New Babysitter 58 to 59

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 LVIII, by Gerste

"Girls, let's play a little game with our boytoys here." The words from Jill's aunt dealt a striking blow to the morale of the 25 boys, what little there remained of it. Josh felt nauseous at the thought of her handling his "manhood" again. As if Teddy had read Josh's thoughts, he leaned over to him and said, while motioning with his head towards Jill's aunt, "If that Cruella Deville bitch over there is going to play with MY dick again, I'm going to need extra Viagra." Josh and Teddy then laughed, until they heard their names called. "Josh! Teddy! What the hell are you boys laughing at?" said Jill's aunt, "What's so god damn funny?" The two boys looked terrified as they stood there speechless. "I tell you what?" she continued, "You two will be my partners in this game. You're on my team. Come up here and stand next to me so that I can feel your dicks and nutsacks, and massage your cute little asses, sweet boys. My two new boos are better than booze." The saccharine lilt in her voice only served to nauseate Josh further, as he thought about the sexual dimensions of her meaning; her syrapy voice inflection was more bitter than sweet, and more cloy than coy. Josh felt his skin begin to crawl at the thought of being once more so violated by such a Medusa. His legs locked up and he and Teddy were too frightened to move. Jill's aunt lost her "patience" (such as it was). "I'm waiting, you pieces of shit," she said shrilly, any sappy modulation having gone out of her voice, "Don't test me on this point. Public officials answer to me. You think I'm afraid of you turds? Get your fucking asses up here, now, before I have you both before the magistrate faster than you can say, 'Oh shit'!"

Josh and Teddy looked at each other; and then at Kelvin, who looked at them with a sad expression. Slowly, Josh and Teddy began to walk up to the place where Jill's aunt was standing. As they walked towards her, Josh whispered to Teddy, "It's times like this that I'm glad I'm not straight, like you." Teddy whispered back, "Believe me, it doesn't help." Seconds later, when the latter two boys arrived at the place where Jill's Aunt was standing across the room, she instantly began molesting them. His worst fears realized, Josh began to feel a rumble in the pit of his stomach. The gurgling intensified, and Josh broke away and ran to the bathroom, found the toilet stool (which, luckily, happened to have the seat up) and vomited into it for upwards of six (almost seven) minutes. As he looked up, spittle and half-solidified saliva drooling from his lips, onto his chin, he saw Jill's aunt standing at the threshold of the bathroom door. She saw that he was finished, but still quite indisposed. Nevertheless, she marched over to where he was still kneeling in front of the toilet, grabbed him by the nap of the neck (helping him to his feet), marched him over to the bathroom sink and proceeded to help him wash out his mouth under the faucet. With her free hand, she had hold of his penis the whole time, as she couldn't keep her hands off it. She then led him out into the living room by his penis.

Once Josh and Jill's aunt were in the living room again, Josh could see that the walls were lined with the 25 other boys. They were on their knees facing the wall in a genuflecting position, with their foreheads touching the wall and the carpit and their buttocks suspended in the air. Their thighs, which were flush with their torsos, were at a 45 degree angle to theirs calves, which were parallel to the ground upon which they rested. Despite the presence of Jill's aunt, Josh found himself becoming erect at the appearance of so many exposed male anuses "peering" back at him, as the gaping grooves between the "butt cheeks" were yawning widely. Apparently Jill's aunt arranged this while Josh was yet vomiting in the toilet. Jill's aunt spoke up: "This is the price of your insolence. You ran to the toilet to vomit without permission. As a result, every boy here will be thrashed with 25 strikes to the ass and 25 to the asshole, for a grand total of 50 strikes in all. Josh, find a free spot on the wall and assume their same position."

Josh: "But I could not help it."

Jill's aunt: "Why couldn't you help it?"

Josh thought a minute before he could answer. If he had said the truth—that is, that he found her positively revolting, and any thought of sexual activity with her simply repulsed him—then he'd be punished for insulting her, even if he was tactful about it. If he lied, and said he was ill, she'd surely see through that and punish him for lying. He was damned if he did; damned if he didn't. He needed to be more deft than daft, so he went with the deception:

Josh: "I'm not feeling well. I couldn't help throwing up."

This was partially true: only Josh's malaise was attributable to emotional rather than somatic causes. Sensing this, Jill's aunt said: "I will add to your punishment and every boy's in here unless you tell me the truth, young man."

Josh, sighing: "HHhhmmm, OK, I'm not attracted to you and the thought of doing anything sexual with you disgusts me."

