Chapter 8 Part 3

If the couch was a mess, Venelana herself was a damn near disaster. Stripped naked with her sizable bust on full display, her face a ruin of makeup, mascara, cum and slobber, the Lady Gremory looked nothing like a lady at all as she took a butt pounding from Issei that she would never forget. She looked more like a whore, and a well-used one at that.

If she was exhausted before, by the time Issei came a third time, pulling out to paint her already pale back even whiter with his seed, Venelana was completely insensate, simply laying there over the couch breathing slowly, her eyes fluttering between ever so slightly open and completely shut. She felt the warm cum splatter across her naked ass and spine, some of it even getting in her hair, but she didn't react beyond a pathetic mewl from her lips.

Of course, even now Issei wasn't down with the Lady Gremory. Far from it in fact, he was just getting started. Luckily, the draconic young man had his method for putting a spark of life back into his women. Reaching down, he grabbed Venelana's matted cum-streaked hair roughly, pulling her head up and planting the palm of his other hand atop her brow. He gave the Lady Gremory a taste of his power in the form of a recharge and Venelana's eyes went wide as she gasped loudly, nostrils flaring. Strength flowed through the beautiful devil and when Issei pulled away, she turned to stare at him in awe.

The young man simply smirked in response, confident yet not boastful as the MILF looked at him like he was the second coming… of the anti-christ. Because she was a devil. Issei frowned slightly, that internal joke had been weak, even for him. Shaking his head and setting aside that bit of silliness, the Red Dragon Emperor turned from Venelana and called out towards the door on the far side of the room.

"Rias! Your mother and I are ready for you!"

Venelana's gaze flicked to the door, eyes still wide. What did he mean Rias? Why would?- but then the door opened and her crimson haired daughter entered the room, her face nearly as red as her locks and her outfit disheveled. It was clear that Rias had been masturbating furiously right outside the door, listening to her boyfriend fuck her mother. Venelana was speechless at the impropriety shown by the heiress of the Gremory Clan.

Though in the end, she could not judge Rias, could she? Her daughter… her daughter looked at her as if seeing her for the first time. Belatedly, Venelana Gremory realized just what she looked like. The Lady of the Gremory Clan was still a complete mess, Issei's little energy boost did nothing to clean her up or clothe her. She sat, looking like a complete slut, naked as the day she was born before her own daughter.

And yet, Venelana saw no judgment in Rias' blue eyes. Instead, she saw a hunger she recognized quite well as the busty young red head arrived before them, biting her lower lip and turning her lust-filled gaze from her mother to Issei. Venelana did the same, looking towards the domineering young man and only now realizing what sort of relationship he and her daughter had, when a single word passed through Issei's lips as he smiled confidently.

"Strip."

Rias disrobed immediately, practically tearing off her clothing piece by piece, garment by garment. She was soon just as naked as Venelana, but the Lady Gremory was not focused on that. Instead the MILF was realizing that Rias had not snatched Issei up, rather he had ensnared her daughter. The young man standing before them both was in control, had always been in control… and she'd been foolish to ever think otherwise.

This epiphany didn't change much though. Venelana was still a woman enraptured by Issei's cock just like the rest of his large harem. Even her age did not help her; just like in the end it had not helped Grayfia. And with Grayfia's power added to Issei's hoard, the Lady of the Gremory Clan had fallen for him all the faster.

When Rias fluidly descended to her knees with a gracefulness that surprised Venelana, the older woman realized that she'd been staring. Now her daughter was getting the upper hand quite literally, Issei's cock already in her grasp as the young man smirked and settled back down onto the bit of the couch that wasn't covered in a mixture of their juices.

Realizing she was swiftly being left behind as Rias opened her mouth wide and took the first few inches of Issei's dick in between her lips, Venelana quickly slipped off of the couch and onto the floor as well, kneeling right beside her daughter and attempting to get a bit of the action. Luckily for her, Rias could not possibly take all of Issei's cock into her mouth and throat at once, at least not to start with.

Thus, Venelana found her own bit of real estate on the young man's long dick closer to the base, licking and slurping and suckling at the lower half of his delicious messy member, all while Rias continued to bob up and down on the upper half. Mother and daughter worked in silence, equally enamored with the male genitalia presented to them, equally interested in pleasing the handsome domineering young man it belonged to.

