"You can go in now, Tim," the school secretary said with a knowing smile that made his stomach churn. The heavy oak door to Headmistress Katharine's office loomed before him like a gateway to the unknown. He took a deep breath, his heart racing, and pushed it open.

Headmistress Katharine sat behind her large, gleaming desk, her dark eyes piercing him from the shadows cast by the stern look on her face. She was dressed in a sharp black business suit, the kind that screamed authority and power, and her heels clicked against the marble floor as she stood up to greet him. Tim felt a strange mix of fear and arousal, his eyes involuntarily darting down to her feet. He had heard whispers about her, the way she could make boys squirm with a single look.

"Ah, Timothy," she said, her voice smooth as velvet. "I've had quite the interesting report about you." She gestured for him to sit in the chair opposite her. He did, his knees knocking together, and she took her seat again, crossing one leg over the other, her stockinged foot just a few inches from his trembling hand. "It seems you've been causing quite the distraction among your female peers."

Tim felt his cheeks flush as he tried to avert his gaze from her foot, now resting so temptingly close. "I-I don't know what you're talking about, Headmistress," he stuttered.

Katharine leaned forward, her eyes never leaving his. "Don't lie to me, Timothy," she said firmly. "I have a list of complaints from several young ladies about your...let's say, 'observing' habits."

Tim's throat went dry as he tried to think of an excuse, his eyes flicking to the floor. He could feel the heat radiating from her foot, and the smell of her expensive perfume filled the air. It was intoxicating, and he was finding it hard to concentrate.

"Look at me when I'm speaking to you," Katharine ordered, her voice stern but with a hint of amusement. Tim forced his eyes up, his heart racing as he met her gaze. "Now, tell me, have you ever had any...experience with the female body?"

He felt his face burn even hotter. "No, Headmistress," he replied, his voice barely above a whisper.

Her smile grew wider. "Ah, I see," she said, leaning back in her chair, the leather creaking slightly. "So, it's all just curiosity then?" She uncrossed and recrossed her legs, the silky fabric of her stockings whispering against each other as she did so. Tim's eyes were drawn to the sight of her toes, perfectly painted a shade of red that matched her lipstick.

"W-well," he stuttered, "I-I wouldn't say it's all curiosity..."

Her smile grew. "Ah, so there's more to it than that?" she said, leaning in slightly. "Tell me, Timothy, what is it about the female body that intrigues you so?"

Tim swallowed hard, trying to keep his eyes on hers and not the delicious sight of her toes. "I...I just like looking at them," he admitted. "They're...beautiful."

Katharine's smile grew even wider, and she leaned back in her chair, crossing her arms over her ample chest. "Beautiful, you say?" she mused. "And what do you do when you look at them?"

Tim's eyes darted down to her feet again, and he felt a knot form in his stomach. "I just...look," he managed, his voice cracking slightly.

The headmistress's expression turned thoughtful. "Looking can be quite harmless, Timothy," she said, her tone softer. "But when it becomes a distraction to others, it's a problem. Tell me, have you ever had any thoughts...any desires that you feel you shouldn't have?"

Tim's mind raced as he tried to think of a way to answer without revealing his secret fetish. His eyes kept straying to her stockinged feet, and he felt his cock begin to swell in his pants. He shifted uncomfortably in his chair, trying to hide his growing arousal.

Katharine's gaze sharpened, noticing his movements. "Is there something you'd like to share with me, Timothy?" she asked, her voice dropping an octave. "You seem quite...affected by our conversation."

Tim's eyes darted up to hers, desperation in his voice. "N-no, Headmistress. I just...I'm not feeling well."

Katharine leaned back in her chair, a knowing look in her eyes. "Well, let's get to the bottom of this," she said, her tone firm yet oddly comforting. "Tell me, Timothy, do you have any...particular preferences when it comes to the female form?"

Tim felt his heart pounding in his chest, his eyes flicking down to her heels and back up to her face. "I-I don't know what you mean," he stammered, his voice shaking.

Katharine's smile grew into a knowing grin. "Let's not play games, Timothy," she said, leaning forward and placing her feet on the desk. "You can't hide from me."

Tim's eyes widened as he stared at her stocking-covered feet, his heart racing even faster. He could feel his cock straining against the fabric of his pants, and the heat was becoming unbearable.

