Friday 16 June 2023

Surviving Jail 101 (Jonathan art manips)

The following series is inspired by a video from the Straight Hell/Brutal Tops site called ‘School Assembly: Surviving Jail’. The (almost unbelievably kinky) story is that a group of ex-cons start giving lectures in schools, detailing the perils of life in prison in order to dissuade the watching schoolboys from engaging in activity for which they might be prosecuted… with these lectures featuring practical demonstrations (using ‘volunteers’ from the audience!) of how violent offenders use their cellmates as fuck toys.

Needless to say, this hits so many buttons for me: gay sex and spanking in school uniforms, bullying, prison sex… Unfortunately the burly, tattooed actors playing the ‘fuck toys’ in the original video look more like they should be playing the experienced cons, so I thought the idea was ripe for a manip series in a style more to my taste.

Bear in mind that, as with my last few posts, this is a very rough early draft. I intended it to be something of an ‘epic’ series like Bullies Reunion or When Ebony Wed Ivory, and I don’t quite have time to tidy it all up to my usual standards just yet.

The story charts the exploits of recently released ex-con Todd Wright, who now gives lectures in schools about the perils of youth incarceration...

He persuades his brother-in-law Mr Wilkinson to book a lecture at the exclusive boys' grammar school where he teaches social science.

Todd brings his old prison buddies Guy and Jason along to help, but volunteers are understandably rare to begin with. Eventually class swot Oliver, who is normally the first to put his hand up for everything, is 'volunteered' into service. And then Mr Wilkinson ends up taking the second spot, and the top-form prison talk become a practical lesson in how violent offenders regularly use their cellmates as fuck toys, dressing them up and humiliating them for sexual relief... Oliver's uniform is put to good use, as apparently the sissy schoolgirl look is very popular in prison!

Todd shows the boys how, in prison, a Top has to take what he wants, when he wants it. And in the absence of women, you use your cellmate... Strong prison Tops use and defile the weaker inmates for their own brutal pleasure and fun, as Todd's practical demonstrations show.

First Master Todd and his friends strap the arses of the subs, who are made-up to look like their prison bitches... 

The class nerd and teacher are defiled at the hands of the three Masterful Tops - made to drink their piss, detail their sweaty feet and armpits with their tongues and eat ripe pungent arse crack...

...Not to mention gagged on hard cocks, made to rim their Master's anus and getting trampled!

Every mistake gets a stomping or more strokes of the belt… prison is a tough place!

Master Guy ruins ‘Mrs’ Wilkinson's make-up by pissing on her face... and Jason does the same to Olivia! 

Wash the taste of ass out your mouth boys!

Ripping open 'Mrs' Wilkinson's panties, Todd slips his hard cock into the dirty slut's arse to take his pleasure, whipping ‘her’ dick with the tip of a belt and violating the bitch until he's ready to unload; Master Guy getting his sweaty arse hole and crack serviced by her pretty little mouth at the same time, as 'Olivia' sucks his cock in front of class and Master Jason fucks the sub doggy style…

Muscular Master Guy is still getting his pungent arsehole and crack serviced by sloppy wet tongue when he busts his nut in Olivia’s mouth. Like a good prison whore ‘Olivia’ gratefully swallows ‘her' Master's load when he is ready to empty his balls. The dirty slut slurps down every last drop of Master Guy’s thick white spunk, licking the dribbles off her own lips before devouring his spent cock to suck out the last drops of his nectar, while Master Jason shoots his own load inside her ass...

Mr Wilkinson's wife, the real Mrs Wilkinson who is also Todd's stepsister and who works in the school office, enters the room just in time to witness her salad-tossing husband's swollen ass getting filled with spunk! 

Todd always takes bags of women's clothing and accessories with him to lectures, and several other boys are pressed into service as trainee prison bitches so that the bigger lads can practise their Topping skills… And from then on the rest of the school day (and indeed the rest of the school year) takes on a very different complexion for all concerned!

Following the breakthrough at the boys' grammar, Todd's lectures prove surprisingly popular, even in leafy suburban schools where you wouldn't have thought the boys would have to worry about going to jail! He starts branching out into school assemblies and demonstrations for parents…

Swots and junior teachers are invariably 'volunteered' for the opening demonstrations, after which stepfathers, senior staff and older boys are always eager to participate!

