Miss Laura's Students: A Novel of Erotic Education

Chapter One-2

Miss Laura extended her left arm around the young man’s waist as she had promised, asking him to raise up to accommodate her resumption of her grip around his balls, which he did with a sinking sense that all was now truly lost. They both settled back down into position, which required her to bend only slightly forward because of the trimness of his waist, placing her head directly above his exposed bottom. She instructed him to spread his legs as wide as possible, which he did, though the left one was limited in its range by the counter behind them. He gasped again as she began stroking his muscular young buttocks, which quivered involuntarily under the unfamiliar intimate touch. She spoke softly as though talking to herself, “Such a pretty young bottom, and so vulnerable like this. Such a pity that this innocent young bottom has to suffer so terribly because of the naughtiness of its owner.”

The young man’s awareness had fled from his entrapped p***s to reside in the contact between the older woman’s stroking fingers and his obscenely quartered backside. He gasped again as her stroking left his outer cheeks and began to drift inexorably toward his bottom cleavage and the puckering rosebud of his anus, so rudely exposed to whatever she intended for it. Miss Laura continued in her crooning, almost sedative tone, “And here we have this virginal little bottom-hole! I am correct that no one has been here before me, am I not?” He admitted this was so. “I’m so glad!” she exclaimed, as though somehow he should be as pleased with this fact as she was. He continued to twitch involuntarily as she played with the tiny hairs surrounding this ultimately vulnerable part of his anatomy, while she laughed softly at his discomfiture.

“Such a sensitive place,” she murmured, “and especially so when it knows it’s in for such a difficult time!” Miss Laura was clearly enjoying every instant of this opportunity to punish the young man, and he knew it as well as she did. This heightened the intensity of the situation for both of them as she toyed with him like a cruel cat with a helpless mouse. Suddenly, he flinched again as her right hand left his behind, and he heard the sound of her reaching into the Vaseline jar behind them. She resumed speaking, “Well, the time has come to venture inside this tight little virgin rosebud and make it ready for the trials ahead. Her lubricated index finger returned to rest lightly on his anus itself, languidly circling it as she began to probe. He gasped as her finger firmly pushed past his helpless musculature, entering him for the first time in his life. He moaned as she continued her twirling invasion of his bottom, and she moved her finger in and out a few times, gently f*****g him, provoking a deeper moan.

After a minute of this rhythmic penetration of the young man with her finger, Miss Laura began to speak as she probed more deeply, “Such a tight little bottom hole, I think we’ll be needing to loosen it up so that its coming trials don’t cause it any harm. No sign of anything nasty in there so far, though we’d be taking care of that soon enough if there were.” Her finger twirled around as she reached forward to contact his prostate. He gasped in surprise as even more unexpected waves of unfamiliar sensation washed over him, this time clearly pleasurable and sending a jolt to his still-erect p***s clasped between her thighs. She spoke with a laugh, “What have we here! This, young man, is your prostate gland, and in my opinion, is the best evidence that God intended boys’ bottoms to be f****d, which we are just about to do quite thoroughly!”

With that, she smoothly withdrew her finger, which she cleaned on a tissue from a box on the counter behind her. Miss Laura picked up the enema nozzle with the alarmingly large protrusion at its end. She placed the cool plastic against its intended target, which puckered violently at the anticipated invasion. She went on, “So the moment of truth has arrived, and your true punishment is about to begin. As uncomfortable as you have been throughout these little preliminaries, you will soon see that they are nothing compared to what’s ahead. As you noticed to your obvious alarm, the nozzle I’m using has a large bulb at the end. The purpose of this is to hold it firmly in place without leakage while you are receiving and holding your enema. This leaves free my right hand, which would otherwise have to secure it in place against the increasing pressure you are soon to experience. That freedom will be employed to the discomfort of your unhappy little bottom cheeks, which are to receive the next part of your punishment, a thorough encounter with the backside of my hairbrush! I would advise you to concentrate on relaxing your anal sphincter as much as possible while I accustom your cute little bottom hole to being f****d, since resisting will only add to its discomfort.”

With that, the young man cried out as the older woman slowly but inexorably thrust the well-lubricated nozzle into his behind, all the while crooning admonitions to relax in a soothing voice. A touch cruelly, she paused as his sphincter reached maximum stretch, prolonging the moment of his greatest discomfort as he yelled. She spoke through his moans, “It certainly is a relief that we are quite alone here and out of earshot, since I’m sure neither of us would want to be interrupted!” The young man emphatically did not agree, but kept his opinions to himself as she relented and allowed the nozzle to proceed on its course to lodge in his quivering bottom to his great relief.

Miss Laura went on, “Now, don’t get your hopes up quite yet, my naughty young man! This is only a momentary respite, for now I intend to give your tight young bottom a thorough f*****g, just like the Princes and Princesses in that book you stole. We’ll see if you enjoy it as much as they did!” She went on to do precisely as she promised, all the while holding the young man firmly in place with her thighs around his p***s and her hand around his balls. He was too preoccupied to notice that he had settled into submission so far that his legs didn’t even twitch toward closing in spite of the violation going on between his widespread ass cheeks, or that while his erection had stayed, his discomfort had postponed any risk of unseemly ejaculation in its exciting prison.

