"You know what to do, right?"
"Of course, Naruto-sama... fufu, I'll make sure he's there and 'prepared,'" The conversation between Naruto and Akeno wasn't overheard as the woman turned around, and then strutted across the training field in front of her, "Ah, Issei-kun! Good work with your training!"
"A-Akeno-san!" The perverted devil jumped back as Akeno's sudden appearance surprised him, though his eyes were wide with lust as they immediately darted to her massive chest, which was bouncing with every step she took.
He had been training for the past day primarily by himself, as he was struggling to recover from what had happened. His mind was still reeling from the events of a few nights ago, and the shame was a constant, heavy weight on his shoulders. He had watched Asia get fucked, he had watched Rias get fucked, and he had even... participated. He had begged for it. He had degraded himself for a taste of pleasure, and the memory made him feel embarrassed. But, deep down, he also found himself strangely wanting more. Craving more.
But Akeno's sudden appearance, and the overwhelming sight of her bouncing, jiggling breasts, was enough to make him forget, if only for a moment. He could feel the blood rushing to his groin, as he had always had a thing for Akeno, with her sadistic teasing and her powerful, dominant personality being a huge turn-on for him. He had always fantasized about her, about what it would be like to be with her. He had always fantasized about being the one to dominate her.
Fufu... if only he knew what he was about to walk into.
"I was just watching you train, Issei-kun," Akeno purred, as she stepped closer, her hips swaying with a deliberate, hypnotic rhythm that made him swallow hard. He could feel the heat radiating from her body, and the overwhelming scent of her perfume was making his head spin. "You've been working so hard. I can see it. You've gotten... stronger."
Her hand trailed down his chest, her touch a slow, deliberate tease that made him shudder. Her fingers were warm and soft, and the feeling of them on his skin sent a jolt of pure electricity through him. And, considering her specialty with lighting magic, that jolt might've been literal. He could feel the rough texture of his training shirt and the way her nails lightly scraped against it.
"Y-You think so?" he stammered, his eyes wide with a mixture of shock and a desperate hope. He looked from her face to her chest, which was now just inches away, and he felt like he was going to pass out. He could see the way her breasts strained against the fabric of her shirt, the way they rose and fell with each breath she took, and the deep, inviting cleavage that promised a world of pleasure he had only ever dreamed of.
"Oh, I know so," she murmured, her lips curling into a small, knowing smirk. She leaned in closer, her face just inches from his, and he could feel her hot breath on his cheek. "You're becoming a real man, Issei-kun. You look so strong..."
Her other hand came up to rest on his shoulder, her fingers tracing the line of his collarbone. He was frozen, his brain short-circuiting as she touched him. He could feel the blood rushing to his groin, a familiar, desperate ache.
"I'd love to talk more about your 'training' later, Issei-kun," she murmured, and Issei felt a shiver go down his spine. "Privately. In my room. After everyone else has gone to bed."
Issei's jaw dropped. He stared at her, his mind reeling. Her room? Privately? This was it. This was the moment he had been waiting for. The fantasy he had replayed in his mind a thousand times was finally coming true.
"B-But... why?" he managed to ask, his voice a weak, pathetic squeak.
"Because I want to see just how much you've improved," she purred, her hand sliding down from his shoulder to his chest, her fingers tracing the line of his abs. "And I want to reward you for all your hard work."
Her words only made his crotch throb harder, and he could feel the last of his resistance crumbling. He was going to be with Akeno-san. He was going to be with the sadistic, beautiful Queen of the Gremory Peerage. He was going to finally live out his dream.
"But," she added, her lips curling into a mischievous, sadistic smirk, "There's one condition."
"A-Anything!" he blurted out, his mind clouded by a haze of lust and desperation.
"Come to my room. Completely naked."
Issei froze, his mind reeling from the sheer, audacious demand. Naked? Completely and utterly naked?
"W-What? I... I can't do that!" he stammered, his face flushing a deep, beet red. "What if someone sees me? What if... what if Rias-buchou sees me?"
Akeno just chuckled, which made him shudder. She leaned in closer, her mouth pausing only a singular inch from his, as she licked her lips.