Todd's assemblies provide plenty of practical demonstrations of how strong prison Tops use and defile the weaker inmates for their own brutal pleasure and fun

Following the usual introduction featuring spanking, sucking and sissification, Master Todd is nursing a hard cock that he plunges deep into a sissy slut's gut, fucking 'her' hard while whipping ‘her’ dick, while Master Guy gets his sweaty arse crack and hole licked clean by ‘her’ pretty little mouth…

No doubt these swots expected that the next time they would be up on this stage would be at the end-of-school prizegiving… But instead, they are participating in endless demonstrations of the never-ending number of ways violent offenders regularly use their weaker cellmates as fuck toys, dressing them up and humiliating them for sexual relief!

The sub sluts are sissified, spanked, stomped and whipped front and back. Todd and his friends demonstrate how strong prison Tops make the weaker inmates drink their piss and detail their sweaty feet and armpits with their tongues, and eat ripe pungent ass crack… not to mention gag on big hard cocks and take them in their tight arses until their mouths and sphincters are filled with spunk!

Volunteers are very much required for the always-popular demonstration of the prison activity known as 'Pulling a Train', where a small number of prison sluts have to provide sexual services for a large number of Tops, sometimes an entire block!

There is seemingly no end to the horrendous sex acts that sub sluts are subjected to in prison… Pulling a Train, Ride the Whip, Tossing the Salad, Ass-to-Mouth, Golden Showers, Teabagging, Creampies, Blumpkins… Todd and his friends provide thorough demonstrations of every dirty and degrading thing that a boy might have to endure should he be unlucky enough to find himself inside… Though of course, it’s highly unlikely that these mild-mannered middle-class schoolboys would ever have been sent to prison and experienced such horrendous degradation and humiliation at the hands of brutish criminals - if only they hadn’t been invited in to their exclusive suburban school!

Todd and his friends know this, but it doesn't stop them... in fact it only makes it all the sweeter as they shoot their loads in sissy schoolboy mouths and asses!... As does the knowledge that, at every school they visit, the spankings and sissification and blowjobs and buttfuckings and dick-whippings and toe-suckings and ass-stompings and armpit-licking and salad-tossing and train-pulling will continue long after they've moved on to the next school and the next group of unfortunate schoolboys... all thanks to their demonstrations!

Sometimes the introduction stage alone is so intense that the merciless ex-offenders get completely carried away and skip the sissification stage entirely…

Todd's lectures are even popular in mixed schools, where the girls and female staff prove to be enthusiastic spectators and sometimes even participants…

 Especially when Todd invites a gang of Black ex-cons from America as ‘guest speakers!

'Oh my… yes, well… pay attention girls… I believe that in prison this is called 'Ride the Whip'. The slut sits on his Prison Daddy's lap with his dick up his ass. Then the other Tops take turns using his mouth, and if he does a good job his Daddy will play with his dick until he ejaculates!'

Phew… needless to say, this story provided some SERIOUS fantasy fodder for me! For comparison, here is the original text from the Straight Hell/Brutal Tops site:

SCHOOL ASSEMBLY: "SURVIVING JAIL" (aka PRISON SLUTS aka HUMILIATED IN PANTIES)

Recently released from a young offenders prison, Master Toby is giving a lecture to the school assembly about the perils of youth incarceration...

Strong prison Top's use and defile the weaker inmates for their own brutal pleasure and fun as Toby's practical demonstrations will show...

The class nerd and teacher Mr Wilkinson get defiled at the hands of the three Masterful Tops, made to drink their piss, detail their sweaty armpits and eat ripe pungent arse crack... Gagged on Toby and Jason's hard cocks, made to rim their Master's anus and get trampled, prison is a tough place...

Ex-Con Toby is showing the school assembly how in prison a Top has to take what he wants, when he wants it. In the absence of women you use your cellmate as a fuck toy...

Master Guy is nursing a hard cock that he plunges deep into the sluts gut, fucking the sub doggy style while Master Toby gets his sweaty arse crack and hole licked clean by her sloppy wet tongue...

Like a good prison whore she gratefully swallows her Master's load when he is ready to empty his balls. This dirty slut slurps down every last drop of Master Guy's thick white spunk, licking the dribbles off her own lips before devouring his spent cock to suck out the last drops of his nectar...

The sixth form prison talk has become a practical lesson in how violent offenders regularly use their cellmates as fuck toys, dressing them up and humiliating them for sexual relief...

