New Babysitter 19 to 25

By Gerste

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This work is intended for ADULTS ONLY. It may contain depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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"New Babysitter," part XIX, by Gerste

Cute little nine-year old Josh Weisensteing couldn't tell you the definition of "irony," but it described his court situation that very moment. Josh's babsitter, Jill Wounderad, had just been successfully prosecuted for crimes against Josh, the "community property," but her so-called "punishment" only served her devices. She had, for all practical purposes, "won." Jill's "punishment" was to see her male cousins, between the ages of 9 and 14 (9-14, inclusively), and her three brothers (ages 9, 11 and 13), share in Josh's nude punishment. (Five other eight-year old male cousins of hers were later thrown in for good measure.) They were now legally bound and obligated to observe the same nudity "rules" Josh was under. Josh now looked out on the courtroom in dismay as news camera men came into the court room itself and shot close-up footage of each boy's body, all of it, especially their genitalia and anuses. Nothing was left out. All but two of Jill's present cousins and brothers were circumcized (her three brothers were), and those two who weren't were made to pull back their prepuces (foreskins) for the benefit of the camera men, who took photo shots from all angles. This extra footage of Jill's young male relatives here would later take up a full one hour and 46 minutes of extra air-time in the evening news. The detail of this footage was vivid and stark, as each shot was taken with digital cameras, and shot to every news agency around the world. Josh beheld in dismay as Jill's "loss" became more and more of a "win," and he felt powerless to do anything about it. His mother broke his trance, and reminded him that it was time to go home. Josh hesitated a moment before leaving, but not before two camera men caught up with him before he was able to leave the courtroom to take his nude pictures. "Haven't you got enough film of me from all the court videos and up-close footage?" he snapped. Realizing he was right, they broke away and left him to his departure. Josh was livid, until his mother reminded him that a proper spanking might serve as a good attitude adjustment. On hearing this, he decided he had better leave off before he received another spanking. He was already expecting one from Jill later that night.

On the ride home, Mrs. Weisensteing added insult to injury by congratulating Josh on his "victory" over Jill. Josh knew that it was a hollow "victroy," more like a defeat, really. In fact, mused Josh, Jill herself wasn't punished at all. What is more, punishing certain of Jill's male relatives did nothing to add to Jill's discomfort. Quite the contrary, it played into her hands, just as, in fact, it was intended to do. Josh perceived this and he didn't like it one bit. "What victory?" Josh exclaimed, as he snapped out of it, "There was no victory, except for her."

Mrs. Weisensteing: "Why Josh Weisensteing, you change that tone of yours right this instant, young man! This is your final warning!"

Josh: "Yes ma'am."

Josh and Mrs. Weisensteing didn't say anything more for the rest of the drive home. But Josh was not going to let this go. He felt a final injustice had been dealt him, and he would see Jill pay, if it was the last thing he did. But, alas for Josh, it was simply not to be.

Josh didn't realize he had passed the point of no return with his attitude, little realizing that a spanking did indeed await him when they got home at the hand of his then increasingly irate mother. Once in the house, Mrs. Weisensteing had Josh been over in full view of his giggling sisters (who had beaten them home), while she fetched the belt. Earlier, she had pity on Josh because of his deteriorating gastro-intestinal condition, which made food absorption, and subsequent healing, more difficult. But Josh had simply "pushed things too far" with his latest shrill complaints of injustice. As she touched the belt to his buttocks in her usual attempt to fix her aim, his buttocks twitched in nervous anticipation. "This'll teach you not to pop off or speak out of turn," she snarled as she commenced the whipping. But she limited the criss-cross blows across his anus and buttocks to half the number, because of his weakened condition. Josh howled just the same, as his shrinking amount of skin surface area seemed to focus the pain onto more concentrated numbers of nerve cells. Josh found the blows excruciating. Mrs. Weisensteing knew this and cut them short. They had their desired effect, all the same. Josh was now more frightened than ever to "buck the system."

The remainder of the late afternoon was spent waiting for Jill to arrive at 5:00 PM, while Josh's sisters played with his genitals in the interim. Then the moment arrived. Jill rang the doorbell promptly at 5:00. She was puntual as usual, but lacking for other virtues. But such trite virtues were of no consequence for her present purposes. Mrs. Weisensteing opened the door to see Jill standing there fully clothed, of course, with her three fully naked brothers standing next to her. Their hands were bound in back, and they looked none the happier for it.

Mrs. Weisensteing: "Come in Jill, and by all means make yourselves at home. And these must be your hansome young brothers?" As she said this, she helped herself to fondling their genitals, something they had not yet grown used to.

Jill: "They are indeed. Let me introduce them to you. This is Kyle. He is nine years old and the baby of the family," she said as she felt his genitals and flicked his penis, which swung like a pendulum with each flick.

Every female's eyes fell on the very cherubic, fine-looking blond little boy, with a slender build and attractive Germanic features. His penis was bigger than average, and his testicles were seemingly more well-developed than his years. He was a miniature beau, filled with boyish beauty and charm. The girls were instantly drawn to him.

Jill: "This is my 11 year old brother Kelvin," she said as she reached down to fondle his penis and testicles. He was a slightly bigger version of his attractive younger brother, slightly more well built, but slender nonetheless, with nice pectoral muscles and dime sized nipples. There was a slight tuft of pubic hair at the base of his penis, which had not yet grown coarser with puberty. His penis was about four inches, which was also about the length of his descended testes, in full view of them all. The girls looked at him with delicious delight, as their eyes ravaged him. He was very good-looking as well.

