Assfuck with a Dildo

“Time to take things up a notch…” he smirked. He heard Jessica give a tired mumble as he grabbed the dildo and quickly squeezed a healthy amount of lube over the toy. Pushing the vibrator back up against her clit, he made her jump a little as he let the tip of the fake cock trace along the wet lips of her pussy. He enjoyed the look of concern in her misty eyes as he teased her for a few seconds, then watched the concern turn into horrified alarm when he moved it an inch further down and the rounded rubber tip suddenly pushed up against Jessica’s puckered asshole.

“Aaaaaah!” Jessica protested, her eyes going wide as saucers at the prospect of the large toy being **** into her ass, but instead of dignifying her with a verbal reply, Sean nonchalantly flicked the switch on the vibrator and pushed it up another setting. The bimbo blinked at him, the protest catching in her throat and after a few moments of heavy stimulation, the eyes glassed over.

“Brainless fucking cum slut…” Sean chuckled at the ease with which her resistance died as he began to apply pressure with the dildo. She was tight and the toy was large, so initially very little happened, but after a short while of consistent screwing motions, vibrations applied to one pleasure centrum and another generous application of lube he felt her resistance give. The tiny sphincter relented just a little bit to the pressure, but it was all the opening he needed. Working doggedly, he pushed and twisted and ****, feeling the small muscle give bit by bit and slowly, her asshole stretched to allow the large tip to push inside..

Jessica looked absolutely done. Her face was deep red with a prominent vein protruding from her temple. Her eyes were half-lidded, but the sliver that was visible didn’t show any of the iris as her eyes had rolled back. Truth being told, Sean wasn’t sure how aware the actress was of what as happening, in fact he wouldn’t have been surprised if she had passed out yet again, but in truth he didn’t care much. He wanted to stuff her obnoxious ass with a big dildo.

“Fucking take it, cunt!” he hissed, watching with admiration as her tender sphincter still just wrapped the very tip of rubber dong, then stretched further and further to accommodate it as he pushed deeper until the small muscle blanched as he reached the widest point at the ridged rim of the tip, stretched to its complete limits. One more push and the Latina’s hole almost greedily sucked it in, swallowing the bulbous head inside.

“There we go…”

With the barest level of care so he wouldn’t injure the woman, Sean pushed on and **** the thick toy deeper. Alba’s ****-open mouth emitted a guttural groan as her intestines were stretched, but her eyes remained vacant. Her hamstrings twitched uncontrollably and her fists were clenched to the point where he knuckles had turned white, but apart from that there was no reaction from the life-support system of that pretty little asshole he currently enjoyed playing with.

He got deep with it, feeding more and more of the rubber cock into her ass while pressing the buzzing vibrator firmly against Jessica’s cunt until only enough remained outside for him to grab in his fist. It was pretty impressive how deep she was able to take it, but he figured that Jessica was pretty much a wet dream come to life, so it should come as no surprise that she was good at anal.

“Ah-Ah-Ah-Ah-Ah!”

Conscious or not, as Sean began to thrust the fat toy in and out of her asshole, moans and grunts filtered out of her stretched mouth, her entire, restrained frame shaking with the pumping motions and Sean watched with admiration as her feisty little sphincter clung to the lubricated rubber. Every time he pulled out he could see the white ring of muscle wrap around the girth of the toy as if trying to keep him inside. Then, when he reversed direction to stuff the dildo back in, it disappeared until he retracted again.

Pretty soon, he felt things get easier. The resistance of Jessica’s ass decreased and he realized that she was learning. She was relaxing as best she could to decrease the pain and focus on the pleasure. As he looked at her face, her irises had reappeared. She looked utterly exhausted, face dappled in small droplets of sweat and tired eyes as she watched him mistreat her.

“Hey, whore!” he smiled, giving her asshole a particularly hard thrust that brought some focus into her eyes, just in time for a look of revulsion to come over her face when he sent a gob of slimy spit splattering across the bridge of her nose, “I want you to know how fucking dumb I think you are!”

The warm spit jerked her momentarily out of the haze and back into the present. Still unable to move anything more than her eyeballs, she stared down her own tortured body. Past the vibrating ball of rubber that pressed against her clit and buzzed away, she could see the scarily big fake cock pound in and out of her poor ass. It looked grotesquely huge and while it hurt – and it hurt a lot – she couldn’t help but feel a sordid sense of pleasure as she received a brutal reaming. Her arms and legs were numb from the straining position, her head was foggy, her mind tired, her pussy sore, but it all only brought the intense, painful, humiliating pleasure of the anal **** more to the front of her mind.

She let out a wail, completely incoherent, but nonetheless the message was clear as she glared up at her tormentor. She needed this. Harder.

“God, you’re such a pathetic bimbo!” Sean growled, his arm beginning to get a little tired, but nonetheless he redoubled his efforts and pumped the willing, married whore. As he did, Jessica made eye contact, staring up at him. She looked absolutely pathetic. Scribbled all over, lips **** wide, tongue stretched out, those dark, beautiful eyes full of submission… it was perfect. The mirage of the confident actress and entrepreneur, the principled woman going her own path had been absolutely shattered. It had all been stripped away to reveal the inferior slut underneath that not only was getting her asshole stuffed for his amusement, she was enjoying it too.

“Fucking bitch!” Without warning, Sean tossed the vibrator aside, never bothering to switch it off. Grabbing the clothespin attached to Jessica’s tongue, he unceremoniously ripped it off. Jessica gasped from the pain of the forcibly removal, then her eyes widened as the blood rushing back into her tongue multiplied the sting and she screamed out.

Seemingly uncaring for her discomfort, Sean continued to pump the fake cock into her asshole, working her over while his other hand reached behind her head and unbuckled the spider gag. Jessica barely knew what was going on as the metal ring was suddenly yanked from between her teeth and flung aside, her jaws completely numb, but before she could even do as much as close her mouth she received a loud, open-handed slap across the face.

“You’re a whore!” Sean spat, slapping her again, with a backhand this time. “Say it! You’re a whore!” Another slap. “Say it!”

“I’m a whore!” She cried out loudly, without thinking before she would receive another slap. Nonetheless, the words coming over her lips felt good. Felt natural. They gave her a rush. So she stared up at him, deep into his eyes. “I’m a whore!”

“That’s right!” Sean hissed, glaring back, the chemistry palpable between them. One hand continuing to assfuck her with the dildo, the other grabbed her by the back of the head in a gesture of domination. “This slutty asshole is up for sale, huh?!”

Jessica wanted to reply, but when she opened her mouth, Sean took her by surprise when he suddenly switched the angle of his thrusts up. A new intensity raced through her body that would have made her toes curl if the bondage had allowed it. Instead of words, a mewling moan escaped from her mouth and she had to squeeze her eyes shut to handle the sensations she felt as her tender anus was getting punished.

“Yeah, take it, slut!” Sean sneered, increasing his intensity to the point Jessica’s moan turned into a scream. It was too much, definitely too much for her petite, relatively inexperienced backdoor to handle, but she was in no position to plead her case as the producer had her utterly overwhelmed.

“AAAAHFUUUCK!” was all she managed to get out as she was being mistreated harder than she had ever thought possible. When she opened her eyes, she found herself staring up at Sean, whose wild grin loomed over her, clearly enjoying what he was doing to her.