Surviving Jail 102: Advanced Bullying (Naked Jonathan manips)

It’s time to return to the fantasy I developed in my series Surviving Jail 101, in which ex-prisoners give demonstrations in schools of what prison life is like - and end up giving the bullying jocks a taste for sadistic prison-style sexual humiliation and dooming a whole nation of swotty schoolboys to a lifetime of misery as sissy slut sex slaves!

I return to this scenario again and again to contemplate (and masturbate!) Not only does it combine two of my favourite fetishes (school uniforms and prison sex), but for a submissive beta boy with a taste for seeing middle-class men like me suffer terrible fates, the implications are just mind-boggling (and dick-hardening!)

Society itself would be changed forever, and you can imagine academics grappling to understand the sudden shift in behaviours of the country’s young men. Sociologists would report that schools are now more like prisons, with bullies making regular use of sexual humiliation and the suffering of their victims increasing tenfold.

For a speccy swot like me, life would become a living hell, with the bigger boys who already bullied me mercilessly empowered to treat me worse that the lowliest of prison bitches, every lunch break and toilet visit now filled with previously unimaginable acts of humiliation and degradation!

The bullies would continue to beat the weaker boys of course, as they always have. But now they would also subject their unfortunate posteriors to far more sexual spankings and belt-whippings…

Previously cruel pranks would become outright torturous…

The seclusion of the school toilets would become the epicentre of the most sadistic acts. After all, it’s the one place in school where a swot must visit at least once a day, ensuring a steady stream of sissy slave sluts for the brutal bullies!

Classic bullying techniques like swirlies would continue...

But with a humiliating prison-style sexual twist…

Eventually swirlies would be upgraded to chocolate swirlies and golden showers…

And while a bully is ‘cooking up’ those chocolate swirlies he’ll take the opportunity to introduce an unfortunate swot to that foulest of sex acts… the blumpkin!

And while the swot’s eyes are stinging from the stench and his mouth is filled with cock, another bully can’t help but notice that he has a spare hole…

And since it’s lunchtime, perhaps another swot can offer up some tossed salad…

Before his spare hole gets filled as well!

As well as secluded areas like toilets, changing rooms or behind the bike sheds, you would imagine the journey to and from school would be ripe with opportunities for the bullies to indulge their newfound taste for sexual domination and humiliation. 

Can you think of any more places where the jocks and bullies would make full use of their sissy slut slaves?

Showing that the bullies were paying an uncharacteristic amount of attention to the demonstrations of the cruel Prison Tops, in many schools the weaker boys are made to wear lingerie under their trousers for easy sissification in toilets and changing rooms, and while travelling to and from school…

The knowledge of what goes on in schools would soon spread, and you imagine the jokes would begin among member of society fortunate enough not to be subject to such indignities. After all, I’m sure we’ve all felt the twisted thrill when a young crook on television is told ‘You know what happens to pretty boys like you in prison…’ Well imagine, at the start of the school year, being told ‘You know what happens to boys like you in school!’

Boys’ schools would become utter hellholes for the weaker boys, the concentration of male sadism and testosterone making them as depraved as the darkest prison wing. But it isn’t just the swots at boarding school and grammar schools who are subjected to this hellish existence… it soon spreads to mixed-sex schools as well!

Which would you prefer: being locked up in a boys-only boarding school and turned into a prison-style sex slave by your bigger classmates, or having your humiliations played out in front of your (no doubt soon-to-be ex) girlfriend?

Though presumably she might go back to being your girlfriend (and wife) after school once she’s had her fun and is looking for a sissy beta-boy to settle down with and cuckold!

As before, the big strong bullies just love to show off by beating the weaker boys in front of the giggling girls… except that now the bullying has much more of a sexual element!

In fact the presence of the watching females spurs the bullies on to subject their victims to even greater heights of depravity…

And the girls certainly enjoy the show…

In fact this can all be seen as training for the bullies, their victims and the girls, as they prepare for their futures as Bulls, cuckolds and hotwives respectively!

After school, bullies would take their habits home with them, eager to find an outlet for their sadistic whims. Just imagine your mother kicking out your father and shacking up with a dominant alpha-male, and you finding yourself going from spoiled only-child to bottom bitch for him, your stepbrothers and his buddies!

Ex-prisoners would no doubt experiment with taking their demonstrations to other markets. Their ‘lectures’ for camp counsellors prove particularly lucrative, and there are even rumours of some of them setting up a babysitting service…

Are there any other areas that would benefit from a little ‘consultancy’ by Todd and his cruel ex-cons?

And of course, as this generation ages, these behaviours would spread throughout society. They would start appearing in universities (especially when universities start requiring students to share dorm rooms to save space, and sensitive emo types have to share with big bullying jocks), workplaces, sports clubs…

All circling back to the British prison system, which would become even more vicious and like its American counterpart, with weaker and white-collar prisoners practically guaranteed to get ‘turned out’ by their bigger, rougher cellmates... and British law enforcement seem quite content to let it happen...

After all... they get to reap the benefits as well!

Buggery at British Boarding Schools (Naked Jonathan manips)

It is a common fact that the bottom-formers at British Finishing Schools are regularly beaten and buggered by the bigger boys…

My fantasies in this area draw from the (perhaps aptly named) British public school tradition of ‘fagging’, where younger boys would act as servants, or ‘fags’, to older boys. Back before I realised Jonathan had retired, I hoped to commission him to illustrate some of my fantasies, and I wrote a treatment for a drawing that certainly seems to have inspired many of my Finishing School scenes:

The drawing should be set in the dormitory of a boys’ boarding school. A bigger boy should be beating his fag severely with a belt. Another should be fucking his already-spanked fag in the ass on the bed, and the fag should be biting the pillow. In the doorway a master should be enjoying the scene with a cane. Another fag should be sucking the master's dick through his trouser fly.