Master Toby paddles the arse of his sub, made-up to look like his prison bitch. Every mistake gets a stomping or more strokes of the paddle, Toby ruins her make-up by pissing on her face...

Ripping open her panties Toby slips his hard cock into the dirty slut's arse to take his pleasure, violating the bitch until he's ready to unload; Muscular Master Jason getting his sweaty arse hole and crack serviced in her pretty little mouth at the same time...

I think I covered most of it, and I added in a few of my own little kinks. Though penis-whipping isn’t mentioned in the original, presumably it would be a very effective technique for prison Tops to use on their subs! (using the tip of a belt, or perhaps the wire from a contraband phone charger…)

I just love the explicitness of the description. This is what I think of when I imagine gay sex: hot, sweaty and stinky, with my nostrils getting filled with the stench of man just as much as my mouth and ass get filled with cock and cum! It's not just the spunk that flows, but the sweat and piss and ass juice too!

There’s also the rather delicious revelation that, contrary to popular belief, British prisons are just like American ones, with white-collar and weaker inmates guaranteed to be ‘turned out’ and used as sissy sex slaves by violent offenders. And the the idea that this could spill out of prisons and start happening to middle-class boys like me, at the kind of schools I went to, is mind-blowing!

I kinda like the idea that Todd and his buddies originally were supposed to just give talks intended to outline how bad life is in prison, but their vivid descriptions just made the bigger boys (who are used to bullying weaker boys after all) think how secretly fun it all sounds (just check out their erections under their desks in the second pic)… and that if they were in prison then they would be doing the Topping!

The ex-cons would exploit the natural cruelty of boys to turn their lecture into a far more practical demonstration than the school anticipated. You can imagine them joking about how the teacher would definitely be a Prison Bitch if he was in the joint, and asking the class which of them would be the weakest inmate, with the boys enthusiastically naming the class nerd. And then Todd and his buddies would describe in great detail what they’d do to the red-faced young man in prison, until the other boys are baying for a demonstration…

Just imagine what’s going through the minds of the unfortunate teacher and swot as they wonder how the hell they allowed it to get this far… ‘encouraged’ out of their clothes by the terrifying ex-convicts, and sissified and humiliated in front of the jeering class. If only they knew how much worse it was going to get…

And it would be an absolute disaster if one of them gave the merest hint that he was secretly enjoying himself… 

Well he must feel so naughty in those slutty red stilettos! My mother had a similar pair, and as a curious teenager I confess I may have borrowed them to wear along with a skirt, my school uniform and a straw boater for a sissy schoolgirl wankathon while she was out…

One of the things I love about Jonathan’s work is how red and sore his butts can get… and I certainly see a lot of myself in the sissy schoolboy being soundly strapped alongside his teacher…

(Sigh)… if only ex-prisoners had come to schools to do practical demonstrations when I was a lad!

It’s the stuff my sissy dreams are made of… being dressed in the same outfit as I wore for my sissy teenage wankathons, my legs spread wide so that my classmates can get a good look at the big leather belt cracking down across every inch of my scorching cheeks, whipping deep into the crease and on the butthole and gooch and even occasionally on my balls… presumably prison tops aren’t concerned with such things…

I’ve always fantasied about being ‘punked out’ in prison and I've written before how a story turned me onto the idea of not just getting spanked and fucked by dominant men, but also being made to worship them in a way that my supposedly straight self should find repellent: being forced to suck their toes, lick their sweaty feet and armpits, drink their piss, kiss their bristly mouths... The thought that a group of ex-prisoners might have come to my school and made me do such things in front of my classmates just blows my mind (just like I’ll have to blow them, and they’ll blow their nasty loads in my soft mouth and sore ass!)

I've dreamed about eating 'ripe pungent arse crack' since I first knew what 'tossing the salad' was. I want to be the one with the sloppy wet tongue, rimming sweaty arsehole and slurping down thick white spunk, sucking a dirty cock clean before it slips back inside my tight sissy ass, not to mention sucking on sweaty toes or getting the sissy make-up washed from my face by a hot stream of piss!

As the ‘lecture’ develops from sexual humiliation to outright humiliating sex, it isn’t surprising to see the watching classmates enjoying the show, cocks out, as is the wont of sadistic schoolboys. With the floodgates of homosexual curiosity unleashed thanks to the ex-cons' brutal demonstrations, presumably some of the bigger lads are savouring the prospect of having their own fun with the class swot… after all that’s what happens when a sub has been turned out in prison, right?