Jill: "And this is my 13 year old brother Teddy," she said as she fondled his penis in turn. Ted looked to be about a hundred pounds. He was, in fact, 106. He stood about five foot six, and had a slight, yet relatively slender, build. He also had blonde hair, and shared his brother's flawless good looks. He had very little body fat, and a golden brown tan from all his days at the beach surfing. This contrasted with the white skin at his mid-section which his bathing suit had formerly hidden (but not anymore). He was an Adonis. The girls couldn't keep their eyes off him, and soon they would not be able to keep their hands off him as well. Jill would make sure of it.

End of part 19

"New Babysitter," part XX, by Gerste

What markedly distinguished Teddy most in the sibling trio was the hair on his pubic area and on his testicles, which was blonde and curly. He was otherwise hairless, except for some hair around his anus they were soon to discover. (The hair on his arms and legs had not yet become noticeably coarser with age. He had virtually no axillary hair, i.e., under arm, hair.) The girls kept looking at his nude boy parts, as well as those of his brothers. This was a smorgasbord, and they didn't know where to begin. What was especially surpricing was the fact that Josh was also staring at Teddy's pubic area, and developing an erection as a result. Teddy saw Josh's gaze locked onto his genitalia, and erupted with disgust, "You goddamn faggot, Josh, get your fucking eyes off my fucking dick before I fucking fuck you up with my fucking fists." But Josh simply could not get his fucking eyes off Teddy's fucking dick no-fucking-matter what Teddy fucking said, which seemed to have a lot to do with "fucking" something.

Finally, a red-faced Teddy looked away and let out a sigh, uttering a certain f-word, which we're loath to repeat here. He was even more agitated that Josh was staring excitedly at his penis and testicles than he was that the girls were doing so. "I hate fucking faggots," he spat. Everyone who caught it decided to leave the copulative ambiguity of his wording well enough alone. They surmised his inexactly expressed meaning.

Josh surprised himself by getting sexually aroused by an attractive boy, four years his senior. Teddy shot him a second disgusted glance before Josh broke off his stare and their eyes met. Josh turned several shades of red, as did Teddy, as much from anger as from embarrassment. The girls took full advantage of Josh's newly revealed predilections to call him a "fag" and "fairy," adding embarrassment to embarrassment, as sand to sand, increasing the pile. They began to develop songs, sung to the tune of "Ring Around the Rosie," thus:

"Josh is a faggot, a faggot, a faggot

Josh is a faggot, a faggot, a fag."

Josh began to cry at this new set of embarrassments that was soon to follow throughout his school years, with more to come.

After their ode to Josh's inclinations, they each chose a brother to fondle and examine, and traded off from time to time until each had a turn. They each soon discovered Teddy's "pubic" hairs around his anus as well.

Mrs. Weisensteing, who had not yet left, decided that, with more boys, Jill would need reinforcements. She interrupted the girls to suggest they call their friends over to help with the babysitting of the four boys. Each one broke away long enough to phone all thier friends with the offer. Before they knew it, the house would be swamped with estrogen overload, as dozens of girls would soon rendezvous to the Weisensteing household later that evening. In the meantime, the girls returned to their molestation of the unhappy triad after each had made their dozen or so calls. Jill then had an idea:

Jill: "We know—DON'T we, girls?—that modesty does not become a boy. Modesty is rather for us females and for grown-ups."

The girls, variously: "Yes...Yeah...Of course..."

Jill: "Well, then, why don't we remove Teddy's additional covering? by which I mean, his hair around his dick and balls?"

Teddy, wide-eyed and agape: "Oh no, you fucking don't. You're not getting any-fucking-where near my prick with a fucking razor."

Jill: "Who said anything about a razor, much less a fucking razor? No, Ted, we're going to PLUCK it out!"

Mrs. Weisensteing and Jill grabbed Teddy as he began to kick and scream. As they restrained him, with some effort (Jill sat on his chest, careful not to bear down on him with all her weight [she weighed about 144 pounds]), they then tied his ankles a foot apart with a rope(everyone helped, except Josh, who was still bound in back). They then stood him back on his feet, with considerable effort, against his struggles. He was still a "handful," to quote Mrs. Weisensteing on the matter.

Mrs. Weisensteing: "Girls, this is why we need reinforcements. Maybe we should wait until the other girls arrive. I'll wait for several others to arrive, but soon I have to make my meeting. I'm picking up your father at work, kids."

Teddy was still struggling as Mrs. Weisensteing and Jill held his arms. Josh looked at Teddy's pubic hair, then down at his own pubic region. He could only see fine, downy hairs at the base of his own penis, similar to the fine hairs on his wrist. The comparison only served to excite him even more. And the thought that Teddy seemed almost petrified at the idea of having his pubic hair yanked out by the roots only added to Josh's excitement. Josh didn't know what was happening within him. Was he becoming like them? He crained his neck and knelt down to get a closer look at Teddy's no longer private "privates." Repulsed by Josh's intrusive new interest, Teddy looked on little Josh with loathing. "You fuckwad...fucking douchebag...fucking homo-fucking-sexual," he said, in broken English. Just then, Mrs. Weisensteing said, "You know, Teddy, we need to do something about that fucking filthy mouth of yours."

