Cherreads

Chapter 106 - Chapter 104: The Masochist & the Voyeur (2) [Commissioned Chapter]

This chapter, as well as the next two, are commissioned chapters on my ko fi by "Drevick"

Hope you guys enjoy it. And if you guys also have any specific scene or kink you want me to add, you can always commission them.

*****

Rito gritted his teeth, his jaw clenching as he felt the scalding heat of her impossibly tight walls gripping him, milking him. The friction of her virgin tightness was agonizingly good.

He didn't give her a second to recover. He pulled almost all the way out, the thick head dragging against her sensitive inner ridges, and slammed back in.

THWACK!

"AHH!"

SQUELCH! THWACK! SQUELCH! THWACK!

Rito began to deliver heavy, rhythmic thrusts. Every impact sent a shockwave through Risa's body, her breasts mashing against the rock wall with every brutal drive. The wet, slapping sounds of his pelvis hammering against her soft, round ass cheeks echoed off the stone walls of the cove like gunshots.

Rito looked down at the soft, pale expanse of her buttocks jiggling with every thrust. His sadistic urges surged to the forefront. She wanted rough, right?

He raised his right hand high into the air.

SMACK!

A firm, stinging slap landed squarely on her right ass cheek.

"HIIIIIEEE!" Risa shrieked, the sharp, stinging pain sending a bolt of pure, white-hot lightning straight to her clitoris.

SMACK!

SLAP!

SMACK!

Rito unleashed a sequence of heavy, stinging spanks, alternating between her cheeks. The pale skin rapidly turned a delicious, rosy-pink, handprints blooming across her flesh.

And with every single slap, her vaginal walls clamped down on his cock even harder, milking him with a desperate, frantic suction.

"Oh god! Yes! Hit me! Spank me harder!" Risa cried, her face grinding against the rock. "It feels so good! I'm a mess! Make me your messy bad girl, Rito!"

Rito's smile widened in realization. He had always suspected she was a tease, but the truth was far from it. This girl, who always acted like a confident, dominant gyaru, was a massive, unrepentant masochist. She was thriving on the degradation and the pain. Unlike Mami and Haruna, who were tamer, she craved total subjugation.

"Look at you," Rito taunted, his voice dripping with dirty, erotic venom, embracing the role completely. "You act so bossy at school, Risa. But here you are, getting fucked against a rock in a beach and begging to be spanked. How shameless can you be?"

"Ahhh! Yes! I'm shameless! I'm a dirty girl!" Risa wailed, her head tossing back and forth.

THWAP! THWAP! THWAP!

"You're a complete mess," Rito growled, driving his hips faster, faster, deeper. "We have only been doing this for over ten minutes, and you've already cum, what, ten times? You're leaking everywhere like a broken faucet."

"I'm sorry! Ah! I'm so sorry! But… but I can't help it! Your cock is too big! It's hitting all my sweet spots! Ah! Ah! Ah! I'm cumming again!"

Risa's body convulsed yet again, her internal muscles spasming so hard it felt like they were trying to crush Rito's cock.

"You cumming so much, but you haven't been able to make me cum even once," Rito taunted her, lifting his hand to deliver another blistering spank to her bright red ass.

SMACK!

"You're a terrible, selfish girl, Risa. You need to be punished."

"Yes! Punish me!" Risa replied incoherently, completely lost in the haze of pain, pleasure, and her ultimate submission fantasy. "Punish my useless pussy, Rito!"

"With pleasure." Rito snarled.

He grabbed her hips, pulling out of her with a wet, sloppy shhh-loop. Risa whined at the sudden loss of fullness, her knees buckling. Rito caught her easily, lifting her entirely off her feet.

He turned away from the wall and threw her down onto the hot, soft sand of the cove.

High above them, hidden in the deep, craggy shadows of the rocky cliffs, a silent guardian sat perfectly still.

Yami, the most feared assassin in the galaxy, was trapped.

She had quietly trailed Rito to fulfil her role as his observer, but now, she was paralyzed by a scenario she had never anticipated.

She knelt on the cliff edge, her blood-red eyes blown wide, locked onto the intensely carnal, savage scene unfolding on the sand below.

Yami had seen sex before. During her assassination missions across the galaxy, she had occasionally stumbled upon targets engaged in intimate acts. But she had always felt nothing but cold indifference. She would finish her job immediately and leave, her mind completely devoid of curiosity or arousal. If anything, she felt disgust.