For an eternity to the young man, though perhaps only a few minutes in actual time, the older woman continued to repeatedly insert and withdraw the large knob from his unprotected bottom, all the while continuing to talk to him in a mesmerizing tone, describing now bad he’d been, and how sad it was that his poor bottom had to suffer so grievously for his misbehavior, and how exciting it was to f**k a virgin young ass that so richly deserved it. Finally, as he was beginning to relax enough to accommodate what was going on without constant involuntary vocalizations, Miss Laura left the nozzle in place inside him and spoke, “Well, I see you’re getting used enough to this that it’s on the edge of punishment headed into pleasure, which is not what we’re interested in at this point, especially since I don’t want you making a mess between my thighs! “

The older woman turned and unclipped the clamp on the enema hose, and young man gasped to experience a new sensation, as the only slightly cooled soapy water began to flow into his bowels. She gave him a moment to focus on this sensation, then picked up the hairbrush and went on, “And now the time has come for you to experience yet another group of confusing new experiences, as your enema goes in at the same time as we begin your spanking! I know you might be worried that you’ll have an accident, but you can trust me that our little nozzle will do the trick of holding everything inside until we’re good and ready for it to come out! Besides, I promise that in a few moments you won’t be worrying about a single thing but your bottom cheeks and my hairbrush and what’s going on in the encounter between them!”

With that, she began stroking the young man’s ass cheeks slowly and gently with the hairbrush, sensitizing the areas she intended soon to cause great discomfort, continuing her mesmerizing litany of the unfortunate position into which his bad decisions had placed his innocent, vulnerable young bottom. Once she sensed that he had relaxed into the combined disturbing but soothing sensations of the stroking and the enema, she struck him briskly in the center of his left cheek. He yelped and convulsed, but was able to maintain his position. This was soon followed by a matching blow to his right cheek with similar results, and so his first spanking commenced. After a dozen evenly spaced spanks to each cheek had begun to produce an even, rosy glow, she paused and resumed her stroking to give him a chance to catch his breath and asked, “So has this bottom ever been spanked before? I thought not. Such a rare privilege to take a young man’s virgin bottom so completely in two ways in one magical evening. I must be sure to spank you extra long in order to savor the event as thoroughly as it deserves!”

With that, Miss Laura resumed her assault on the young man’s twitching and wriggling behind without pause, all the while punctuating her blows with admonitions about how bad he’d been and how totally merited his punishment was in form and intensity. He cried out freely at each blow, and soon tears were streaming down his inverted face as he settled into the rhythm of his punishment. She began to focus her blows away from the even distribution that had characterized the first ten minutes of his spanking, concentrating more on the particularly sensitive region around the crease dividing his ass and the backs of his legs. The older woman also began to extend the range of her blows onto the backs and inner aspects of the young man’s thighs, producing louder yells and more copious tears. Finally, as she focused on the very bottom of each cheek and inner thigh adjacent to the enema tube protruding so obscenely from his anus itself, she produced the reaction she had been hoping for and he involuntarily closed his legs. She responded with a loud, “No!” and squeezed his balls much harder than she had in the test before his true punishment began. He shouted at the top of his lungs and forced his legs wildly apart, banging his left shin painfully on the cabinets, but holding his assigned position as he’d been instructed. She paused as they both caught their breath and his sobs subsided.

Miss Laura had purposely produced this reaction by mercilessly assaulting this most tender place on the young man’s body. She did this because, just as had been the case with his bottom-f*****g, she had sensed that his spanking had begun to cross the line from punitive to overtly erotic, which would have produced an orgasm that was not yet in her plans. The assault on his testicles had not been enough to reduce the rock-hard erection so excitingly apparent to her between her thighs, but had definitely put an end to immediate risk of ejaculation. She spoke, “Now, I’m going to end your spanking with ten on each side to that sensitive place we were just visiting, and I want you to take them like a man and count them out.” He sobbed his assent, and she delivered just what she’d promised, as he steeled himself to absorb the burning pain of this last phase of his punishment, which he was barely able to do as he choked out the longest count to twenty of his young life.

At last, the spanking ended, and she placed the brush on the counter behind her. She began stroking his crimson, buttocks, and spoke, “You were such a bad boy, but now you’ve been so good in cooperating with your punishment, so all is forgiven.” The older woman continued stroking the young man’s punished bottom, so thoroughly ravished by her own methodical intent. As his pulse and breathing subsided and awareness of anything but the pain in his bottom subsided, he began to feel some urgency that reminded him of his enema, now held for many long, painful minutes. She sensed this, and said, “I’m going to let you up so you can evacuate yourself in privacy. You can remove the nozzle yourself, since the tubing reaches to the commode, where I’d recommend you be when this happens. Once you’ve cleaned yourself up, open the door and I’ll come back in.”