End of part 20

"New Babysitter," part XXI, by Gerste

Josh's two sisters, Christy (8) and Alexa (15), had earlier called their friends for "backup" to help Jill Wounderad babysit the four boys: namely, Josh Weisensteing (9), who is our protagonist and their brother, and Jill's own three brothers—Kyle (9), Kelvin (11) and Teddy (13). Those they called had, in turn, called their friends. Within the hour, literally dozens of girls, from the ages of 8-18, descended on the place (all told, the number was 42, mostly high school girls). Jill now had her reinforcements, and Mrs. Weisensteing, seeing this, took off for her meeting; but not before administering a spanking to 13 year old Teddy's buttocks, to make him "more cooperative." Teddy had never felt so much pain to his buttocks in all his life, and was furthermore humiliated by having his aired anus exposed to the housefull of female observers as he was forced to bend over for the spanking. Afterward, he was reluctantly "pliable," and held his caustic tongue and acerbic wit. He was now rendered more "suggestable" to Jill's "suggestion" that they all take turns pulling out Teddy's patch of pubic hair. After every one of the 45 girls in the room (Jill, Alexa, Christy and the 42 female guests) had finished thoroughly examining the four boys, Jill had volunteers take turns "deforesting" Teddy's "bush," by having them each pull out a handful of the fledgling strands, as Teddy let out several ear-splitting crescendos in the process. 5 persons and 5 shrieks later, the patch of hair on Teddy's pubic area was notably sparcer. The remaining number of girls in line pulled out only several dozens of hairs at a time, which still seemed like sheer torture for the moaning lad. In the end, the girls were pulling out hairs from his scrotum, at first in handfuls of a few dozens at a time, and then in the single digits. Tiny droplets of blood could be seen oozing out of some of the pores which formerly held the estranged follicles. It was decided that a razor should be applied in the final step to ensure that no overlooked hairs remained. After that, they had Teddy bend over while they likewise denuded his anal region, which only took moments, since there were only a relative small number of hairs. Bereft of his former fleecy covering, Teddy now felt especially naked before their hungry, ogling eyes. Josh, who was also a victim of this sick managery, could not help but periodically glance over at Teddy genitals, so smitten was he at his attractive form. For his part, Teddy would glare back at him whenever he caught him looking in his direction, requiting him with a manacing countenance. Whenever Josh saw it, he quickly averted his eyes, but it was too late. Teddy kept mumbling something under his breath about this.

Jill's sadism was not quite satiated yet, and her eyes locked onto Teddy's. "It seems to me," she finally said, "that Mrs. W. had said that we should do something about that filthy mouth of yours."

Teddy: "Mrs. W?"

Jill: "Mrs. Weisensteing, stupid. Formalities are unnecssary between us—she and I."

Jill let that remark sink in before she continued:

Jill: "If I recall correctly, she called it a FUCKING filthy mouth, after your own style of habit. HHmmm, I rather think it is more accurate to call it a...er...COCKsucking mouth. Wouldn't you agree, Ted, my dear brother?" She gently gave his testicles a squeeze as she said this. Teddy stared back with an uncomprehending look. So Jill thought a concrete demonstration was in order. Still looking at Teddy, and not breaking eye-contact, she bellowed Josh's name. Josh ran up to her and instinctively stood at attention, knowing full well that he had better not cross her. He now knew what she was. "Josh," she reiterated, "I want you to give our cocksucking friend here a lesson in felatio."

Josh: "What?"

Jill, looking over at Josh as if he were stupid: "He's going to suck your cock. Would you like that, my gay little friend?"

Josh didn't know how to answer, his own hidden, yet not so secret, willingness notwithstanding. But Teddy DID know what to say: "No, goddammit, no! I'm not letting the little fuck twerp put his faggy little lips on my joystick, you got that, bitch?"

Jill looked back at Teddy and said, "Wrong answer, asswipe. Perhaps you'd like another lesson from the paddle? We have one with holes in it."

Teddy's eyes became as wide as silver dollars as he shook his head.

Jill: "I thought not. Relax, you may even like it. Faggy little Josh here has come out of the closet, so maybe you'll find that you have been hiding there yourself. In any case, he's going to repay you the favor. Turn around is fair game. You will suck his dick, and he, in turn, will suck YOURS. Do you like that, biaatch?...Yeah, I think maybe you do." Josh's mouth began to involuntarily salivate, as if he were a vampire of sorts.

Jill: "Let the games begin. Teddy, on your knees, cocksucker." Then, turning to Josh, "Josh, did you remember to wash your dickweed today?"

Josh: "No, my sisters wash it for me. I'm never allowed to touch it, remember? But in the excitement of the last few days, they have not been able to wash it for the last two days."

Jill: "Good! VERY good! Then it will be suffieciently dirty for such a dirty cocksucker like this." And turning back to Teddy, she added, "And dear brother, we WILL be taking pictures for your fellow classmates. Josh here is not going to be the only one known for his homosexuality."

Teddy squinted back at her, as if holding back a torrent of hatred, as a wave of inner rage swept over him. But he was outnumbered and forced to comply. He knelt down and, after moments of hesitation, and slowly opened his mouth.

Jill: "Josh, ready for your first blowjob? This is called oral sex. I think our latent homosexual friend, my kin in the flesh, is in denial about his true tendencies. You're going to help him come to terms with that. Are you ready to do your duty for his sake?" A giggle escaped her mouth as she said this. She wasn't serious about thinking that her brother was gay, but his present embarrassment at the thought only added to her perverse pleasure.

Josh looked at her dispassioantely, and then back at Teddy, and, without saying another word, proceeded to insert his penis into Teddy's gaping mouth.

End of part 21

"New Babysitter," part XXII, by Gerste

Teddy took all of Josh's erect four inches into his mouth, and began to bob up and down on it. One girl jested that they should rename Teddy "Bobby," in keeping with the syllable count and assonance of "Tedd-EEE." A smattering of giggles could be heard throughout the room. Hearing this, Teddy paused a moment, rolled his eyes, then continued. As he did so, Jill whispered in his ear, "Be advised, little brother, you had better swallow his load. Or it's the paddle for you—the one with the holes." Josh's eyes widened as he continued bobbing. A few of the girls were capturing the event on digital camera, at Jill's behest.