But this was different.

This was Yuuki Rito. The boy who had patted her head. The boy who had always fed her taiyaki. The boy who radiated a warmth that terrified her.

Watching him dominate the chestnut-haired girl, listening to his deep, commanding voice spout dirty, degrading taunts, and hearing the heavy, wet slaps of flesh echoing off the stone walls... it was doing something to her.

Yami's breath became shallow and ragged. She felt a phantom ache in a womb she barely understood. The thick, heavy scent of their sweat, musk, and sex, wafted up the cliffside, invading her sharp senses.

Her nose twitched and her pupils dilated.

Beneath her black one-piece swimsuit, a strange heat was pooling between her legs. Wetness began to seep from her pussy, soaking into the fabric of her swimsuit, making it cling uncomfortably to her inner thighs.

"What... what is this feeling?" Yami whispered to herself, her voice trembling.

She rubbed her thighs together, trying to alleviate the sudden, building pressure. But the friction only made it worse. Her small, delicate breasts felt heavy, her nipples hardening visibly into tight peaks that pressed against the black fabric of her swimsuit.

As she watched Rito throw Risa onto the sand, Yami's hands moved without her conscious permission.

Slowly, her trembling fingers drifted down her stomach. They slipped beneath the elastic edge of her swimsuit, finding the slick, soaking wet heat of her own pussy.

She gasped, her eyes squeezing shut for a fraction of a second as her fingers brushed against her swollen clitoris.

Soon, she began to masturbate.

At first, she did it silently, her fingers moving in stiff, mechanical strokes, her assassin brain desperately trying to categorize the action as a mere biological purge. But as she opened her eyes and watched Rito's massive, vein-wrapped cock gleaming in the sun, the mechanical strokes turned desperate.

"R-Rito..." Yami whispered into the hot, quiet air of the cliff.

Just saying his name out loud sent a jolt of lightning straight to her core. Her fingers dug deeper, slick with her own juices, rubbing herself faster and faster as she watched the man who changed her thoroughly claim another woman.

She was getting wetter as well as losing her mind.

Down on the sand, Risa lay flat on her back on the hot sand, panting heavily, her body completely covered in sweat, sand, and her own leaking fluids.

Rito towered over her. He reached down and grabbed her ankles. With a single, powerful motion, he hoisted her legs high into the air, pushing them all the way back over her own shoulders, folding her completely in half.

"Eeep!" Risa squeaked, her knees pressing against her ears. The position completely exposed her swollen, gaping, bright pink entrance to the open air.

"You better be prepared," Rito said, positioning himself between her folded thighs. "I'm going to hit the absolute bottom."

It was a position that completely shortened her vaginal canal, leaving her with absolutely nowhere to hide from his length.

Rito drove his hips forward, burying his entire cock inside her in one brutal, merciless strike.

SHLUNK!

"NGGGGGYYYYAAAAAAAAAA!!!"

Risa screamed like an animal. The bone-jarring accuracy of the thrust forced the broad, thick head of his cock to bottom out violently against her cervix. The impact was devastating. The pleasure was so intense, so overwhelmingly deep, that it completely shattered her senses.

PSHHHH-SPLASH!

"Ah! Oh god! I'm pissing! I'm going to piss in front of a guy!" Risa wailed, her eyes rolling completely back into her head, showing only the whites.

The cervical overload was too much. Alongside a massive, torrential squirt of her vaginal fluids, her bladder let go. A stream of hot, yellow urine mixed with her clear juices, spraying out and soaking Rito's stomach and the sand beneath her as her body convulsed in absolute, mind-breaking ecstasy.

"Look at you," Rito taunted, his voice vibrating with dominance as he began to relentlessly pound her folded body. "You're a huge, perverted masochist. You're enjoying a punishment so much you're literally pissing yourself. You're a complete mess for my cock."

THWAP-THWAP-THWAP-THWAP!

SCHLICK-SQUELCH! SLAP!

"YES! YES! I'M A MASOCHIST! I'M A PISSING MESS!" Risa shrieked, her tongue lolling out of her mouth in a perfect, ruined ahegao, a thick string of drool connecting her lips to the sand. "HIT IT DEEPER! DESTROY MY WOMB! IT FEELS SO GOOD! AHHH! YOU'RE HITTING ALL MY SWEET SPOTS!"