Jill's aunt, grudgingly: "Oh, now you're saying I'm ugly, eh? How disrespectul! You just added 50 more strikes to everyone's punishment: 25 on the ass cheeks, and 25 on the assholes. There, that wasn't so hard to tell the truth, now, WAS it?" Josh was too frightened to say respond to her ironic, rhetorical question. Then turning to the boys all about her around the room, she said, with a jaundiced air: "Did you boys hear me? That's 50 more strikes, for a total of 100 strikes each, thanks to Josh here." Then, turning to Josh, she said: "Now take your place with the others this instant, or I'll multiply blows." Josh felt appalled that even Jill's aunt would stoop so low as to actually double the aggregate numerical value of their punishment for just one faux pas, which was all the worse because she essentially forced him to admit his disdain for her.

Josh found an empty spot between two boys, one on his left named Reese (12) and another on his right named Chandler (10). Chandler whispered to Josh as the latter placed his head against the wall and carpet, and his buttocks in the air like the rest, "You're a dead man, Josh!" The other boy, 12 year old Reese, whispered, "Yeah, you're really getting it now, for bringing this fucking shit on us."

Jill's aunt heard the whispering and shrieked, "Silence, or I'll add blows to your punishment." After Jill's aunt found female volunteers from all over the room, who ranged from girls to women, from aunts to sisters and female cousins, she gave the word to begin. She counted as each female chastiser followed her count: each one striking her charge's buttocks with one blow of the belt to the boy's buttocks, and the next to his anal crease with the vertical blow, alternately. Even numbers meant horizontal sweeps; and odd numbers, vertical. Josh's female "scourger" was ordered to strike alternately on every third count (numbers divisible by threes: 3rd, 6th, 9th, 12th...etc.). As the girls whipped their assigned boys, screams of agony escaped the mouths of the 26 castigated victims. Josh's own female punisher (Alexa, his older sister) stopped short of 25 strikes (23), since she noticed a few beads of blood from two of the welts.

After one hundred strikes (50 to the buttocks, 50 to the gluteal cleft), the lashing ceased. As the boys were wailing because of all the wailing on them, Jill's aunt instructed the girls to each find one boy to be on their team. Since the ratio was 19 girls to 26 boys (22 of whom were Josh's male cousins), some boys had two girls on their "team." Jill's aunt summoned Josh and Teddy to her side, as she had done just before Josh had rushed to the bathroom, and informed them, "Josh, Teddy, you two are on my team, like I was telling you just before Josh pulled that bullshit with the upchucking." She turned to Josh and said, as she fondled his penis and scrotum, "Now Josh, I think you and I will be spending a lot of time together." Josh felt the queasy feeling returning to his stomach as she said this. He felt trapped and helpless to escape this unending nightmare.

Once each girl and boy had their "teams," Jill's aunt said, "Now girls, these two boys are on my team. Each of you girls will pick a boy and get them hard, like I'm doing here with these two." She played with Josh and Teddy's penises as she said this. She resumed: "We will give all the boys Viagra here in about a minute, so you should have no trouble getting them hard. It'll take effect within about 15 minutes, in my experience. Once they're hard, you will be competing with the other girls to see how much length you can add to your boy's cock. You do that by clamping onto their penis with your hand or hands and squeezing it as hard as you can. The girl with the longest dick by the time we're finished wins."

After each boy had been given Viagra, the girls played with the penis of the boy on their "team" until he was "hard." Most of the girls did so by stimulating the boy's prostrate through the anus. Some used carrots to do this but most inserted their fingers. It took Teddy and Josh about 19 minutes to achieve erection, since they were not the least bit aroused by "Aunt Nicole's" manual manipulations. After each boy was fully erect, their penile lengths were measured and recorded on a clipboard with their team leader's name (that of a girl) on it. Jill's aunt then announce it was time to commence massaging. The boys squirmed in obvious discomfort as the girls squeezed their penises. After about 20 minutes of that, the pain became so unbearable, the boys began to cry and groan.

Throughout this "contest," Jill's aunt had grasped Teddy and Josh's erect penises very tightly, as in a vice grip. Not only were Josh and Teddy disgusted by having one so dreadfully homely compressing their penises with her hands, but the grip was simply agonizing. After a long spell, Josh and Teddy felt as if "Madame de Sade" would never finish tightly "massaging" their penises, when suddenly she stopped. "Time," she yelled, after about two hours and 11 minutes of the grueling torment. Josh and Teddy felt so sickened at having been molested by such an odious a person, but Josh forced himself to forebear, in order to forego another group punishment for his so-called "insolence."