And while Mr Wilkinson might have at least expected to be spared any attention from the boys, the arrival of his wife will surely doom him to a life of cuckolding and bisexual sex slavery

It’s at this point that things take a turn… with implications for every mild-mannered young man in the country!

Presumably the ex-cons resent these middle-class schoolboys with all the prospects and privilege ahead of them that are denied to convicted criminals, and relish the idea of the weaker ones suffering just like weaker inmates have to suffer in prison! Todd and his friends know first-hand just how addictive it is turning out sissies, and would be well aware that instead of ‘Educating the Youth’ to keep them out of prison, they are in fact giving the bigger boys a taste for Topping... and teaching them exactly how to do it…

The violent ex-offenders would would be eager to encourage the school bullies to try out their new skills on their weaker classmates… why else would they bring extra bags of womens’ clothing (plus ladies’ watches, perfume, jewellery…) to these supposedly educational lectures?!

No doubt the sadistic ex-cons will look on with glee as the classroom descends into an orgy of rough prison-style sissy humiliation and sex!

It’s quite fun to look back at the previous pictures and consider which of the boys ended up as sissy sub sluts for the school bullies – somebody has to be on the bottom after all! There’s a speccy twerp on the back row who I think will definitely be getting his mouth washed out with piss, and a blonde towards the back looks rather apprehensive, as if he knows what’s coming… and presumably some of the other boys who might have laughed at the class nerd’s degradation will find themselves forced into stockings and heels for a lifetime of pain and humiliation as a sissy sub slut! (Mmm yes…and that’s definitely supposed to be me on the right in my mother’s strappy red heels and grey knee socks, with my old school bully’s dick in my ass… maybe I was the speccy twerp on the back row!)

But it’s when Todd and his friends start giving their demonstrations to packed out assembly halls up and down the land that they really know they are changing Britain forever…

In this next pic I have chosen to obscure the faces of the sissy sub sluts as they are violated on the stage. While I love seeing the anguished expression on a guy’s face as he is spanked hard or fucked in the ass, sometimes not seeing the face gives more room for the imagination to run wild…
Perhaps it makes it easier for you to picture this as you and your school chums? Or a few young men you wouldn’t mind seeing subjected to such treatment. Perhaps the unfortunate sissy-sluts are all members of the school chess club, or junior members of the English department? Or to flip it the other way, perhaps the school rugby team has been ‘volunteered’ into service…

It certainly must be a good life for the three ex-cons, travelling up and down the country, publicly humiliating and fucking young middle-class men, all in the name of ‘Educating the Youth’... After all, why struggle to adapt to life outside prison, when you can make life outside more like prison, with all the benefits for a cruel prison Top like you...

Enjoying a beer before the show, knowing it will give you more ammunition when you piss in a sissy slut’s mouth… Wearing out your belt on an endless supply of slender white buttocks… Never bothering to shower because of all the wet young tongues that will be put to work cleaning your sweaty crack and dick and balls and feet and armpits… Surprising a sub slut with a pungent fart while his face is buried deep in your ass crack… Shoving your dick through yet another tight virgin sphincter as you skewer squealing sissies on the stage in front of an audience… appreciating the different sounds a screaming sissy slut makes depending on whether your belt catches him on the cheeks, dick, balls or butthole… sampling a selection of obedient tongues on your pungent asshole and dirty dick before sticking it back inside another tight virgin bumhole… choosing from a range of sobbing middle-class mouths and sore twitching anuses as you decide where to shoot your hot, salty load…

And the fact that this happening not to convicted criminals (albeit weaker, white-collar ones) but to innocent middle-class schoolboys - who never actually had a chance of ending up in prison, but will now spend the rest of their schooldays as sissy sub sluts - only makes it all the sweeter!

The sadistic ex-cons truly relish the fact that, at every school they visit, the bigger boys will continue to use the swots and weaker boys as sissy sub sluts, with all the spanking and sissification and whipping and pissing and armpit-cleaning and toe-sucking and asshole-licking and buttfucking and blowjobs that you would expect to find in prison!