Josh was beginning to achieve a pleasurable sensation in his penis that he had never felt before. He began to gasp with each pulsating wave of ecstasy. "I'm going to pee," he announced. Correcting him, Jill admonished, "That's not urine you're feeling, kiddo, it's cum. Or, more likely in your case, PRE-cum. Just go with it, Josh, my boy." Within moments, Josh let out a culminating gasp as he climaxed. His clear semen shot into Teddy's throat ("clear" because no spermatozoa were yet present, since spermatogenesis had not yet taken place in Josh's reproductive system, he being yet a nine-year old).

Teddy gagged a little, as Jill pounded him on the back. The girls cheered in mock jubilation, and began mimicking Josh's moaning sounds in jest. Josh and Teddy looked around with ruddy, flush faces.

Jill then gave Teddy two Viagras and a glass of water, saying, "Take these. You'll be erect within a half hour. But we're going to jumpstart the process." So saying, she inserted her middle and index fingers into Teddy's tight anus and teased his prostrate, until Teddy became fully erect. Satisfied with herself, she took her fingers out, licked them, and said, "My tasty chocolate little brother. Now keep up that hard-on of yours, or else!"

Teddy gave her a disgusted look, and said, "Did you just taste my shit, you sick fucking bitch?"

Jill to Teddy: "Never mind that, tasty boy. You have a show to put on." Then, turning to Josh, "You'll blow him only after he butt-fucks you. I'm not the only one who will be tasting his shit tonight." Josh's cute little face crinkled somewhat in disgust at the thought of taking that penis into his mouth after being anally penetrated by it. It didn't sound as if Jill was intent on having Teddy wash it afterward, and knowing Teddy's anger towards him at about that time, it didn't seem to Josh like Teddy would be so inclined as well. Josh felt as if he was, in a manner of speaking, "getting fucked" in more ways than one. Still, he thought he'd take a chance...

Josh: "Jill?"

Jill: "Yes, my little shit-taster."

Josh didn't like the sounds of that, in view of his next question: "Can Teddy please wash his penis after fucking me?"

Jill: "Look at YOOUU! So damn respectful of male anatomy, and all. No, Josh, don't say 'penis.' Say 'dick.' And the answer is 'No.' No he cannot wash his weedwacker after he fucks you. That's the WHOLE point." She then let out a diabolical laugh that made Josh's blood run cold. Teddy felt it too, and shuddered, even though he was game.

Jill resumed: "Now bend over, Josh. And Teddy, stick it in. Fill that bitch with your boy spunk."

After looking at his nefarious sister, Teddy embarked on the matter at hand. Josh felt a sharp pain as Teddy slid his 8.4 inch penis all the way into Josh's rectum. Teddy then began to move his hips to and fro. Josh felt like he needed to defecate, but it was only the illusion of fecal matter in his rectum which tricked his mind into thinking he had to evacuate his colon. Josh began to enjoy the feeling, as Teddy continued to gyrate. Then Teddy ejaculated a large amount of sperm into Josh. Jill knew he wasn't faking, but checked the end of Teddy's circumcized penis when he "pulled out" just to make sure. She ran her finger along the under-side of Teddy's penis, where the eurethral cannal bulged, from the base to the glan, to verify that there was sperm still present, which oozed out of the meatus opening of the glans. "Very good," she said, "Now, Josh, you will blow his cock."

Teddy: "So soon? Let me have time to re-load."

Jill: "Re-load, nothing! You're not going to get a break. And I think you'll find, after the effects of the Viagra kick in, you'll have orgasm after orgasm. The Viagra should have its effect any moment now, if it hasn't already. I gave you two." Then turning to Josh, "On your knees, BOY."

Josh thought, "Back to that again, are we? Why does she have to say the word 'boy' as if she were spitting out chewing tobacco?"

Jill: "I said, ON YOUR FUCKING KNEES, BOOOYYY!!! WE DON'T HAVE ALL DAY, YOU KNOW!" Josh was jolted out of his reverie. Her words had the effect of an electric shock. Josh looked at her a moment before gathering his senses and his resolve. He then knelt before Teddy, who had not gone limp, owing presumably to the cardial effects of the Viagra. He took the veiny, pulsating penis into his mouth, and proceeded to move up and down on it. He could only take in three and a half inches into his mouth before it hit the back of his throat. With a devious look on her face, Jill pushed on Josh's head and shoved it in about two more inches. The glan and top curved down passed the epiglottis into his trachea, and he felt as if he was going to regurgitate. Josh pulled back when Jill lifted her hand and said, "Go that far in, Josh. Don't keep it there or you'll puke or asphyxiate. Got it?" Josh obeyed. As he moved back and forth, to about that depth, the "head" of the penis would wrap down into his trachea, or up into his nasopharynx, a few inches, before retreating to about an inch away from the back of the throat. Josh exhaled and/or inhaled when he would pull back, and held his breath when he would move "in." When Teddy ejaculated, he spurted hot semen down Josh's throat. Jill told Josh to continue "sucking" until she said to stop. With the law of diminishing returns came less and less pleasurable orgasms for Teddy: second ejaculation, third ejaculation, fourth, and so on, until the tenth ejaculation 76 minutes later, and the rest were "dry orgasms" after that. And still he was ordered by Jill to continue. Teddy's orgasms became painful after that: eleventh orgasm, twelfth orgasm, thirteenth, fourteenth, fifteenth orgasm... Teddy began to shriek in pain with each orgasm. But still Josh was orderd to continue. As the sucking continued to inflict ever more painful orgasms on the fitful 13 year old, Jill told the girls to turn on the big screen TV in the same room to channel 12. When they did, they saw that the news was on. In a few minutes, the news featured uncut, uncensored footage of Jill's trial earlier. The girls gathered around, but some kept watching Josh "blow" Teddy: sixteenth orgasm, seventeenth, ...Teddy was gritting his teeth as Jill "monitored" the activity. But the other girls who were watching Josh and Teddy moved closer to the big screen TV when they saw the uncut footage of Josh's anus and genitals, which filled the screen. The formalities of the trial were over and the rest of the trial was dedicated to exploiting Josh's bodily appearance, as it zoomed in on the colonoscopy footage, the genitalia footage of Josh, and so forth.

