Lucy's Predicament
Copyright© 2025 by Edward Pembroke
Chapter 20
Coming of Age Sex Story: Chapter 20 - Lucy is a shy, awkward and innocent red headed schoolgirl, struggling to deal with school bullies, puberty and becoming the prey of predatory perverts. This is a tale of evil, a dark story, please do not read expecting a light hearted story.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft ft/ft Fa/ft ft Mult Teenagers Blackmail Coercion NonConsensual Rape Reluctant Lesbian BiSexual Heterosexual School Niece Aunt FemaleDom Sadistic Spanking Analingus Oral Sex Squirting Voyeurism Teacher/Student
Lucy walked in her school hockey uniform, acutely aware as ever of how the snug black-and-white stripes clung to her petite frame. The short, pleated skirt rode high on her thighs, revealing flashes of pale skin with every step, while the fitted top hugged her small but budding chest. Beneath it, the regulation black panties, inspected weekly by the PE teacher, felt as tight as ever, the thin material pressing against her as she moved.
She wasn’t heading to practice. Instead, she turned in the opposite direction, toward Ed Pembroke’s house.
Ed answered the door in a loose bathrobe, his gaze raking over her as she stepped inside. He still had to pinch himself, that he had managed to snare this youthful beauty, her red hair cascading around her delicate features and wide, innocent blue eyes.
“Welcome, Lucy!” he grinned. “Mother’s asleep ... you’ll be glad to know. We can watch some TV and have a bit of a snog!”
With a lazy smirk, he let his bathrobe fall open, revealing his flabby body, the matted gray pubic hair, and his erect cock, already twitching with anticipation.
Lucy didn’t speak. She simply sat beside him, letting her skirt ride up as his hands roamed her toned, pale thighs. He sniffed her like an animal, inhaling the scent of her youth, her fear, her submission. At just fourteen, to him she was the picture of schoolgirl sexiness ... vulnerable, fresh, and utterly his for the taking.
“You are fucking beautiful, Lucy,” he groaned, his voice thick with lust. “Fuck...” His hand slid up her thighs, fingers pressing against the gusset of her panties before slipping inside. He rubbed her bare, young folds, fingering her tight, teenage slit.
“You’re so fucking tight in your cunt,” Ed slurred, his hot breath reeking against the side of her face. “I hope you feel just as good here...” His finger snaked lower, probing between her buttocks until it found the tight ring of her anus. He hooked his finger inside her, pressing in as his tongue slithered up the side of her face, lapping at her like a dog.
A few minutes later, they were naked in his bed upstairs, Ed sprawled on his back, Lucy straddling him in the cowgirl position. Her small hands braced against his hairy chest, as she hovered above him. His slick, swollen cock pressed against her tight sphincter, the bulbous head demanding entry.
“Come on, Lucy, just force yourself down,” Ed coaxed. “Breathe out and relax while you push down.”
The stretch burned, his cock bullying against her clenched rosebud with relentless pressure. She took another deep breath and exhaled, closing her eyes while she pushed her bottom down, but her hole would not open up.
“Relax, sweetheart,” Ed groaned, his thumbs digging into her hipbones. “Just like taking a shit backwards.” His crude analogy sent a wave of nausea through her.
Lucy exhaled again, forcing her muscles to yield, millimeter by agonizing millimeter. The obscene pop of his glans breaching her wrenched a broken whimper from her throat.
“There’s my girl,” Ed murmured, his fingers climbing to seize her nipples, pinching and twisting until she squealed. “Now ride it properly.”
Her vision blurred as she sank lower, the invasive thickness stretching her beyond what she thought she could endure. Every inch felt like fire.
“Aaaaaahhhhhh! Owwww! It hurts—fuck—aaahahah!” she screamed.
Ed threw his head back and laughed, his fingers digging into her nipples as he bucked upward, stretching her tight asshole even more. “Bet you never thought you’d be here, getting your ass fucked, did you?” he sneered. “Your little asshole’s like a fucking knot—so tight, so fucking perfect.”