"Then you need to be quiet, don't you?" she purred.
Then, she gave him a peek.
Her hands moved to the hem of her shirt, and with a slow, deliberate movement, she pulled it up just enough to reveal the underside of her massive, creamy breasts. She didn't show him everything, just a teasing glimpse, a forbidden taste of heaven that was designed to drive him insane. The sight was enough to make him forget his own name.
"It'll be so much more exciting that way, don't you think, Issei-kun?" she whispered, smirking at him as he couldn't even think, "The thrill of getting caught... the risk of it... Just imagine it. You, sneaking through the halls, your body bare and vulnerable, on your way to my room. Doesn't that send a shiver down your spine?"
It did. It sent a shiver down his spine that had nothing to do with the cool night air. The thought was terrifying, but it was also incredibly, undeniably arousing.
He wanted to be with her. He needed to be with her. And if this was the price, then he would pay it. He would pay it gladly.
"O-Okay," he finally managed to stammer, his voice a weak, pathetic whisper. "I'll... I'll do it."
Akeno's smirk widened. She had him. He was putty in her hands, as he was just a pathetic, horny boy who would do anything for a taste of her.
"Good boy," she purred, letting her shirt fall back into place. She gave him one last, lingering look, her eyes promising a world of pleasure and pain, before turning and walking away, leaving him standing there, his mind reeling and his nose bleeding.
Issei watched her go, his heart pounding in his chest as her hips swayed, and her massive, bubbly cheeks wobbled with each step. He was so aroused, so turned on, that he felt like he was going to explode. He had a date. A secret, naked date with the woman of his dreams. And he knew, with a certainty that made him feel both terrified and incredibly, undeniably excited, that it was going to be a night he would never forget.
Unbeknownst to him, as Akeno walked off the training ground, she immediately walked back into a muscular blonde-haired man's arms.
"I did it, Naruto-sama," She purred, leaning forward as her breasts pressed into his chest, and she looked up at him with a needy look in her eyes, "Give me my reward now, Naruto-sama!"
"You'll get it tonight," Naruto chuckled, reaching down as he palmed Akeno's big, soft ass, and caused the woman to moan lightly in response, "Trust me, tonight will be a lot of fun."
Scene Break
"I-I'm here, Akeno-san," Issei said a bit nervously, glancing around the dark hallway as he stood butt-naked in front of Akeno's bedroom.
I can't believe this is really happening!
Issei had been in a bit of a slump lately, as he struggled to focus on his training after what he had witnessed. Being humiliated twice and forced to watch as Naruto not only took the woman he admired the most, Rias, but also the adorable girl he was crushing on, Asia, was too much for him to handle. Add on that Naruto had taken his 'first love', Yuuma, who was really Raynare, right in front of him, and Issei was very distracted.
This is what I need!
He'd been out of his groove lately, as his thoughts had strayed from his normal ones. His late-night sessions, where he had once imagined and dreamed of Rias' huge breasts as he stroked his dick, were now replaced by darker, more humiliating thoughts. The image of Rias' breasts had shifted, becoming engulfed in hands as he imagined Naruto groping her. Then, his thoughts had twisted more, as he imagined Asia joining in, as Naruto railed her and sucked on Rias' massive tits.
But those thoughts would vanish today. After Akeno's teasing, Issei was more than eager to see the woman.
Her oppai might not be as good as Rias', but they're even bigger!
The thought of feeling Akeno's huge breasts in his hands, or even better on his face, was already clouding Issei's mind. He'd been embarassed as he walked here naked, nervous about being caught, but in the dead of the night, he'd gotten here without anyone noticing. His cock was already hard in anticipation as Akeno opened the door.
"A-Ah... Issei... g-glad... you could... make it... fufu..." Issei's eyes went wide as the door opened, and he saw a sight he didn't expect.
Instead of Akeno standing there in her naked glory, welcoming him in to suck on her huge breasts, he saw a very different sight. Akeno was certainly naked, but she was bent over, her hands braced against the doorframe, her massive, heavy breasts swaying beneath her. And behind her, a familiar, muscular, blonde figure was pistoning into her with a brutal, relentless rhythm. Naruto.
