When Issei kissed her, Venelana had something akin to a religious experience, his tongue dominating her mouth quite thoroughly and her pussy gushing into his hand as he rubbed at her covered mound. She climaxed on the spot, a small orgasm but an orgasm nonetheless. By the time the young, domineering man pulled back from the Lady of the Gremory Clan, Venelana was flustered and panting through slightly parted lips.
It was that face, with her mouth open and her lips looking plumper and fuller than ever from his attentions that caused Issei to finally, truly snap. Venelana let out a yelp as she found herself pulled under the table and between Issei's legs. However, she didn't resist, settling onto her knees and watching with wide eyes as Issei managed to extricate his massive member from its tight confines with but one hand, the other still holding her by her hair.
The young man slapped his huge cock across her face without an ounce of regard to her station or her agency. He did it again and again too, light smacks and harsh smacks mixed in together as she moaned and gasped from the disrespectful abuse. Yet Venelana had never been more aroused. Zeoticus had never treated her like this, like a rough barbarian taking his prize, or perhaps a dragon enjoying his captured maiden.
But then, Venelana would never have let her husband do anything akin to this. Issei was special and she found herself capitulating to him instantly, even as the young man finally began to push the tip of his majestic member against her ruby red lips. The brunette MILF parted them, opening her mouth wide and giving him complete, unfettered access.
Issei abused that immediately, thrusting his hard dick right down her throat from the very beginning and groaning as he held her head in place, over half of his length past her lips from that first thrust. Venelana immediately began to swallow down his cock. The sexy MILF may not have ever let Zeoticus face-fuck her as Issei seemed prepared to do, but she did enjoy deep-throating a nice hard dick, so long as she was in control.
As such, even though she was most certainly not in charge right now, the beautiful mature woman was able to take every inch of Issei's shaft down her esophagus without choking or gagging on his member. The young man groaned even louder at the sensations brought on by her constant swallowing, her throat spasming and undulating across his length even as he forced her all the way down to the base of his cock.
With her stretched, ruby red lips pressed against his crotch and her nose buried in his pubes, Venelana's eyes began to water all the same, regardless of her ability to suppress her gag reflex. There was just no way to hold back the tears that came with a nice deep throat-fucking. Venelana hadn't intended for things to end up quite like this when she asked for this meeting, but she also wasn't complaining, not really.
With Issei's balls pressed against her chin, Venelana felt salty tears tracking down her face, even as slobber spilled free of her mouth. Her makeup would be ruined in no time she imagined, but looking up at Issei's grinning face with her purple eyes, Venelana could see that the young man had no problem with such a thing happening.
He was still holding her against his crotch and there was a limit to even what she could do in terms of holding back her gag reflex. The choking came as he kept his entire length buried down her esophagus, a lack of air triggering an involuntary reflex in her body as she tried and failed to find oxygen.
"Hulgkh. Hulgkh. Hulgkh."
She looked up at him and wondered if he intended to make her pass out with his dick. Would he then have his way with her helpless, unconscious body? Venelana's hands suddenly fell down between her thighs as she spread her knees wide open. She should have been touching herself earlier than this, but now the Lady Gremory made up for lost time, pistoning two fingers in and out of her sopping wet cunt as she slowly began to lose the strength to do so, black encroaching on all sides of her vision.
It was intoxicating, giving up control to this young man. Issei had her in an incredibly vulnerable position and she simply allowed it, even luxuriated in it. When she came hard from the asphyxiation caused by his dick and her fingers deep in her pussy, Venelana's pleasured cry reverberated up his entire length. That seemed to finally galvanize Issei into action.
He grunted and dragged her back off his slobber-covered member, giving her but a moment of air before he forced her down onto his length again. This time there was no pause, no hold. Venelana wasn't quite able to get back her equilibrium, never quite able to properly repress her gag reflex again, but she was at least able to get enough air as he continued to fuck her face roughly, pistoning in and out of her hole like there was no tomorrow.
Her fingers continued to work at her cunt and the Lady of the Gremory Clan came twice more while Issei throat-fucked her, before he finally let out a snarl and began to cum. Venelana immediately tried to drink down his load as best she could, but her purple eyes widened in surprise as she learned that once again, her best wasn't good enough.
Issei's copious cum shot exploded out of the MILF's nostrils and the corners of her mouth, spilling forth onto her already messy face and down her chin onto her chest. A mixture of slobber and tears had already dripped down between her breasts and Issei's white hot seed followed it, sliding in between her cleavage in a delightfully sticky way.
