Chronicles of a Neighbourhood Babysitter Chapter 22

Chronicles of a Neighbourhood Babysitter Chapter 22 - Conclusion
By Steam Train

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This story is intended for ADULTS ONLY. It contains explicit 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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Chapter: 22 LOVE - CONCLUSION

Aaron Spencer had over the ensuing months slowly developed a deep physical relationship with his mentor Daniel Green. Daniel was everything he desired in a lover, older than him yet almost prepubescent with the smallest penis and balls Aaron had ever seen on a 15 year old guy. It was therefore the greatest of shocks when Daniel informed him that he wanted to be a lawyer more than anything else in his life and so that he did not break Aaron's heart by ignoring him to study, he was going to take up the offer of a 'Booth Scholarship' in Washington DC.

"I know we will miss each other but it will give us time to sort out our own feelings. I don't know if I am really gay, bi or hetro. By the time I am finished in Washington I am sure I will know myself far better" Daniel had told the shocked Aaron.

Aaron did not know about Daniel's two other male lovers, Gary and Marco nor they of Aaron for that matter. Daniel choose not to mention his complicated love triangle to all three of the guys instead using the 'Booth Scholarship' to legitimise his sudden impending departure.

Aaron's last afternoon with Daniel was by necessity brief but he did manage one last loving act with the first boy he had ever come to really love. Daniel had been shown by Mrs. Spencer where she kept the key to Aaron's penis clamp in case he ever needed to access it. Daniel did not agree with locking up a guys genitals and so was only too happy to assist Aaron in his desire to get regular relief. He had in fact accessed the key on numerous occasions over the last few months as their relationship built. What happened after he left for Washington was another matter and a problem for Aaron to deal with, but he guessed there was soon to be a lot more sexual frustration coming Aaron's way.

This afternoon however that was not to be the case because more than any other time he wanted to show his love for Aaron by sharing this last time together as intimately as was possible, so again he accessed the key knowing that he was going to let Aaron have his way totally this time if he so desired. Aaron was a natural top and Daniel had resisted his overtures up to this point but today, for their last time together it was going to be different.

Back in Aaron's bedroom, Aaron removed Daniel's clothing and Daniel reciprocated doing the same to Aaron. They began to caress and Aaron ran his smooth silky fingers over Daniel's hairless chest causing Daniel's penis to begin to swell, Aaron took his lovers penis in his hand and began to lick it. It was not an unpleasant a taste and felt spongy which surprised Aaron.

Daniel was already enjoying this last encounter with Aaron. He trembled in ecstasy as a drop of pre-cum oozed out of the slit of his penis. Aaron extended his tongue as far as he could and he licked up the clear, sticky droplet which had next to no taste just a faint hint of saltiness. Soon another droplet oozed out of his lovers penis and again he licked it up, and then went down on Daniel's penis before he could produce another drop. Aaron was sliding his lips up and down Daniel's tiny 1 ¾ inch erect shaft. Up and down. Up and down Aaron went, quickly bringing Daniel to the brink of orgasm. The sucking was driving Daniel crazy, it felt good, really good and Daniel was soon begging for Aaron to bring him to a climax. Equally Aaron couldn't wait for Daniel's throbbing penis to explode inside his mouth. He just kept sucking and sucking and sucking until Daniel's inevitable orgasm approached. Daniel moaned, Daniel cried out, Daniel forgot all about Aaron, the only thing that existed at that moment was the sexual pleasure building in his penis and balls.

Aaron felt Daniel's penis throb between his lips as Daniel trembled and ran his fingers through Aaron's fresh smelling hair just before he began to shoot his miniscule load. What small amount of cum Daniel could now shoot went straight down Aaron's throat and was eagerly swallowed before Aaron began to draw back off of Daniel's still throbbing 1 ¾ inch penis.

Daniel, blushing bright scarlet, lay on his back breathing heavily, whilst Aaron wasted no time in greasing up his own penis and then forced the lube up his lover's butt crack and around his tight sphincter with his greasy middle finger.

