Devil's Fiancé Ch 4 (Highschool DxD)

Disclaimer: All characters in this work of fiction are above the age of 18!

Summary: Rias’ Queen finally returns to the castle and is upset she’s missed all the fun!

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Chapter Four: Akeno

Deep in the underworld, there was a single man inside the entirety of the Gremory Castle.

Issei Hyoudou... Who was raised as a human and became engaged to the most prominent Princess of Hell, Rias Gremory, due to his prophesied future as a powerful and lustful creature.

That man... was sleeping soundly, with an utterly satisfied look on his face.

In the Gremory couple’s private bedroom, there were two massive, luxurious beds. It was odd for a couple that was to be wed to sleep in separate beds, especially for Devils, but there was a meaningful tradition in the Gremory Clan that required her to keep her virginity until the winter solstice.

So, Rias Gremory slept nude in her bed, alone amongst silk sheets... while across the room...

Issei Hyoudou, who was under no such vows of celibacy or faithfulness, was lying in the other bed in a tangle of naked, curvaceous bodies. Fully developed, voluptuous women were covering his fit, muscular body in soft, womanly flesh. He had a big, round boob in each hand, groping them still, even as he slept.

His face was buried between two soft pillows. The softest ‘pillows’ in the underworld. The massive, motherly mammaries of Venelana Gremory, his very own mother-in-law. Her truly enormous breasts were squeezed lovingly around her son-in-law’s face as she smothered him deep within their warm, milky-scented embrace.

A warm, soft pair of bodies hugged his legs. One was sexy, shapely, and voluptuous; the other was cuter and petite while still maintaining the charms of a woman. A pair of naked, black and white ‘kittens’ hugged his lower body.

Kuroka purred in her sexually satisfied sleep, mewling softly as she grinded her sensitive, well-fucked pussy against his leg and squished her plump breasts into his thigh.

Opposite her was Shirone, who was softly drooling as she rubbed her smaller chest against Issei’s other thigh. Her body was still tingling from the long night of sex and passion, and her slender white twin tails were slightly sliding across the bedsheets as she slumbered exhausted against her new master.

And that was just where the obscenity began.

It didn’t seem to matter how many women were added to Issei’s bed. He was proving with every day his ‘worthiness’ and aptitude to be wed to the most wanted ‘Crimson Ruin Princess’ in the Underworld. Rias had confidently proposed to Issei, claiming that he was ‘the perfect man for her’ as a man who indulged in his desires. Wanton Lust for women, Greed for a massive harem, and limitless ambition to reach these goals. These were incredibly appealing traits to a devil heiress.

Issei proved his limitless lust and libido by bedding so many women, and still eager and excited for MORE.

Lying on his chest was a woman just as busty and wide-hipped as the ‘Queen of all MILFs’ Venelana herself. Rias’ most valuable servant and Head Maid, Grayfia. The silver-haired MILF maid was stripped completely naked, her white and blue servant’s uniform nothing but shreds on the floor outside the door. She slept softly, pressing her fat, naked breasts into her new master’s chest while keeping his massive, rock-hard erection warm and comforted inside her snug cunt all night long.

Even while sleeping, Issei would softly groan with desire and developed a habit of bucking his hips into whatever lucky woman had earned the right to sleep impaled on his incredible endowment. Grayfia was his favorite. Because she had an exceptional talent for milking his cock all night long, keeping him in a deep, satisfied sleep as her high-class pussy squeezed and massaged his throbbing, greedy cock until it erupted inside her, filling her pleasurable walls with thick, potent seed all through the night. Then, he would calm down for a while until his bottomless libido inevitably reared up inside her slick walls once again.

While the favorites of Issei’s harem had smothered his body in their soft, warm bodies... the body count of Rias’ soon-to-be lover was much higher than could fit in one bed, no matter how large.

All around the room were passed-out maids wearing blissful, satisfied smiles. Some still twitched and murmured, ‘Issei-sama’ or ‘Young Master’ in their pleasant post-coitus bliss.

Each one was either naked or half-dressed in shredded, ripped-up maid uniforms that exposed their huge pillowy breasts and torn-open skirts to bare their naked, heavily creampied cunts. A half-dozen lucky girls secured spots on the edges or along the foot of Issei’s massive bed.

Others were passed out lying against the frame or on the floor beside. At the same time, an entire trail of naked, passed-out maids was drawn from the bed all the way to the door.

Admist that scene of pure debauchery... There was a single shape that was moving.

The first to fall and the first to rouse, the Gremory’s perfect maid, Grayfia Lucifuge, woke herself from her brief rest and carefully slipped out of the grasp of her master. With silent expertise, she managed to slip his still-erect cock out of her cum-stuffed pussy and climb out of bed without waking a single woman from their blissful sex comas.

Grayfia softly sighed as she stood delicately between the naked, spread limbs of the unconscious maids that littered the floor. Her red eyes glanced around the room as she softly sighed, “...what a messy master I have...”

She snapped her fingers, and a pristine maid uniform covered her naked curves, replacing the shredded pieces left somewhere on the floor. With no panties, of course, as per her master’s request.

She quietly left the room without waking her masters or any of the servants on the floor, then went about her morning duties before it was time to rouse Issei once again.

...

...And as Grayfia left the room, another figure quietly made their move.

Between the two great beds, there was a figure peeping in through a tall window. A silhouette that could not be mistaken for anything but a woman with her distinct, outlandish hourglass figure.

Like magic, the lock was unhatched, and the window slid open, letting the figure creep in undetected.

“...Fufufu💞 Finally💕~!" The voice of a woman spoke, so erotic and sexually charged that it was enough to usher the entire room into naughty dreams, “I’ve been waiting so long for this chance~💓!”

A pair of glowing violet eyes peered down on the obscene remnants of last night’s debauched orgy. She breathed it all in with a lewd moan, “Aaaah~💞! What a masculine scent💕~! It’s making my head go fuzzy just breathing it in..! S-so much SEX💓~!"

A dark raven feather fluttered to the ground as the gasping woman floated over Issei’s bed. Her violet eyes were half-lidded as she saw all the naked, well-fucked women decorating his bed like trophies. She wore a carnal smile as she descended, “Aaah💕~! T-this is bad..! I-I only meant to take a look..! I-I’m not supposed to touch... b-but... I can’t help myself💓!”

“T-this thick musk💞 T-this huge COCK~💕! Aaah, it’s everything I dreamed about💓~!"

It was amazing that the woman’s debauched cries and heavy panting hadn’t woken half the room by now... But the women were far too deep into blissful, exhausted sex-comas, and had grown used to sleeping through pants, moans, and even screams of ecstasy.

But the sound of a horny, desperate woman would certainly wake Issei himself... and she knew that.

“O-oh shit..!” She gasped hotly, “I-I cast sleeping magic without thinking..! A-am I r-really going to..? Fufufu~ P-please excuse me, Rias~ I really can’t help myself💞!"

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Issei felt his eyelids strangely heavy. Something roused him from a deep, inescapable sleep. A familiar feeling alongside familiar sounds. With it came a dull, muted sense of comfort and pleasure.

‘Ah...’ He realized with a sliver of consciousness, ‘There’s a hot babe riding my cock..!’ It was a sensation he’d grown so familiar with that he could sense it even through the thick fog of a powerful sleep spell.

‘Ah... Grayfia is doing her duty well..!’ The feeling was comforting enough to nearly lull him back to sleep. But as he focused what little awareness he had on the feeling something woke him again, ‘Wait... Grayfia..? This isn’t Grayfia’s pussy...’

He was able to differentiate the feeling of the snug cunt wrapped around his cock, even with his senses so dulled by magic, ‘Who is this..?’ 

It was a pussy he didn’t recognize!

His brow furrowed as he realized something else too, ‘That’s strange... why doesn’t it feel good..?’ That single thought reverberating in his mind was enough to raise the alarm bells.

Sex didn’t feel good? That was impossible!

With that sacrilegious thought, the powerful spell shattered like fragile glass, and Issei’s consciousness surged back with a dragon’s roar.

“Oooooh~! Ooooh~! Yes~! Yes~! YEEEEES~!”

His ears were filled with the wonderous music of a woman’s loud, squealing moans and the hot, fleshy smacks of a fat ass bouncing and clapping against his firm thighs. He felt intense pleasure as an unfamiliar cunt squeezed his cock in a tight grip, spasming alongside the rhythmic moans of the woman riding him.

He opened his eyes to a glorious view. Two perfectly shaped, huge titties bouncing energetically on the bare chest of a slender, buxom female. Her two enormous breasts were as flawless as pure snow and jiggled obscenely with her every motion. It took a great effort to tear his eyes away from her rosy pink nipples, hardened to a point at the center of those giant globes.

But when he did, he saw her face. Issei blinked in confusion. His brow furrowed, even as he enjoyed this tremendous pleasure, “Eeeh..?!”

The features of this mysterious woman were enough to make his cock jump suddenly inside her cunt with surprise. He could tell it was a babe just by how good her pussy was, but what he saw was truly unexpected!

Her features were seductive enough to make his voice catch in his throat. Even after seeing so many Devilish beauties at the Gremory Estate!

Her dark lashes curled over two beautiful violet eyes, glossy and half-lidded in pleasure. Her perfectly plucked eyebrows furrowed to convey her intense ecstasy. Together, these were emphasized by her high cheekbones, giving the unknown woman the elegant features of a Queen.

‘Yamato Nadeshiko!’ Issei’s mind could only think, glancing at her face. It was a term for the traditional ‘ideal’ Japanese woman. A woman who carried beauty, grace, modesty, elegance and femininity!

She was the type of enviable beauty that could light a flame in the hearts of any Japanese man!

She had sleek, shiny, raven-black hair that was tied up in a high ponytail and wrapped tightly in a large, fluffy bow. She was the picture-perfect ideal of a smart, lovely literature girl. A Japanese dream girl who would be found immersed in a library, enthralled in a book... Not here in Hell, riding his cock more gleefully than a true-blooded Devil.

That sharp distinction in her appearance and her actions made Issei shell-shocked.

There was something different about this woman.

Her skin was aglow with the morning light, giving her the radiance of an Angel... If not for the red stained glass windows of Rias’ devilish bedchambers casting an eerie red tint to her skin.