As Teddy screamed in pain with each orgasm, the girls would look over and yell, "Hush, Teddy. We're trying to hear this....He is so damn insensitive—that one."

End of part 22

"New Babysitter," part XXIII, by Gerste

With all this literary attention given to Josh and Teddy, you're probably wondering what is happening with brothers Kyle (9) and Kelvin (11). Well, they were not left out, I assure you. While Josh busily and dutifully felatioed Teddy, Kelvin and Kyle were ordered to go from girl to girl in the room as each girl took turns examining and fondling them. After a while, some of the girls had Kelvin recline on the bean bag chair while they took turns seeing how many fingers they could insert up his anus, as they also fingered his scrotum and pulled on his penis, seeing how long they could stretch it. Little Kyle yelped a bit as one girl tried to see if she could insert her pinky finger into his "peehole." A second girl reprimanded him for his outburst and swatted his buttocks. Meanwhile, tears mixed with sweat were streaming down Teddy's attractive, boyish face as he strained to endure his 22nd orgasm. Then it happened...Teddy squirmed to shake free of Josh's mouth and screamed at him, "I can't fucking take it anymore. It hurts too damned much! Stop it, get your fucking faggoty mouth of me!!!" Teddy broke free, but, since his feet were tied, he couldn't run away. He hopped a bit then hobbled away from Josh and Jill, acting as if he wanted to flee. Jill stood and told the girls to turn off the TV. Disappointed looks appeared on the faces of all the girls, until Jill said, "Not to worry, Mrs. W. programmed the TV to record the show. We won't miss a thing. Just remember where we left off. Check the tracking, girls." Then she turned back to her frenzied brother and said, "Teddy, you're court ordered to submit to this. Do you want to be sent to prison? You're already due for a paddle for this latest infraction."

Teddy: "Infraction? Jill, you're not a legal expert! Your a pedo psycho-bitch who's attracted to little boys. You molested me since I was five, and also my brothers, and now you think you're a fucking law expert?"

Jill, smugly: "They're not mutually exclusive, you know—lawyers and pedophiles."

Teddy slowly ennunciated his words as he responded: "Jill,...YOU'RE...NOT...A...LAWYER...OR...LAW EXPERT." After a pause for effect, he continued, "I agreed to allow you bitches to touch me and shit. I DIDN'T agree to have this faggoty faggy ass here torture my dipstick to a pulp!"

Jill: "Fine! You want proof of my legal backing, you got it! It just so happens that I know Judge Jazikowsky personally. We're peas in a pod—she and I. I have her on speed dial."

Teddy stood his ground, as if calling her bluff. But she took out her cell phone and pushed a few buttons, and listened. Teddy's lower lip quivered as he hoped that this was just another one of Jill's shenanigans. It was a gambit he would soon regret.

Jill: "Oh, hello, Jane," she covered the phone and said, "that's her first name."

Teddy fidgeted nervously as he realized that she was on a first name basis with the very person who held his fate in her hands. She held the strings of the puppet master.

Jill: "I have my brother Teddy here, and he seems non-compliant."

A small pause ensued. A nervous Teddy could make out muffled talk on the other end of the phone from a distance. Jill continued when the talking on the other end ceased, "Yeah, he won't let Josh suck him off." More muffled talking, and then Jill put the phone against Teddy's ear and said, "She wants to speak with you." Teddy closed his eyes tightly and paused a moment before saying, in pretentious confidence, "Yeah? This is Teddy!" The voice on the other end was indeed that of Judge Jazikowsky, who said to him: "What is this I hear about you refusing to cooperate with your requirements? I have a mind to send you straight to prison right this moment. Do you understand me?" Teddy answered, in a broken voice: "Y...yes, Mrs. Jazikowsky." She continued: "Good! Now are you going to cooperate with my good friend Jill here, or do I have to send a state trooper over there to cart your nice-looking ass to jail?" "No ma'am. I'll co-," he swallowed hard before continuing, "cooperate."

Judge Jazikowsky: "Good! Now I don't want to hear another bad report about you. Good bye." The line went dead. Teddy looked at his gloating sister with defeat. "Well," she said, with a repugnant look of triumph, "shall we continue?"

Another girl broke in: "Jill, aren't you going to paddle him?"

Jill: "Why, thank you, Sally. I did say something about that, didn't I?"

Teddy: "Please, Jill, I'll be good. I swear it."

Jill: "That's too little, too late. Hey, I'll only give you ten. How's that? But it has to strike your bare asshole. Otherwise, it'll be 20." Then she asked someone to fetch the paddle with the holes. A girl ran and returned with it, handing it off to Jill. Two 17 year old girls on both sides of Teddy grabbed his arms and bent him over, while two other girls, a 10 year old and a 14 year old, each grabbed a "butt-cheek" and pulled his buttocks wide apart, exposing the anus to everyone's inspection. Jill then gave his anal region ten hard wacks, leaving the poor lad a mass of tears. That done, Jill told Teddy, "That'll teach you to refuse orders! Next time I won't be so nice." Another girl yelled out her agreement, "You're just too nice, Jill!"

