The High Dick in the Dick Castle Pt. 01

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Boy meets girl and then gets fucked in the ass.
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Author's note: This story contains some pretty graphic nonconsent, humiliation, and futa on male. If it's not your thing please don't read it. If I ever get around to finishing up the continuation of this it'll become consensual, so look forward to that I guess. All characters are 18+, any resemblance to actual persons living or dead or actual events are purely coincidental, etc.

The Highest Dick in the Dick Castle: The Classic Hugo Award Winning Novel of a Conquered Protag

By Dick D. Dick

Of course it had to be him that drew the short straw. He thought that this was a job more fitting for the janitor or the student council, or at least somebody that wasn't him. He certainly didn't understand how the job had been sloughed off onto the seniors.

He couldn't wait for next month when the job would be given to someone else in his grade. After that he'd finally be able to enjoy his senior year in relative peace, with no contrived chores thrust upon him by the school.

Having to stay after school hours to check the rooms around the gymnasium for anything that needed to be cleaned up or anything left in lockers or on desks? No matter how he looked at it, it sucked.

He longingly looked out of one of the gym's side doors that was glowing with light from the afternoon sun. It had been an hour and he was nearly done, but he couldn't run out that door and flee to his freedom just yet.

He only had the changing room left to check over, and then he could go home. He went in and started checking the lockers, making sure they were all empty. Then he moved on to the corner of the room which was home to the sinks, showers, toilets, and urinals, looking for spills or debris when- Wait a minute, where were the urinals?

He stopped, lost in thought. He could have sworn there were urinals in this room. Did they remove them at some point without him knowing? He took another look around the room. Actually, something did seem strange. It was almost as if everything was on the opposite side of the room to where it was supposed to be. The realization struck him. This was the girls' change room.

This was rather embarrassing. He definitely hoped that nobody saw him go in or would see him going out. He just had to make his way out and...

He nearly jumped out of his skin when somebody started opening the door. He stopped in his tracks and held his breath. He desperately prayed that nobody was actually coming into the room, that it was just the wind or something, but his spirit sank as a girl stepped through the doorway, letting the door close behind her.

Black hair in a loose braid. Clad in the school's uniform of a white blouse and a dark blue pleated skirt. Large, perky breasts. Wide hips, but a slender waist. Smooth and pale skin. Long white socks that obscured shapely legs that stood in brown loafers. Piercing blue eyes. He recognized who the girl was.

It was Rebecca, one of the more popular girls in the school, and a fellow senior.

All the boys knew who she was, mostly because of her status as one of the early sprouters. She had quickly developed DD cup breasts before most of the other girls had even started wearing bras, and had developed a woman's curves before even entering high school. Since then just about everyone he knew had developed a crush on her at some point in time.

However, to the great annoyance of the senior boys (including himself), they never got to see her curves in action. From what he could tell, Rebecca had some kind of serious medical condition that meant she was always except from all manners of things, from physical activity to field trips.

Few of the boys ever interacted with her. As a teenage boy, being near her was petrifying for one, but she also just didn't seem to be very friendly. Even among the cliques that swirled around her, it was likely that she was only popular because the other girls were quite envious of the amount of attention she received.

He opened his mouth to speak, but stopped when Rebecca seemed to double check that the door was closed before curiously shuffling her hips, as if she was trying to fix underwear that had wedged between her buttocks without using her hands. It was certainly interesting, but he was more concerned with hoping that she didn't notice his presence than whatever strange things the girl did when she thought she was alone.

His eyes did widen, however, when she halted her awkward dance and proceeded to hike up her skirt. He averted his eyes reflexively, but he couldn't help but be conscious of the fact that she was removing her panties. Even if he tried to speak up now, he doubted he'd even be able to get a coherent word out.

She crouched down, brought her underwear over one of her loafers, then the other, and then stood up. He looked back and watched her as she crumpled up her panties (light blue, he couldn't help but note) and stuffed them into the breast pocket of her blouse. Then she locked eyes with him.

Uh-oh.

"What the fuck do you think you're doing here?" she asked. He was shocked by how cold and hostile her tone was. He'd been in classes with her before, but he'd never heard her talk like that.