"I'm going to ask you again," Katharine said, her voice like a purr. "What do you find so fascinating about the female body?"

Tim's breath was shallow, his eyes glued to her feet. He felt a bead of sweat roll down his forehead. "I... I like their feet," he finally admitted, his voice barely audible.

Katharine's smile grew wider, and she leaned back in her chair, a look of satisfaction on her face. "Ah, I thought so," she said, her eyes gleaming. "Fetishes can be quite...interesting." She swiveled her chair slightly, so that one foot remained on the desk, while the other hovered over the edge. "Tell me, Timothy, have you ever been with a girl?"

Tim felt his face redden even further. "N-no, Headmistress," he stuttered.

Katharine's smile softened, her eyes gleaming with a newfound understanding. "It's okay, Timothy," she said soothingly. "There's nothing wrong with having...unique interests. But we must learn to control them, don't you think?"

Tim nodded, unable to tear his gaze away from her dangling foot. He felt a strange mix of relief and excitement at her acceptance of his fetish, but he knew he was far from off the hook.

"Now, let's see if we can't help you manage this...interest of yours," Katharine said, her voice low and commanding. She swiveled her chair slightly so that both her feet were now resting on the desk, directly in front of him. "Look at them, Timothy," she ordered, her tone leaving no room for argument. "Tell me what you're thinking."

Tim could feel his heart hammering in his chest as he obeyed, his eyes drawn to the delicate arches and the way the nylon of her stockings clung to the contours of her feet. He tried to speak, but his voice caught in his throat. The scent of her perfume grew stronger, mingling with the faint aroma of her leather heels.

"I can see your little problem growing, Timothy," Katharine said with a smirk, her eyes never leaving his. "It seems my feet are quite...stimulating for you."

Tim's face burned with embarrassment as he stared at the headmistress's feet. He felt the fabric of his trousers stretch against his erection, and he squirmed in his chair, trying to adjust himself discreetly.

"Take it out," Katharine said, her voice firm and unyielding. "I need to see what we're dealing with here."

Tim's eyes shot up to hers in shock, his cheeks burning. "H-headmistress," he stuttered, "I-I can't just..."

Katharine raised an eyebrow, her foot still hovering over the edge of the desk. "I'm not asking, Timothy," she said calmly. "I'm telling you to take it out. I need to make sure you understand the consequences of your actions."

Tim's hands trembled as he reached for the zipper of his pants. He felt like he was in a trance, unable to resist her command. As he pulled out his hard, throbbing cock, the headmistress leaned back in her chair, her expression one of cool assessment. She tapped her foot impatiently, the sound echoing through the silent room.

"Very good," she said, her eyes never leaving his erection. "Now, tell me, Timothy, have you ever had an...accident before?"

Tim felt his cheeks burn even hotter. "An accident?"

"Yes," Katharine said, her tone still calm and measured. "An...unexpected release, shall we say, in the presence of the female students?"

Tim felt his face flushing even deeper, and he nodded, his voice barely above a whisper. "Once...I-I couldn't control it."

Katharine nodded, her foot still resting on the edge of the desk, teasingly close to his cock. "I see," she said, her voice filled with a strange mix of authority and empathy. "That's what I thought. You see, Timothy, I've had to deal with boys like you before."

Her words sent a shiver down his spine, and he felt his cock throb in his hand. She leaned forward, her eyes never leaving his, and he couldn't help but feel a strange thrill at being the object of her scrutiny. "But don't worry," she continued, her tone soothing. "I have a way of helping young men like you. It's quite effective, I assure you."

Without another word, Katharine reached down and slid off her heels. The sound of it hitting the floor was like a gunshot in the silence of the room, and Tim's eyes shot down to her bare feet. It was perfect, the nylon of her stocking stretching tightly over her toes, the arch high and elegant. She reached out and placed one foot on his crotch, the coldness of her skin making him gasp. "But first," she said, her voice low and seductive, "I need to make sure that my methods will work on you."

Tim's eyes widened as she leaned forward, bringing her other foot up to his face. "Sniff," she ordered, and he had no choice but to comply, his nose pressing against the slightly damp sole of her stocking. The smell of her feet was intoxicating, a mix of leather and sweat that made his cock throb even more. He heard the rustle of her stockings as she began to rub her other foot along the length of his erection, her toes teasing the sensitive skin.