With the red light cast upon her glowing, radiant skin, Issei’s attention was focused on her expression. Succulent red lips curled into a wide-stretched smile. Violet eyes shone with ecstasy and delight as she threw her head back with loud, happy cries.

‘L-Lewd..!’ Issei was stricken by the obscene look on the woman’s face. His heart jumped in his chest, ‘A Succubus?!’ He could only think.

It was the only explanation for this shocking situation. Waking up sheathed in a woman’s cunt he’d never felt, only to discover such a gorgeous creature riding his cock with a look of absolute delight. Despite being in Hell, Issei had yet to encounter a Succubus. But he thought the only creature that could make such a perverted face had to be a Succubus!

But as that thought flashed across his groggy mind... Issei’s eyes widened further in shock as he finally saw them—two large, fluttering wings. Feathered wings! Her beautiful, gentle features and soft, delicate skin could’ve fooled him into believing she was really an Angel, even here in the Underworld... but these wings were stained black as if dipped in ink.

‘An Angel... A fallen Angel! It must be!’ Issei shouted with realization in his mind as Rias’ lessons on the Underworld came to the forefront of his thoughts.

And while Issei knew about Fallen Angels... He had no idea that the undeniably gorgeous Fallen Angel bouncing her fat, cushiony ass on his thick, hard cock was none other than Rias’ Queen.

Instead, Issei watched this woman with the wanton look of perverted delight on her face... and had a peculiar feeling in his chest.

‘Have I... seen her before..?’ That thought popped into his mind but was quickly cast aside. He’d never forget a pair of titties! He was SURE he’d never seen this woman’s breasts.

“Aaaah~!” Her seductive red lips opened in a foggy, hot gasp. Her moans were pure sin, driving up his lust, “Aaaaahn~! S-such a big dick~! I-I can’t believe it..! I can’t believe my IDEAL COCK belonged to a HUMAN all this time💞~!"

Issei was now wide awake. How could he not be with such a beauty crying out lewdly and bouncing on his cock? Her massive chest roused him from drowsiness with its jiggling hypnotic dance.

His muscles flexed as he felt the overpowering instinct to grab this busty bitch and slam her down hard, to pound her delectable cunt and make her cry out his name.

Fallen Angel? Devil? What was the difference? Both were insanely hot, insanely busty, and apparently, insanely horny! They were both creatures of sex! Built to tease big dicks like his to full size, so they could get their pussies stretched out as much as they liked!

“Nngh..!” Issei let out his first sound, immersed in the feeling of Akeno’s hot, squeezing walls wrapped so snugly around his throbbing, massive shaft, “Damn..! What an amazing way to wake up..! Heheh, I thought it was Grayfia... but this pussy is pretty good too..!”

“E-Eh?!” Akeno cried out sharply as she heard his voice. Her violet eyes snapped open as she looked down at him. Her sinful features were painted with a rosy blush, accenting the lewd look on her face as she gasped, panted, and moaned.

“Y-you..! Y-you’re awake..?!” She nearly shouted, her tight, slick cunt squeezed down on his cock to mirror her surprise, “Ooooh~! S-shit..! Y-you weren’t supposed to..! Nnnggghhh~!”

“Woah..!” Issei bit the inside of his cheek as suddenly her tight pussy clamped down HARD. He looked down at her plump, naked pussy lips, watching as her delicate pink folds sprayed a clear gout of juice over his groin. He laughed and grabbed her thick, squishy thighs, bucking his hips up into her spasming pussy as she climaxed all of a sudden.

“Hahaha~ You’re cumming already..? That feels pretty good! You can squeeze your pussy pretty tight, huh..?”

“W-wait..!” She shrieked and spasmed on top of him, “I-I’m still c-cumming~!”

Issei licked his lips, watching how her massive titties wobbled on her chest as she twitched. She threw her head back in a loud, wanton moan, her eyes going cross in pure ecstasy.

“Mn! That’s a hot ahegao!” Issei said with a cheeky smirk while groping her soft, plump thighs and bucking his hips into her spasming walls, “But aren’t you cumming a little too easily..? I just barely started moving! Eh, I guess that’s okay! Watching a girl lose herself like that is really hot, too! Let’s see how much I can make you cum..!”

“Nnnnggghhh..!” The bewitching Fallen Angel let out a long, lewd moan as her powerful climax came crashing down. Then she brought her foggy eyes to Issei’s face.

“Mn..?” He tilted his head. She looked VERY familiar...

She distracted him from that thought with a broad, obscene smile stretched across her face. Her heavy blush and foggy, panting breaths carried such a powerful erotic charge that his cock swelled a whole size larger in her pussy, ready to erupt at any moment.

“Fufufufu~” The Fallen Angel suddenly let out a mature, enchanting laugh. She looked down at him, wearing that same lewd smile. Rather than looking satisfied or exhausted, her face was glowing with new energy. She licked her lips like a Succubus, devouring him with her eyes, “That felt so~oo good~! I want more..!”

Issei chuckled and squeezed her plump, soft thighs, “Me too..! So let’s...” His eager voice was interrupted by the glow of magic.

He felt something cold clasp around his wrists and jerked them up into the air, pulling his hands away from her thighs.

“Fufufufu💞" She softly giggled with perverse delight, “You’re all mine now, Issei~!”

Issei looked up, gently tugging at the pitch-black chains that clasped his hands together over his head. They were held from a blood-red magic circle that floated above his head.

“S&M play..?” He wondered aloud in a calm voice. With a big-breasted Angel riding his cock, he didn’t feel any reason to raise his guard.

Akeno’s black Angel wings fluttered excitedly as she leaned deeply against him. He felt her massive chest squish warmly against his muscular chest. Her slender fingers caressed his cheek when she brought her face close to his. Her hot breath panted against his lips as she moaned and rolled her wide, womanly hips on his lap.

He saw a gleam in her eye. That lecherous smile of hers deepened with new meaning. It was sadistic. An excited smile, full of dominant desire and lust. It was powerful enough to make the strongest-willed man whimper and fall to his knees... It was the perverse smile of a Queen who was about to take pleasure in the pain of her servants.

“Fufufufu~” She smiled at him devilishly. Her violet eyes were aglow with desire and lust, “Nervous..? Don’t be afraid... It’ll feel so~oo good~!”

He tugged his wrists against the chains, ‘Huh..? I feel like I can break these...’ He got a strange sense that with just a little effort, the magic chains would shatter under his strength. With that, he relaxed and grinned up at her.

In his heart, he quietly thought, ‘All fetishes are great~! Except Netorare!’ 

While he was a man that loved to be on top, so he could fuck as hard and fast as he liked... He thought it might be nice to have a woman ride him once in a while... He laid back with a grin to let this sexy Angel bounce herself silly on his cock.

“Fufufu~ That’s it..!” Akeno held his cheeks as he relaxed beneath her, “Just lie there and let me have my fun..! Mmnn~ We’ll feel so good together, Issei~!” Her voice broke into another lewd cry as she rose, thrusting out her buxom breasts as she started to bounce her soft, plump ass on his lap once again.

“Nngh...” Issei enjoyed the feeling of the beautiful Angel riding his cock. Her pussy was heaven, squeezing every inch of his massive, throbbing erection in a constant massage. Her hands were placed on his naked chest, acting as a brace so she could slam her hips down faster and harder.

“Yeees~! Since you’re already awake, it doesn’t matter anymore..! I’ll just do as I please💕~!" She cried out with a loud, lewd voice.

Plap~! Plap~! Plap~! Plap~! Plap~! Plap~!

Issei enjoyed the lewd sound of Akeno’s fat, bouncy ass clapping on his lap while her juicy pussy stirred up a wet, sticky mess between their sexes. Her voice rose higher, moaning wantonly with every repetition. Her tight walls were stretched wide by his huge, swollen cock.

But as she was riding him, Issei’s focus kept wandering from the heavenly sight of her heaving, jiggling breasts. He was focused on her face. Not only because of the sinful look of perversity she wore but also because of a strange tingle in his head. Where have I..?

He suddenly blinked, “Wait a second... Himejima-san..?”

“Nngh~!” The woman suddenly twitched, her back arching in ecstasy as her pussy clamped down HARD on his cock. Then she lowered her face with a giggle, “Fufufu~ I’ve been found out~!”

Issei’s eyes shot open wide as he suddenly connected the two images. The utterly lewd, completely debauched Fallen Angel squealing and riding his cock... With Kouh Academy’s very own ‘Yamato Nadeshiko’! The second of the ‘Two Great Beauties’ alongside his own Devilish Bride, Rias!

That fair-skinned, dark-haired literature girl that every man dreamed of dating... She was actually such a slutty, horny Fallen Angel that attacked him in his sleep and bound him in chains so she could ride his cock to kingdom come!

“W-wait seriously?! S-senpai..?!” Issei croaked. His mind struggled to believe such absurd circumstances.

“Fufufu💓~! Yes, my cute little Kouhai..?" She smiled charmingly. It was the same sweet smile that would make all his male peers roar. But as she looked down at him, it was laced with the pure eroticism of her sexually-charged blush.

Issei groaned loudly, his cock swelling bigger inside her silken tunnel.

Akeno moaned with delight, giggling with ecstasy. She waved her massive, hanging breasts in his face, “Nngh~! I can feel you swelling even bigger, Issei~! Are you getting excited? Fufufu~ Does your lovely Senpai’s hot pussy feel good wrapped around your big dick💗?"

“Oooh~!” Issei groaned, rattling the black chains as her words intensely affected him. He never could’ve imagined he’d be fucking Akeno Himejima! Not even after Rias had proposed to him!

“It feels great, Senpai!” Issei happily declared.

Akeno rolled her hips like a real Succubus, teasing Issei’s cock buried deep enough to grind his flaring tip against the entrance of her womb. Then, unable to control herself for long, she cried out, “More..!” As she resumed her rapid ride.

Plap~! Plap~! Plap~! Plap~! Plap~! Plap~!

As her fat ass came down in rippling blows, her tight cunt CARVED open by the thick, girthy curve of Issei’s draconian dick, she cried out with pleasure. Her sinful eyes were locked on his face as her lips curled in a seductive but sadistic smile, “More..! Show me your desperate expressions~! Aaah~! Do you like that, Issei~ Do you want to cum💞? Do you want to cum in my tight little pussy💕~?”