Issei's mind went blank. His jaw dropped open, and the world seemed to slow down. He could see the details with horrifying clarity. The way Naruto's hands gripped Akeno's waist, his fingers digging into her soft flesh. The way Akeno's body rocked forward with each powerful thrust, her breasts bouncing wildly. The loud, fleshy slapping sound that echoed through the quiet hallway. The way her face was a mask of pure, unadulterated pleasure, her eyes rolled back in her head, her lips parted in a silent scream of ecstasy.
"Naruto-sama... d-deeper... ah! please... fill me... Naruto-sama..." Akeno's words were a choked, breathy whimper, which showcased the overwhelming pleasure she was experiencing. She didn't even seem to notice him, her entire being focused on the man behind her, on the massive cock that was currently rearranging her insides.
Issei's blood ran cold. A hot wave of shame washed over him, so intense it made him feel sick to his stomach. He had been so excited, so full of hope. He had thought this was his chance. His chance to feel like a man, to be with a beautiful woman, and to reclaim even a small piece of the pride he had lost. But it was all a lie. He should have known. He should have known from the moment Akeno had looked at him earlier, her eyes filled with a strange, predatory glint.
He needed to get out of there. He needed to run, to hide, and to pretend he had never seen this. His body felt frozen, but he forced it to move, turning away from the pleasure-filled woman as his legs were shaky and weak.
"Going somewhere, Issei-kun?"
A soft, husky whisper breathed against his ear, and a pair of impossibly soft, warm breasts pressed into his back. He froze, his heart hammering against his ribs as he smelled Akeno's sweet perfume. He could feel the rhythmic impact of Naruto's thrusts, each one sending a jolt through Akeno's body and into his own as her breasts pressed into his back. He inhaled sharply as he was trapped. He suddenly felt like he was simply an object for them, just a human post for the woman who was being fucked into him.
"Naruto-sama isn't done with me yet," Akeno continued, and she was so close that he could feel her warm breath tickling his neck. "And you... You're not going anywhere. You're going to watch. Don't act like you won't enjoy this, Issei-kun..."
Her arm snaked around his waist, and one of her small, delicate hands wrapped around his throbbing cock. He let out a strangled gasp, a mixture of shame and overwhelming pleasure filling him as her soft fingers started to slowly stroke him. He was so hard and so aroused despite the humiliation that he couldn't help but buck his hips into her touch.
"A-Akeno-san... wh-why...?" he stammered, his mind reeling as he looked down at her hand on him.
She was a mess. He could feel her body trembling with pleasure, her soft moans filling the hallway as Naruto continued to pound into her. He was completely dominating her, and she was loving every second of it. But still, she had reached out to him. She was touching him. She was stroking him.
"Because you're part of this now, Issei-kun," she whispered, her thumb rubbing circles around the sensitive head of his cock, making him whimper. "I heard that-MPH! Ah... t-that... Rias told you... right? J-Just be a good boy and watch, and-AH! You'll be... rewarded..."
"Let's give him a better view," Naruto grunted behind them. Without even pulling out, he effortlessly lifted Akeno's trembling form, his powerful arms flexing as he maneuvered her. He carried her like she weighed nothing, her legs wrapping around his waist instinctively as he walked them both into the bedroom.
Issei was dragged along, Akeno's hand still firmly gripping his cock, pulling him like a leash. He stumbled into the room, his bare feet padding softly on the plush crimson carpet, and his jaw dropped for a second time.
Raynare, Kalawarner, and Mittelt were there, and Issei's eyes went wide as he noticed them. They had changed, shedding their casual training clothes for black, gleaming leather that hugged their every curve. They looked like stereotypical dominatrixes, and it made Issei's cock twitch. They stood by the bed, their expressions condescending and a bit disgusted, as they looked at Issei.
