Maddie's Adventures on the Island
Copyright© 2025 by Edward Pembroke
Chapter 3
Coming of Age Sex Story: Chapter 3 - Maddie's safe secure life is brutally destroyed by Edward Pembroke as she has to adapt to a new sordid reality
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft Teenagers NonConsensual Rape Reluctant Slavery Teen Siren BDSM Humiliation Rough Sadistic Spanking Torture Anal Sex Analingus Fisting Spitting Voyeurism Water Sports Small Breasts Violence
The last few days had been a blur of drink, drugs, and hookers, leaving Pembroke wallowing in a self-made pit of depravity. It was nine o’clock in the morning, and he stood naked in his dingy single bedroom, staring out of the window at the passersby below. The room reeked of stale sweat, cigarette smoke and alcohol. Porn magazines were strewn across the floor, drug paraphernalia cluttering the chair and desk, half-empty bottles rolling precariously on the carpet, and piles of unwashed clothes festering in the corners.
His pale, fat, sagging body stood starkly against the dull light filtering through the grimy window, his bloated belly pressing against the glass as he squinted at the young schoolgirls walking on the pavement below. His right arm was moving vigorously, pulling at his nine inch penis as he pleasured himself, enjoying the sights of the lovely thighs, flowing hair and happy smiles that he just wanted to grab by the throat.
Just as he was about to come, there was a loud knock on the door. Pembroke cursed - “I’m having a fucking wank, for fucks sake!”
“Whatever,” laughed the raspy voice of Pete the Thief, a petty burglar and longtime companion of the gutter. His long, dark hair hung in greasy strands around his gaunt face, and he wore his signature uniform of black—skinny jeans clinging to his stick-thin legs and a battered black jacket that looked like it hadn’t seen a wash in years.
Pete grinned, revealing yellowed, uneven teeth, and scratched at his forearm absently. “There’s someone at the front door for you,” he added with a shrug.
Pembroke turned from the window, his face darkening with irritation as he barked, “Who the hell is it at this hour?”
Pete did not reply, he just melted into his own room and his own sad little world of depression.
Pembroke threw on a vest, a pair of underpants and his dressing gown and went downstairs. He was horrified to find two police officers there.
Pembroke almost had a heart attack there and then. He had breached his court order so many times, that alone might get him sent to prison. Not to mention his little encounter with Lucy Wu, whom he had begun to follow again, hoping to get even more from her this time. And all the alcohol fueled benders which he couldn’t even remember. He was fucked.
The officers tried to hide their disgust at this specimen of fallen humanity. They just wanted to get out of there. One of the officers, a woman, was aware of his record and had to fight to keep her feelings of anger against him rising to the surface. She had dealt with a young girl, begging her to bring charges against Pembroke and give evidence after he had tried to rape her, but she had not wanted to relive it, and so Pembroke had got off.
“Mr Pembroke, would you like to sit down?” said the male officer “I am afraid we have some bad news...”
The young Latvian girl froze as she saw Edward Pembroke’s hulking figure shuffle through the doorway of the brothel. Her heart sank, a cold wave of dread washing over her. She had made a stupid mistake—agreeing to a meeting without double-checking the client’s identity. Now, she realized her error too late.
Wioleta and Anna, the two seasoned women who usually managed the clients, weren’t here tonight. She was alone, and Pembroke, with his grotesque features and menacing air, had arrived.
“Hello, Mr. Pembroke,” the young girl stammered, her voice barely above a whisper. She shifted uneasily, her fingers fidgeting with the edge of her skirt. “Sorry, I—I thought you said you were an American on holiday. Why ... why did you pretend?” Her words were quiet, almost swallowed by the tension in the room.
Pembroke’s face split into a broad, leering grin displaying all his yellowing teeth. “Oh, darling,” he drawled, “what does it matter? I’m here now, aren’t I?”
The young Latvian girl looked like a delicate porcelain doll, her snow-white blonde hair falling in soft waves around her baby-blue eyes and flawless, pale skin. Her features were soft and innocent, a stark contrast to the outfit she wore—a tight black leather skirt and a red vest top that clung to her slender frame, paired with Ugg boots that seemed both sleazy and absurd against her youthful, angelic face.
Her wide eyes glistened with trepidation as she stood. She looked like someone who didn’t belong in this world, too innocent.
“So, it’s Yulia, isn’t it?” Pembroke asked, as he licked his lips. His leering gaze roamed over her, taking in every detail.
Yulia hesitated, her voice barely audible as she replied, “I’m ... I’m twenty.”
Pembroke chuckled darkly, shaking his head. “Twenty, huh?” he said, his tone mocking and disbelieving. “You don’t look a day over fifteen. We in here, right?” He brushed past her into the bedroom, unbuttoning his shirt, and taking his jacket off.
“Emm ... I think we should...” Yulia stammered, her mind a blur of confusion. She had begged and been promised that she would never have to deal with this man.
Pembroke, however, was already steps ahead, completely ignoring her unease. He stood there, his grotesque, hulking form almost entirely naked now, a leering grin plastered across his face. “It’s good those busybodies aren’t here, and it’s just us!” he said, his tone gleeful and unrestrained. “Too many rules! Let’s have some fun!”
He threw himself onto the bed with a heavy thud, his huge, hairy body sprawled out shamelessly. His legs were spread wide, his arms folded lazily behind his head. His sagging jowls and chin seemed to melt into his chest, pooling onto the mattress like a blob.
Yulia’s stomach churned violently as she stared at him, her hands trembling at her sides.