"I-It was an accident!" he said, louder than he intended. "I got mixed up and came in here, and I was just leaving when you came in."

"Really?" Rebecca paused and scrunched her eyebrows. Cute, but still scary. "And what did you see?"

"What do you mean?" he asked, bewildered. "I didn't see anything."

"Does anybody else know you're here?"

"No!" he exclaimed, and then calmed himself. "No, nobody does. Only you."

"Is that so..." Her voice trailed off. Then she turned and locked the door.

"I wonder what would happen if I went running and screaming out that door, straight to a teacher or the janitor, and told them that you tried to tear my clothes off?"

"W-what? You can't do that!"

She raised an eyebrow and started crossing the room towards him. "Why not?"

"Because I haven't done anything!"

"So? Who are they going to believe? You, the pervert in the girl's change room," her face turned to a mock expression of sadness, "or the crying vulnerable schoolgirl?"

She was coming closer and closer, and didn't show any signs of stopping. He didn't want to do anything that might implicate him in this, so he started backing up, retreating.

His back found the wall of lockers. "What- What do you want?"

Rebecca kept advancing until her face was just inches from his. She wasn't exactly physically intimidating, since she only came up to about his eye level in height, and she was just a girl after all. Still, having a girl invade his personal space - one of the most attractive and popular girls in the school no less - had his heart racing. "Hmm... What do I want?" She gave a mischievous grin. "Are you a virgin? You seem like a virgin."

"What?" he asked, shocked. He had never spoken directly to this girl before, and now she was asking him personal questions? Not just any questions either, but ones about his sex life?

Her voice went cold again and she poked a finger into his chest. "Answer me."

He cursed himself internally. This was not the place to pop a boner, and yet he was doing it anyways.

"Y-yes, I am," he said, quietly.

"Well, what I want," she said, her voice sweet again, "is to see what this virgin's dick looks like."

"W-what!?" He couldn't believe what he just heard. "My dick?"

"What are you, stupid?" She scrunched her face. "Your cock, your prick, your willie."

Her voice dropped to a husky whisper. "Let me see it." Then she pulled away from him.

There was something seriously wrong with this girl, but he decided that he should do what he was told. "Okay," he said, and his hands dropped to his belt. He undid the buckle, then the button on his jeans, and then the fly.

Rebecca was watching intently as he worked.

He looked up at her as he hooked his thumbs into his pants and boxers, and then he slid them down.

His penis popped out, standing at attention between them, bobbing with his heartbeat. He'd never been so hard. He nearly jumped out of his skin when Rebecca stooped down and grabbed it between her thumb and forefinger.

The first time a girl had touched his penis...

Rebecca pointed him in all different angles, seemingly inspecting his erection. Then she giggled and gave it a quick stroke. "Wow, it's cute!"

"Cute?" he asked, his pride wounded.

"Yeah," she nodded, "It's more like a kid's dick isn't it?"

A kid's dick? He'd measured before, and he was only slightly shorter than six inches in length. Surely that wasn't that small.

"It's not..."

Rebecca smiled and stood up. "With a dick like that, maybe you really do belong in the girl's change room." She giggled and lifted the hem of her skirt with both hands, thrusting her hips forward. "Look! I'm not even hard and I'm bigger than that."

"What-" he started, but the words caught in his throat. Nestled between Rebecca's pale thighs rested a flaccid penis. A big, smooth, uncut penis.

His eyes widened with the realization, and he couldn't tear his vision away from Rebecca's cock. He saw how the foreskin only covered two thirds of her head, and how her crown made a prominent ridge all the way around. Like the rest of her, its skin was pale and almost silken in appearance. Behind her sleeping cock her testicles hung low, each of them larger than a golf ball.

True to her word, her soft member really was bigger than his. She looked to be nearly twice as thick as him, and she was longer by about a half inch than he was fully erect.

"This is what a real man's dick looks like." Rebecca dropped her skirt and shrugged. "Honestly there's just no comparison."

The situation was nearly too much to take in, but he gathered his wits enough to pull his pants up to cover himself, and he began to fumble at the zipper.

Rebecca tilted her head. "What are you doing?"