Daniel was really nervous about what Aaron was planning but he wanted Aaron so badly that he said nothing to damper Aaron's excitement.

Aaron then knelt between Daniel's legs and raising Daniel's legs over his shoulders, positioned his penis at Daniel's greased entrance. Daniel closed his eyes as he felt the hard, hot knob of Aaron's erect 4 inch penis wedging between his ass cheeks and he prayed he could bear the pain for the sake of his lover. Ever so slowly and gently Aaron's 4 inch greased penis slowly began to penetrate and Daniel inhaled sharply. Aaron was in a state of sexual euphoria as he fucked his lover for the first time.

Aaron reached for Daniels tiny erection and began to jerk him off whilst he continued to ram his hard penis deep inside Daniel's ass. It soon struck Daniel's prostrate, which sent a shiver through Daniel's groin causing him to get a throbbing erection. The feeling of his prostate being stimulated at the same time as his throbbing little penis was being masturbated again brought Daniel quickly to the edge.

Daniel let out an unrestrained "Aaaaaahhhhhh" as he convulsed to wave after wave of a dry orgasm having shot his small supply of cum just minutes earlier. The tightening of Daniel's sphincter during his spasms of joy immediately set Aaron off as he humped his hips even more furiously, then reaching his own orgasm he began to fire long deep thrusts into Daniel before filling his lovers ass with numerous shots of his almost virgin semen while grunting and moaning out loud like an animal.

When Aaron finally withdrew his penis, Daniel kept his eyes closed enjoying the moment as Aaron moved his head over Daniel's hot sweaty chest and nipples and erotically kissed his lovers heaving chest and erect nipples.

Life under the new rules of 'Taking Back Control' continued for Jennifer Dailey and the other Juveniles of Eastbrook. Much was being made in the local Eastbrook Daily Prophet and on local television and radio about the various success stories across the nation of 'Taking Back Control' and how some counties faced with a high rate of male juvenile behaviour problems relating to unacceptable attitude, aggressive behavior, and bullying had taken the new initiative to a new level and instituted indecent inexposure laws. Declaring official county ordinances that made it compulsory for all boys aged 3 to 15 to be nude at all times. These laws complimented the NEWDD laws, with only NEWDD's being public property and able to be touched and punished in public but making it law within the county that all boys be naked and exposed at all times allowing their excessive modesty and bad behavior tendencies to dissolve away. A few counties faced with extremely high numbers of excessive female modesty based on the unbelievably high number of girls caught out padding their bras had declared official ordinances that made it compulsory for all females aged 9 to 15 to be nude at all times.

The Eastbrook Daily Prophet was leading the campaign for Tallahatchie County officials to look closely at theses measure and access if they were needed locally. Needless to say the local juvenile population was anything but enthused; the adult population however was split in its support. A major article appeared in the paper about the special measures one local school, William Alternator Middle School had implemented. Since the visit some months back of Daniel Green when he had been a NEWDD the school had greatly refined its procedures in 'implementing 'Taking Back Control' within the school.

The incident rate amongst the male student population of unacceptable attitude, aggressive behavior, and bullying had fallen greatly and the school had now standardized procedures so that all boys upon entering their classroom were deemed to be at level one and removed all clothing except their school issued briefs. If they had earned a privilege due to good behaviour they were promoted to level zero and allowed to stay dressed. On the other hand if their behaviour was unacceptable they could be demoted to level two which required them to wear nothing but a school issued jock strap that hid only their penis and scrotum nothing more, any pubic hair if not shaved off was clearly visible on the older boys. If the bad behaviour continued or was of a more extreme nature then the boy would be demoted to level three, totally naked! Beyond that for major behavioral or discipline breaches there were level four NEWDD punishments.

