Jean Sifton - The peeking sister

Holding her hip fast with his left hand, he guided the lust-swollen head of his impatiently throbbing cock to her now slightly distended little nether hole and leaned into her, steadily increasing his pressure. God, she was tight! Straining as hard as he could, he could only get about half an inch of the tip of his cockhead into the tiny rubbery opening. His iron-hard rod of flesh felt as if it were going to snap in two. Shit, he cursed under his breath, he'd never run into one this tight before. Still maintaining his pressure, he grabbed her other hip with his right hand and jerked her nakedly kneeling backwards, lunging forward simultaneously. With a lewd squirting sound the tormented sphincter muscle suddenly gave way and the huge head of his painfully throbbing cock popped in.

"Aaaaarrrrrrgggggghhhhhh! Noooooooo! Stop!" June screamed, flailing and tossing in his talon-like hands while every nerve-end in her body was scorched by the waves of blazing pain that radiated out from her brutally impaled anus. Behind her, Jock grinned sadistically down at her ineffectual efforts to free herself from his thick skewering cock and began to grind slowly forward, pushing the warm elastic walls of her virginal rectum ahead of his lust-swollen cock as it forged relentlessly inward on its ass-splitting voyage. That would teach her to get ideas about who was running this show, he mused to himself, flexing his loins and drilling deeper and deeper up into her futilely clenching anal passage.

"Oh God, stop! Stop! Please. I–I'll do the other!" June gasped piteously, her will to resist completely undermined by the searing spasms of excruciating pain that continued to rack her helpless body each additional fraction of an inch he bored into her. She really was ready to take his loathsome penis in her mouth. The idea was unbelievably disgusting, but at least it couldn't be the hellish torture this was. Anything to put an end to this!

"Whaddaya mean, you'll do the other, babe?" Jock taunted her sarcastically. "What other? Tell Daddy what's on your mind, kid."

"I–I'll… suck your cock," June panted desperately, knowing quite well that he would continue to bait her until she spoke the vile words.

"With the greatest of pleasure, honey," Jock sniggered. "As soon as we're finished what we're doing now."

He gave one last bone-crushing lunge, and June felt the wiry pubic hairs at the base of his buried cock prickle against the widespread cheeks of her behind. God, he had done it! He had stuck every inch of his long hard cock up her defenseless little rectum and still there was no slackening of the bodily pain which was heightened now by a sense of anguished humiliation. She felt that her will had been broken and the last shred of decency stripped from her when she offered to suck the awful man's cock… She was drowning in a seething sea of mental and physical agony. All the sexual acts she had committed since that afternoon when she had stood in the parlor and watched… instead of immediately separating Cliff and Tiffany… passed in a blur through her mind. All the lonely masturbation in the office and at home culminating in her cynical seduction by Nina and Axel last night… and now this, the final ignominy… to be sodomized on a kitchen floor by a miserably pimply-faced delivery man.

It was almost more than her mind could bear, and only the thought that she was doing it for her sister Tiffany gave her the strength to go on.

When she felt the long hard penis being slowly withdrawn from her back passage, she braced herself for the new assault she knew was sure to come and bit her lip until she tasted her own warm salty blood, determined not to show any further signs of weakness.

"Uuuuunnnnnhhhhh…!" The breath was driven from her lungs by the force of the next pile-driving lunge of the heatedly pulsating cock up her helpless rectum and the impact of Jock's pelvis against her flattened ass-cheeks, but she shook her heavy mane of black hair and held her ground like a stubborn horse. He began to fuck rhythmically in and out of her with slow labored strokes at first, then more and more rapidly as her forever-stretched nether channel gradually opened up. Soon he was pistoning smoothly in and out like a well-oiled machine, spearing far up into her bowels with each in-thrust and withdrawing his thick rigid cock until only the head was still embedded beyond the snugly clinging sphincter ring.

Then, miracle of miracles, June gradually felt the searing pain in her anal channel begin to diminish and the first feeble flickers of a strange novel sensation… Not pleasure exactly… It couldn't be pleasure! But it was. A weird shameful masochistic kind of pleasure still mixed with bodily pain and the humiliation of having her body used in this obscene filthy fashion. Yes, God, she was enjoying it! With that admission the last of her self-control vanished and she began to hump her brutally impaled ass-cheeks back on the skewering cock as if her life depended on getting every last bit of it inside her.

"Fuck harder, Cliff. Haaaaarrrrdddderrrrr!" The words… the same ones she had heard Tiffany use on the porch… spewed unbidden from her lips as she gave herself up completely to this new perverted joy of being abused and defiled like the lowest of whores. God, she wanted it to go on forever, but already she sensed the explosive charge building in the heavy sperm-bloated balls that were swinging wildly between her thighs as Jock plowed urgently in and out of her forever-stretched anus. It wouldn't be long for him, she could tell and, surprisingly, she felt her own mounting response. She screwed her eyes tight shut and squirmed madly back on the long plunging cock, milking it insatiably with a tight clenching of her buttock muscles on each out-stroke. She felt as if she was lost in a kind of incandescent haze which emanated from her own pleasure-crazed body… alone in a primeval void with nothing but that great wonderful demon cock rampaging into her entrails and ravishing her very soul.

"Keeeee-riiiiissssstttttt…!" Jock groaned and June felt the first pelting jets of his heated sperm spatter far up in her voracious belly, then she was spiraling deliriously in her own nebulous haze of ecstatic release, soaring into a new, never-before-experienced dimension of pleasure away from the hard kitchen floor where her voluptuously curved body tossed and thrashed like some wild animal caught in a net.

"I'm cumming," she crooned, "I'm cumming." Then her voice was a low banshee wail, "I'm cummmming!"

Delicious tremors continued to rack her body long after Jock pumped the last of his spurting hot cum into her churning rectum and for the second time since her arrival in New York, the overwhelming potency of her mind-blowing orgasm drifted her off into dreamless sleep.

When June came to, Pimple Face was prodding her buttocks with the much-darned toe of a gaudy orange sock.

"Wake up!" he ordered excitedly. "We ain't got no time to lose if you wanna suck my cock before we go where they're holding your sister at."

June stared dully up at him. He was standing there with the tails of his rather soiled shirt hanging down on either side of his limp dangling cock which was still red and glistening from its recent rape of her anus. She realized he hadn't even bothered to take off his necktie, and for some reason that made what he had done to her seem all the worse. "Do I have to?" she asked apathetically, certain, of course, that he would say yes. She wondered if he would at least wash the revolting thing before she had to take it into her mouth… Strangely enough he surprised her by saying no.

"There really ain't enough time, kid. We'll take a rain check on it, okay? I know ya can't wait to blow me, but there'll be other days. Now get a move on. Put on something clean…" He nodded toward her suitcase.