"I showed you my..." He paused, face burning. "I did what you wanted," he replied, shakily, "so I can go now, right?"

She shook her head. "No, no, no. As an apology for showing me that pathetic excuse of a penis, you're going to suck my cock." She smirked, "Unless, of course, you want everyone to know you've got a baby dick as well as that you're a pervert freak."

The blood drained from his face. Did she just say...? "What!? I won't!"

"Okay!" She turned on her heel and began for the door. "I'll be going to tell everyone now," she said in a cheerful tone.

He opened his mouth, but no words came as she walked to the door. This was insane! He had to do something, but that...?

Rebecca was reaching for the lock when he found his voice.

"Wait! Please... wait." He took a deep but wavering breath. "I'll do it."

She stopped. "Is that so?"

Rebecca turned around again and approached him, smiling. She kept coming until she was uncomfortably close- then in a sing-song voice, "No backsies!"

He stood there looking at her for a long moment until she crossed her arms and broke the silence. Her tone was cold again, "So? What are you waiting for?"

He blinked. He was waiting for the moment where people would burst into the room and tell him it was all a joke, but that moment never came. There was no way out; he had the choice between ruining his life and doing what Rebecca wanted. Hesitantly, he lowered himself onto one of the benches.

His head was about level with her crotch, and he could see the tip of her penis hanging below the hem of her skirt. Then she raised her skirt again and he found himself face to face with her python of a cock.

"Come on, pindick. Open up."

Rebecca's member was pulsing slightly, but was still flaccid. He gathered his nerve, and inched closer. He expected her cock to have a smell, but it seemed to smell just like the rest of her. He cracked his lips and stuck out his tongue. Everything was silent except for the hammering of his heartbeat in his ears. He wasn't even breathing.

He gave her shaft an exploratory lick. It just tasted like skin, maybe a little salty.

"I said suck me, not lick me, you worthless shit." He flinched at her hostile tone, and looked up at her. She was glowering at him. "Do you want me to call this off?"

He looked at her for a moment, eyes wide, then shook his head slightly. "No... I can..." he trailed off. Then he brought his attention back to the monster in front of him.

He lowered himself to level with her head and angled his face up. Then he opened his mouth wide and took in her tip. He pursed his lips, making a seal around her head, and then looked up at her. She was watching him expectantly.

Her urethra met his tongue with a peculiar slightly-sweet slightly-salty flavor, and then he lapped at the underside of her crown.

"That's what a real man's dick tastes like." She smirked. "Not that I would know the flavor, of course."

He felt her dick pulse slightly. Was she finally going to get hard? He was actually amazed that she had stayed soft for so long. He popped his own boner the second she had gotten close to him, and despite the humiliation it hadn't gone down an iota since then. Maybe she actually liked girls, and was only doing this out of sheer cruelty? He didn't know.

Either way, it occurred to him that the better of a job he did, the faster this ordeal would be over. He tried, and failed to avoid considering the implication of that. Was she going to unload in his mouth? Would she force him to swallow her jism, or would she pull out and spew her cocksnot all over his face and hair?

Still, it was best to not prolong the experience. He redoubled his efforts with his tongue, and he felt her gradually engorge in his mouth. She had definitely grown in length, and despite still being relatively pliable her cock was beginning to support its own weight. It seemed his ministrations were working.

He found his confidence - or at least what vestige of confidence he could have with a mouthful of dick - growing. He even went so far as to poke his tongue into her foreskin, and was surprised to find that the flavor of that protected pocket of cockmeat was not unpleasant. This revelation just made his face burn brighter with shame. He thought it was funny, in a cruel way, that he probably would have actually been enjoying himself if Rebecca had forced him to service a vagina instead.

"Are you trying to give me a blowjob or are you just making out with my cock?"

He looked up at her again when she suddenly jabbed her hips forward, sliding her half-hard length into his mouth and lodging her head directly into the back of his throat. It took him completely by surprise and he gagged, pushing his own head forward by reflex.

He only succeeded in shoving her dick even further between his lips, and his throat involuntarily clenched in an attempt to expel the intruding member. On instinct, he shoved at Rebecca's thighs with his hands and tore his head away from her crotch - He was more concerned with being able to breathe again than what she might think.