The school did not discriminate between its male and female students but because the level of unacceptable attitude, aggressive behavior, and bullying amongst the female population was low the school started all female students on level zero, fully clothed when they entered the classroom but they could also be demoted in levels for bad behaviour. Level one requiring the female student to strip to her bra and panties, level two required her to remove her bra and level free she would be totally naked having removed both her bra and panties! The staff at the school had already noted how numerous female students across the 6th, 7th and 8th grade in fear of being naked and exposed in front of their peers had suddenly suffered from shrinking breast syndrome. In other words like the national epidemic many of the girls had been padding up but now to save face in case they had to reveal all had removed any padding and returned to their natural state. Better they had decided to suffer the humiliation now when still covered than later if made to strip.

The Eastbrook Daily Prophet even carried a page three photo of a beaming Principal, Mrs Freda Tester accompanied by some students from the 8th and 7th grade classes and the senior 8th grade teacher Mr. Williams. Amongst the students were examples of all levels of the schools 'Taking Back Control' discipline policy. A smiling 13 year old Michael Porter could be seen standing fully dressed whilst fellow 13 year old Troy Burgess was in his school issued briefs, whilst a blushing 13 year old Alan Kirk was forced to pose in just his school issued jock strap which did nothing to hide his small thin patch of unshaven pubic hair that was growing just above his penis. The final boy in the picture was a humiliated looking 8th grader named Andrew Bladen. The 13 year old had been made a NEWDD so the paper was free to publish his photo allowing the whole of Tallahatchie County and beyond to see all his attributes. His hairless chest and his erect nipples, the tiny sparse patches of hair under his armpits, his tight muscled stomach and innie belly button all of which complimented his uncircumcised 4 inch penis which in the picture was standing fully erect below his very thin smattering of short and non-curly pubic hair and his still hairless ball sack which showcased his plump chestnut sized testicles.

The paper had chosen to publish some female students in the picture too in the interests of fairness including one of William Alternators only current girl NEWDD's. Blushing profusely in front of the camera standing totally naked was 12 year old 7th grader Lora Western, with her just budding cone-shaped nipples fully exposed along with her smooth furrowed slit which was in clear sight in the picture running down the middle of the lily white totally hairless triangle of flesh located between her slender legs. Next to her stood the embarrassed looking 13 year old Lindsey Shelley, a tall seemingly fully developed girl judging by her ample attributes that were barely covered by her skimpy bra and panties. Attributes which many would have wished were as exposed as Lora's meagre showings. Standing next to Lindsay was the fully dressed 13 year old 8th grader Marcia Brady who was thin and still boyish in appearance.

The tide seemed to be inevitably turning against the juvenile population of Eastbrook and it seemed only a matter of time before other schools in the Tallahatchie County would start implementing similar schemes. Jennifer was not impressed, too many people had already seen her naked. A little bit of modesty she felt was still required. In the past she would have drooled over the humiliation of boys in such a scheme but lately she seemed to have changed, she was not yet sure why her attitude had changed but it had,

Following Daniel Green's departure to Washington, Aaron Spencer's life quickly turned to one of sexual frustration. Daniel had guessed right. Unable to get the regular sexual relief from his lover Aaron only had his once weekly session at the Shaw-Davis household where he was masturbated along with Nick Hermann and Mat Shaw-Davis by Jennifer Dailey and occasionally by her sister Caitlin. There were often spectators to these sessions. Mrs Shaw-Davis was often there and Mat's sister and brother also sat around the lounge room and watched most afternoons. However the Reverend had encouraged an open house approach so that there could never be the chance of these sessions turning into a sexual orgy and so various juveniles and occasionally even adults from the neighbourhood called by to watch the action.

And what action it was. Aaron loved the sight of the totally naked Jennifer energetically bringing Mat and Nick to orgasm. The boy he enjoyed watching the most was Nick. Like Daniel he was still basically prepubescent. Nick was now fifteen-years of age and 5 feet 9 inches tall weighing in at around 135 pounds, flaccid his circumcised penis had grown and now measured 2 ½ inches and erect it was a respectable 4 ½ inches long. His scrotum was where Nick had changed the most. It was well on the way to being almost adult sized, with two good-sized orbs now dangling low below his penis. There was also a trace of pubic hair surrounding his genitals. Thankfully his parents had not yet insisted it be shaved off, allowing his small short unobtrusive dusting of pubic hairs that extended only an inch either side of his penis and maybe a half inch or so up from his penis toward his stomach to grow.