“Yes!” He cried out in return, “Your pussy feels so incredible, Senpai..! It’s gonna make me cum so much..!”

Her grin stretched wider, with an almost crazed look in her eye, “Fufufu~ I’m glad to hear it… But we can’t have the fun end just yet~”

“Eh?” Issei blinked. A strange feeling washed over his crotch, concerning enough for him to peel his lecherous gaze from the sight of Akeno’s giant bouncing bust.

He looked down at the thick root of his stalk and saw a black ring encircling the base, glowing with magical runes, “Uh…” He felt dread surge through his body and looked back up to Akeno.

She was beaming an ecstatic smile, gasping and moaning even louder than before, “Fufufufu💞~ Now we can keep going forever~ Don’t worry..! I’ll let you cum… eventually…” Her sadistic eyes seemed to delight at the look on his face, “But for now~ I just wanna cum again~! Again and again and again..!”

She threw her head back in a loud, lewd cry of climax. The feeling of his massively swollen, throbbing cock, thrashing in her pussy like a caged beast, set her off with an explosive orgasm. Her wailing voice was enough to wake the dead.

But she didn’t stop moving her hips.

Plap~! Plap~! Plap~! Plap~! Plap~! Plap~!

“Nnngghh~! Yeees~!” Her eyes went crossed in a look of climactic euphoria, as the feeling of domination made her body tingle with overwhelming excitement, “I’m cumming agaaaiiin~! This fat, juicy cock is amazing..! It’s perfect! I could bounce on this delicious dick all night long..!”

“S-senpai..!” Issei gritted his teeth as the intense pleasure he felt abandoned him. All that was remaining was a dull, muted tingle and a feeling of a dying orgasm, “I-I know I said that all kinks were great..! B-but cock rings, and orgasm denial aren’t really my thing..!”

“Don’t worry💕!” Akeno said quickly, in a voice that couldn’t be trusted. She looked down at him with a sadistic gleam in her glowing violet eyes, “I’ll let you cum soon~! Just make me cum first💞 Ten more times! N-no, a dozen… Then you can… Nnngghh~!”

Issei’s nostrils flared as his body ran hot. He didn’t have a problem with making such a hot babe cum her brains out… but there was no way he was going to be stopped from cumming inside her incredible pussy! His muscles flexed dangerously as the black chains that bound his wrists let out a metallic groan, bending under stress.

He could feel them ready to snap. Just the slightest bit of pressure, like flicking his wrist, and he would break these chains, grab her hips, and make her SCREAM. He’d slam her tight, fuckable pussy down on his massive throbbing cock and fuck her until she-!

“Akeno…”

A voice that was not his own called out. Quiet and cold.

“!!!”

Akeno’s hips suddenly came down one last time, then froze on the spot. Her pussy clamped down like a snare, trapping his cock in a tight, trembling embrace.

Issei turned his head to see a lone figure rising amidst all the passed-out Maids. In the heat of sex, Akeno’s powerful sleeping spell had loosened enough for a woman of sufficient power to break free.

Not that her spell could have that strong of a hold on her own King in the first place.

Issei couldn’t stop a lewd grin from rising on his face. It was a natural response to seeing the perfect, pale globes of his Fiancée’s massive, naked titties.

“What are you doing?”

Issei’s eyes jerked up at the cold tone and saw the evil red eyes of Rias Gremory staring intensely at the girl still impaled on his cock. For once, Issei saw a look that was not seductive, playful, or encouraging on Rias’ face. It was disappointment.

‘Uh oh…’ Issei suddenly gulped. If not for the fact that he was buried balls-deep in a peerless beauty, that look might have even been enough to make his cock falter. His mind raced as he realized the situation.

‘Fuck!’ He internally shouted. Rias had given him ONE rule. He could fuck anyone he wanted and build himself a harem… but until they got married, he had to include her. He had to do it IN FRONT of her!

Now she caught him in bed with a new woman when she was sleeping! And that woman was Akeno Himejima! Kouh’s other ‘Great Beauty’.

That made him wonder… What was their relationship? Were they friends? Or maybe even rivals? Did Akeno sneak in her at night and put Rias to sleep to fuck her future husband… or was she going to try to steal him away for herself?

He didn’t know. It was too much to think about at the moment. All he knew was that this moment gave him a strange feeling. The feeling of being caught in the midst of an affair by his wife!

Rias’ cold, red eyes carried a burning gaze directed at their joined sexes. Then she glanced up at the black chains that bound his hands.

He gulped, “A-ah..! R-rias..! I-I can explain..! It’s not what it looks like-!” As Issei began to throw out the most predictable excuse… Akeno finally moved.

“Eh?” Issei froze up as Akeno suddenly embraced him. She flung her arms around his head and pulled his face into her heavy, sweaty bosom. He was smothering in the sweet scent and soft cushion of her boobs, “Mmpgh~!”

‘Eeh?!’ Issei thought blankly, as his rational mind was devastated by the destructive force of Akeno’s heavy-weight Oppai.

“Mmph..?” Issei, against his better judgment, relaxed into the sweet heaven of Akeno’s enormous tits. His guard was effectively broken by her masterful tittytrap.

“Ayn💕" Akeno moaned exaggeratedly, “Issei~sama~💞 You can’t~💓! Didn’t you see that your wife just woke up~? What’ll you do if she catches us in bed together~? Ahn~ Naughty boy~ You want to keep going anyway~? Aaaah~” Akeno put on a playful voice as she went right back to grinding and bouncing her curvaceous naked body on top of his.

By the time Issei returned to his senses and realized what was going on, he was horrified to realize that the chains around his hands were gone, and he was holding Akeno by the hips.

‘Ah shit!’ Issei panicked for a moment. Even with his hands on Akeno’s sinful body, he had enough fear to turn his mind away from sex. After all, if Rias was angry and asked for a divorce, then his entire sex life would disappear!

“R-rias..!” He began to say but froze as he looked her in the eye.

Luckily for him, his future wife was a Devil.

She merely narrowed her eyes distastefully at Akeno’s pathetically veiled ploy. She spoke coldly, “What are you doing?”

“Ah.!” Akeno softly gasped and went quiet.

“Akeno…” Rias said with a dagger-like tone.

“U-uhm..! Surprise?” Akeno stuck out her tongue with a cheeky smile.

“You said you’d be back this evening… so why am I waking up before dawn to the sound of you howling like a banshee..? With the remnants of a sleeping spell affecting me..? And with my husband’s hands tied up and a magical ring around his cock?”

“...”

“W-well… Y-you see…” Akeno let out breathy gasps, licking her lips. Even under Rias’ intense look, she was rolling her hips and whimpering, trying to milk one more orgasm out of his stiff cock.

“Akeno..!” Rias’ voice seemed to vibrate with power.

“Mmmgh?” From his position, he couldn’t see much, but Issei saw a dark red glow reflecting off Akeno’s silky smooth skin.

“I-I couldn’t help myself.💞~!” Akeno cried out in a shout, “I came back early to surprise you..! B-but Issei was completely NAKED in his bed..! His cock lathered with cum and pussy juices..! I j-just wanted one taste..! B-but it was so good💕 A-and the smell💞~! Oh, the smell of sex hanging in this room made my brain go blank! Before I knew it, I was riding him..!”

Rias spoke with a voice laced with disappointment, “Akeno… I’m not mad at you for fucking him..! I’m mad you didn’t wake me up first!”

“Mmmph?” Issei tilted his head, peeking his eyes out the crack of Akeno’s cavernous cleavage.

For just a moment, Rias' intense, scary look melted in a deep, adorable pout, “I’ve been waiting forever for this! To see my Queen, my best friend, lose her virginity to my husband!”

“B-bucho..!” Akeno whimpered at the intense look on her King’s face… and the black fire she held in her hands, “W-wait..! J-just a moment..! L-Let me just cum one more time..! I-I’m almost there-!”

“Accept your punishment!”

“Noooo~!”

_________________________________

A brief moment later — Beneath the Gremory Castle

“Hahaha! To think you had a place like this down here... This truly is a Devil’s Castle!” Issei loudly proclaimed as he looked around the Gremory ‘Dungeon’. They were in a room of black polished stone and high ceilings, with all sorts of black chains and manacles hanging from the ceiling.

To the side, there was a rack with what seemed to be torture tools, but Issei was a well-cultured man. His keen eye caught the trend of the ‘tools’ on that rack. A riding crop, a studded paddle, a cat o’ nine tails, and so on! These were tools of pleasure as well as pain!

In other words... ‘It’s a sex dungeon!’ Issei reasoned with an intrigued eye.

While he was eager to explore this secret paradise, there was a far more enticing matter at hand!

“Fufufu💓 This is much better for my darling~💞" Rias said in a sultry voice, smiling with satisfaction.

“Mmmpggh~! Mmpghh!” Muffled whimpers echoed in the dark chamber.

“Darling..?” Issei responded, “Hahah, didn’t you say husband earlier? Are you feeling protective of me as my wife?”

Rias glanced at him teasingly, “Of course~ You already gave me your promise... You’re MINE, darling💞”

Issei felt an incredible feeling swelling in his chest as Rias’ meaningful smile was focused wholly on him. The sensuous body of his wife drew in close, seducing him with her intoxicating natural scent.

She playfully put a hand on his chest as she whispered, “And I’ll be all yours too💞"

Issei gulped. Somehow, his wife’s delicate fingers just lightly touching his chest was as seductive as a naked woman in his bed. Because this was the Underworld, they had a ridiculously intense definition of ‘purity’.

As such, Issei was strictly prohibited from intimate contact with the woman who would be his wife. He couldn’t kiss her. He couldn’t squeeze or suck on her incredible Oppai. She even slept in a different bed! Did that make sense? No! It was unfair.

However, that was the rules of the Underworld. The dreamlike place that gleefully encouraged him to have a harem. So, Issei endured.

But because of this experience... Of Issei’s time spent tempted and seduced by the utterly voluptuous body of his Devilish bride... Even something as minor as Rias’ hand on his chest or her scent on the wind was intensely stimulating. It had his arousal roaring like a great dragon, demanding he take her to bed.