He coughed and retched and dry heaved. After a few moments of struggling with his respiratory system, the spasming eased off and he tried to catch his breath. He looked up at Rebecca with teary eyes and gulped. Then his vision exploded into stars and he gave a small yelp as she slapped him in the face.

He recovered again, holding his smarting cheek with his hand. "Why-"

Her eyes pierced him. "That's for biting me."

"But you-!" He started, and she slapped him again.

"If you open your mouth again, it had better be to put my dick into it you fucking worm."

He sat in silence, staring daggers and fuming. She crossed her arms, then moved her hips forward and poked the tip of his nose with her urethra. "Put it in your mouth."

He didn't move for a long moment, and then finally he complied, wrapping his lips around her head. He looked up at her, and she hadn't moved an inch.

"As far as you can."

He opened wider and took more of her in. He stopped maybe one third of the way down her length when he felt her tip tickle his uvula. Her girth pressed his tongue flat, and it was hard to breathe with her head at the entrance of his throat.

"Now suck on it."

It was difficult to provide suction with his mouth so full, but he did what he could. He looked up at her as he suckled, and he could feel her growing.

Finally, it seemed, she was fully erect. He could feel her heartbeat through her length, and her hard cock had developed a slight upward curve to it. He could also taste the steady stream of precum she was leaking onto his tongue, and he didn't want to think about the perverse twinge of delight he felt every time he noticed more of its unique flavor.

"Is your dick so useless that you never learned how to work it? Bob your head."

He did as he was told, even though it was an awkward movement. He worked into a rhythm, and blushed hard at the lewd noises emanating from his own mouth. His own prick was hard too, because even though he was sucking a fat penis, it was still a cute girl's fat penis.

His ministrations gave her cock a thick coating of spit as her slobbered on her shaft. It seemed that sucking on her had him producing saliva at an alarming rate, and as he bobbed occasionally a dribble would escape his lips.

He lost track of time as he worked her erection. He was thoroughly focused on gliding back and forth on her cock, making sure he didn't graze his teeth against her, and making sure he didn't gag. He closed his eyes and picked up the pace.

For a long while the only sound in the room was that of Rebecca's cock being pumped in and out of his mouth, but he heard her rustle her shirt above him. Maybe she was going to let him see her tits? That wouldn't be so bad.

Rebecca spoke, mocking him, "Say cheese, you homo."

Say... cheese? What did she mean? She couldn't possibly...

His eyes flew open and he looked up to see Rebecca's smug face, and the camera phone in her hand. He didn't want to imagine what he looked like in the picture, but he knew what the implications were. That was the last straw; he broke. On his knees, his mouth full of cock, with spit dripping down his chin, he began to cry.

He slumped back, letting her glistening erection pop free of his mouth and stand quivering in the air, still connected to his lip by a strand of saliva. Hot tears began to flow down his face. "Why..."

"Unless you want this video of you sucking dick like a little faggot to be spread all over the school, you're going to get out of your clothes, get on your knees, and ask me to fuck your ass."

His blood ran cold. "N-no... please, you can't..."

This couldn't be happening.

"Hmm," she continued, looking at her phone and ignoring him. "I can think of a few people who would get a kick out of seeing this."

He clenched his teeth and stifled a sob. "Just... please just put the phone away."

"Oh?" She looked up from her phone and raised an eyebrow at him. "Why should I?"

"I'll do what you want." He paused to fight back more tears. "Just don't send it to anybody... please..."

"You had better hurry up then," She said playfully, "Before I change my mind."

She watched him as he stood up and started to remove his shirt, and then she began to work at the buttons on her own blouse. The horror of the situation took a backseat to his rekindled curiosity. Maybe he really was going to get to see her breasts.

Her blouse fell open as she finished with the last button, and his eyes were glued to her exposed bra. It was relatively plain, with blue and white stripes, but his penis twinged at the sight of it. He'd never seen a pair of breasts in person before.

She shrugged off her blouse, and then unclasped her bra and let it fall away. He was dumbstruck as her bare breasts were revealed. They were pert, plump, and perfect. Her skin was flawless, and both were capped with a cute pink nipple.

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