"Get in," Naruto commanded, not even looking at Issei. He tossed Akeno onto the massive bed with a soft bounce, and she landed on all fours, her massive, heavy breasts swaying beneath her. She immediately presented her ass to him, looking back over her shoulder with a look of pure, desperate need. "And close the door behind you."
Issei felt a fresh wave of shame wash over him. He was taking orders from the man who was about to fuck the woman he had come here for. He was a guest, or so he thought, but he was being treated like a servant. But, as he looked at Akeno's huge, bouncing breasts and her perfect, upturned rear, he knew he couldn't leave. His desire, his pathetic, desperate need for pleasure, was stronger than his pride.
He hesitated for a moment, his hand on the doorknob, but then Akeno's whimper from the bed broke his resolve.
"Naruto-sama... please..." she begged, her body trembling with anticipation. "I need it."
Issei's shoulders slumped, and he closed the door with a soft click, the sound sealing his fate. He turned back to the scene, his eyes wide as he watched Naruto move behind Akeno.
Naruto grabbed Akeno by the waist, pulling her back towards him as he positioned the head of his massive cock at her entrance. He didn't enter her right away, choosing instead to tease her, rubbing the thick, throbbing tip against her entrance. The contact made her moan, a soft, desperate sound that went straight to Issei's own throbbing cock.
Issei was so captivated by the sight that he didn't even notice the fallen angels moving until they were right in front of him. Raynare stepped forward, her high heels clicking softly on the carpet, as she had a mocking smirk on her face.
"On your knees," she commanded, her voice a sharp, cutting whip that left no room for argument.
Issei flinched, a flicker of defiance sparking within him. He was a devil and the Red Dragon Emperor. Even if he'd been humiliated before, the dream to become the Harem King hadn't completely died, and he wouldn't kneel this time-
SMACK!
The sharp, stinging pain of a whip across his chest made him cry out. He looked down, a thin red line already forming on his pale skin. Mittelt stood there, a small, sadistic smirk on her face as she held the whip, her pigtails bouncing.
"I said," Raynare repeated, her foot coming to rest on his semi-hard cock as she applied a firm pressure, making him whimper. "On. Your. Knees."
The pain from the whip, combined with the humiliation of Raynare's foot on his most sensitive area, was too much. His knees buckled, and he sank to the plush carpet with a soft, defeated thud.
"Good boy," Raynare cooed, a condescending smile playing on her lips. She removed her foot, only to replace it with her hand, her fingers wrapping around his cock with a grip that was both firm and possessive as she leaned forward, and her huge breasts flopped into his face, "You're learning your place."
Issei's mind went blank for a moment, his world shrinking to the overwhelming sensation of her soft, warm flesh pressing against him and her skilled hand stroking him. He was so lost in the haze of pleasure that he almost didn't notice Kalawarner moving to stand behind him.
SMACK!
The riding crop came down hard on his ass, drawing a sharp, pained yelp from him as he bent over and fell onto all fours. The pain was intense, a white-hot line of fire that seared his skin, but it was immediately followed by a twisted jolt of pleasure that made his cock twitch in Raynare's hand.
"Look at him," Kalawarner purred, chuckling mockingly, "He actually likes it. The little pervert gets off on being punished."
"He's pathetic," Mittelt giggled, leaning down to whisper in his ear. Her hot breath made him shiver, and he could feel her small, sharp teeth nibbling on his earlobe. "A pathetic, little cuck who can only get hard when he's being treated like a dog."
He wanted to deny it, and to say anything to reclaim some shred of his dignity. But as he looked up, as he watched Naruto position himself behind the raven-haired woman on the bed, he knew they were right. His cock was harder than it had ever been, throbbing with a desperate, needy pulse in Raynare's firm grip.
Naruto didn't waste any more time. With a brutal, powerful thrust, he buried himself to the hilt inside Akeno.
"GUH! NARUTO-SAMA!" Akeno screamed, her body arching as a powerful, immediate orgasm ripped through her. Her head flew back, her long black hair cascading down her back as her walls clamped down on the invading cock.
"Start stroking," Raynare commanded, her hand leaving his cock to deliver a sharp, stinging slap to his thigh. "I want to see you touch yourself while you watch a real man fuck her. Don't you dare stop."