Dividing up the labor, three girls with a ruler and clipboard each went to every team and measured each boy's penis length and recorded the results on the clipboard. After comparing the final recordings, one of the three girls , a 17 year old, announced, "The winner is Cynthia's team. The measurement of her 13 year old brother's woody, Ryan, before the contest was seven and three eighths inches. Now, after all her proud squeezing, it stands at seven and five eighths inches. His penis length has made the greatest progress of all the boys in this contest, if we go by absolute and not relative figures; that is, actual numbers and not percentages."

Jill's aunt: "Congratulations, Cynthia. Let's all give a round of applause for our winner Cynthia Watserse, everybody."

Everyone clapped, except for the boys, who just looked relieved someone wasn't squeezing their sore penises at the moment. Even Teddy had forgotten about his nagging itch because of the penile pain. (The girls bypassed him when they earlier shaved the 13/14 year old boys with pubic hair. They were acting under orders not to do anything to alleviate Teddy's constant, itchy sensations about the groin.)

Jill's aunt snidely looked out over all the dispirited boys and said to them, "Boys, this is only a taste of what's coming at my house tomorrow. There will be many more people to feel and see those luscious, scrumptious dicks of yours at my place." Josh muttered to Teddy beneath his breath, "Yeah, why shouldn't everyone molest us; everyone else does!"

End of part 58

"New Babysitter," part LIX, by Gerste

Just after eight PM Saturday evening, all the guests left the Weisensteing residence and went home. As Jill's aunt was leaving, she reminded everyone that her "cordial invitation" was madatory for the boys. As she "exchanged hugs" with the boys on her way out, Jill's aunt physically kissed their scrotums and penises, telling them (i.e., said parts) she'll see "them" tomorrow. For Josh, she was especially coquettish: she stuck her unusually long tongue into his anus and thereafter "french kissed" his mouth. Josh felt sick all over again as he felt her tongue invade his throat, just passed the uvula and tonsils, and tasted his own excrement from her tongue. Jill herself did the same thing to him. Once everyone had left, Josh rushed to the bathroom and threw up stomach acid, as he had no more food left in his stomach. After about five minutes, he was dry heaving. Eventually, his retching subsided, but the disgust at the thought of re-living the day's events again still remained with him, and yet he somehow surmised that tomorrow, Sunday, might be worse.

As he lay there in front of the toilet, gathering his wits about him, his sisters entered the bathroom and announced it was time for Josh's bath again. Josh said, "I had one earlier today! Didn't I?" Christy, his younger sibling, hissed, "Don't get smart-ass with us, young man, or should I say, young BOY!" Next Alexa, his eldest sister, said to Josh reprovingly, "Don't you talk to your sisters like that, you fucking little shit. You show us respect. You rudely threw up earlier and just now, so you're getting a second bath. Got it?"

The girls removed Josh's bindings and proceeded to give him a bath, after filling the bathtub. They were especially rough with him this time, ostensibly because they considered his stomach upset "rude." They took especially long cleaning out his anus with his tooth brush and, after rinsing it, had him clean his teeth with it. They also spent extra time cleaning his genitals. They knew how much he hated all of this, since he was "huber-gay." After "toileting him," they led him to his room by his penis, and tied him to his bed, laying upright on the mattress. After his mother and father came into his room to molest him "good night," the lights were turned off and Josh was left with his disturbing thoughts with respect to the day's events. He fitfully drifted off to sleep, and saw the uncomely face of Jill's aunt fill his dreams. He awoke in a cold sweat, then fell back asleep again to more of the same. He awoke just after eight AM Sunday morning, to hear breakfast being prepared and his mother's footsteps approaching. Mrs. Weisensteing greeted her son with a kiss to his genitals and untied him. She re-tied his hands in back, and led him to the toilet, so as to "aid" in his "toilet time." This was Josh's morning routine for the last three weeks, except that his sisters normally "oversaw" his morning "toileting." After this, he was led to the kitchen by his penis. Mrs. Weisensteing then undid his bindings so he could eat at the dinner table. Josh resisted the urge to scratch his itching scrotum, even after a gnat landed on it. Mrs. Weisensteing placed a piece of whole wheat toast with strawberry preserves on it, along with some granola cereal with soy milk and some orange juice in a cup, in front of Josh, who hastily devoured it. His intestinal condition had not entirely left him, making food absorption difficult, but not impossible. His weight had "stabilized" at around 28-32 pounds, depending on the day, for the last week and a half. He was tiny and extremely thin to almost everyone around him, except toddlers.