Neither of them noticed Ed’s mother slinking up from downstairs, her gnarled fingers clutching her cane as she limped into the room. Her white hair hung in greasy strands around her face, milky eyes unblinking, her threadbare nightie barely clinging to her sagging frame. She stood there, silent and watching, assessing what she was seeing ... her son fucking an underage girl up the ass.
“Edward ... you fucking queer!” she rasped. “What is your cock doing buried up that little girl’s bumhole? It should be up her cunny!”
Lucy froze, her sphincter clenching around Ed’s cock in shock as the withered specter in the doorway raised her cane.
“Mother, for Christ’s sake...” Ed gasped, his thrusts stuttering.
“You filthy bugger!” His mother shrieked, spittle flying as she struck her son on the shins with the cane. Ed yelped, and her gnarled hand seized Lucy’s crimson hair, yanking the teenager backward. The cane cracked against Lucy’s lower back, and the girl’s scream tore through the house as she was ripped off Ed’s cock with a wet schlop, landing in a heap of limbs on the rug.
Ed scrambled back against the headboard, his flaccid cock glistening with anal mucus. “Mother! Go back to bed!”
His mother’s nightgown gaped open, revealing sagging breasts that swung obscenely as she struck Lucy again. The girl lay on the floor, raising her arms in a futile attempt to defend herself.
“Filthy, disgusting little wench!” the old woman snarled. “Don’t think I don’t know your game, having my son’s cock up your dirty little bumhole. Get back on top of him—go on! And this time, put his cock up your cunny, you little slut!”
Lucy whimpered, scrambling on all fours back toward the bed. The cane smacked her bare ass cheek again, leaving an angry red stripe.
“Owwww!” Lucy didn’t know what to do.
“Get back on that bed! Come on!” The old woman pointed the cane at Ed. “Get that cock hard again, come on! You need to be getting this bitch pregnant!”
“I’m trying mother...” Ed jerked his cock, wishing he could find a hotel that might accommodate him and a fourteen year old girl rather than keep having these embarrassing interruptions.
“Come on,” the old woman hissed, jabbing the cane between Lucy’s shoulder blades. “Lick it. Ge him hard, or I’ll cane your cunny next.”
Lucy tried not to think of how his cock had just been right up her ass, and she parted her lips and began suckling the semi erect penis. Above her, Ed groaned, his fingers tightening in her hair, taking in her pale small slim body and trying to ignore his mother.
“Good girl,” his mother crooned, the cane now tracing lazy circles over Lucy’s upturned buttocks. “Now ride him proper.”
Lucy straddled Ed again, this time guiding him inside her pussy, sinking down until the insides of her thighs were tickled by his pubic hair.
“Harder!” the old woman barked, bringing the cane down on Lucy’s back with a crack. “Fuck him like you mean it!”
Lucy rocked her hips, tears streaking her cheeks, each thrust punctuated by either the old woman’s ragged cheers or another stinging blow.
“Come on Edward. Cum inside her! Your brother would have flooded that little girl with sperm by now!”
Ed fucked the teenager harder, bucking up against her with brutal determination, desperate to obey his mother’s commands. His nasty, bullying brother, the apple of his mother’s eye, was currently serving ten years for kidnapping a girl and raping her in a van. The thought of him spurred Ed on, his hips slamming into Lucy’s small body.
“Oh—I’m cumming!” Ed shouted. Lucy felt another hot flood of cum inside her as she collapsed on top of him.
“Good boy, Edward,” his mother crooned. “You see? You need me to supervise you. Now, what about this little slut? We need her for cleaning as well...”
“Sorry, Mother,” Ed panted, already shrinking under her glare. “She’s got to go. Her parents will notice if she’s late.”
The old woman’s face twisted, her milky eyes burning with rage. “Why?” she spat, her cane trembling in her grip. “Your brother would’ve had her locked in the cellar by now, screaming until she learned her place! Look at her!” The cane lashed out again making both of them jump. “Bitches like this? You own them. You beat them until they’re too broken to run, too terrified to even breathe without permission! You’re pathetic, Edward ... too soft you are!”