Rias softly giggled, stepping back as his hugely throbbing cock threatened to brush against her bare thigh. She reached up to softly cup his cheek and tilted his head away from her.

“Mmpghh~! Mmmpfff~!”

There was a soft flapping sound as two great black wings fluttered uselessly in the air.

Issei’s dangerously thick cock twitched, its thick veins heavily pronounced like an agitated beast.

He found himself salivating and licked his lips, softly chuckling. He reached down to softly stroke his bare cock, now that it had been unleashed from that terrible cockring. It was still slick with the juices of the slutty Fallen Angel that had attacked him in his sleep.

“...Still... I can’t believe she’s really your Queen! Aaah, why didn’t you tell me, babe? If I knew Akeno-senpai was in your peerage, then...” He swallowed again, greed and lust prominent on his face.

Right in front of the naked engaged couple, the Queen in question, Akeno Himejima, was quivering and shaking. A familiar pair of pitch-black chains were affixed to the ceiling with a magic circle, hanging to hold her wrists in the air.

Her plump thighs, which Issei vividly remembered felt so smooth and impossibly soft, were spread open wide in an obscene V as she hung propelled in the air by the magic chains. Ropes tied her calves firmly to her thighs to keep her legs open and prevent her from moving.

She was strung up in remarkably skilled Shibari.

Issei gulped as he glanced at his wife, ‘Eeeh... I didn’t know she had this kind of hobby... Aaah, she is a Devil right..? Hahah, I was hoping she was more of an M than an S but... Well...’ He glanced at the lewd display of Akeno’s sensual naked curves exposed in bondage, ‘Heheheh, if she wants to tie up girls for me, I won’t complain!’

“Don’t be upset~” Rias soothed him with her disarming red lips, “If I had told you, I bet it would’ve got you all riled up, right? Fufufu💓 I remember your cute expression when you addressed me as a 'Great Beauty’. I bet you would’ve wanted to fuck her right away💞"

Issei nodded shamelessly. Rias had grown a deep understanding of his character!

Rias continued softly, “But unfortunately, my cute Queen was out on some important matters and couldn’t return in time to greet you properly. So, rather than getting your hopes up and making you wait... I decided to surprise you instead...”

“Ah...” Issei was enamored with the crimson-haired temptress. Having such a big-breasted woman’s gentle voice speak so affectionately to him hadn’t lost its appeal. He was nearly moved to tears as he reminded himself that this woman, who was better than any angel, was, in fact, his bride!

‘She withheld the fact that Akeno was her Queen... Just so that I could have a clear heart and enjoy fucking the two cute Nekos in her peerage and her maid staff without yearning for Akeno to return..? Aaah, is this what Father meant when he spoke of a wife’s consideration toward her husband? It’s wonderful.’

And on top of that, ‘She was even planning a surprise!’ Issei’s heart soared, ‘I bet it was something super sexy too..!’

“I love you.” Issei said earnestly, with all his heart, “Let’s quickly get married.”

“Fufufu~💞” Rias wore a pleased smile and blew him a sweet kiss, “And I love you, dar~ling~!” Her words were heavenly music to his ears, even spoken from a Devil’s lips, “I would love to consummate our marriage right away, but we need to be patient💓 In the meantime...” She turned her crimson eyes to the black-haired woman still silently moaning into a black gag.

Issei turned his attention, and the thick rod of his still-hard cock, to the Fallen Angel held tightly in erotic bondage. His cock twitched, still remembering the intense feeling of her thirsty pussy, and was eager to dive back inside.

“Now, Akeno...” Rias addressed her, “You’re usually one of my most loyal servants... My Queen! But still, you snuck into my lover’s bed and gave him your precious virginity... Without letting me watch!” Her voice heated up as she flashed with irritation.

“Mmmgh~!” Akeno’s voice was entirely muffled by the thick gag in her mouth. Her wings flapped helplessly behind her bare back. Her face showed some hint of remorse, but Issei couldn’t tell if it was actually sexual frustration.

“Yes... I know...” Rias seemed to sense what her Queen was saying anyway and broke into a more neutral tone, “Since it’s already happened, it can’t be helped. Instead, we’ll just have to move on!”

“Mn?” Akeno’s eyes lit up in a hopeful look. She turned her rosy-cheeked stare to Issei, tracing her obscene eyes down his chiseled muscles to his huge, throbbing cock. Drool trickled down her red lips.

Rias chuckled softly and stroked Akeno’s cheek, returning the Queen’s gaze to her King. Rias spoke softly, “Don’t think you’ll be without a proper punishment... but right now, I bet you’d endure anything to get another taste of my husband’s cock, right?”

Akeno eagerly nodded her head, flashing submissive eyes toward her master.

Rias softly purred and stroked her Queen’s cheek, “Yes... I thought so... That’s why... I’ll let him wreck that horny little pussy of yours...”

“Mn!!” Akeno’s expression devolved into excitement, staring into Rias’ eyes with half-lidded bedroom eyes.

She continued, her ruby lips curling into a superior smirk, “He’ll stretch out that tight little slit until it's red and raw... He’ll make you cum again and again and AGAIN💗 Since it’s what you wanted so badly💞~!"

“Mmmmghh~!” Akeno’s body tightened up in her intense arousal as she started squirming and pulling against the tight ropes biting into her naked flesh. She had a truly wanton look in her eye that Issei was sure could keep his cock hard for all eternity.

“And then...” Rias’ smirk turned devilish as she trailed her delicate fingers down Akeno’s slender jawline, “Once he’s completely~ satisfied... and that desperate heat in your naughty pussy has calmed down... THEN we’ll talk about punishment💓"

Akeno’s eyes softly shook, but she was too wound up to care. She turned those sinful purple irises toward Issei, tempting him to come over and deliver on Rias’ promises.

Rias floated away from her Queen-in-heat and hovered behind her big, handsome stud. She carefully traced her fingers across his shoulders and rose to breathe in his ear, “Issei~💞" She whispered his name like honey, “I want you to FUCK HER💕"

“Oooh~!” Issei’s body trembled with emotion under those delicate words in his ear. His cock swelled even bigger, if it was possible, drooling a clear line of sticky pre-cum onto the floor of Rias’ bedchambers. His fingers clenched into fists, ready and eager to dig into the soft, warm cushion of Akeno’s buxom, plump curves.

“But first~💗" The temptress on his shoulder whispered her command, “Don’t you want to tease her..? She did something so unforgivable to my love... She tried to deny your climax..! I want to see you give her a taste..! Show me my future husband’s skills in the bedroom. Drive her crazy until she’s about to break... Then... make her cum so hard she’ll be addicted to your cock forever~💞"

Each whispered breath, every seductive line in his ear, was like pure ambrosia to him. His cock was painfully hard, desperate to be sheathed inside a tight, hot fuckhole to satiate its intense desires... But Rias’ sensual purr in his ear was something he couldn’t deny. He shared in her desire. The idea of teasing this sinful Angel into such an irresistible state was tempting beyond words.

He leered at Akeno’s exposed curves while Rias whispered in his ear, “Do you like it, Issei~? This is genuine Fallen Angel armor… I conjured it in her place, thinking that it might appeal to your tastes…”

“Yeah…” Issei swallowed, “It’s incredible… Oppai armor… it really exists..!”

Rather than the nude state she was in when Rias blasted her off his cock, Akeno was dressed in her traditional combat gear now that she was strung up like a toy for Issei’s enjoyment. But to call this state ‘dressed’ was a mockery of the term. Rias didn’t do it to protect Akeno’s modesty. She’d never even consider such a thing. No, this armor was to help stimulate Issei even further! Its provocative appeal was exactly suited to his perverted soul.

Her ‘armor’ was made up of a miniature pair of tiny black plates shaped like small shields. These tiny plates barely covered enough of her exposed flesh to bury the puffy pink edges of her areola at the center of her massive, uncovered breasts. The plates were connected by thin wires that looked incredibly fragile. It was sluttier than the most outlandish microkini he’d ever seen back in the human world. Yet its purpose was supposedly protection.

The black armor was gilded on the edges and lined with golden trim, giving it a regal appeal, if not for its obscene design. The thin metal wires of her bikini armor stretched up to a mantle piece that covered her neck and collarbone, slipping down her sides while exposing as much of her supple, white skin as possible.

It did nothing at all to protect the two biggest targets on her chest. The giant-sized pair of creamy, bouncy breasts were exposed entirely, other than her nipples. Similarly, her tight waist and appealing abdomen were utterly defenseless. Her lower body was in no better state. Her ‘bottoms’ were nothing but a slutty thong that rose high on her hips and covered practically zero of the vast territory of her expansive, shapely ass. A thin black and gold garter belt hugged her broad hips, clipped with garters that descended her plush, fuckable thighs.

“Lewd…” Issei gawked at her with vulgar eyes.

Her body was pure sin. Crazy curves accentuated by a skimpy set of ‘armor’ that put even ero-manga to shame with its promiscuousness! Even an AV actress would blush to wear such a thing... But to think, this woman really wore THAT into combat?

‘As expected of a Fallen Angel...’ Issei thought, staring at her ripe, abundant curves. Her skin was glossy and enticing. He could tell by how the ropes dug into the flesh, just how soft her body was. He wanted to put his hands on her right away and took a step forward.

Akeno’s violet eyes met Issei’s. As she watched him take a step forward wearing such an expression, her face melted into a lascivious, begging expression. She was tempting him with her eyes and rosy cheeks, moaning into a gag. Her black angelic wings fluttered with growing excitement. She shifted in her tight bindings like she was trying to spread her thick, pillowy thighs even wider, opening up access to her sex.

The tight ropes dug into the soft meat of her plump thighs, but as it dug into her skin, Akeno’s expression wasn’t discomfort or pain. No, instead, her long lashes fluttered with a glazed, aroused look in her eye. Her cute nose twitched as her nostrils flared with panting breaths.

‘She’s a pervert!’ Issei boldly declared, amazed at the creature before him, ‘Another female pervert! Ah, Fallen Angels are also great! This woman seems to be a big one too! She’s even getting aroused by bondage, despite being a Sadist? Her tastes are truly vast...’ He thought sagely, full of admiration as a fellow pervert.