When the young man finally let her off his cock, Venelana was left panting and gasping for air on her knees, her beautiful purple eyes slightly glazed over, her makeup and mascara in ruins and her face, beneath the mess that he'd made of it, flushed red with desire and need. Her fingers continued to work at her cunt, but the Lady Gremory knew she wanted more. No, she NEEDED more. Biting her lower lip, no longer quite so ruby red thanks to how much of her lipstick had rubbed off on his length; Venelana looked up at Issei and batted her eyelashes seductively.
Despite how absolutely ruined he'd left her; it was one of the most beautiful things Issei had ever seen. Still unbelievably hard, Issei pushed out a foot and kicked the small table that they'd been sat at away from the couch. Then he reached down and grabbed Venelana's hair once more, savagely tugging her up off her knees. A whimper left her lips as her fingers fell from her pussy. The disheveled woman stood before him, slightly hunched over thanks to him remaining seated while holding her in place.
Her dress was not yet torn, but it was ruined. Seeing no point in trying to salvage the thing, Issei reached out and for a brief second, his hand was that of a dragon's. Sharp claws tore the skimpy violet garment from Venelana's voluptuous beautiful body. The centuries old devil looked more like her daughter than her true age and Issei had no issues with enjoying the sight of her big breasts, wide hips, and delectable derriere.
Finally, the draconic young man stood. As he did so, he spun around, pushing Venelana Gremory onto the half-circle couch he'd just been sat upon. With her knees in the cushion and her upper half hanging over the back, her ass, still clad in a soaked through pair of panties, was on full display before him. Said undergarment was torn away and then tucked away, a trophy for later since Issei knew he couldn't take his true trophy, the Lady Gremory, back to his hoard on this day. He would have to leave her here, but that just meant he would work all the harder to make her remember their time together and long for more.
Looking back over her shoulder at the young man that was dominating her so thoroughly, using her so roughly, Venelana bit her lower lip once more, this time almost hard enough to draw blood. Issei was moving too slowly for her. She longed for more right here and now and she needed him to give it to her. But she didn't dare demand anything of the domineering young man. Her pride was not broken, but before him she found herself setting it aside in favor of complete and utter submission.
Truly Rias had found a very dangerous young man indeed to be her boyfriend and her Pawn. Whimpering needily, Venelana shook her shapely rump back in Issei's direction, her purple eyes stuck unerringly on his massive cock only inches from her body.
"Please Issei… please, fuck me."
Chuckling at that, Issei leaned forward until his lips were right beside her ear, his hot air blowing across the tip of it.
"Please… Master."
It took her a moment to realize he was correcting her, to realize he was commanding her. Her eyes widened as she looked at his smug grin. Then, the Lady Gremory glanced away and capitulated easily.
"Please fuck me… Master."
It was all she needed to say. A moment later, he was inside of her. Issei wasted no time in slamming home, his entire cock thrusting up into her slick, ready and waiting cunt. Venelana Gremory moaned like a wanton whore rather than the Lady she was, her pussy walls immediately tightening up around his dick. She was oh so sensitive at the moment, but her previous orgasms brought about by her fingers kept the next at bay for at least a little while longer.
Of course, there was no way for her thin, feminine digits to ever compare to the sensations brought about by Issei's cock. The young man plunged into her pussy with ferocious force, pistoning in and out of her as hard as he could. Deeper and deeper he got, until eventually he was slamming up against the entrance of Venelana's womb with every thrust he made. It was hard for the beautiful brunette devil to maintain her composure in the face of such an onslaught.
Issei's technique was surprisingly polished for that of a young man. If Venelana hadn't known better, she would say that the boy had had sex hundreds, if not thousands of times. But that wasn't possible of course. Even if he and Rias HAD been fucking like rabbits since she turned him (and at this point the Lady Gremory wouldn't put it past her daughter, Issei WAS just that good) they still wouldn't have had enough time to actually make such sexual experience possible.
Yet somehow, Issei was a master swordsman when it came to his pecker. He hit all the right spots inside of her, spots that Venelana didn't even know she had. His cock got deeper than Zeoticus' ever could of course; but even then, it was more about how he USED the monstrosity between his legs, rather than the size. Issei Hyoudou had the sexual prowess of a god and the boy knew it too, confidence and vigor and strength in every action he took.
As he held onto her wide hips and fucked the ever living hell out of her pussy, Venelana Gremory finally lost it. Her first orgasm at the hands of the young man currently plowing her arrived and it was just as amazing as she'd hoped. Cumming around Issei's cock was ten times, nay, a hundred times better than cumming around her own fingers or even her husband's dick. Crying out her praise, Venelana vocally worshipped her daughter's boyfriend as he fucked her, barely remembering to address him properly, but remembering all the same.
"Master! Oh fuck, you're so big Master! Fuck me, fuck me, FUCK ME! Fuck me harder Master! FUCK ME HARDER!"
-x-X-x-
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