Teddy was then made to assume the same position as Josh resumed performing oral sex on his now very sore penis. Teddy gritted his teeth and braced for another painful "dry cum." Someone turned the TV back on and the girls went back their "show," at the part where the Judge was just getting ready to summon the 22 scapegoat boys to absorb Jill's sentence. The girl's ooed and awed as the cameras took close up shots of the hapless lads, followed by even more intimate close-ups of every part of every one of their bodies after the trial. Jill looked away from her task just long enough to recognize the on-screen image of her youngest brother's anus. She said, while pointing to the TV screen, "That close-up is Kyle's little ass. I'd recognize it anywhere. I know it better than he himself does." As always with the court subjects in question, the footage featured his face and rest of his body as the camera aperture crept up and throughout Kyle's body, so no one was ignorant as to just whose anus or genitals were being shown at any one given time. One girl in the audience announced, "I just came." Josh heard her say this, as he was bobbing up and down on Teddy's penis, and thought to himself, "What does she mean she 'just came'? Why, she arrived hours ago!" Lucky for Josh, he was not able to expose his naïveté to the merciless crowd of girls there at that moment. Looking over at the audience, Jill yelled to one teen-aged girl, "Get your hand out of your pants. There'll be none of that here. You can do that when you get home. You'll each get your own copy, as will everyone at school. And it'll be online, plus their monthly photoshoots of their whole bodies will also." With that, a few girls pulled their hands out of their pants, in embarrassment. Jill sniffed a bit, and said to the whole room, "Girls, I don't want these couches to be all wet. I must answer to Mrs. W. If you have to stand, girls, by all means do so." Over half the room stood back up, especially the teens, while many of the girls still sitting re-positioned themselves, some of them leaning forward.

Just then, there was a knock on the door. Jill called out, "Could someone answer that, please?" as she was still preoccupied with monitoring Teddy and Josh's "progress." The door was opened, and five girls about Jill's age enetered. They walked up to Jill, who said to them, "It's about time. You have the boy?" "Yes," one of them answered, "he's in the trunk. We nabbed him just as you told us to."

Jill's mouth curled up, and etched an evil, jack-o-lantern-like grin on her sinister face: "Good," she said, "VERY good."

End of part 23

"New Babysitter," part XXIV, by Gerste

Before Jill went outside to see her friends' abductee, she delegated a few girls, a 17 year old and a 16 year old, to oversee Josh and Teddy's above assigned activity. Once Jill and her five friends were outside of the house walking on the porch, on the way to the car, Jill asked one of her friends, Abigail Jenna Schierscher, "Did you make sure all his classmates had a chance to diddle his noodle?"

Abigail: "Hell, we made sure his whole fucking school felt him out: asshole, nuts, dick and all. He was naked the whole time, as we stripped him in front of everyone, like you requested. He hasn't been allowed to wear a stitch of clothing since, and that was about 1:00 this afternoon when we all this began. We disposed of all his clothing post haste. I understand from his mother that his remaining wardrobe, after she discarded everything, now consists of a few meager shoes and socks for school."

Jill: "Excellent. That'll teach the little shit. Run away from me, will he? He'll learn."

They arrived at the car which the five girls had parked in Mrs. Weisensteing's driveway. The driver, Lisa Pitaschii (one of the five girls), opened the driver's side and popped the trunk from a button on the dashboard. Jill lifted the trunk, to reveal a naked little boy of about 12, gagged and hogtied. We have seen this boy before, in part 17 of this series, let the reader recall:

FLASHBACK TO PART 17 (XVII) [earlier that Friday]

"She [Jill] sat there on on the side pavement on her high school lunch hour and watched five elementary school and middle school boys, ages 9, 10, 11 and 12 (two), play basketball. (The middle school and elementary school were only across the street from the high school she attended; and she frequented that playground often.) The five were fine lads, three sandy blonde, one auburn haired (of Irish descent), and finally one dirty blonde. They had fine anglo-saxon features and boyish good looks. The best looking among them, little Joey Anstroums (12), was a favorite among his female peers, who would swoon over him like Pavarazzi over celebrity. In lust, she [Jill] watched the five boys' agile, angular, lithe little bodies sweating and gyrating with the turns, each one sporting a golden brown tan. Their builds differed somewhat, from slight build to limber. She [Jill] thought how 'hot' it would be to see them naked and humiliate them in front of their little friends. As she thought about it and stared, her cliterous became moist and watered her hardening labia. Her nipples became wet and erect, and she had to wait a moment before she approached them. She [Jill] felt momentarily incapacitated or immobalized by her stiffening arousal. Her breathing and heart rate became rapid, and her body temperature seemed slightly so elevated. 'Hey, boys,' she called to them, 'Come over here!' They walked over to her. They knew who she was. She [Jill] often came there to play with their penises and those of their classmates. She [Jill] was always good for 'a nice blowjob,' but she would always do it in front of everyone, as if she didn't respect or recognize the boy's right to privacy at all. She [Jill] often would pants one of them in front of girls on purpose, just as casually as if she were flicking a fly off their shoulders. When they came to her just then, she pulled down the pants and underwear of the most attractive one of them, our aforementioned Joey, and began to 'feel him out' in front of his friends. He pulled away and began to back up, quickly pulling his pants back up. He said, 'Woah! Can't we go somewhere private? I don't want all my friends seeing my fuckster!' She [Jill] looked him in the eye and retorted, 'Who gives a rat's flying ass if the whole fucking playground sees your willy. In fact, I want them to. Hell, let the whole friggin school see it. It's cute and you have nothing to hide! Show it to the fucking planet, for fuckin' crying out loud; and if you don't, I'll show it for you!' Like the residual smell of burnt toast after the fact, her words hung ominously in the air."

BACK TO THE PRESENT

Yes, the boy in the trunk is none other than Joey Anstroums, whom Jill had abducted (or rather, her friends did, acting on her behalf) because he wouldn't play into her strategy to humiliate him in front of his friends and others. She had him kidnapped by five of her sympathetic high school friends, the same five who have now brought Joey to her in the trunk of the above car.

