Will Henry - The Passionate Prisoners

Smack! Once again the strap descended on her pretty nates, this time slightly lower and right across the most sensitive parts.

"Mmmmmmm!" Brenda groaned through her gag, and she broke into tears as the pain jolted through both cheeks of her tender bottom. Her stockinged legs flew backward at the knees, pointed heels nearly reaching her thighs. Her entire body jerked against the bonds that held her captive in an instinctive effort to attempt to escape the pain he was inflicting on her poor posterior.

Thwack! Whack! Slap! Allowing a few seconds' interval for the full effect of each application to sink in, Roy began applying the sleek strap in a systematic manner designed to torment every sensitive nerve end in her curvaceous posterior. Covering both hips and thighs down to the tops of her rolled stockings, he applied the strap with a wrist-snapping motion guaranteed to obtain the maximum effect of the strap.

"Mmmmmmm! Mmmmmmm!" Brenda's high-pitched squeals, although muffled by her gag, revealed anguish mingled with arousal. As the glowing fire in her buttocks and thighs continued to build to a higher flame with each fresh application of the strap, the shapely brunette bondagette tossed about wildly on his lap with her hips jerking with coital-like movements, her long legs waving prettily in the air. Soaking wet between the legs, she found her excitement mounting to a fever pitch. Completely over-powered, she wanted him to take her in the most brutal way possible.

Whack! Thwhack! Smack! The strap continued descending on the quivering target. By this time, Brenda's girlishly wide posterior and upper thighs were a glowing red from the combination spanking and strapping, and the entire area was in flames. Watching her twist and kick and squirm sensuously about on his lap, Roy could tell that she was both physically and emotionally prepared for the final onslaught. "That's enough of that for the time being!" he remarked, tossing the strap on the floor.

Picking his sobbing and twitching victim up easily in his hands, he tossed her face-down on the bed. Brenda did not attempt to avoid him but instead lay crying and convulsively jerking against her bonds as he quickly stuffed a couple of pillows beneath her stomach to elevate her scarlet and burning hips. She could see that his erect penis was sticking out of his trousers and, as it always did at times like that, it looked simply huge.

Kneeling quickly on the bed, Roy unfastened the bonds that confined her long legs and then unbuckled the torso strap between her legs, pulling it out of the way. Brenda moaned with a mixture of despair and excitement as the sudden departure of the strap left her feeling horribly vulnerable right where it mattered most. Pulling her long legs apart somewhat impatiently, Roy knelt between her thighs. Bracing herself for the final attack, Brenda winced with pain as his fingers probed her burning bottom, spreading the cheeks apart.

"Mmmmmmmmm!" Brenda shuddered spasmodically, as she felt the head of his hard penis probing the small entrance.

Roy positioned himself carefully and moved forward with a vigorous thrust, the head of his penis sliding into the tiny opening and spreading it apart.

"Mmmmmmmmmmm!" Brenda's scream was mostly muffled by her gag. Arching her back and jerking against her leather bonds, she had no choice but to submit to the painful penetration. Instinctively, her sphincter muscles sought to expel the foreign object but that was impossible.

Pausing for a brief moment to let her get used to it, Roy pushed forward with a vigorous thrust that forced the walls of her anal canal well apart. Feeling as if she were being torn apart inside, Brenda shuddered with pain and masochistic pleasure. Tears streamed down her face and she would have begged for mercy had it not been for the gag. Roy did not stop until his sturdy member was deeply inserted in the ultra-tight channel.

Feeling the muscles of her anal canal clutching his thick penis, Roy grasped his pretty victim at the hips to hold her in position, and slowly began pumping his pelvis back and forth. As she began to adjust to the presence of a masculine rod in her rear channel, Brenda found her excitement rising and began to respond with wriggling movements of her hips. To torment her all the more, Roy slipped one hand into her wet bush and worked a finger into her vulva.

"Mmmmmmm!" Brenda reacted with a girlish wriggle as his finger found her sensitive clitoris and began massaging it gently.

Timing himself quite deliberately, Roy gradually increased the tempo.

Moving back after each forward thrust until just the head of his member was inside her, he would pump with a quick thrust that sent the hard muscle back in clear to the hilt. His probing fingers never let her vulva, continually tormenting her and forcing her to wriggle her hips in response. Forced to endure the bizarre assault, the pretty bondagette found herself aroused nearly to the point of hysterics.

Roy could no longer hold himself back. Pumping almost brutally, he rammed his throbbing penis forward as far as it would go and sent his climax jetting deep inside her. Twisting and shuddering convulsively, Brenda achieved the violent orgasm that only Roy's bizarre mistreatment seemed able to produce. Completely conquered and knowing that more kinky sex would soon be in store for her, the young bondagette relaxed happily on the bed in the prison of her leather bonds.

Case History No. 4

The experiences of Arthur P. demonstrate how youthful experiences can lead to an adult interest in spanking and bondage. While in his early teens, Arthur was sent to live with an aunt and uncle in a somewhat isolated rural area. The uncle operated an extensive agribusiness combine that kept him away from home frequently. This left Arthur at home under the supervision of his Aunt Helen, an attractive but robust woman in her mid-thirties with a severe and dominating personality.

From the beginning, Arthur was kept under extremely strict discipline.

There can be little doubt that his Aunt Helen was a sadist. For the slightest infraction of her rules, Arthur was soundly spanked with the hand and hairbrush. He was always spanked on the completely bare bottom, and his aunt did not even permit him to prepare himself. Instead, his aunt personally lowered this trousers and shorts for him, even after he was a mature young man well into his teens.

The spankings were never laughing matters by any means. Pulling her skirts up out of the way, his aunt would make him stand sideways between her legs and bend over her left thigh until his head was nearly touching the floor. Holding him firmly between her strong thighs, she would apply a long and sound spanking. Her procedure was almost always the same. She would commence with her hand and spank until her palm was stinging too much to continue. She would then switch to the hairbrush and apply it almost unmercifully. Finally, she would toss the hairbrush aside and finish up with her hand, once again smacking away until her palm stung too much to continue. Although her hand was large and capable of imparting much more pain than might be imagined, it was the hairbrush that really hurt. Arthur inevitably wound up howling and sobbing long before the spanking came to a halt.

For repeated or severe offenses, his aunt would humiliate him in various ways before and after the spanking. For example, she would undress him completely and make him wear a pair of nylon panties and occasionally a woman's slip. Thus attired, he might have to stand or sit in the corner for as long as an hour before the spanking. And after the spanking, he was always made to wear the panties for the rest of the day under his regular clothing. If spanked at bed-time, he was sometimes required to sleep in a girl's nightie afterwards.

Although Arthur was never a weakling, and in his later teens became quite a well-built young man, he could never bring himself to resist his aunt's will when it came to discipline. When she would berate him and start preparing him for a spanking, he would find himself completely tongue-tied and unable to offer any opposition although he found such treatment almost unbearably humiliating and the physical pain almost unendurable at times. He was too inexperienced to understand the masochistic tendencies that caused him to submit so meekly to his aunt's domination, but he recognized from his earliest teens that he was sexually attracted to her. When she would pull up her dress prior to spanking him, often revealing dark-brown stocking tops, garters, and bare thighs, Arthur would have to fight to keep from having an erection.