Josh looked up from his half-consumed breakfast and said, "Mom, are we really going to that horrible woman's house? Please tell me no." Mrs. Weisensteing answered, "Why Josh, you heard her last night. We're all cordially invited. How can we refuse such a gracious invtation?"

Josh, adroitly: "But if we are INVITED, doesn't that mean we can respectfully refuse?"

Mrs. Weisensteing: "Josh, the invitation is just a formality, honey. She hasn't given YOU a choice. WE, meaning the REST of us non-boys, can respectfully decline. YOU can't! Understand?"

Josh looked down into his cereal and said, "Yes, I understand. I understand that I'm fu...eeerr...screwed."

Mrs. Weisensteing: "Watch your language, young man, before I wail on that cute little ass of yours."

Josh: "Yes, ma'am."

Mrs. Weisensteing: "We leave in half an hour. The rest of your cousins will be there, too. They didn't get the 'invitation' until late. It has also been decided that your eight year old male cousins, and not just your 9-14 year old male cousins, will also be under the same nudity rules you're under. You have seven 8-year old cousins."

Josh, sarcastically: "The more the merrier."

Mrs. Weisensteing: "That's what I like to hear—enthusiasm. Now let's get ready. You can wear sandals, but nothing else, of course."

Josh, sighing: "OF course!"

Just then, Josh's sister sauntered into the kitchen and sat down to eat. Mrs. Weisensteing left them in charge of Josh as she went to get ready for the trip to Jill's aunt's mansion.

Josh was almost done eating when Christy, his younger sister, decided to take the rest of his food for herself, besides her own portion. Both laughed as a disgruntled Josh watched her eat his remaining ration in front of him. Josh stormed out of the room and went to the closed door of his parent's bedroom. He knocked, and heard his mother ask, "What is it?" Josh responded, "Christy took my breakfast. Mrs. Weisensteing opened the door ajar and said, "Josh, what did I tell you about tattling? You're so small, anyways, Josh, so you don't need a lot of food. Now go back in there this instant before you have the urge to touch yourself. That would be a worse offense than tattling, and that would constitute stealing what does not belong to you, since your dick and balls are ours, not yours. Now go!" In sarcasm, Josh wanted to ask whether they considered taking his breakfast to be stealing, but he thought better of it and decided to drop the errant matter.

As Josh was on his way back to the kitchen, Alexa and Christy grabbed him, and carried him into the living room. Once there, Alexa bent him over the knee and spanked him, to about 15 wacks. After she allowed Josh to stand up, Christy tied his hands and said, "You were taking to long to eat anyways, skinny-ass." Josh began to cry, as the girls led him back into the kitchen by tugging on his penis. When Christy left to get ready for the trip, Alexa "stayed watch" over Josh, molesting him all the while; then Christy did so as Christy got ready. When everyone was ready, including Josh with his sandals, they left the house for Jill's aunt at 9:27 A.M."

They arrived at Jill's aunt's house around 10:38. Everyone else was already there, it seemed, judging from the number of cars (Josh observed). They walked up to the door of "Aunt Nicole's" mansion and knocked. Josh felt butterflies in his stomach, which steadily grew to bats. As the door opened, Josh jumped, as if someone had snuck up on him. Jill's aunt greeted them from behind the threshhold.

Jill's Aunt: "Well, don't just stand there, come in."

As Josh, his parents and two sisters entered, Josh felt Jill's aunt's hand upon his genitals again. Jill's aunt acted as if she was just recovering a lost item as she fondled his boyhood anew, and his anus afresh. Josh looked about him and saw a corridor leading to a large room. As he and family walked towards this large, rather intimidating room, Josh noticed how opulent and ornate everything was. Jill's aunt had to be a millionaire, thought Josh, if not a billionaire. When they had entered the large foyer, after entering through the long vestibule, Josh saw what seemed like hundreds of kids, mostly boys, flurrying about the room. The Boys, of course, were all naked, and the girls were fully clothed. Most of the boys were standing still as girls examined them. Josh recognized some of them as his cousins. Josh spotted Jill and her brothers across the room. They were being molested by some of Josh's female cousins. As Josh was watching this panorama of events, Jill's aunt abruptly interrupted his thoughts with her usual tactless tack: "Listen up, everyone," she roared. On hearing this, everyone seemed to grind to a halt and look at her. She continued, "Now that everone has arrived, it is time for us all to quickly get acquainted. I want everyone to sit down, and we'll have you stand as we introduce you." Everyone about the room sat where they were. The boys mostly sat down on the floor. She continued: "First of all, this is the Weisensteing family, and this is Josh." She felt his scrotum as she said this, as if he were no more than the sum of his sexual parts. She resumed: "Josh here will be my special guest. But feel free to fondle him as you will; especially if you haven't already."

