazement, as her sweet little mouth licked and sucked his huge organ. Slowly, she slurped it into her throat, noisily sucking and sloppily lapping at his firm shaft until the whole thing was slippery like her pussy. With that thought, he decided that this little dick sucker wasn’t going to get him off so easy. He wanted her. Despite the taboo, he wanted to fuck her tight little pussy. Watching her, the flush of her face and the desire to please in her eyes, he felt a tenderness and lust he had never felt. He wanted to please her – punish her – own her.

Gently lifting her head up, he brought her to his face and placed the first, gentle kiss on her mouth. “Come up here young Lynn”, he said. Guiding her, he drew her up onto his lap again, just as he had taken her before, only now his rough trousers were gone. Rubbing her still moist slit, he gently guided the head of his cock to the small, tender hole of her pussy. “This may hurt’ he stated through gritted teeth. She looked him in his eyes, lust overwhelming her, and shocked him by answering “Fuck me Sir. I am your slut.” It was all too much for him.

He grabbed her by the hips, and thundered into her. She moaned out loud, grinding herself into his lap, rubbing her full breasts against his face. Once again, he had her lucious tits in his mouth, her ass firmly grasped in his hands, only this time his pole was buried deeply inside her velvety hot glove. She began to ride him, sliding slowly up and down his pole. His lips and teeth chewed mercilessly on her nipples, and he found himself again slipping one finger deeply into her tight bottom. She began to scream, deep horse cry’s of passion – riding him and his finger faster and faster, over and over thrusting herself down, her clit smashing itself against his pelvic bone, the head of his cock pounding itself against her cervix.

It was all more than he could take. With a deep guttural cry of his own, he began to thrust back – pushing her to the very extreme of pleasure. With one last cry, she began to orgasm, her pussy walls clenching and sucking him until his cock could take no more, and began to spray the inside of her sweet love tunnel with what felt like gallons of his hot cum.

They rode out the pleasure, until there was no more life in either of them. She clung to him, wet tangled hair slick against her face, her swollen lips lightly kissing his lips in tender afterglow.

As he held her, he whispered to her “You are my good girl now Lynn. You are a very good girl.”