He couldn't believe what was happening, but his body was responding in ways he had only dreamed of. He felt a bead of precum form at the tip of his cock, and he knew he wouldn't last much longer. Katharine's foot glided over him, her toes expertly applying just the right amount of pressure to drive him wild. His breath was coming in ragged gasps as he inhaled the scent of her feet, his heart racing out of control.

"Ah, I see we're getting somewhere," she said, her voice filled with a smug satisfaction that only made him harder. "Now, Timothy, tell me, does that feel good?"

Her stockinged toes traced the outline of his cock, sending waves of pleasure through him. He nodded, unable to speak, his eyes still glued to her other foot.

"Good boy," she purred, and then she began to move her foot in slow, deliberate circles, her toes lightly grazing the sensitive skin of his shaft. Tim could feel the pressure building, his breath coming in short, ragged gasps. He tried to hold back, but it was no use. With a strangled moan, he felt his climax build and then explode, spurting hot cum onto her foot.

Katharine leaned back in her chair, watching him with a satisfied smile. "As I thought," she said, her tone amused. "Now, let's see how well you've learned your lesson."

Tim felt his body go rigid with mortification as he watched his own cum slowly spread over her stockinged foot. He had never been so embarrassed in his life, but at the same time, the humiliation was strangely...exciting.

"Lick it up," Katharine ordered, her voice cold and unwavering. She lifted her foot from his crotch, and he felt the loss of her touch like a punch to the gut. He leaned forward, his eyes watering, and took her foot in his hands, his tongue tentatively reaching out to lick away the sticky mess. The taste was surprisingly sweet, and he found himself getting more and more into it, his tongue lapping at her toes and the arch of her foot with an eagerness that shocked even him.

As he cleaned her, he could feel her watching him, the tension in the room thickening. When he was done, she placed her foot back down on the desk, and he sat back, panting, his cock still half-hard in his hand.

"Good boy," she said, her voice dripping with condescension. "Now, Timothy, I'm going to give you a little something to help you manage your...impulses." She opened a drawer and pulled out a small, metallic device. "This," she said, holding up a cock cage, "is what we'll be using from now on."

Tim's eyes widened in horror as he stared at the contraption. It was a shiny, metal cage that looked like it would clamp around his genitals with tiny, sharp pins on the inside. "What is that?" he asked, his voice trembling.

"This, Timothy," Katharine said with a smile, "is your new best friend." She leaned forward, placing the cage on the desk between them. "It's a little device that will ensure you don't have any more...accidents. You'll wear it at all times, and you'll only be allowed to remove it when you're ready to...control yourself."

Tim's eyes were glued to the contraption, his heart racing as he tried to imagine what it would feel like. "But Headmistress," he protested, his voice shaking, "I don't think I can..."

Katharine's smile never wavered. "You'll get used to it," she assured him. "In fact, I'm quite certain of it." She leaned forward, her eyes gleaming with a mix of amusement and authority. "Now, let's see if it fits," she said, reaching out to take his still semi-hard cock in her hand.

Tim gasped as she began to guide it into the cage, the cold metal sending shivers down his spine. She was surprisingly gentle, given the power she had over him in this moment. The cage closed around his cock and balls with a metallic click, the small pins on the inside poking him uncomfortably. He winced, but she paid no heed to his discomfort.

"Now," Katharine said, her eyes gleaming with excitement, "this little gadget will keep you in check, won't it?" She held up the key on a golden chain, her fingers playing with it teasingly. "You'll report to me every day after school, and we'll work on your...self-control."

Tim couldn't believe what was happening. He was sitting in the headmistress's office with a cock cage on, feeling both humiliated and oddly turned on. The metal was cold and tight, the pins digging into his sensitive skin with every movement. He nodded, unable to find the words to protest.

"Good," Katharine said, her smile wicked. "Now, I want you to understand that this is for your own good. You're going to learn to control those urges of yours." She leaned back in her chair, the leather creaking under her weight. "Now, off you go, Timothy. I expect you back here tomorrow, same time. Don't forget, no more looking unless it's at my feet."