Josh's family sat down on a nearby sofa with black leather. Josh was engulfed by a group of girls (unfamiliar cousins of his and Jill's) who "invited" over to their red Corinthian leathered couch. As Jill's aunt went on, the girls put Josh over their laps and examined him from head to toe: "Next, we have my niece and her family, the Wounderad family." Jill and her family—i.e., her mother, three brothers and two sisters—stood up, and then sat back down, as the boys' sisters returned to molesting their brothers.

Jill's aunt: "Next we have Jill's cousins and aunts and uncles. Stand up, please."

Jill's aforementioned relatives stood up. Besides aunts and uncles, there were 51 kids, 27 of them boys (who were all nude; no one else besides the boys were). Josh recognized all of the boys from Jill's trial, except for the five 8-year olds, who were added to the "program" later. All the boys were blessed with nice, slender and/or muscular builds, and boyish good-looks. After they sat back down, Jill's female cousins resumed molesting their brothers.

Jill's aunt: "Next, we have Josh's uncles, aunts and cousins."

With that, a crowd of about twice the number of Saturday's count stood up. Not all of Josh's cousins were present yesterday. 22 male cousins and their sisters (21 in number) had since arrived from out of state. Of course, the boys within the ages of 8-14 were all nude, and the females were all clothed, as were the boys 15 and up. Josh couldn't help but notice, as he surveyed the nude boys, that they were all very good looking and had nice, slender bodies. The two who were overweight due to body fat were not present. They were on a weight loss program. All the boys were circumcized; two of them just recently, but the rest of them from birth.

After Josh's present relatives had been seated, Jill's aunt said, "Next we have Joey Anstroums and his family." The Anstroums stood up, with Joey, of course, being naked. When they were seated again, his sisters returned to molesting him, as usual. Good-looking Joey looked angry. He was angry ever since Jill had kidnapped him two weeks prior.

Jill's aunt: "Next we have the Eniarwers family." The Eniarwers brothers had been kidnapped by Jill a few days earlier. The family stood up, and Josh noticed how unhappy the twin boys looked. It looked as if they had been crying. The family then sat back down, and the twin boys' sisters resumed molesting them, as the twin boys themselves resumed crying.

Jill's aunt: "Next, we have the families of the men and women who blundered into the Weisensteing residence while Jill was innocently babysitting Josh and my niece's brothers. Will you stand up, please?"

About 21 families stood, with 44 boys who were nude, aged 9-14. The boys had nice, attractvie boy features, and nicely proportioned, boyish bodies. They had slender to muscular builds, with no overly masculine features or body hair (there was only the occasional pubic or armpit hair). The nude boys all looked furious. One of the fathers spoke up and said, "On behalf of my fellow law enforcement personel, I would just like to apologize again for our audacity and presumptuous blunder in attempting to arrest such a laudable member of our society as Jill; and to furthermore extend our gratituted for your gracious invitation to come here to offer our boys in your service. We are only too happy to offer our sons as payment for our wrongdoing in the matter here concerned."

Jill's aunt, after yawning, said, "Duly noted." After those families had sat down, she continued, "Moving right along, we come to the last of the inductees. These are my boys. They have been donated to me from all over the country and all over the world. Give a round of applause to my boy harem, aged 9-14. These are the cream of the crop...the Crème de la Crème of boyhood beauty..."

Josh looked as the 73 boys stood. Indeed, they were very good looking and well-proportioned, slender lads. Most were blond. All but a few were white. Some had been imported from Sweden, Norway, Germany, Poland, England, France and the Netherlands. But most were American. A few were imports from Brazil or Mexico, and were hispanic. A few were from Saudi Arabia, Qater and the United Arab Emirates. There were a few Asians from Japan and Korea. Two were from India. 49 of all the boys from this "harem" were Americans, and caucasian. All the boys had been circumsized, if not from birth, then upon arrival. Josh could not believe his eyes, as he looked out over the sumptuous smorgasboard of boy flesh. His excitement overrode his detestation of the situation, and he began to become erect.

Jill's aunt: "And of course, you all know me, Nicole Heilsdrenz, the one who made all of this possible..." As she said this, Josh looked at her with arrant loathing, and some gratitude.

End of part 59

(The End)