“Go on, Issei...” Rias softly urged him to get started, “I wanna see you play with her~”

He didn’t need any further encouragement!

‘Fuck me💞~!' Akeno’s eyes were begging him with a near-irresistible look... He could tell somehow from the way she was leering at him so lewdly and wriggling her lower body. She wanted him to rip off the slutty ‘armored’ thong she was wearing and fuck her hard!

But Issei wasn’t going to go straight for her pussy, no matter how desperate she was. Instead, he groaned with delight as he put his hands on the vast slopes of her huge, heavy-weight breasts. Cupping the bottom of those great hills was enough to fill his hands with soft, womanly fat. He lifted them, marveling at the fullness and weight of these two enormous titties, and squeezed them together to create a sinful view.

The two shield-shaped plates that precariously covered her rosy nipples shifted with every movement of those rolling hills, threatening to expose her nips. While he rolled and squished those huge, malleable breasts in his strong palms, more and more of her pink areola came into view.

Issei went crazy for her tits, moaning to himself, “Shit..! These tits are so incredible..! I wanted to grab and squeeze them so bad just watching them bounce... Now I finally have them in my hands!”

“Fufufu~ Aren’t they wonderful?” Rias purred in his ear, “You know... Her chest is actually bigger than mine...”

Issei softly groaned, digging his fingers into firm, elastic fat as he compared the huge, pearly breasts in his hands to Rias’ naked chest. Visually they were just as stunning... as for texture, well, he’d have to test Rias’ boobs later!

“So huge..!” Issei marveled at the tits in his hands, “Almost as big as your mom’s... Could this be..? Triple digits?”

“Heheh~” Rias giggled softly, “Indeed~ one hundred and two centimeters...”

“A-amazing..!” Issei gasped in awe, watching the impossibly soft, springy titty meat overflow in his hands with every greedy squeeze.

Rias hovered over his shoulder, endlessly tempting him with her sweet scent and body heat. The only warm, womanly curves he couldn’t have just yet. So, to distract himself from thoughts of grabbing and despoiling her, he buried his face in Akeno’s milky, cavernous cleavage and rubbed his face eagerly deep within.

“Mmmgghh~!” The chains rattled above her head as Akeno squirmed and thrashed. Even through a thick gag, her voice sounded erotic. He felt soft heat bumping against him and laughed.

In her frenzied heat, Akeno used all her strength to pull against the chains. Not to escape his clutches but rather to push against him. He felt her soft thighs bump his hips as his cock slid against the cold, smooth metal of her armored thong. She was humping him! Trying to divert his attention to her selfish, attention-starved pussy and give it the rough pounding it desperately desired!

Issei was amused but wasn’t done feasting on her titties. He reached down with one strong arm to slip beyond her thin waist and grab her hips. With one handful filled by a thick, meaty asscheek, Akeno was stuck whimpering as Issei sucked and slurped on her plush cleavage, devouring her breasts while pawing her massive ass. All she could do to tempt him now was squeeze her soft thighs around his hips and try to pull him deeper into her immoral body.

With single-minded focus, Issei peeled back the tiny plates that covered her nipples, dragging the microkini down to expose the full scope of her naked chest. He squeezed one massive melon and gobbed her delicious nipple into his mouth, sucking firmly. He let out a soft groan and the sublime taste and dedicated his time to worshipping her angelic bosom with devilish desire.

Akeno’s eyes were wet as she hung there, suspended by chains and erotic bondage, while Issei kissed, sucked, and slurped on her titties. He had his filthy way with her chest, showing her just how big of an Oppai lover he really was. In comparison, she could do nothing but whimper and moan. The flush on her cheeks extended down to her neck and collarbone as her arousal grew under the intense touch of a man.

Between her open thighs, her sopping pussy had utterly flooded the cloth interior of the metal thong. Her slick juices dripped onto the floor beneath them without pause.

“Fufufu~💞" Rias giggled softly in delight, taking her own pleasure in minor pleasure by stroking her lover’s naked back while watching him work her Queen into a mindless heat.

Issei, even with his raging erection thirsting for the salacious Fallen Angel’s pussy, did not disappoint her. He focused single-mindedly on Akeno’s chest, teasing her sensitive titties until she was wearing a pathetic look on her face. He didn’t stop there and traveled up her heaving breasts to suck and kiss her neck, her cheek, and along the fine line of her jaw.

In a surprisingly patience, brought on by a pervert’s obsession with the female form, Issei had teased this slutty Fallen Angel’s erogenous zones to the breaking point without even touching her pussy.

“Mmm~ That’s a good look...” Rias softly chuckled.

Hot tears slid down the lustful angel’s flushed cheeks as she moaned pathetically. Her body was tormented, tingling with pleasure from Issei’s dexterous touches, but never enough to give her the satisfaction she was desperate for.

“I think she’s ready now, lover...” Rias whispered in his ear.

“Mh?” Issei’s lips popped as he released Akeno’s puffy, hard nipple, “Already? Heheh, I guess I got distracted..! Alright..! Let’s do this again... but let’s both have fun this time!”

Issei snapped the thin material of her thong, letting that little black plate protecting her pussy fall to the floor beneath them. Then he stared at the plump pale lips of the soaking wet Fallen Angel pussy. He licked his lips, feeling thirsty, but decided to save the taste test for another time.

‘If I’m going to make Akeno-senpai cum, then it should be around my cock!’ He thought to himself as he dragged the girthy shaft of his cock down to slide between those hot, plump mons.

“Mnnngh~!” Akeno’s eyes nearly went cross from just the touch of his hard, heated manhood on her delicate folds. She shivered, one step away from a powerful climax.

‘Heheh, here we go..!’ Issei thought lustfully, ‘Akeno-senpai’s pussy..! One of the Two Great Ladies of Kouh is mine! No, they’re both mine! But now I finally get to fuck one of them!’ His excitement surged as he prepared to fulfill one of his biggest perverted fantasies since he’d made it into Kuoh. His hugely swollen cocktip probed at the soft, tender entrance of Akeno’s tight cunt.

He’d already been inside it once before... But there was something about the act of putting it in himself that made it so much more important. When Akeno had attacked him in his sleep, he missed the feeling of pushing through her unspoiled walls for the first time! While that was a tragic loss, he was excited to experience it for himself now.

Akeno’s eyes were peering straight down, between the dipping valley of her two giant naked breasts resting heavily on her chest. She stared, drooling, at the collosal cock primed at her delicate petals, and her body tensed up automatically in anticipation.

Similarly, Issei felt a slender pair of hands reach around behind him. Careful not to make too much intimate contact, Rias rested her chin on his shoulder, peering down to watch the moment he stuck it in her Queen. She softly giggled, “That’s it... That’s what I wanted to see. Go ahead, lover... make my precious Queen into your woman💞"

Without wasting another moment, Issei pushed his hips forward. He let out a deep groan as Akeno’s tight entrance refused to budge. The hyper-aroused Fallen Angel was moaning and panting, her cunt clenched far too tightly to allow such a big beast inside. But with a little effort...

“Nnnnnggghhhh~!” The chains rattled around her black gauntlets as Akeno’s body spasmed severely. Her eyes stretched wide with euphoria as her weeping pussy finally got another taste of the cock it was craving so desperately.

“A-amazing..!” Issei gasped at the feeling. As soon as his fat cocktip forced itself into her clenching entrance and carved a stubborn path deep into her sinful, pleasurable cunt, Akeno squealed and came. Her silken hot walls squeezed down in quick thrums, coiling around his endowment in spasming delight. Her pussy was milking his cock like a cum-starved succubus.

Issei took great pleasure in the look of seductive delight on her face. He didn’t know that a woman could look so sexual. With just her wet violet eyes and furrowed brows, she sent him the most carnal look of desire he’d ever seen. It encouraged him to drive his cock in all the way to the root and slam against the wall of her cervix.

“Mnnngghhh~!” Akeno’s moans were completely, unavoidably loud, even through a tight gag in her mouth.

“Fufufu💞" Rias giggled in his ear, looking up at the satisfied look on his face. She peeked down at Akeno’s plump pussy lips, stretched wide around his girthy, veiny cock. She admired the way her Queen’s slender abdomen swelled with the size of his beefy cock inside her, “Does my Queen’s pussy meet your expectations, my dear?”

“Oh yeah..!” Issei gasped excitedly, “It’s even better! Her tight walls are squeezing me so enthusiastically! Aaah, it’s so warm and comforting... I just wanna leave my dick inside forever..!” He sighed with bliss, “If I can fuck this awesome pussy from now on, then I’ll be a happy man! Hahahah!”

“Muu...” Rias suddenly pouted her full, crimson lips, “You said that so happily... Do you think it feels better than mine would?”

Issei’s cock jumped inside Akeno’s pulsing walls at that question. For a moment, he pictured his busty, crimson-haired devil-wife down on her back on Akeno’s place and groaned, “Nnngh... I-I didn’t say that! Heheh, how could I know without trying it first? Let’s have sex and find out!” He softly grabbed her waist.

Rias’ lips curled back into her usual playful smile as she pulled his hands away from her body, “Soon~ Until then, I suppose you’ll have to satisfy yourself with this Fallen Angel pussy instead~💕” Rias’ eyes drifted down to Akeno, who was trying to drag Issei’s attention back by squeezing the muscles of her pussy.

He followed Rias’ gaze, and the two of them looked at her with matching hungry expressions. Then Issei’s hands slid down to grab her waist's smooth, silky softness. He licked his lips, “Hahaha, I think I can manage that!”

“NNNGGGGHHH~!” Akeno squealed loudly, making a euphoric expression as her eyes went cross. Her mind, foggy with lust, had just recovered from the feeling of Issei’s fist-sized cock helmet scrapping through her sensitive pleats to batter the gate to her womb. Then, when she’d gathered her senses to beg for more, he dragged his cock out and rammed it back in all at once.

Her salacious pussy gushed with fluids as he began grinding his thick length deep and hard into her sopping walls. He gasped with pleasure, marveling at the heavenly feeling of a genuine Angel’s pussy.