Tim nodded, his eyes still glued to the cage that now encased his manhood, feeling a strange mix of fear and arousal. He tucked himself back into his pants and zipped up, his cock still half-hard. He couldn't believe he was actually going to wear this all day, let alone go back to her office tomorrow.

As he stood to leave, Katharine leaned back in her chair, her stockinged feet still on the desk. "Remember, Timothy," she said, her voice like honey, "every time you get hard, it's going to hurt. That's the price you pay for indulging in your little...hobby."

Tim nodded, unable to tear his gaze away from the sight of her feet. He could feel the cage around his cock and balls, a constant reminder of her control over him. The metal was cold and unforgiving, the pins inside poised to deliver pain with every errant thought.

"Yes, Headmistress," he murmured, his voice barely above a whisper. He couldn't believe he was actually going to do this, to submit to her in this way, but the humiliation was oddly thrilling.

The next day, Tim found himself back in the headmistress's office, his heart racing as he knocked on the door. The same knowing smile played on the secretary's lips as she waved him in, and he couldn't help but wonder how many other boys had been through this.

He took his seat in the chair opposite Katharine, feeling the cold metal of the cage pressing against him with every movement. She looked up from her paperwork, her eyes gleaming as she took in the sight of him. "Ah, Timothy," she said, her voice like silk. "Back for another session?"

Tim nodded, his cheeks flushing. "Y-yes, Headmistress."

Katharine's smile grew. "Good boy," she said, her voice filled with a warmth that was surprisingly comforting. "Now, I have some work to do, so I'd like you to get under my desk."

Tim's heart skipped a beat at the command, but he did as he was told, his knees hitting the plush carpet with a soft thud. He watched as she kicked off her heels, her stockinged feet coming into view as they settled on the floor. The scent of her feet filled the air, and he felt a strange sense of excitement building in his chest.

He watched as Katharines stockinged feet now both rested on the floor. He could feel his heart racing as she leaned back in her chair, the wheels squeaking slightly.

"Now, Timothy," she said, her tone firm but not unkind, "I want you to get on your back, right here under the desk."

Tim's heart raced as he complied, his back hitting the floor with a soft thump. He stared up at the wooden underside of the desk, feeling the coolness of the metal cage pressing against his sensitive skin.

"Good boy," Katharine murmured, and he felt the warmth of her stockinged feet as they settled onto his face. The scent of her perfume was stronger now, mingling with the faint smell of leather and sweat from her shoes. He took a deep breath, feeling the soft fabric of her stockings against his cheeks, and he couldn't help but feel a strange sense of comfort.

But that comfort was short-lived as the pain from the cage grew. The metal was unforgiving, pressing against his swollen cock with every twitch and throb. He tried to keep still, knowing that any movement would only make it worse, but it was like trying to hold back a sneeze. He bit his lip, his eyes watering as he squirmed beneath her feet.

Katharine noticed his struggle immediately, her eyes narrowing as she watched him squirm. "What's the matter, Timothy?" she asked, her voice a mix of annoyance and amusement.

Tim gritted his teeth, trying to keep his voice steady. "The...the cage, Headmistress," he managed to get out, his cheeks burning. "It's...it's hurting me."

Katharine's expression darkened, and she leaned forward, her feet still firmly planted on his face. "Keep still, Timothy," she ordered, her voice like a whip crack. "I have important calls to make, and I expect you to be quiet."

Tim nodded, trying his best to remain motionless, but the pain from the cage was unbearable. His cock was already starting to swell, and the pins inside were poking him with every pulse of blood. He couldn't help but whimper, the sound muffled by her stockinged soles.

Katharine sighed heavily, the sound echoing through the room. "Timothy, I told you to be still," she snapped, her voice like a whip. "I have work to do, and your discomfort is not my priority."

Tim tried his best to control his movements, his face contorted in a silent scream as the cage dug into his flesh with every beat of his pulse. The fabric of her stockings was soft against his cheeks, but the pain was too intense to find any comfort in it.

Katharine's eyes narrowed as she watched him, her irritation growing with every sound he made. "If you can't handle this, Timothy," she warned, "then perhaps you need a more...persistent reminder."