Any hope Nick's brother Christian had had of overtaking his older brother in the penis size stakes had been put on hold for at least a couple of years till Christian reached his full maturity. Nick had always had the longer penis but now he again had the bigger balls and being unshaved, also had more hair than his shaved little brother.

Aaron had tried very hard to become a close friend of Nick's but it had proved to be a hard task. They talked and had a superficial friendship but Nick had his own group of friends his own age and looked down on Aaron both physically from his tall height and mentally due to Aaron's younger age. But Aaron persevered and one day during his visit to the Shaw- Davis household Jennifer was running late and in a panic because she had to be home and changed and off to a babysitting appointment in less than an hour, she said to Mrs. Shaw-Davis that she didn't know if she could do all the boys in the time she had. Before Mrs. Shaw-Davis could respond Aaron offered to help out, suggesting he do Nick whilst Jennifer did Mat and then Jennifer could unlock and do him, saving her some precious time.

Jennifer was about to object when Mrs Shaw-Davis responded, "What a thoughtful idea Aaron, I don't suppose it really matters who does the masturbating really does it?"

"No Mrs Shaw-Davis, not at all really" Aaron replied before the horrified Nick or the suspicious Jennifer could respond. Mat just stood silently to the side a smirk on his face. He was a boy who understood others better than most, even at his tender age. He knew this was what Aaron really wanted, he could just sense it.

So whilst the naked Jennifer gave Mat his daily masturbation treatment Aaron had a very unsure looking Nick lay on his back on the lounge room floor and then quickly wrapped his hand around Nick's already erect penis and began stroking slowly. Soon a small drop of pre-cum squeezed out from the tip of Nick's penis and Aaron smeared it over the head and hard, hot shaft of Nick's penis.

Aaron took his time, deliberatly stroking sensuously, whilst at the same time he gently fondled Nick's balls allowing the excitement to gradually rise deep within Nick's body.

The continual stroking brought another drip of pre-cum from Nick's penis that drooled down over Aaron's masturbating hand. Momentarily Aaron stopped stroking and removed his hand. He licked his finger tasting the musky, slightly salty virgin cum of a boy who had only just begun to produce his semen.

Aaron thought he was going to shoot his own load without any assistance, Nick was just so hot! Despite himself and the humiliation of another boy masturbating him in public Nick could not stop himself from panting and moaning softly, as Aaron resumed his relentless slow stroking.

Nick's penis was now throbbing his body muscles were clenched tight, his toes began to curl, his hips began humping as he writhed in sexual extasy, arching his back and feeling his anal muscles clench frantically, then suddenly a shot of semi creamy semen burst from the head of Nick's penis like a cannon shot, almost shooting Mrs Shaw-Davis who was sitting in an ajoining lounge chair supervising the proceedings.

As Nick continued to gush forth his virgin cum he was moaning and sighing, "Oh my god, oh, ooh, ohhh!"

Nick's cock stayed hard, to Aaron's surprise, maybe Nick wasn't so adverse to Aaron's machinations as he had first thought?

Aaron resumed the methodical stroking of Nick's penis. This time Nick didn't object, he knew that he should stop Aaron right there and now, firmly tell Aaron that masturbating him a second time wasn't right. But he was really horny, and Aaron's hand felt so good on his cock. So, why not, right? What was the harm? Mrs. Shaw-Davis was sitting right there and she hadn't objected and Jennifer was so totally engrossed with her boyfriend Mat to stop or say anything, besides he was beginning to really like Aaron, sure he was two years younger but why was that important, Nick reasoned. Maybe he and Aaron could become buddies, or even best friends!