Jill, to her captive: "Well Joey, my goodlooking boytoy, what the fuck do you have to say for yourself now? You should have let me suck you off in front of your little buddies. It would have gone better for you...Well, maybe. I still had this kind of planned. I couldn't let a looker like you go. Now you're one of the gang...the boytoy barrage. You're now our toys."

Joey began to wiggle and squirm frantically under his restraints, looking wide-eyed and frightened. He was bound, doubled-over, with legs to his shoulders and his anus and circumcized penis and scrotum fully exposed to the naked eye. Jill picked him up and carried him like a baby into the house, laying him on his back on the living room floor, where everyone was gathered, as it were a prey laid bare before her predators. When the girls saw him, and noticed it was Joey Anstroums, arguably the best looking 12 year old of his class, they swarmed around his naked body, taking turns feeling him out. Some of them were from his school, but others, such as the high school teens and elementary school girls, were molesting Joey for the first time. Jill removed only the gag, and left him otherwise hogtied. Once the gag was removed, Joey rained down on them a bluestreak of expletives and colorful metaphors, the likes of which had never been heard since Teddy last swore only moments before. Joey stopped when Jill threatened to replace the gag. "After all," she said, effusively, "We have high moral and ethical, and what not, standards here. It wouldn't do to pollute the air with your foul tongue, in the presence of so many innocent, virgin ears." One of Jill's newly arrived friends let out a guffaw, as if she were choking on her wine. Jill turned to her in mock indignation and said, "Shut up, you," as she lightly patted the back of the heckler's head, in good humor—a humor that did not seem to be shared by their male counterparts then present.

End of part 24

"New Babysitter," part XXV, by Gerste

As the girls busied themselves with Joey, Jill returned to see how Josh and Teddy were "getting on." Jill was disappointed to find only one of her charges alone with Teddy, and the other, the 17 year old, absent, as was Josh himself. Angry, Jill yelled at the remaining 17 year old girl, "Why have you countermanded my orders and allowed Josh to stop sucking on Teddy's dick?" The 17 year old girl answered that Josh was wheezing and coughing, acting as if he was hyperventilating, so the other girl in charge, the 16 year old, took him into the bathroom to look down his throat. Teddy looked relieved, at least, that no one was felatioing his now very tender penis, even though the remaining 17 year old girl was fingering his anus as she spoke to Jill. At that moment, a second girl reached over and fondled Teddy's erect penis, eliciting a yelp and the words, "Ouch! That fucking hurts, bitch!" Jill reproached Teddy for his "rudeness" and told the girl to continue. Then Jill left in order to find the 16 year old and Josh. She went to the bathroom, where she had been told they were. Sure enough, the 16 year old girl she left in charge of Josh was "consoling" him by masturbating him. Josh's breathing was heavy, but not chronic. The girl looked up at Jill and, immediately desisting from her "hand job," said, "Look in his mouth. His airway is almost swollen shut from all the friction of Teddy's penis rubbing in and out of it." Jill felt his neck and determined his lymph nodes were not swollen. She looked in his mouth and saw that the passageway was indeed constricted somewhat. Josh had to breathe through his nose. Jill asked Josh if he had had his tonsils removed. Josh, who could only whisper, nodded he had. She patted Josh's scrotum, as if she were patting him on the head, and tousled the hair on his head with her "free" hand in a gesture of affection, and said, "You're off the hook for now, bud. Go in there and let some girls play with you and your thingy. OK?" Josh nodded and left for the living room, somewhat evasively, without being overly obvious about it, as he was tired of girls "playing with his thingy." (Even after about a week of ongoing nudity and fondling, his embarrassment had really never quite subsided, but was renewed like a re-opened wound with every new encounter.) As much as possible, Josh walked along the living room wall in order to avoid the center of the room where most of the girls were. He was trying to be inconspicuous. As he felt along the wall with his hands tied behind his back, the hand movement loosened his binding. "Apparently, they had not tied it tight enough," he thought. He felt something wedged between his molar teeth...

Jill returned to Teddy and the 17 year old girl and said to her, as if anticipating her question, "Constricted airway, probably because of constant rubbing. That was Josh's problem." Overhearing, Teddy said to her: "Oh, so now you're a medical expert as well as a legal expert, are you?"

Jill: "You shut up, boy. You're not out of this yet! We're not done with that peter of 'yours' tonight."