The next few moments were a blur for Tim as he felt something cold and metallic clamp down on his already sensitive cock. He yelped in pain, his hips bucking against the floor. The cage had tightened around him, the pins inside now pressing in with a ferocity that brought tears to his eyes.

"Shh," Katharine admonished, her voice a strange mix of sternness and amusement. "You're just going to have to get used to it, Timothy."

Tim whimpered beneath her, his eyes squeezed shut as the pain from the tightened cage radiated through his body. Each breath he took was a silent scream, and each second felt like an eternity. He could feel the wetness of his own tears soaking the fabric of his shirt.

In the weeks that followed, Tim found himself back in that same position, day after day. The pain was unbearable, but he had no choice but to endure it. Katharine's voice was his constant companion, her instructions and taunts echoing in his mind as he lay there, her feet resting on his face. He learned quickly to suppress his moans, fearful of incurring her wrath.

As the days turned into weeks, and the weeks into months, Tim's body grew accustomed to the pain. The cage was a permanent fixture in his life, a constant reminder of his submission to the headmistress. The pain had become a strange sort of comfort, a masochistic symphony that played out each day beneath her desk.

After graduation, Tim was offered the job of a janitor at the school, a position that kept him close to Katharine. It was a role he accepted with a strange mix of dread and anticipation. Every day, he would clean her office, his eyes always drawn to the spot under her desk where he had suffered so much.

Years passed, and the ritual never changed. The cage remained a constant presence, a symbol of his submission to her will. It had become a part of him, a twisted source of comfort in the pain it brought. And as he grew more accustomed to the humiliation, he found himself looking forward to her daily visits, the feel of her stockinged feet pressing down on his face as she worked.

But one day, everything changed. Headmistress Katharine called him into her office, her expression unreadable. "Timothy," she said, her voice softer than he had ever heard it. "My time here is coming to an end. I've decided to pass on the reins to someone else."

Tim's heart sank as he looked up at her, fearing what this might mean for their daily ritual. He had grown to crave the painful pleasure she brought him, the power she wielded over him.

"But Headmistress," he stammered, his eyes pleading. "What about me?"

Katharine leaned back in her chair, a knowing smile playing on her lips. "Don't worry, Timothy," she said. "Your...treatment will continue. I've chosen my successor very carefully." She gestured to the door, and it swung open to reveal a young, blonde woman dressed in a similar, though slightly less severe, business suit.

Tim's eyes widened as he recognized the new headmistress. It was Susanne Hartfield, a woman who was just a few classes behind him when he was still a student. He had always admired her from afar, especially her petite, delicate feet that she often showcased in elegant, high-heeled shoes. Now, she was standing in front of him, a wicked smile playing on her lips as she took in his predicament.

"Susanne," he stuttered, his face burning with embarrassment.

"Miss Hartfield," she corrected him with a smug smile. "And don't bother getting up. I know what Katharine had you doing here." She sauntered closer, her high heels clicking against the floor. Tim could feel his heart racing in his chest as she leaned down, her fingers tracing the metal cage that had become a second skin to him.

"You see, Timothy," she said, her voice a silky purr, "I have my own methods of keeping boys like you in line." She lifted one slender leg and placed her bare foot on the edge of the desk, toes wiggling before his eyes. "I don't bother with stockings. I find them so...confining."

Tim stared at her bare foot, the smooth skin and perfectly manicured toes taunting him. "Miss Hartfield," he began, his voice quaking, "I-I don't think I can..."

Susanne chuckled, a sound that sent a shiver down his spine. "You'll do as you're told, Timothy," she said, her voice firm but laced with a hint of playfulness. "Katharine has taught you well. You know the drill."

Tim nodded, his eyes never leaving Susanne's foot. The anticipation was almost too much to bear, and he could feel his cock stirring again, the pins in the cage biting into his flesh. She leaned in closer, her foot dangling just out of reach. "Now, let's see if you can handle a new pair of feet," she said, her eyes sparkling with mischief.

The months that followed were a blur of pain and humiliation. Susanne had indeed taken over Katharine's methods, but she had also added her own twists to the torment. Tim found himself being shared among the young, female teachers of the school, each eager to take part in his 'treatment'. They would watch him with amusement as he lay under their desks, their feet on his face, the metal cage a constant reminder of his place.