Issei didn't need to be told twice. His own hand wrapped around his throbbing member, the movements clumsy and desperate. He started to stroke, his eyes locked on the scene in front of him. Naruto's powerful hips pistoned in and out of Akeno's tight, wet cunt, the loud, ass-clapping sounds filling the room, mixing with Akeno's desperate moans and the fallen angels' mocking laughter.
"He's so much bigger than you, isn't he, Issei-kun?" Kalawarner taunted, her riding crop coming down again on his already sore ass. "She can barely take him, but she's doing her best. With you, you'd be lucky to get her foot. She's only like that with Naruto-sama, because she knows who a real man is."
"He's stretching her so good," Mittelt giggled, her small hand reaching down to roughly grope his swollen balls, "Look at the way her stomach bulges. He's in her womb, Issei-kun. He's breeding her. And all you can do is watch and stroke your pathetic little thing."
Their words were a constant barrage of humiliation, with each one a fresh twist of the knife. But as much as they shamed him, they also fueled the fire of his arousal. He was a pathetic cuck, a pervert who got off on watching the women he desired being taken by a superior man. And the shame, as agonizing as it was, was also thrilling.
SMACK! CRACK!
The whip and the riding crop came down again, leaving a canvas of red, angry welts across Issei's back and ass. Each impact sent a sharp jolt of pain through him, followed by an immediate, intoxicating wave of pleasure that made his head spin. He was a mess, a writhing, moaning spectacle of submission, his hand flying up and down his cock with a desperate, clumsy rhythm.
On the bed, Akeno was a symphony of moans. Her body convulsed, her back arching as another powerful orgasm ripped through her. Her moans were loud, unrestrained cries of ecstasy that echoed through the room, a testament to the thorough, brutal fucking she was receiving.
"Naruto-sama! AH! You're so deep! I can feel it in my stomach! Don't stop! Please, don't ever stop! I love you! MPH!" she screamed, her words a jumbled, desperate mess.
Naruto just grunted, his hips a blur of motion as he drove into her with relentless force. He could feel her walls clamping down on him, her body trembling in the throes of her orgasm, but it only spurred him on. His hands gripped her waist, his fingers digging into her soft flesh as he pulled her back onto his cock, driving himself deeper and deeper with each powerful thrust.
"You love him, huh, Akeno-san?" Raynare taunted, her hand coming down to deliver a sharp, stinging slap to Issei's thigh, making him yelp. "Not too long ago, you were looking down on us, on our very existence. Now look at you. A moaning, desperate mess, begging for the cock of the man who gave us a purpose."
"He's giving you a purpose too, isn't he, Akeno-san?" Kalawarner added, her riding crop tracing a slow, maddening line down Issei's spine. "Your purpose is to be his cocksleeve. His toy. A warm, tight hole for him to use whenever he pleases. Isn't that right?"
"Y-Yes... ah! Yes!" Akeno cried out, her body trembling as another orgasm started to build. "My... my purpose is to please Naruto-sama! To be used by him! I'm... I'm just a toy! A slut! His slut!"
Her words were a physical blow to Issei, but he couldn't stop stroking.
"You hear that, Issei-kun?" Raynare murmured, her lips brushing against his ear as she leaned down, her massive breasts pressing into the back of his head, smothering him. "She's found her purpose. Have you found yours yet?"
"I... I..." he stammered, his mind a haze of pleasure and shame.
SMACK!
Mittelt's whip came down hard on his ass, drawing a sharp cry of pain from him.
"His purpose is to be a good little cuck and watch," the small fallen angel giggled. "His purpose is to stroke that pathetic little cock and get off on the shame. Isn't that right, Issei-kun?"
He could only nod, his cheeks burning with humiliation as he continued to stroke, his movements growing more desperate.
"You know," Raynare said, a cruel, thoughtful look on her face as she looked down at the pathetic devil at her feet, "I'm getting tired of standing. And this floor is so hard."