Rito leaned down, crushing his mouth against hers in a deep, desperate kiss, violently swallowing her loud, animalistic screams of ecstasy as he pounded her cervix into oblivion.

Mmph! Mwah! Slurp!

"I'm going to give it to you, Risa!" Rito roared into her mouth, his own golden eyes flashing brilliantly as the pressure at the base of his spine reached critical mass. "You're going to take in all my cum!"

"YES! FILL ME WITH YOUR CUM! BREED ME!" Risa muffled against his lips, her body thrashing wildly.

Up on the cliff, Yami's fingers were a blur. She was moaning quietly, her hips bucking against the hard rock beneath her. Watching Rito dominate Risa, hearing the wet, filthy sounds of their bodies colliding, pushed her over the edge.

"Rito! Rito! Ahhhh!" Yami whimpered, her body seizing violently.

Down below, Rito bottomed out, locking his hips flush against Risa's.

DO-PYU!

SPLURT! SPLURT! SPLURT!

Rito unleashed a massive, torrential flood of his Golden Energy-infused, thick white seed directly into Risa's battered womb. The sheer volume and pressure of the release were staggering as always.

"MMMMGGGGHHHHHHH!!!"

Risa screamed into his mouth, her eyes wide white, her tongue hanging out, her body going completely rigid as she felt her stomach rapidly, physically distending. A visible, round bulge pushed out just beneath her navel as he filled her to the absolute, overflowing brim.

At the exact same moment, on the cliff above, Yami screamed silently.

A massive, unfamiliar wave of ecstatic pleasure ripped through the assassin's body. She climaxed violently, her inner walls spasming around her own fingers as she squirted into her swimsuit. Her brain completely short-circuited, desperately trying to figure out the terrifying, wonderful ecstasy she had just felt, and why she had just furiously masturbated despite claiming to hate ecchi things.

Down in the cove, as Rito's scalding seed flooded her body, a blinding, amber-gold light flared to life on Risa's lower abdomen, illuminating the shadows of the sun-baked cove.

The Seventh Golden Heart Seal ignited on her skin, searing the bond into her soul and officially cementing the gyaru tease as Wife Number Seven.

SPLURT… SPLURT…

Rito slowly pulled out with a wet, heavy pop.

He stood up, his chest heaving, his massive, cum-slicked cock twitching in the hot air. He looked down at the aftermath.

Risa lay sprawled on the sand, her legs still splayed wide open. She was twitching violently, completely and utterly broken. Her eyes were rolled back, her tongue was hanging out, and a thick river of drool dripped from her mouth. Her bright red, spanked ass cheeks were a testament to his punishment. And from her gaping, swollen entrance, a massive, terrifying volume of Rito's thick white cum and her own urine leaked heavily onto the sand in a sticky puddle.

She was a masterpiece of subjugation.

Rito stared at her. He had originally planned to go for multiple rounds, but seeing her lying there, completely ruined and having just lost her virginity to such an extreme session, his caring side re-emerged. He decided not to fuck her anymore for now, opting to let her recover from the brutal fucking.

As the arousal slowly faded from his mind, a wave of slight worry washed over him.

'Did I go too far?' Rito thought, his face blushing as he looked at her red ass and remembered the degrading things he had just screamed at her. 'The spanking... the dirty talk... I completely let myself go.'

But as he looked at the blissful, mind-broken smile plastered on Risa's drooling face, he realized the truth.

Though deep down, Rito realized something. He hadn't just awakened a massive masochistic fetish in Risa.

The act of completely dominating a girl, of treating her roughly, spanking her, and verbally breaking her down while fucking her into a leaking mess...

It had awakened a very dark, very addictive new sadistic fetish deep within himself.

And as he looked up toward the cliffs, unaware of the golden-haired assassin currently panting and shivering in a puddle of her own arousal, the Harem King knew his reign was only going to get much more intense in the future.

*****

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✓ Killed For 100 Years in Hueco Mundo, Aizen Invited Me To Soul Society!

✓ Naruto: Senmei Asahi

✓ Naruto: Uchiha's Intelligence Dealer

✓ Naruto: The Fifth Hokage Is Naruto's Uncle

✓ Naruto: Who Made Him a Ninja?

✓ Bleach: In My Second Reincarnation, I Became The Ninth Kenpachi

✓ To Love-Ru: Spoiler Route [R-18]

✓ Naruto: The Accidental Incubus [R-18]

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