The master should look as much a possible like the teacher in your drawing of a M/M classroom caning. The boys should also be dressed in the same style uniform as this drawing, but perhaps the fags could wear shorts and knee socks to distinguish them from the bigger boys.

The fags should look slimmer than the other boys, who should be bigger and more muscular. The bigger boys and the master should all be taking sadistic pleasure in their abuse of the fags. It should be obvious that the fags are not enjoying their servitude.

I’ve commented several times before on how boarding schools lock groups of young men in close containment, with clear hierarchies and no escape for the weaker males nor consequences for the stronger ones… it’s just like prison! And you know what happens to pretty boys in prison…

The prevalence of agonising corporal punishment would perhaps make such scenes even more frequent than in prison, with all those red-hot bottoms just begging to be buggered, and the pain and humiliation of the public floggings encouraging submission in the recipients and inspiring sadism in the boys and Master who are watching the spectacle or dishing it out!

‘Romance’ is unexpectedly common at boys’ boarding schools. In the absence of female companionship, the young men must find other outlets for their sexual frustration. Curious bottom-formers must practise their French Kissing on each other…

Or on the cocks of the bigger boys!

And there are plenty of other opportunities for so-called 'romance'. Be it with the bigger boys…

Or the Masters…

Or the caretakers…

And in the absence of that female companionship, many bottom-formers are forced into women’s clothes to provide the full ‘girlfriend experience’ for their bigger, stronger classmates…

As well as kissing and cocksucking, the bottom-formers will learn plenty of the other techniques – such as the hands-free orgasm – that will serve them well in their futures as cuckolds and sissy bitch boys…

Prefects and top-formers are given absolute authority over the junior boys, regularly sentencing them to a dozen strokes of the cane for no reason at all. The first six strokes are always given, but the bigger boys can often be persuaded to defer the second six…

It may seem flippant to suck a cock just to get out of six extra strokes. But that doesn't take into account how agonizing the first six were!

 “Are you sure it’s a good idea to spank him so hard WHILE he’s sucking your dick?”
“Maybe not, but it feels great!”

Even after lights out, the dormitories ring with the groans and slaps as top-formers relieve their unquenchable erections… no matter whether they’ve got the Midnight Horn or Morning Wood!

British boarding schools are also popular with the elites of places like India, oil-rich Arab states and other cultures where it is even more common for big strong alphas to dip their beaks in the backsides of their male inferiors. Needless to say, given the inflated fees they must pay, the spoiled, sadistic sons of these powerful foreigners would expect to be promoted straight to the Top Form and have plenty of tight white tail on tap during their time at a British boarding school!

And spare a thought for those unlucky bottom-formers who never get promoted. The system is supposed to allow that after one year the bottom-form boys are promoted to the top form, to take their revenge on the next new intake of hapless virgin bottoms! But with big jock sports stars and high-paying sons of Sheikhs going straight into the Top Form, many bottom-formers must be held back in order to accommodate them… and of course it’s always the dorkier, swottier boys who suffer this indignity! (Though of course this is excellent preparation for their futures as sissy cuckolds and white-collar wage slaves). They might expect their former bottom-form chums to go easier on them, given what they suffered together… but if anything the newly promoted top-formers beat and bugger them even harder than they do the new boys!

As well as the senior boys, the Masters at British boarding schools are also notoriously partial to a good buggering. After all, after soundly birching an unfortunate bottom-former, what better place to relieve your inevitable erection than between his scorching arse cheeks!

Even the Headmaster himself is partial to a hot, sobbing hole… 

And of course Matron doesn’t help with her frequent and enthusiastic use of oversized rectal thermometers...

It isn’t just schoolboys who can be summoned for a taste of the cane and cock… junior members of staff and the less authoritative of the parents are also fair game!

The school secretary or the mother of a pupil will often stumble into the Head’s study to find him and another Master buggering one of the lesser males of the species… hapless bottom-formers, school inspectors, unfortunate alumni or the fathers of pupils (perhaps even her husband…)

Corporal punishment at British boarding schools isn’t so much a method of discipline as a way of life. Even if some goody two-shoes did manage to go through his schooldays without doing anything to earn a caning, the Masters would make sure they found some excuse to give him a thrashing… and probably a lot more than that!

One headmaster went a little too far in indulging his penchant for spanking and fucking hormonally charged eighteen and nineteen year olds, to the point where spending a night as the headmaster’s lover is now a perquisite for becoming a prefect!

This is turn has created quite a gay culture at his school, as the staff and pupils fill their long evenings by fucking among themselves.

The bigger, muscular jocks and Masters tend to be the ‘Tops’ (the ones having their dicks sucked), while the slimmer, nerdier boys and teachers are almost always the ‘bottoms’ (the ones doing the sucking)...

And as at most British boarding schools, the bottoms often find themselves sissified for the bigger boys’ pleasure…

The headmaster even took his favourite prefects and their fags to a local fetish club...

The boys were a big hit in their school uniforms, and became well acquainted with the headmaster’s fetish friends...

Especially the sissy schoolgirls!

And of course, just like hardened convicts being released from prison with a taste for buggery, once the boys go home from boarding school, they can’t unlearn what they’ve learned. Many a British mother has returned from an afternoon of cocktails with her friends (or lover) to find that her son has been visited by his old school bullies…

Or perhaps it is not his mother, but his wife…

"I got talking to two hunky studs at my husband's school reunion, and they told me that they used to bully him mercilessly all through school... So of course I invited them over for dinner!"

“How do you like your husband in his old school uniform? Ours are too small for us now, but his still fits him the little RUNT!”