Just then, Josh walked up and pulled a half-inch pubic hair out of his own teeth. "Here," he whispered in a strained, raspy monotone voice, in earshot of Jill and Teddy, "I believe this is yours, Teddy. I accidentally pulled it out of your dick with my teeth, while sucking you. They seemed to have missed it when they plucked your hairs. It was growing at about the halfway point up the shaft of your dick and I've been feeling it with my tongue the whole time." Jill said to him, "Why are your hands untied?" Acting as if he didn't hear her, Josh held out the pubic hair to Teddy, who couldn't grab it, since his own hands were still bound in back. Teddy could only look back at Josh with a disgusted look as he said, "Why the fuck do you think I want THAT?" Josh held it out to him as if it were an emblem of Teddy's lost pride which he was trying to restore back to him, since Teddy had been "shorn" of his "plumes." Just then, a 12 year old girl named Carol Klouwer snatched the pubic hair out of Josh's fingers. Josh and Teddy looked over to see her putting it into a jar marked, "T's pubik hares." (She had almost written on the jar instead, "T's publik hares.") The jar, which was otherwise empty, contained Teddy's pubic hairs, which she had collected from everyone who had pulled them out of, or shaved them off from, Teddy earlier. She sat the jar down next to a second jar marked, "T's butt hares." Teddy felt as if those jars housed part of his soul, and felt nauseated by this strange acquisition. "You fucking creepy bitch!" he said to her, "That's sick! What do you want with my pubes?" Carol responded back, "Never you mind. They're mine, not yours." "She's got a point," Jill interposed, "Just be glad we can't allow her to castrate or emasculate you." Teddy was taken aback by this last comment, as if the mere mention of the possibility were sobering in and of itself. Then, turning to Carol, Jill said, "Every time we shave his pubes, about once every four months until he's fifteen, we'll save them for you, alright?" "Cool," said the 13 year old girl, "Thank you. You're really a nice person, Jill." "Yes, I know," said Jill, wryly looking back at Teddy as if half talking to him. Teddy looked as if he were a pressure cooker about to explode. Then a gleam formed in his eye as he sneered sarcastically and said, looking back at Carol, "What are you? 13? 14?...and you can't spell 'pubic hair'? 'H,' 'A,' 'R,' 'E,' is a fucking rabbit, you goddamn stupid cunt." (He was alluding to the misspelling on the jar.) He wanted to humiliate her, just as she and the others had humiliated him. He wanted to "repay the compliment," as it were. Now spelling was never Carol Klouwer's strong suit, and it became something of a sore issue throughout her school experience. So hearing Teddy prod at this sore spot caused her to tear up. Seeing this, Teddy beamed with satisfaction that he had found her Achilles' heel, her vulnerable spot. 'Now if he could only find Jill's,' he mused.

Jill then harangued Teddy for his insensitivity towards others' feelings: "Teddy, you apologize to her this instant! How dare you humiliate a girl like that!"

Teddy: "Like what? Like the way I'M humiliated here before all of you! It's all well and good when you treat me like a fucking piece of meat, but the motherfucking instant I repay the favor, it's 'Oh Teddy, you're such a goddamn jerk.' 'Oh Teddy, you son-of-a-fucking-bitch of a boy!' 'Oh Teddy, you're so cocksucking in-fucking-sensitive...,' 'Oh Teddy, you fucking fucker of a f..."

Teddy was on a roll. Jill was almost impressed by how he was able to splice his favorite curse words into improvised 'quotes' and the syllables of other words. She reflected, "He might actually have a fairly decent vocabulary if he hadn't insisted on interspersing it with vulgar colloquialisms throughout." But she interrupted his tirade just the same in order to "put him in his place."

Jill, speaking to Teddy: "You'll apologize, or it'll be 25 wacks from the paddle with the holes. As it is, you have 10 coming already, at a minimum." (The holes in the paddle made for less air resistance, and greater "swinging" power.)

Teddy: "OK, sorry. I can't win for shit here."

Jill: "You're gonna be sorry after I'm through with you. Bend that skinny little ass of yours over. You're getting 10 and 5."

Teddy: "10 and 5?"

Jill: "10 on the ass and 5 on the asshole. Now bend it."

Teddy assumed the position as the girls gathered around, like metal shavings towards a magnet. After Jill delivered 10 hard blows to his ever reddening buttocks, she had two girls spread wide his "cheeks" to expose his anus to everyone's gawking view while she then switched to the paddle with the holes and delivered 5 more blows to his anal region, making sure each strike was flush with the sphincter, thus striking the anus head on. Almost involuntarily, Teddy screamed with nearly every blow. Afterward, he hopped about, feeling his buttocks with his bound hands, as if his hands were the "water" needed to put out the burning sensation to his buttocks. The room broke out in an uproar of laughter at the sight of this last vulgar display of indignity. Jill then announced, adding fuel to that burning sensation, that the girls should continue to manually stimulate his penis, as he has not yet "had his fill" of orgasms for the night. The whole room volunteered to take turns giving him non-stop "hand jobs," to which Teddy responded, "NNOOO! You don't understand! It's no longer fun tonight. It fucking hurts, I tell you, FUCKING HURTS!!!" (Teddy was uncharacteristically on the verge of begging.) As Teddy was saying this, hands were already being laid to his penis, picking up where Josh left off, only it was hand in place of mouth. Teddy began to struggle, but they wrestled him to the ground, and soon pinned him to the floor, with four or five girls then attending to the task of "pleasuring" him by hand or mouth. (They wiped his penis with a wet rag before beinning.) Because Teddy was groaning and wailing too much from all the ensuing pain, Jill had him gagged, adding, "There, now we won't have to be subject to all your filthy language. This is a wholesome environment, after all, with children present." Jill said this as she winked at a girl who was currently feeling up Josh's erect penis, while another was fingering Josh's anus and testacles. When the girls were not molesting Teddy and his two adorable brothers, they were molesting Josh and Joey, or awaiting their turns. Either way, every boy there that night was subject to near constant scrutiny and constant fondling for the duration of the evening, with minimal interruption, to the absolute horror of the boys themselves. Joey wet himself twice, involuntarily urinating on the floor while hogtied on his back, and defecated once, because they didn't give him a bathroom break. After each such "transgression," they cleaned him up (and the feces and urine from off the floor), "punished" with a belt to the anus, and resumed the molestation, as Joey became more distraught and angry with each passing minute. He felt as it were a vulcano in his loins, about to erupt any minute now.

Jill then anounced the evening's tentative menu: "Who's up for chicken?"

Almost in one accord, the whole room answered with, "Me...me...me...me!!!"

Kyle and Kelvin began to raise their hands in concord (someone had untied their hands, or else their bindings also came loose). When Josh saw them raising their hands, he yelled to them in a gargly voice, "NNNOOOO!!!" He quickly tried to force their hands back down before they were spotted, but it was too late... Looking their way, Jill said, "Looks like we have two volunteers to be treasurers: Tweedle Dee and Tweedle Stupid!"

End of part 25

(The End)