Busy Night in the Cells (Jonathan art manips)

I just love prison sex scenes, probably because being stripped naked and thrown in jail allows subby beta boys like me to experience all our not-so-secret fantasies about being used and abused by bigger, more dominant men...whether we like it or not!

And this is only going to become more common, given that I hear private prison companies are boosting their profits by closing their Minimum Security Wings and throwing all the low-risk, white-collar inmates in with the hardened career criminals in the State Pen!

All the media coverage of terrible prison conditions and overcrowding just makes our beta stiffies twitch harder, as we imagine being packed into a hot and sweaty cell with hordes of bigger stronger men, where bare-bottomed spankings and HARD bumsex will be among the more vanilla things we have to endure!

I love playing around with Jonathan's art to depict my most depraved prison fantasies...you may be getting bored of all the different ways I've manipulated the unfortunate young man being birched and buggered, but I don't think I ever will :)

One of my favourite fantasies is the idea of young men who are found guilty in court on their eighteenth birthday, and so instead of being sent to the relative safety of juvie, they are doomed to spend their sentence in federal prison with the hardened convicts – surely it must happen all the time in real life?!

There won't be any birthday cake or candles, but when their cellmates find out it's their birthday, they'll give them something else to blow...

A comment by Mr Stern on my Bruce Gets Spanked and Cuckolded series really reminded me of a scene from Jonathan's 'Strip Search' comic, and inspired me to have a play with it...

I like the scene of the young guy squirming on the finger stuck in his asshole while he receive a double spanking...And also that he is asked to dance on the finger. It is a great idea to spank a young lad while you look at his bumhole dancing on your stiff middle finger, trying to break free. 

I enjoyed gradually changing the caption to make the unfortunate young man more and more innocent and less deserving of his terrible fate...

And while in the original comic the kid merely gets spanked by the guards while they leave the bumsex to his cellmates, why wouldn't they want their own fun with his cute tush?

In fact, given their power and lack of accountability, it's doubtful that prison guards would be able to resist the freshly spanked buttocks of any of their younger inmates...

While we all enjoy the thought of innocent whiteboys getting thrown to the wolves in prison, what about some rather-less-innocent whiteboys… You know the type, hanging around parks and town centres inconveniencing decent hardworking people through their loitering and littering and foul language. How satisfying would it be to see them arrested on charges of drug possession etc (with the police planting the evidence if necessary) and thrown in jail for a few months for what used to be known as a Short Sharp Shock… but perhaps should more accurately be called a Big Hard Cock!

I have clearly been having these fantasies for a long time... one of my early commission ideas for Jonathan was set in a police holding cell, and reading it now there's no reason I couldn't create it as a manip series. Three 18+ teens are being abused by police officers. One teen would be being brutally spanked by a policeman with a belt. The second, having already been spanked, would be being anally searched by a second policeman with a latex glove. The third, having already been spanked and searched, would be being forced to ride a policeman's dick while he sits on a chair. All three teens should be naked except for handcuffs and should look EXTREMELY upset with their predicament. The prisoners in the holding cells would be enjoying the view and no doubt looking forward to their turn with the boys. 

One of my favourite fantasies around gay prison sex is the idea that guards learn early on that the easiest way to keep the hardened, violent, truly criminal convicts happy and reduce the risk of them rioting is to make sure their balls are empty and their sadistic lusts are satisfied. And so the courts and prisons are set up to be a kind of conveyor belt, providing a steady stream of younger, weaker, not-necessarily guilty inmates as 'fresh meat' to satiate the frustrations of the hardened, violent convicts.

Here we see the more traditional interpretation, with the guards delivering a summary birching to the new prisoners that leaves them naked and submissive and their buttocks suitably enticing and tenderized before they are thrown to the wolves. No doubt the guards would enjoy tormenting the young inmates, dishing out all the classic lines such as ‘This is just a taster… you know what happens to pretty boys like you in places like this…’

I particularly like the idea that the birching table is in view of the cells, so the sight of the new intakes’ thrashings would only make the inmates harder and hornier and eager to get their hands on those well-birched boyish bottoms. And of course, the arriving inmates would witness the fate of their predecessors and know the fresh agonies that await them after their birchings are concluded and they are booted into the cells!

This is in many ways the ‘vanilla’ interpretation, with the guards not participating beyond the birching, though of course they are well aware of what goes on once they’ve booted the unfortunate young inmates into the cells! Given the softness of prison these days, most upstanding citizens would see a bit of rough buggery as suitable retribution for the heinous crimes these men have committed (I forgot what it was… something about jaywalking and unpaid parking tickets…)

But it’s not hard to imagine (and also truer to Jonathan’s originals) that the guards would want to have their fun with the new inmates too…

Just imagine if, instead of seeing this as you are marched into prison…

You see this…

The new inmate doesn’t need to be kept waiting around, and can be birched alongside as the second guard makes use of his unfortunate compatriots’ mouth…

Then the third guard returns and his other hole is put to work as well!

And then it’s the newer inmate’s turn to take it at both ends, while the other inmate is sent to the cells with a swift kick to his scorching rear, where taking multiple convict cocks in his already-sore holes will be among the more minor of the indignities he has to suffer!

It isn’t long before the other inmate joins him in the cells…

While the conveyor belt continues, as a third young inmate is birched and buggered before being booted to his doom!

And woe betide any prison bitches whose Daddies take a liking to one of the pieces of fresh meat being 'processed' by the guards, leading them to get 'creative' in order to free up space in their cell...

Photos of my M/F spanking experiences

The last time I was single, I was spanked and caned by older male disciplinarians on several occasions, but I also sought out female professional spankees in order to satiate my disciplinary cravings. Red was the first pro spankee to go across my lap, and I think we can all agree she has a beautiful bottom!

I also had a couple of sessions with Cassie for some bad secretary/naughty housewife roleplay...

Unlike the other ladies, Cassie proved rather keen to get her kit off as the session progressed!

My next sessions were with Danielle Hunt, who you probably recognise from many spanking films.

As an experienced performer she was happy to have her face shown in photos.

Danielle also hosts spanking parties under the Stinging Tails brand, where myself and a couple of other gentlemen got to test out her EXTENSIVE collection of spanking implements on herself and her friend Rebecca.

The first party I attended was Danielle's birthday party...

While the second was a traditional school-uniform themed party...

Yes, that is me wielding the strap, cane and crop...

But one thing I realised at these parties is that I'm not really comfortable in the dominant role in such situations, preferring to let the other men present take the lead. At one point Rebecca asked if I had considered attending one of Danielle's Femdom parties, suggesting she had recognised my true tastes.

At the second party, in the private one-to-one sessions I finally indulged in my love of F/M spanking as well, going across the laps of both Danielle and Rebecca (which I guess means the teacher was getting spanked by the schoolgirls, which isn't normally my favoured fantasy but is a rather kinky twist...)

I remember Rebecca commenting that my 'womanly' bottom was rather pleasant to spank... another hint that she saw me in the submissive role!

If I have one regret from this time, it's that I never arranged an F/M session. Given that I could satisfy my submissive cravings by hooking up with older gay guys, I never saw the need, but now I wish I had attended at least one F/M party (or at least arranged another session with Danielle, sampling the receiving end of every one of her implements!) As you can see from the pictures, Rebecca is a larger lady, and it would have been a thrill to have been spanked and dominated by her and Danielle in front of the other guests, and then spend the private sessions smothered under her big bum!