It wasn't even another two minutes before Nick was arching his back off the carpet, feeling that wonderful; terrible sensation of having an orgasm raped from him. His body went taut, and he trembled and moaned as small spurts of his virgin teen essence flew hotly from the dark reddish purple tip of his very erect penis for the second time in quick succession thanks to the efforts of Aaron Spencer.

It would have surprised Daniel Green if he had still been living in Eastbrook how quickly Aaron had gotten over his departure. His relationship with Nick Hermann had blossomed, exceeding Aaron's wildest hopes. It didn't take long for Aaron to realize that Nick was turned on by him and liked to be dominated by him.

Nick was soon besotted with his new young friend. When Nick looked into Aaron's face, he couldn't help but notice how handsome this younger boy was with his soft skin, the peach fuzz dusting his cheeks, his soft gentle loving eyes. Aaron now gave Nick on a weekly basis a most intimate and sexually arousing masturbation session. Nick had never had any sort of relationship like this with his other close friends, always being ashamed of his late development.

When Aaron bluntly informed Nick on only his third visit to Aaron's house that, "I want to fuck you Nick". Nick couldn't believe what Aaron had just requested, but he felt powerless to resist. Making Nick crouch on all fours Aaron rubbed some lube around Nick's exposed asshole but when Aaron moved to mount him, Nick made one last protest.

"W-w-w-wait a second please Aaron," Nick feebly protested "You shouldn't do this, please don't do this to me!"

"Don't you want me to show how much I love you Nick?" Aaron asked, "If you truly love me you will let me show you my love!"

That was all it took, Nick, tears welling up in his eyes, bit his trembling lip and nodded his head in resigned acceptance. Aaron smiled broadly at his total domination of this 15 year old 10th grade stud and ruffled Nick's hair as he mounted the older bigger boy.

Nick yelped in pain at the first jabs from Aaron's invading penis. Aaron's penis was not as big as Nick's, but to his near virgin asshole, it might as well have been. Nick whimpered freely at the assault, and became paralyzed with very confused sensations: sharp pain at first, but which slowly gave way to strange feelings of pleasure, and then sexual fulfillment. Nick realized then for the first time that he actually liked having Aaron inside him that he liked to be a bottom, to be dominated. At first he denied the feeling as he just could not bring himself to believe it, but as Aaron slowly fucked away at Nick's ass, he began to moan at each thrust, more from the pleasure than the pain. Without even being aware that he was doing it, he started to thrust his hips and squeeze his ass in order to complement Aaron's movements. Finally Nick gave in to his innermost feelings and accepted that he loved the fact that Aaron was fucking him, getting his own pleasure from him.

Aaron's breathing becoming heavier and more irregular. He thrust forward one last time, and then he moaned "Uhhhhhhhhhhhhhhhhnnnnnnnnnnnnnnn!"

Nick could feel Aaron's orgasm as his penis exploded inside of him, filling him with the teen's cum. At that same instant, without even touching his own rock hard penis, in unison and harmony with his new lover Nick too exploded, spraying his ever increasing production of cum all over his muscled chest and stomach. At first Nick could not believe that getting fucked was enough to make him cum like that, but it was and from that time on it was only through Aaron's pleasure, Aaron's satisfaction, that Nick would find total fulfillment. Aaron's pleasure was now his own pleasure and fulfillment.

The longing Nick felt for Aaron was overwhelming. He now saw that he had been fooling himself all along. He hadn't been able to admit to himself until he met Aaron that he had had gay tendencies. To confess such feelings would have bought ridicule and ostracism, but now he didn't care. Aaron was the only thing that mattered to him and he was ready and willing to begin a totally new phase of his life with Aaron.

Aaron and Nick were not the only ones now fucking when they had the chance. Occasionally Jennifer and Mat found time alone and contrary to the usual course of events it was Jennifer that begged Mat to take her. Mat was very reluctant to do so. It went against his father's teachings and his own respect for Jennifer but she wore him down. No 15 year old guy no matter how principled can ignore his sexual cravings for ever especially when the girl he loves is willing and ready.