‘A Fallen Angel..!’ He thought to himself with breathy gasps as he pushed his swollen cock into her again, ‘Because a pussy this lewd would have to get you kicked out of heaven!’

“Mpggh! Mphfff! Mghhh~!” Akeno’s moans came in sharp, muffled bursts as Issei started to really give it to her. Her slick walls squelched, greedily swallowing his cock inside her depths, sending electric shocks through the sensitive Fallen Angel. As much as she enjoyed riding his cock, Akeno was caught off guard by how intense the pleasure was with Issei in control. In just a few thrusts, he began hitting a spot in the back of her pussy that was making her squeal in pleasure.

Soon, the sinful music of hot sex began to echo off the dungeon walls, reverberating with the chorus of Akeno’s muted moans.

“How does it feel, babe..?” Rias asked him eagerly, sliding up beside Akeno’s naked body to watch his muscles flex with powerful thrusts. Her sinful eyes trailed down to see Akeno’s plush, white thighs ripple with every flashy smack.

Plap~! Plap~! Plap~! Plap~! Plap~! Plap~!

The horny Angel’s pussy made an obscene wet sound as it swallowed Issei’s huge cock. Her juices cascaded down beneath them, making a mess of the stone dungeon floor.

“It’s the best..!” Issei grunted while swinging his hips enthusiastically. With just his hands on Akeno’s thin hips, he was able to shove his hips forward in brutal, full-force thrusts, driving his cock hard and fast through her pleasurable pussy walls. He bullied her poor womb with bludgeoning blows to her cervix, making the woman squeal in absolute pleasure.

“Hahahah...” Issei let out a hot breathy laugh as he suddenly realized something and commented, “Eeh... it’s kinda like fucking an onahole..!” He said as he fucked his dick deeply into Akeno’s tightly bound, helpless body.

“Ngghh?!?” Came a sudden, muted squeal from the gagged, helpless woman getting rocked by his beefy cock. Her cunt squeezed down meaningfully.

“Mmm...” Rias saw Akeno’s visible reaction and grew a sly, seductive smirk, “An onahole huh..?”

“Yeah..! But a million times better!” Issei gushed excitedly, “The tightness, the way she squeezes, the heat of her pussy... A normal onahole can’t compare! Aaah, I don’t even know if I could cum in one again after experiencing this...” He said while slamming his strong hips against Akeno’s, savoring the way her clenching, juicy cunt flexed in a never-ending climax.

Akeno’s obscene eyes stared at him with a glassy look. Her black, raven-feathered wings fluttered in an excited manner.

“Fufufu~” Rias softly giggled as she trailed her hands down Akeno’s body. She grinned with satisfaction as she felt her future husband’s forceful thrusts jolting into Akeno’s body. She could FEEL just how hard his cock was brutalizing her Queen’s poor pussy, and she was delighted. She softly trailed her hands down Akeno’s chest and dug her nimble fingers into the firm, soft fat of her buxom breasts.

Akeno whimpered and moaned as Rias spoke, “Do you like that idea, Akeno..? You’ve been such a wonderful Queen for me... but how will you serve my husband? He seems addicted to your naughty little pussy already... Maybe I should just tie you up in our bedroom~ Leave you there hanging anytime my love wants to use you like a sex toy~”

“NNGGHHHH💞~!"

“Shit..!” Issei groaned as he felt Akeno’s pussy SQUEEZE the hell out of his cock! He looked up at the lewd, cross-eyed expression she wore through a wild climax. He smiled wildly, “Hahaha, she really likes that idea! Mm, let’s do that, Rias! Then I can... aah... enjoy this hot pussy whenever I want!”

Plap~! Plap~! Plap~! Plap~! Plap~! Plap~! Plap~!

“Mm~” Rias softly moaned, floating behind Akeno and holding her Queen’s shoulders. Every time Issei’s muscled abdomen slapped loudly into Akeno’s exquisite thighs, she moaned. She held the squealing Fallen Angel steady so her lover could indulge in wanton sex as he pleased, “That’s it baby..!” Rias gasped with her own lustful blush, “Fuck her harder..! Make her scream..! Make her cum!”

Rias’ words fueled the wildfires of his lust, making him growl as he fucked her harder and faster than any other girl he’d been with. No matter how hard he went or how roughly his cockhead slammed deep into her sex, all he could see was pure, unadulterated JOY on Akeno’s face. A blissful, erotic expression as her pussy sang with delight, massaging his cock for all its efforts.

“Fuck..!” Issei cursed loudly, tightening his brow. His eyes fell from Akeno’s plush boobs, where Rias’ hands were slowly and sensually massaging, down to the plump, split-wide mons of Akeno’s soaking twat.

“Mmm...” Rias looked into her lover’s brown eyes as she purred, “Are you going to cum..? Go ahead. Nothing is stopping you this time, lover. Go ahead and pump this slutty Fallen bitch full of your hot cum~!” Rias’ voice rose into a heated pitch as she begged her fiancé to cum in her best friend’s unprotected pussy.

“Haaah! I’m cumming!” Issei roared proudly as he slammed his hips home one final time. His cock slammed forward like a battering ram, demanding entry to this slutty Angel’s unholy gates. His heavy crown flared as he unleashed the oversized cumload of his bloated balls.

“NNNNNGGGGGHHHH~💕" Akeno’s eyes rolled back in a loud squeal as she felt that first hot cumshot burst into her core like a tidal wave. Her thirsty, frustrated womb eagerly drank as much of the thick, gooey cum as it could take. Her pussy spasmed in bursts, trying to milk as much semen as it could from his twitching shaft.

Pssssssshhhhh~!

The beautiful pink petals of Akeno’s pussy twitched as she squirted messily through a mind-shuddering orgasm.

“Oooh!” Issei groaned loudly at the incredible sensation of giving Akeno Himejima such a big creampie! One of the most beautiful, bustiest women he knew, who’d actually turned out to be a Fallen Angel! His climax felt like it would never end as he squeezed her soft hips and pushed himself deeper into her enveloping walls.

For many moments, Rias watched with flushed cheeks. Her big-dicked fiance bucked his hips into Akeno’s pussy with quiet groans, while the bound woman whimpered and twitched. Rias moaned to herself and slipped a hand between her thighs, “Yeeesss...” 

“Nnnggh~! Hmmphhhh!” Akeno’s supple, curvaceous body was still slightly shaking with intense aftershocks. Her body was still suspended between the two of them. They stared at the glassy-eyed look of primal satisfaction on her face as she glowed under the feeling of her very first creampie.

“Mmm...” Rias softly hummed with pleasure, stroking her Queen’s cheek, “Didn’t that feel good, Akeno..?”

“Mmphhh~” Akeno weakly moaned into her gag.

“Fufufu~ I’m glad~” Rias cooed, “You were silly to try and stop my love from cumming. You should’ve just let him creampie you as he liked. After all...” As Rias’ crimson eyes trailed down Akeno’s curvy body, the Fallen Angel felt it.

The hot, HARD cock was still swollen hugely inside her snug cunt.

“Mmmphh..?”

“That’s right~” Rias smiled sensually, “My beloved sweetheart isn’t satisfied after just one time! He goes all~ night~ long~”

“Mnn!” Akeno’s eyes opened wide, jerking her head back to Issei with a perverted look of hopefulness and excitement.

“Now, Issei...” Rias turned her sinful red eyes to her lover, “Are you ready to really get started?”

“Oh yeah..!” Issei’s voice was full of vigor. Just as energetic as he was when he first shoved it inside her, perhaps even more so! He grinned, “I wanted to take it a little slowly and work up to a nice, big creampie for the first round..! But now I wanna cum a whole bunch! Prepare your pussy, senpai!”

“Mmmngh?!” Akeno stared at the two of them with wide, doubtful eyes. She shot a glance at Rias, wondering, ‘Is that really true?’

Rias stroked her cheek, “You’ll see... Fufufu💞"

“NNNGGHHH~!” Akeno threw her head back in a muffled squeal as Issei roughly thrust his massive cock into her clenching, creampied cunt.

Akeno’s soaking wet walls squelched lewdly in a cacophony of wet sex as Issei’s monolithic member stirred up her sensitive tunnel. As their hips began slapping in hot, fast sex once again, a mess of sticky sex juices and hot cum dripped down onto the floor beneath Akeno’s ass.

Akeno would quickly come to learn that Rias hadn’t been exaggerating at all in the messages sent about her new ‘Fiancé’s’ incredible bedroom stamina. Her worry that he wouldn’t meet expectations and fail to satisfy her proved entirely pointless. By the time he was finished with her, her mind will have flipped. Rather than fearing his cock would go soft, she would be wondering if it was even possible.

For the next several long, sweaty hours, Akeno’s lewd, horny pussy was thoroughly trained into an obedient sex sleeve for Issei’s magnificent cock.

“Fufufufu💕 I think we can take this off now~" Rias giggled as she brought her fingers to the black cloth gag. Her very own black lace panties were keeping Akeno’s squeals from waking the entire castle. She pulled them free from Akeno’s mouth.

“OOOOH YES~! FUCK ME, FUCK ME, FUCK ME~!” Came the truly unhinged cries of a wildly aroused Fallen Angel. Her voice rose to loud screams, begging Rias’ lover for more, “BREAK MY SLUTTY PUSSY WITH THAT AMAZING COCK💞 MAKE ME YOUR TOOOY~💕 TREAT MY PUSSY LIKE YOUR PERSONAL CUMDUMP💗"

“Oh wow...” Rias chuckled to herself, her voice completely drowned out by Akeno’s screaming, “I figured it’d be a little dramatic but...” She rubbed her soft, hot thighs together, feeling her own juices slide down her legs in her arousal. She softly moaned, slipping two fingers down to play with her messy pussy while she listened to Akeno’s wanton screams and the sound of hip-slapping sex.

“HARDER~! FUCK ME HARDER YOU BIG-DICKED STUD~💞”

“Wow..! I didn’t know Akeno-senpai was such a slut!” Issei’s voice rose up in retaliation, “You tried to act like a Queen, chaining me to the bed and riding my cock like you owned it..! But look at you now! Your masochistic pussy can’t stop cumming from getting treated like a cheap Onahole!”