Issei was certainly enjoying himself, judging by the smile on his face. He curled his fingers through the hair of both mother and daughter, luxuriating in the feeling of having the Lady and the Heiress of the Gremory Clan sucking at his shaft in tandem. As double blowjobs go, this was actually one of the best that he'd ever received; despite the many times members of his harem had performed the function for him.

There was just something so absolutely delicious about taking Rias' MILFy mom and turning her into… this. Both women were beauties beyond measure, and while Issei knew Rias was young and in the prime of her life, Venelana looked exactly the same, mother appearing no older than daughter. In truth, they could be sisters, rather than parent and child.

But they weren't. He was currently receiving a superb blowjob from two women who were quite literally centuries apart in age. Yet they worshipped him the same, each as in awe with his mere presence as the other. It was a heady feeling for the young man. Issei was supremely confident in himself. He was even arrogant. But his confidence and arrogance were well-founded and the proof of such was right here before him, kneeling at his feet, slobbering all over his dick.

Still, it was about time to enjoy his lovely Rias wasn't it? She'd waited so patiently for him to invite her in like the good girl she was. It was about time he gave her the reward he'd promised her. Using his grip on their hair, Issei pulled the two women back from his cock. Mother and daughter mewled pathetically in unison, an amusing sight to be sure. But Issei just smiled and looked to Rias.

"Do you want your reward now pet?"

Rias' big blue eyes lit up and the crimson haired heiress nodded as best she could around his grip. Issei chuckled and stood, pulling Rias and Venelana to their feet as well. Then, he manhandled them into position, forcing Venelana to sit back on the stained portion of the couch that she herself had ruined, and then dumping Rias face first into her lap.

"Let's do a bit of multi-tasking, alright Rias? While I'm fucking you, you go about making sure your mother's all cleaned up."

Rias took this to mean latching onto her mother's face like a leech and not letting go apparently. Venelana's purple eyes widened as her daughter kissed her in a way that was most certainly NOT platonic. Rias' hands were all over her mother's naked body in no time and while she was a bit more hesitant in her action, Venelana soon had her own hands on Rias' hips, holding her daughter close as the two of them made out.

It was unbelievably hot, but Issei only spent about a minute watching the scene before he joined in, a wide anticipatory grin on his face. Fucking Venelana in all of her holes for the first time had been fantastic, but there was something to be said about retreading familiar ground. Pulling Rias' ass towards his cock so that it was jutting out in his direction, Issei held the red head's hips in place and slowly pressed the tip of his member into her sopping wet pussy lips. Rias was overeager, and as soon as she felt the head lodge inside of her cunt, she thrust back with her entire body as best she could, burying more than a few inches of his length in her pussy all on her own.

Rather than get upset or angry, Issei just laughed as Rias wiggled on his dick impishly, never once pausing her tongue-filled make out session with her mother. Using his hold on her hips, the young man began to fuck Rias from behind even as things got more and more heated between the Heiress and the Lady of the Gremory Clan.

Eventually, this meant that Rias had her head buried between Venelana's legs. Though much of Issei's cum had spilled out of the older woman by this point, there was still plenty left inside of her to still be called 'cream-filled'. As soon as Rias ended up bent over with her legs straight and her ass in the air for Issei to continue railing against, she began to do her best to get at said cream, moaning happily as she did so.

Venelana was left a gasping mewling mess, her hands curling in her daughter's hair, grinding Rias' face deeper into her cunt. It was unbelievably hot for the Lady Gremory, to be eaten out by her daughter as the very man who left the meal that her daughter was eating plowed her from behind. Issei plunged into Rias' cunt again and again, smacking her big fat ass as he did so. This caused Rias to yelp into her mother's pussy in time with the spanking, causing Venelana no end of enjoyment as she ooo'd and aww'd.

The brunette couldn't believe things had come to this, that she was currently partaking in a threesome with her own daughter. And yet, here she was, enjoying every last second of the experience. Issei and Rias certainly were as well, Rias climaxing multiple times around her Master's cock and Issei thoroughly plundering her tightening spasming pussy as she did so.

By the time Issei came inside of Rias' pussy, filling her womb with white hot seed just as he'd done her mother, Rias was nearly as insensate as Venelana had been. But Issei was far from finished with her. Rias got the same energy boost and together, mother and daughter prepared for a long day, spent in the rough, brutal hands of one Issei Hyoudou.