You might think it self-indulgent of me to include so many variations of this same assembly scene, but if you look closely you will see (aside from the male audience members enthusiastically advancing on the stage…) subtle differences in the face of the sub slut being penis-whipped, showing the development of the subby mindset that no doubt develops for young men such as him in prison (and now, in school)…

Just imagine what is going through the heads of these poor boys on the stage, as they are plucked from their comfortable middle-class existence (with all the privilege and prospects that are denied to men like Todd, Guy and Jason), and made to ensure degradations and humiliation greater than they ever could have imagined (and never would have had to, given that boys like them never end up in prison…)

In the first example (‘Despair’), the anguish on the sub slut’s face suggests that though he has already been spanked and ass-fucked, the humiliation of his public degradation is so great that he is barely aware of the sweaty ass mere centimetres from his face or the vicious whip swinging down across his slender shaft, as he wonders how this can possible have happened, how he can have gone from studying at an exclusive suburban school with a life of ease and privilege ahead of him to being beaten, fucked and humiliated on the stage by a gang of violent ex-offenders who anyone in their right mind would consider beneath him…

Whereas in the next pic (‘Agony’), the whip has started to do its work, the agony on the young man’s face showing he is as much concerned with the red-hot pain in his cock, ass and butthole than with his public degradation…

So that by the final pic, he has resigned himself to his fate (‘Resignation’), his tongue buried deep in the ex-convict’s pungent stinkhole, as he does whatever he is ordered to by the violent ex-offenders in order to spare himself further agony… Though of course Todd doesn’t stop whipping his dick, the sissy squeals from between Guy’s sweaty cheeks being far too enjoyable for sadistic cons!

I have to admit I love the exceptionally naughty irony in the fact that Todd and his friends claim their demonstrations warn young men what they will experience if they ever get sent to prison… and then subject them to the same exact treatment! 

Todd, Guy and Jason would be well aware of this irony, but it certainly wouldn’t bother them! In fact, once they appreciate how far their influence has spread across the nation, they will take sadistic pride in the fact that, thanks to them, most British schoolboys will now experience the horrors of prison-style sex!

As they travel from school to school, the cons joke about the hellish existence they always leave in their wake, with legions of big bullies now aware just how fun and easy it is to turn their victims into sissy sex slaves, and the swots and weaker boys bearing the brunt of their depravity! 

The ex-cons would certainly take pleasure in the fact that, thanks to them, the swottiest and brightest students  – who were destined for a life of comfort and privilege unimaginable to criminals like Todd, Guy and Jason – are now doomed to experience the kinds of suffering only seen in prisons, far worse than the harshest of the bullying they previously experienced. Such suffering would have been considered the deserved lot of the unlucky convict and would have previously seemed unimaginable to these middle-class schoolboys – but it is now very much their reality!

And as these violent ex-offenders arrive at the next school and the next batch of unfortunate 'volunteers', the thought of all the innocent schoolboys they've doomed to a hellish existence of sexual humiliation and slavery would only turn them on more and make them spank harder, fuck harder, and subject their latest batch of sissy sub sluts to even more depraved acts of sexual humiliation! 

Though I enjoy the idea of being sissified in fishnets and high heels for my public humiliation, the idea of being beaten and buggered on the stage in front of an audience while dressed in my school uniform is equally as titillating…

And while in some ways it is nice to think of these scenes as only occurring in boys’ schools (in the same way that they only occur in men’s prisons), it’s also fun to imagine schoolboy slave sluts being spanked and fucked in front of their hot teacher and female classmates!

This could provide additional ‘Educational’ value too – as British ladies presumably aren’t quite as familiar with Big Black Cock, Todd’s ‘guest speakers’ would turn the audiences on to a whole new world of cuckolding and bisexual fun!

Now, thanks to Todd and his friends - behind the school gates and ties and shirts and shiny shoes and smart blazers; in the toilets and changing rooms and dark corners (and even, depending on the teacher, in class itself…) - British schools are just like prisons, with weaker boys being turned out, dressed in women’s clothes, spanked and sexually humiliated by their bigger classmates. And unlike prison, every middle-class boy in Britain is compelled to attend!

It’s hard to emphasise the impact this would have, not just in British schools, but on British society as well. After all, now that all those bullying boys have got a taste for Topping (not to mention the male audience members), what’s going to happen when they move into positions of power - as bosses and teachers and politicians and coaches and stepfathers and babysitters and counsellors and policemen and prison guards…