“Don’t worry darling, I will give you a good tip. Now get those clothes off, let me see what you are like naked, I want to see the product and I want to take some photos, before and after the action.”
“No,” Yulia said, her voice shaking but trying to sound firm. “No photos, no videos—it’s the rules...”
Pembroke waved her off with a cheerful laugh. “No rules today!” he declared, pulling his phone out. Before Yulia could react, he raised it and snapped a photo, the click of the shutter echoing in the room.
Her face froze in a mask of fear and disbelief, her wide eyes locked on the phone in his hand.
“Now, we had an agreement,” Pembroke said, his tone turning sharper, impatience flickering across his grotesque face. “So hop to it. Clothes off—I’ve paid for you.” His left hand was holding the phone and his right hand was now manipulating his large nine inch angry looking penis, now almost starting at Yulia.
Yulia thought of running out of the flat, but that would just make her bosses angry. Maybe she should try this guy, if she could fuck him she could fuck anyone. She had only been doing this for three weeks, after being desperate having lost all her boyfriend’s money and money her parents had lent her in a crypto scam.
Yulia shyly took off her top, folding it tidily to hide the turmoil inside her.
“Great tits” snarled Pembroke. “I don’t know why they don’t put your photos on the website, I’m so tired of getting nasty old bags. Nice to finally get some tight young cunt finally, well, I can only hope a little whore like you has a tight pussy, let’s see when we get there. But I’m sure your asshole will a good fit.”
“No!” Yulia squeaked. “No anal! That’s not allowed!”
Pembroke’s grin faltered for a moment, his thick brows furrowing in annoyance. “I fucked Wioletta up the ass yesterday! One rule for her and one for you eh? Nah, you’re getting it up the ass, young lady. Who the hell do you think you are anyway? You’re a prostitute, I paid for your ass, I get to stick my cock in whatever hole I want!” he spat.
“I ... I am new to this, sorry” said Yulia, hoping for mercy. Almost all the clients had some shred of humanity.
“Great, then I get to break you in properly! Why do you think they let you alone anyway, those old whores need someone like me to break you in, this is your education, now come on, get those knickers off!” Pembroke’s face was now full of glee.
Yulia swallowed and peeled off her knickers and pushed them to her ankles, kicking them off, and looking up, and covering her breasts and her pussy as she saw she was being filmed.
“You shaved right?” Pembroke asked curiously. Take your hands away, let me get your tits and cunt.”
Yulia winced at this man’s detached manner. She could only hope she would escape alive without an injury or an STD now. She moved her hands.
“That’s good, yeah, lovely body, no tan lines eh! So soft and white, now turn around, what an ass! So skinny! Wow I can see your pussy lips through your cheeks, even your butthole, girl you need to eat! But so firm, I gotta feel that...” Pembroke waved her over impatiently, still filming, as Yulia clambered on to the bed, her soft, milky breasts, topped with light pink cherry tops for nipples, brushed on his belly as she came up to him.
Pembroke put the phone down, and with both hands and a loud cracking sound, clapped his huge hands on her firm young buttocks. He savoured the warm smooth flesh, kneading the cheeks, then brought a hand to the back of her head, and pulled her down so he could kiss her violently on the mouth.
“No ... no kissing... “ she mumbled trying to extricate her lips from his. Instead, she had to endure his large slabbery tongue fighting its way inside her mouth, jabbing and swinging its way inside, exploring every tooth and crevice of her mouth.
Pembroke let his hand slip from her ass cheek to her crack and his fingers ran along it, feeling the dry little wrinkly crater of her asshole and down to the thin material of her labia along her vagina, feeling the inner folds of skin within the vulva.
Pembroke shoved Yulia up the bed with force, her head slamming against the wall as he yanked her into position, her breasts now dangling down over his face. He bared his teeth and sank his fangs into one of the delectable mammaries in front of his mouth, sucking hard on the tit and chewing the soft flesh.
“Ahhhhh!” Yulia cried out, clutching her head and wincing at the sharp pain in her breast from his biting. “Not so rough!” she pleaded.
Pembroke didn’t care, he just switched tits and loudly slurped and grunted as he bit into her breast, and nibbled on the tips of her nipple. Yulia sat up on all fours looking ahead, feeling her breasts almost being drained, stretched and sucked into his mouth. Again, another sudden jerking movement and Pembroke’s hands grabbed her waist and pushed her off him, dragging her back when she nearly fell of the bed, moved himself down the bed to bring his face between her legs, pushing the thighs open wide with his hands.
Pembroke inhaled and savored the sight of her pussy. Her smooth, snow-white skin served as a stark backdrop to the raw, violently dark pink of her most intimate area. She smelled lovely, the rosy folds of her labia gently pulsed and flowered as if held together with the slick moisture leaking out from her lips.
“Fuck, you love lovely. Like a virgin, almost forgot you’re a whore!” laughed Pembroke, before launching his mouth inside her lips, sucking on the undulating layers of labia and licking along her innards, drinking in her juices.
Yulia scrunched her face in a mix of tension and pleasure, her breath hitching as the sensations of his mouth exploring her sent waves through her body.
Pembroke brought his finger below her pussy, as she brought her hips up to meet his mouth, and he found her dry round asshole, so tight and wound up in response to the touch of his finger.
“No ... not my ... ass” sighed Yulia. But she offered little resistance as his finger pressed against the tightly constricted ring of her sphincter, and eventually wormed its way inside.
Pembroke moved his finger around inside her ass, massaging her walls, pressing his tongue within her pussy against the other side of her inside wall.
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