With that, she abruptly shoved Issei forward. He cried out, his hands flying out to break his fall as he landed on all fours on the plush carpet. Before he could even register what was happening, Raynare was on him, her strong, toned legs swinging over his back as she settled her weight onto him.
"Stay still," she commanded, her heels digging into his sides. "A good chair doesn't move."
Issei grunted, the weight of the tall, powerful woman pressing down on him. His arms trembled, the muscles straining to hold them both up. He was a piece of furniture, a human chair for the woman who was humiliating him. But his cock was still hard and still throbbing desperately.
On the bed, Naruto's pace quickened. His thrusts became more powerful, more erratic, the loud, fleshy slapping sound growing louder and more frantic. Akeno's moans turned into high-pitched, desperate screams of pleasure, her body convulsing as she was overwhelmed by a relentless series of orgasms.
"I'm... I'm cumming, Naruto-sama! I'm cumming!" she screamed, her walls clamping down on him like a vice. "Please... cum with me! Fill me!"
With a loud, guttural groan, Naruto obliged. He buried himself to the hilt inside her, and a thick, hot torrent of cum erupted from the tip of his cock, flooding her insides with a warmth that made her gasp. Her stomach, already slightly bulging from the brutal pounding, began to swell even more from the sheer volume of semen being pumped into her.
Naruto stayed inside her for a long moment, panting heavily as he enjoyed the woman's convulsing pussy. He finally pulled out, and a thick, white river of cum immediately gushed from Akeno's hole. He gave her perfect, red ass a final, possessive smack before looking down at the pathetic devil serving as his fallen angel's throne.
"Alright, bring him over," Naruto commanded, his voice calm and firm.
Issei flinched, a wave of dread washing over him. He knew what was coming. This was just the next level of his humiliation. Raynare's heels dug into his sides, a sharp, silent command that made him grunt. He started to crawl forward, his arms and legs trembling with the effort of supporting her weight. The carpet was soft against his knees and hands, but the journey across the room felt like a long, shameful walk of shame.
The fallen angels followed, their forms looming over him like predators escorting their prey. Kalawarner's riding crop tapped lightly against his ass and urged him forward. Mittelt walked beside him, her small hand occasionally reaching down to flick his ear or tug his hair, her giggles a constant, mocking sound as he crawled.
They reached the bed, and the fallen angels maneuvered him until he was kneeling right beside it. The bed was still damp from Akeno's pleasure, the air thick with the scent of sex and sweat.
"Lie down," Raynare commanded, her foot still on his back, applying a firm pressure that left him no choice but to comply. "On your stomach."
He did as he was told, his body sinking into the plush, damp sheets. He could feel the sticky wetness of Akeno's juices against his skin, a fresh, humiliating reminder of the pleasure he could only watch.
"Now, don't move too much," Naruto hummed, and Issei could lay there stiffly as he suddenly felt a heavy weight on his back again.
"A-Ah... sorry Issei-kun... but Naruto-sama... isn't done yet..." Akeno's breath suddenly hit his ear, the woman moaning lightly as she flopped her entire weight onto his back. She flopped part way off the bed, putting her weight entirely on Issei as she suddenly jolted forward, and Issei's cock twiched as he realized what was happening.
Naruto had just entered her again.
"A-And... neither are you," Akeno moaned into his ear, her body trembling as Naruto started to move again, and then she reached around with her hand. She didn't hesitate as her small, delicate fingers wrapped around his throbbing cock.
He let out a strangled gasp, a mixture of pleasure and overwhelming shame. Her touch was electric, a soft, practiced caress that sent jolts of pure pleasure through him. This was what he had wanted, what he had fantasized about. Akeno Himejima, the beautiful, powerful Queen, was touching him. But this was different. She was using him, her body trembling with the pleasure she was receiving from another man as her hands lazily stroked him.
"Fufu... does that feel good, Issei-kun?" Akeno's coo'd next to him as her hand started to move, her fingers gliding up and down his shaft with a slow, frusterating rhythm. "Is this what you wanted? To feel my touch while you listen to me getting fucked by a real man?"