“She’s only fourteen, Mother,” Ed muttered. “We have to be careful. I have to plan...”
“Plan?” The old woman’s shriek cut through him like a blade. The cane whipped through the air, splintering the bedpost with a crack like a gunshot. Lucy flinched, her body locking in terror as the old hag’s lips curled back in a snarl, yellowed teeth bared. “Next time, girl,” she hissed, her breath reeking of rot, “you’ll be here for a long time. I’ll make sure of it.”
The next day, Lucy stood naked in her bedroom, staring at her reflection with disgust. She hated her body ... so weak, so small, yet somehow an irresistible magnet for monsters like Ed Pembroke. Her chest was barely there, her breasts nothing but childish swells, her hips narrow as a boy’s, her ribs visible as though they could cut through her pale skin. Her stomach was concave, her arms frail, her legs too thin—she was nothing but a fragile, underdeveloped child. Yet this is exactly what made those predators salivate over her.
She ached between her legs ... her pussy sore, her asshole throbbing. She’d spent the entire day limping, her mother assuming it was just another rough hockey practice and not her sore private holes.
Lucy traced the angry red stripes crisscrossing her buttocks and back ... each one a cruel reminder of Ed’s odious mother and the cane that had carved them into her skin. But there was a flicker of hope. Tonight, she was seeing Ms. Trunchbull for more “tuition.” Surely, she thought, Ms. Trunchbull would strip her naked, see the marks, and demand to know what had happened. Maybe, just maybe, someone would finally save her.
“Sweetie, is everything okay? You’ve been so quiet these last few days,” Samantha asked, glancing at her daughter. She was driving the car, dressed in yoga pants and a hoodie, her expression creased with concern. Lucy sat in the back, her fiery red hair pulled into a neat ponytail, her body swallowed by a conservative long skirt, black shoes, and a blouse tied demurely at the neck with a bow.
“I’m okay, Mummy,” Lucy lied. “It’s just ... it’s all too much at school.”
Samantha sighed. “Are the girls bullying you again? I know it’s horrible, sweetheart, but summer holidays are coming soon. You just have to hold on a little longer.”
Lucy stared out the window, her fingers twisting in her lap. If only it were just the girls. It was Ed Pembroke. Even if he didn’t follow her for the rest of her life, those images would. The texts kept coming, “send me another selfie, show me the marks, you look so sexy like that.” He was already planning the next session, promising it would be longer, worse.
“I hope you’re not thinking about boys yet, are you?” Samantha said, her voice light but laced with unease. “You’re too young for that kind of thing, surely.” She couldn’t bear the thought of her little girl losing her innocence so soon, of Lucy being anything but the pure, untouched child she still saw when she looked at her.
Lucy wiped away a tear. If only she could tell her.
Samantha escorted Lucy to Ms. Trunchbull’s front door, her hand resting lightly on her daughter’s shoulder. “I hope you studied your Greek myths, Lucy,” she said.
“Yes, Mummy,” Lucy murmured, though she doubted there would be much studying happening tonight.
“Ms. Trunchbull mentioned she might have another child she’s giving lessons to,” Samantha added, oblivious to the dread coiling in Lucy’s stomach. “But it shouldn’t interfere with your learning. It’s good to study with someone else, don’t you think?”
Lucy’s pulse quickened. Did she mean Teresa? Or someone new? The thought of anyone else ... it would affect everything...
The door swung open before she could dwell on it. Ms. Trunchbull stood there, dressed in a pair of snug jeans and a turtleneck sweater that emphasized the swell of her breasts. Her grey hair hung loosely around her shoulders, and a slow, knowing smile spread across her face as she greeted Samantha. “Ah, hello, Samantha,” she purred. “You must know I’m in high demand as a tutor. I’ve double-booked tonight, as we discussed.”
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