“YEEEESSSS~!” Akeno shrilly screamed, her eyes rolling back in an obscene smile as she came in a powerful, squirting orgasm.

Rias felt her own tender walls squeeze around her fingers as she came watching two of her most precious people fuck like a pair of wild beasts.

...

...

...

...

“A-Aaahh..! Nngh..! Haaah..!”

“Fufufu💕 She looks so cute like this~” Rias giggled at the adorable, fucked silly look on her Queen’s face.

Dawn in the underworld had come and gone long ago, and soon, the sky would be growing dark again. In all the time, Issei hadn’t given the Fallen Angel’s pussy a single break. He proved to her, and again to his wife that he had an indomitable ‘Lust’ that could even surpass Devils.

He ruthlessly fucked the slutty, screaming Fallen Angel silly as she thrashed and begged in her tight bindings. But only after Issei’s thick cock made her cum a dozen times did Rias release the spell and let her go.

By that point, regardless of how deep Akeno was in her fuck-crazy heat when she pounced on Issei, he found it easy to grab her buxom body and throw her onto the floor. He grabbed her black ponytail, shoving her cheek onto the floor right there in front of her King’s cute bare feet. Then he enjoyed the primally satisfying view of Akeno’s thick, fat ass clapping as he fucked her hard from a new position.

“You were too greedy, Akeno,” Rias teased her with a velvet voice, “Since you wanted to indulge selfishly, and enjoy yourself without letting my lover cum... Then he’s going to have his way with you however he likes~”

Issei happily followed through with his bride’s naughty vision. He fucked her all over Rias’ sex dungeon. He fucked her hard against the wall, squeezing her soft body against his and devouring her plush lips. He locked her in a vicious piledriver, making her scream as she squirted all over herself. He dropped her on a table and shoved his messy cock deep into her throat, and fucked the squishy soft cleavage of her massive Oppai!

Then, at some point, Rias had ‘matters to attend to’ upstairs... but didn’t have any intention of them stopping. So Rias shamelessly led the way, her bare, plump ass swaying to lure him after her.

Issei stomped through the entire Gremory Castle carrying Akeno’s naked, plush body in his arms. His two greedy hands groped, slapped, and spanked the hell out of her fat booty. He turned her milky white cheeks red while she was impaled on his cock and clung onto his neck. By then, her legs were too shaky to stand, and her voice had long since died out.

So the female maidservants of the castle watched, wide-eyed and wearing sinful, aroused smiles, as their future Lord and Lady came waltzing through the halls naked. The Lord, with a naked, thoroughly exhausted Fallen Angel still being bounced on his massive cock with every heavy step.

Now, it was nearly evening, and Akeno had been completely worn out. For a Fallen Angel who was extremely frustrated and hungry for sex, her desires had been totally satisfied. She was still giggling in her deep, blank-minded sex-coma, with drool running down her lips and lines of tears and runny mascara staining her cheeks.

Issei dumped her naked, limp body on Rias’ bed while the crimson princess looked at her servant’s plump, spread-eagle thighs and the rich, thick cum that flowed endlessly from her abused twat.

“Fufufu💞" Rias softly climbed up on the bed fondly brushing Akeno’s sweaty, disheveled hair out of her face, “You really did a number on her darling~” Rias’ voice was sweet as honey. It was as if her wonderful fiancé had just given her the perfect engagement gift.

“Nnghh..!” With Rias’ light touch on her cheek, Akeno’s body trembled severely. As if bracing for the intense, overwhelming pleasure to come surging back once again.

“Fufufu~💞" Suddenly, Rias’ enticing red lips curled into a cruel smile, “Don’t think I’ve forgotten about your punishment, my precious Queen~” Her voice was playful, but something in the undertone made Issei’s spine shiver, “I told you before... I’d wait until you’ve been comp~letely satisfied..!”

_________________________________

The following day — In one of the Gremory’s sitting rooms

“R-rias! B-bucho! P-please! I-I said I’m sorry~! I-It’s not my fault he has such a t-thick~ m-musky~ DELICIOUS COCK💞~!" Akeno’s voice devolved into horny panting, losing any sense of an apologetic tone.

“Mm? That didn’t sound very genuine.” Rias casually commented, “In any case, it’s a little too late for apologies. Be a good girl and patiently sit through your punishment~”

“Whaaaaat~?” Akeno whined pathetically, “T-this is too cruel~! Y-you can’t make me miss something so- Mmmmpffghh?!”

While her Queen was yapping, Rias was sliding her wet panties down her legs. She balled the black lace up and shoved it into her Queen’s mouth to silence her. Akeno had no idea what was happening because she was bound on her knees with a blindfold over her eyes.

“Tsk. I can’t make you miss this..? You should’ve thought of that before you selfishly attacked my husband in his sleep. You knew I wanted to watch your first time, and still, you couldn’t wait.” Rias said reproachfully and then leaned down beside her kneeling Queen.

She hooked a finger under Akeno’s chin, bringing the young woman’s face up to hers, “We had an entire celebration planned for your return... including our very special guests... But you went ahead and ruined all of those plans, didn’t you? Then it’s only right we go ahead and celebrate without you.”

Then Rias brushed Akeno’s hair and whispered, “Be grateful I’m letting you listen in. Just use your imagination for the rest~” She giggled sadistically as Akeno whined beneath her.

Akeno was distraught because something she desperately wanted to see, or better yet, take part in, was happening right before her! But Rias had trapped her once again in tight, constraining bindings that prevented her from doing anything at all. But being the benevolent King she was, Rias had tied her hands together between her thighs, letting Akeno play with herself all she liked.

Meanwhile... Rias turned her eyes to the center of the room. She softly moaned, uncrossing her legs to expose her naked pussy. Then she licked her fingers and slid them down between her soaking wet folds, moaning to herself as she watched the handsome, lustful man who would become her husband go to work...

...

Across the room, the Devil’s Groom, Issei Hyoudou, was in a frenzy.

His view was encompassed by the most beautiful sight he could ever imagine.

Smooth and white like delicious cream, while thick and soft as marshmallows. And better yet, with an elasticity that kept such a glorious shape and jiggled like rich pudding.

It was the thick, impossibly voluptuous body of the Underworld’s Queen. But not speaking in terms of Evil Pieces, but of MILFs. The Queen of MILFs with her utterly huge, milky breasts, wide expansive hips, and plush, extra-soft thighs. That monument to womanly appeal was down on her back, teasing him with a sinful, fluttering gaze and a sensuous “Ara ara💞"

But what made this view so utterly spectacular... is that he was seeing double. Beside this MEGA MILF was another pair of luscious, cock-smothering breasts and a pillowy pair of thighs he yearned to bury his face between. But unlike Venelana Gremory, this bombshell MILF had lustrous raven-black hair... and a pair of horny, violet eyes that looked so familiar.

His irresistibly sexy MILF-in-law, Venelana, had brought a FRIEND over to play.

Laid on her back, hands beckoning him into her plush, seductive bosom, was the MILF Queen of the Fallen Angels, Shuri Himejima. This was Akeno’s mother, with ten black wings laid beneath her like a bed of raven feathers.

“Fufufu~” Venelana giggled and clasped Shuri’s arm, smiling with excitement, “He looks so excited💕” While at the same time, she was opening her own huggable thighs and sliding her fingers down her trimmed brown patch to give her slick lower lips a gentle teasing touch.

“Yes...” Shuri softly said with eyes laser-focused on his erect cock.

Issei stared down at the two bombshell women laid out together on a table. Rias said they were ‘celebrating’ something, and before he knew it, Akeno’s MILF of a mother was here. And just as quickly, she was naked, alongside Venelana. Just thinking that this was Akeno’s mother was enough to make his desire explode, but the fact that she stripped as soon as names were exchanged left him very eager for this ‘celebration’ to begin!

“Issei...” A soft, sensual voice called to him.

He jerked his eyes away from the delicate-looking pink color between Shuri’s legs. He quickly replied, “Yes, mother!” As always he took great pleasure in addressing Venelana in such a way.

“Before you came along, Shuri helped me soothe the aches left by the tragic loss of my husband...” She began softly, laid out on her side right next to Shuri’s luscious, naked curves.

Issei’s cock pulsed with excitement. He wore a dirty grin.

Venelana smiled coyly, “Yes... exactly what you're thinking. She was lover... My bedwarmer... My only comfort on cold, lonely nights...”

Issei drooled at the imagery of these two top-heavy MILFs with their bodies tangled together in hot, sweaty Sapphic passion...

“But now that my daughter secured such a fine husband,” Venelana praised him, looking only at his obscene club of meat between his legs, “...I’ve gotten to indulge myself in the pleasures of being a woman again... Shuri, on the other hand...”

The incredibly big-breasted Fallen Angel MILF chewed her lip, fluttering her long eyelashes at him.

“She’s been neglected... Now you’ve taken her sweet, precious daughter as your woman... From what Rias has told me, that poor, frustrated girl has fallen head over heels for that big dick of yours, fufufu~” Venelana softly laughed and then looked him in the eye, “But that’s a bit of a problem~”

“Problem..?”

Venelana smiled meaningfully and leaned into Shuri. As she did, her large, milk-laden breast softly pressed against Shuri’s naked bosom, making Issei stare, “If Akeno is so enamored with you... then I doubt she’s going to be taking a husband, hmm?”

Issei’s eyes flashed for a moment. He wanted to shout, ‘There’s no way she’s getting with another man!’ He felt an intense desire to keep her all to himself. That’s what a Harem was!

Venelana knew this and softly giggled, “Fufufu~ It doesn’t seem like you would let her go either~ That’s good..! But if Akeno never marries... then what about Shuri?”

Issei would have to be blind to not see where this was going. After all, the woman was already nude and drooling silently as she stared at his cock. His cock was twitching like an eager dog.

“As you know, it’s a son-in-law’s responsibility to take care of his MILF’s-!” Venelana softly gasped and held a hand to her lips, “Whoops~ I meant, ‘his mother-in-law’s’ sexual needs. Since you plan on treating Akeno right and fucking her hard every single night-” She paused briefly to share a meaningful glance with Shuri.

Issei swallowed thickly as Venelana’s sultry voice breathed such naughty words. They stimulated his male instincts and urged him to have sex. Devil MILFs are great~!