Each powerful thrust from Naruto sent Akeno jolting forward, her body pressing into Issei's back, her hand squeezing him in response. The rhythm of her strokes was dictated by the rhythm of the fucking she was receiving, a constant, humiliating reminder of his place.
"You're... you're so hard," she continued, her thumb rubbing circles around the sensitive head of his cock, making him whimper. "Do you like this, Issei-kun? Do you like being my little toy? My human chair? Just an object for me and Naruto-sama?"
CRACK!
The whip sliced through the air, biting into the already tender flesh of his side. He cried out, the pain a sharp, stinging line that was immediately followed by a wave of dizziness. Mittelt giggled, a high-pitched, mocking sound that echoed in the room.
"He likes it! The big, strong Red Dragon Emperor likes being whipped like a disobedient dog!" she taunted, her small foot coming up to nudge his dangling balls. "Look at them! They're all swollen and blue. Are they full of all that pathetic cum you're never going to get to use properly?"
Before he could answer, before he could even process the taunt, Kalawarner moved with a swift, practiced grace. She knelt beside him, her riding crop discarded. Her strong, cool hand wrapped around his swollen, aching sac, her fingers digging into the sensitive flesh.
"Pathetic," she muttered, her grip tightening until stars exploded behind his eyes. The pain was immense, a deep, nauseating ache that stole the breath from his lungs. He could feel the fragile orbs within her grasp being compressed, a terrifying pressure that made him want to scream. But all that came out was a choked, strangled gasp.
"Naruto-sama is enjoying himself so much," Akeno moaned, her body trembling as another orgasm ripped through her, her juices flowing freely and soaking the sheets beneath them and dripping onto Issei. "And you... you're just here to make it better for me. Your pain... your humiliation... it's making this even more fun for me, fufu..."
She stroked him faster, her movements becoming more erratic as she was lost in her own pleasure. The combination of her skilled touch, the overwhelming pain from Kalawarner's grip, and the constant, rhythmic impact of Akeno's body being driven into his was too much for Issei to handle.
"A-akeno-san... please..." he begged, the words a pathetic, whiny whimper. He didn't even know what he was begging for. For her to stop? For her to never stop? He didn't know anymore.
SMACK!
Mittelt's foot came up again, this time delivering a sharp, stinging kick directly to his trapped balls. The impact sent a sharp pain through him that made his vision go white. His body convulsed, a strangled scream tearing from his throat as he bucked wildly, nearly throwing Akeno off his back.
"Hold still, you useless piece of furniture!" Akeno commanded, her hand tightening around his cock in a punishing grip. The sharp pain from her touch was a fresh wave of humiliation on top of the overwhelming agony from his balls. "You're ruining my rhythm! Naruto-sama is trying to enjoy himself, and you're flopping around like a dying fish!"
Naruto grunted from above, a low, amused sound. He didn't miss a beat, his powerful hips continuing their relentless assault on Akeno's abused cunt. Each thrust sent a jolt through her body, which in turn sent a jolt through Issei's, a constant, painful reminder of the brutal sex he was only an accessory to.
"I think he likes it, Akeno-san," Kalawarner purred, her fingers tightening their grip on Issei's swollen sac, twisting them slightly, "His little thing is still hard. Even with us kicking and squeezing his pathetic balls, he's still aroused. What a depraved little pervert."
"He's a natural-born cuck," Raynare declared, her words dripping with contempt as she leaned against the bedpost, observing the scene with a bored, regal air. "Born to be on the bottom, born to serve, born to get off on his own humiliation. You should be thanking us, Issei-kun. We're helping you discover your true calling."
The words were a physical blow, but the pain from Kalawarner's grip was a far more immediate and overwhelming reality. He could feel the delicate, fragile tissues within her grasp being stretched to their breaking point.
"P-Please... loosen up..." he whimpered, but even as he spoke, he didn't trust his own words. The pain was real, but the pleasure was even realer.
CRACK! SMACK!
The whip and the riding crop came down again.
"A good cuck doesn't complain," Mittelt giggled, her small foot delivering another sharp kick to his side. "A good cuck takes what he's given and says 'thank you for the privilege.'"