Naked together and sublimated to Jennifer's will Mat cupped Jennifer's small, upthrust, breasts. He circled her pink nipples with his thumbs as she gently moaned with pleasure. He bounced the small breasts in his hands as his penis erected fully, sticking straight out ready fir action.

Mat whispered in Jennifer's ear, "You have a beautiful pair" which bought a giggle from Jennifer.

Jennifer produced a condom that she had procured from Sarah Roberts and fitted it to the blushing Mat Davis. Now it would be Jennifer's turn to control proceedings. She made Mat lay on his back and she straddled him. Her knees were shaking as she forced herself down on Mat's erect penis which forced her pussy lips wide apart as they enfolded Mat's turgid rod,

"Ahhhhhh that hurts," she cried as his condom covered penis slid inside her. Mat looked at her concerned but before he could say anything Jennifer responded saying, "I'm alright, I want this more than anything Mat please .... please!"

As if to acknowledge her plea Mat slowly began to thrust his penis up inside her. There was no hymen to push through, no scream as the thin membrane tore, the 'Le Femme Chicks' had long ago taken care of that problem. Likewise there would be no trickle of blood to signify Jennifer's first act of intercourse with her boyfriend.

Encouraged by Jennifer, Mat lunged his body up and down as Jennifer moaned in pleasure as Mat deflowered his willing girlfriend. Jennifer kept her eyes closed as Mat's penis plunged ever deeper inside her. Despite the initial discomfort she found herself enjoying what was her first time with a boy.

As Mat continued to thrust up into Jennifer's gaping vagina in rhythm to her own movements the only sounds were Jennifer's gasping cries as she moved rapidly to her approaching vaginal climax.

Mat arched upward into Jennifer's tight pussy and moaned with sexual ecstasy as he came first, his hot teenage sperm shooting up into his all encompassing all protecting condom.

Jennifer kept on bouncing on Mat's throbbing penis for a few more seconds gasping, moaning and squealing as his penis rubbed her insides.

"I think I'm .... I think I'm gonna" Jennifer blurted out as she let out one final shrieking gasp then arching upward moaned as she too climaxed and then collapsed, laying down on Mat's sweaty chest.

Sex with Mat was the fulfilment of a long held desire. Mat and Jennifer were now one, bonded sexually in a loving act. As she lay cuddling Mat their sweating bodies held tightly together Jennifer's thoughts drifted back over the last few years and how she had changed. She had hated boys and loved dominating them at every chance she could, but Mat had changed that. She found it impossible to hate him. He was kind, loving and so considerate, not just to her but to everyone he met. He had something special about him that really stood him out from the crowd. What the future held for Mathias Shaw-Davis no one yet knew but Jennifer already knew even at her young 14 years of age that she planned to be an integral part of that destiny no matter how it unfolded.

End Chapter 22

The End

Acknowledgements:

I always like to acknowledge the stories that have influenced my writing. Eastbrook is a figment of my imagination but it comes from a universe created in A Middle Class Slave by Pete Brown. This was built upon in my stories A Middle Class Slave Revisited, Even the Modest Must Serve, Scales of Justice and Juvenile Deterrence.

Other stories that have influenced this work and require acknowledgement are:

Chad's Anger Management Training by Chadlad

The End of Heather's Babysitting Career by Y. Lee Coyote

Be Careful What You Wish for For by Justin Davis

That Others May Serve by Richard Davies

The Babysitter & They Do Things Differently by Hooked6

Eric's Summer by Lloyd

The I Hate Boys Club & The Grandview School for Boys by Mozzy 24

Petey's Adventures in Babysitting by Marcos

Seven Naked Ambersons & Children Of The Church by Nap

Taking back Control, My Greatest Birthday Ever, Public Property & Last Boy Standing by Nialos Leaning

A Summer in Hell by L. T. Richards

Pine Lakes School for Boys by Randy

Go Ahead and Tell & Chad's Long Weekend by Sir Cum Sizemore

Billy's Story by A. Swineburne

Delayed Puberty Boy by Told2C