“Then I think it’s only fair that you do your diligence and take over her poor~ frustrated~ mother’s sexual needs as well, hmm?” She finished that sinfully teasing speech with a hanging question. She softly leaned into the woman at her side, emphasizing the way their plush, fuckable curves squeezed together. She lightly dragged slender fingers across Shuri’s tight abdomen, drawing his eye to the full scope of her exposed, eager body.

Needless to say, Issei was on the verge of eruption.

“I’d be glad, too!” He loudly proclaimed and moved between Shuri’s open legs.

“Haaaah~!” The raven MILF breathed a hot, foggy breath.

He could see the resemblance in the obscene look on her face. The way her violet eyes seemed naturally dispositioned to beg for cock. Even the prominent swell of her immense breasts! The way they rose and fell, softly wobbling with her every labored breath.

But that was where the similarities ended. After all, Akeno had attacked him in the night like a cum-starved succubus while her mother laid on her back and let Venelana lure him to her pussy. Akeno couldn’t resist the smell of his cock and the stench of sex and pounced on him... while her mother laid there nude, legs open, and waited.

If he was being honest, this MILF seemed a little too sweet! If not for the uncanny resemblance, he’d doubt this woman was really Akeno’s mother, not to mention a Fallen Angel!

They didn’t get too many words in before Venelana suddenly started stripping off their clothes. Still, when he’d introduced himself, Shuri had smiled an innocent, angelic smile and said, “Thank you for looking after my daughter.” Keh! He’d always wanted to hear those magical words!

But in this wonderful paradise known as hell, he’d heard those words from a mother who absolutely knew that ‘taking care of’ her daughter was actually just shameless sex! She thanked him so politely for fucking her daughter silly!

Even if she wore a sweet face, she was a creature of sex, too! That much was apparent when looking at the glistening wet mess of her naked pink pussy.

“Issei-sama..!”

“?!” Issei jerked his eyes away from her pussy to hear the MILF’s sweet voice address him submissively. The sound of an older, seductive woman calling him ‘sama’ so tenderly made him go crazy inside.

Shuri softly licked her lips and lowered her head, “I’ll be in your care...”

“Ooooh~!” Issei was amazed. Could such a creature really exist? A woman that was acting so sweet and tempting him for hot sex at the same time?! The underworld was truly vast!

“Aaah~! Shuri!” Issei finally couldn’t take it anymore. He pounced on her, just as her daughter had jumped on him.

“Ah!” Shuri gasped sweetly, her black wings softly fluttering beneath her as Issei took his first grasp of her womanly shape.

Shuri’s long lashes softly fluttered as she looked down at him. Issei groaned with pure bliss, eyes rolling back in their sockets as he smothered himself in warm, soft, Oppai heaven. He grabbed two firm handfuls of her overflowing titty meat and squeezed them around his face.

‘A pair of titties that were too lewd for heaven!’ Issei thought as he rubbed his face eagerly into the softness of her bosom. Then he looked up and caught a glimpse of her face, “..!”

Shuri was wearing an expression that shocked him to the core. She had a sweet, good-natured smile full of warmth and appreciation... but also a fierce, excited blush and a deep, ravenous desire beneath her gentle eyes. It was one-half innocent, motherly affection, and the other the rampant desires of a frustrated creature of lust.

‘So lewd..!’ Issei groaned as he felt Shuri’s fingers slide through his hair.

She softly gasped and murmured sweetly, “Yes... Fufufu~ Please indulge yourself as you like~ Squeeze your face in my boobies, Issei-sama..!”

Issei was amazed at the erotic charge this woman brought to such tender statements and gladly continued worshipping her milky white breasts. He suckled on plump pink nipples while feeling her soft, hot body start to quiver beneath him.

Beside him, Venelana softly giggled. She was reclining on her side, exposing every soft inch of her body to Issei while she watched. Her fingers softly reached up to heft the massive weight of her own milk-laden breast, “He certainly loves breasts, doesn’t he? Mmm~”

“Yes!” Shuri softly gasped, fluttering her eyes closed as she let Issei have his way with her boobs. Then softly, her whimpering voice came out, “I-Issei-sama..! I-If I may..!”

“Mn?” He wondered, sucking noisily on her plump nipples.

Shuri panted foggy gasps with a bright red face and licked her lips, “M-may I see it..? Y-your cock~!”

Issei’s body was moved by just the sound of this fabulous Angel MILF saying such a dirty word.

But she wasn’t finished. With eyes full of latent, awakening desire, she licked her lips again and breathed a heartfelt request, “T-the cock that was buried in my daughter’s pussy💞~!"

“..!” Issei’s nostrils flared, puffing smoke as he rose off her body. Then he crawled up beside her head.

“Aaaah~!” Her naughty voice spilled out as she stared at his proudly erect cock, “How delightful~💕! What a beautiful cock~!” Her voice mirrored her gaze, full of pure admiration as she stared at his cock. She reached out with tender fingers and grasped its twitching heat.

Then he saw her devolve before her eyes. A lewd, naughty look grew on her face. Her eyes dipped as she lowered her face down and breathed in the thick musk of his cock, “A-amazing~!” She said with a humming bliss in her voice, then she pushed her head forward.

“Fufufu~” Venelana giggled and crawled up beside her, watching Shuri finally lose herself to excitement. She brushed her partner’s hair back as Shuri buried her nose in his heavy, musky balls and started doting on them with loving kisses.

Then she looked up at the pleasure-filled look on her son-in-law’s face and purred, “Mind if I join in..?”

Issei responded by sliding his fingers through her silky brown hair and roughly jerking her face in to join Shuri’s. Together the two MILFs went to work, spoiling their new stud’s big dick and bloated balls with a diligent tongue bath. Shuri licked and lapped every inch of his massive balls, getting drunk on the thick masculine scent, while Venelana slobbered all over the gigantic tip of his cock, pushing her head down to swallow him into her throat.

“You two... Devil MILFs are just too fucking sexy..!” Issei groaned in record time, splattering their faces cheek-to-cheek in a thick, messy climax. Then he watched, boiling with arousal, as they licked each other clean and traded messy cum-kisses.

“Aaah~ So rich..!” Shuri wore a pleased look as she rolled her cum-covered tongue in her mouth. She wore a blissful smile, like a girl eating her favorite sweets, her face still caked in fresh cum.

“..!”

“Fufufu~ I don’t think he can take much more...” Venelana said as she held his wildly twitching, swollen cock, “And by the looks of it... neither can you..!”

“Yes..!” Shuri looked up at him with naughty eyes, softly moaning as Venelana kissed the cum off her cheek, “I-Issei-sama... p-please take care of me..!”

The Fallen Angel MILF softly moaned with excitement as he pushed her on her back.

In a flash, he had her legs in the air and was groaning in absolute bliss as he delved deeply into a comforting, hot pussy. Her warm tunnel welcomed him like a pleasant, smothering hug, begging him to stay and never go.

He saw Venelana curl her seductive, buxom body in close so she could squeeze her fat, heavy breasts into Shuri’s side and murmur sweet words in her ear. All while glancing up at him with a saucy smile and sliding her nimble fingers down to tease Shuri’s clit with her fingers.

Akeno’s mother writhed and gasped beneath them, making cute but also super erotic cries as he fucked her soaking pussy with growing passion. Like her daughter, she came too quickly, making a mess of love juices all over the low table in Rias’ luxurious sitting room. And like her daughter, she begged him for more! But rather than loud, wanton screaming, it was sweet, tender moans.

“Yes~ Issei-sama~💞T-that’s what I needed! What I’ve been missing for so long💕~! Please~ Keep going~!”

Issei growled with desire as he hammered into the tender cunt of his new Fallen Angel MILF. Like with Venelana, he’d fallen in love just sliding his cock into her warm, enveloping pussy, and squeezing her unbelievably soft titties! He’d only just met Shuri some ten minutes ago, but he was already calling her ‘mother’ in his head. He didn’t intend to let Akeno go, not after getting so addicted to her amazing, hungry pussy. Of course, her mother would be the same!

‘Aaaah~’ Issei groaned in pure pleasure, bucking his hips deep into Shuri’s clenching walls, ‘A mother/daughter pair of Angels! A pair of black and white Neko sisters! My harem has already surpassed even my craziest dreams! What could possibly be better?’

As Issei listened to the sweet lustful cries of Shuri and watched her plump, heavy chest bounce hypnotically in her chest, he buried himself to the hilt inside her quivering walls and let loose a voluminous torrent.

“Nnggghh~!” Shuri squeezed her eyes shut in blissful climax while Venelana giggled softly and teased her clit. The brown-haired MILF leaned her head up, their boobs still smushing together, and began licking and sucking on Shuri’s lips as she rode out a powerful climax.

Issei groaned at the beautiful sight of female love and came deeply inside Akeno’s MILF.

...

“Haah..!” After what felt like an eternity of bliss, he pulled his rock-hard cock from the depths of Shuri’s messy, creampied pussy.

“Issei~sama💞" Shuri gasped with delight and motherly, doting affection as he brought that cum-slathered cock to her face. She happily nuzzled her face into it and began to lick and suck it clean dutifully.

“Mmm~” Venelana softly gasped as she watched and dipped her fingers down into her soaking wet folds.

_________________________________

“Mnnnghh~! Mnngh! Mnngh!”

“Heheh~💕 You're so cute, Akeno~" Rias giggled and cooed in her best friend's ear.

Her black-haired Queen was a total mess. Her face was flushed red, and her naked body was covered in sweat. There was a growing pool of sex juices between her quivering, spread thighs, where her fingers continued to move in a frenzy. Schlick, schlick, schlick~!

“Mnnghh~!” Akeno’s voice came out in muffled begs, desperately pleading for Rias to let her go so she could leap into bed with Issei and her mother.

“Mmm~ Soon enough, my dear...” Rias stroked Akeno’s hair as she leaned her naked body up against her Queen’s, “Let Issei creampie your mom a few more times... then I’ll let you go, hehehe~”

_________________________________

End of Chapter - Thanks for Reading!

A/N: Hope you liked this one! I know Akeno’s mother is the human side of her heritage, but human MILF isn’t as interesting as Fallen Angel MILF in this context, imo.