"Thank you," he choked out, the words tasting like defeat, but also like a twisted form of release. "Thank you..."
"Aww, is the little pervert getting close?" Akeno cooed, her hand on his cock matching the rhythm of Naruto's powerful thrusts. He was driving into her with a brutal, relentless pace, and each impact sent her jolting forward, her body pressing into Issei's back. "Are you going to make a mess all over my hand while a real man fills me with his seed?"
He nodded shakily, as he knew he was close. The combination of Akeno's skilled touch, the constant, rhythmic impact of her body, and the agonizing, addictive pain from the fallen angels was pushing him to the very brink.
But before he could go over the edge, Akeno's hand stopped.
"N-...No...?" he gasped, a fresh wave of panic washing over him. His cock was aching, throbbing with a desperate need for release.
"Not yet," she commanded, her voice a sharp, cutting whip. "You don't get to cum until Naruto-sama does. You have to earn it. You have to beg him for it."
Her words were a final, crushing blow. He was so close, so very close. He would do anything. He would say anything.
He looked up, his vision blurry with tears of pain and pleasure. He saw Naruto's powerful form, his muscles tensed, his face a mask of intense concentration. He saw the way Akeno's body trembled, her moans growing louder and more desperate with each passing second.
"Please... Naruto-sama..." he begged, his voice a pathetic, whiny whimper. "Please... cum in her... Please... breed her... Please... let me cum... Please..."
His desperate pleas seemed to be the final trigger. Naruto let out a loud, guttural groan, burying himself to the hilt inside Akeno one last time. His hips jerked, and another thick, hot torrent of cum erupted from the tip of his cock, flooding her insides once again.
Akeno screamed, her body convulsing with the most intense orgasm of the night. Her walls clamped down on him, her back arching as a gush of fluid erupted from her, soaking the sheets and dripping onto Issei's back. Her hand on his cock started to move again, her strokes fast and frantic.
"Cum for me, Issei-kun," she commanded, her voice a breathy, excited whisper. "Cum with us. Make a mess. Show everyone what a pathetic little cuck you are."
That was all it took. With a strangled cry, Issei finally exploded. His cock erupted, with a pathetic burst of cum spilling onto Akeno's hand and the already-soaked sheets beneath him. The release was overwhelming, a blinding wave of pleasure that was immediately followed by a crushing wave of shame.
He slumped against the bed, his body limp and trembling. Akeno's hand released him, and she pushed herself up, rolling off his back and onto the bed beside him. Naruto pulled out, and another fresh flood of cum gushed from Akeno's well-fucked hole, adding to the mess.
"Pathetic," Raynare scoffed, her voice dripping with contempt. She looked down at the mess on the sheets, then at the spent form of the Red Dragon Emperor. "Absolutely pathetic."
Issei didn't have the energy to respond. He just lay there, his head leaning back into the damp, sticky sheets, the scent of Akeno's arousal and Naruto's seed filling his lungs. He was broken. Completely and utterly broken.
"I'm glad you know your place, Issei-kun," Akeno hummed, pulling herself off the bed as she towered over Issei. Issei looked up, watching as Naruto's cum dripped out of her, even as Akeno raised her foot and lightly poked at his cock with it. Then, she reached down, giving him a disgusted look as she wiped the cum off her hand and onto him.
"When Naruto-sama becomes the Harem King, he'll have a lot of cucks like you trying to get in his way," Akeno wrinkled her nose at him, then smirked cruelly at Issei, "I'll be managing them, so I wasn't lying when I said we'd be getting to know each other much better, Issei-kun."
Issei could only nod shakily at her words, having nothing else to say. He had already been broken before, but now, as the sadistic Akeno and Raynare towered over him, he knew he stood no chance.
He had been defeated as a man. Naruto had won.
Chapter End
Author's Note: Hope you enjoyed. I'll update this again either tomorrow or the next day.
There are also 5 more chapters posted on my Subscribestar page, which is 'Nappar' as well as 1 more chapter for The Student Council Inspector. I'll be posting 4 more chapters on there for that novel, then continuing it on here as well.