Whole Families of Cuckolds in Chastity at Christmas (Jonathan art manips)

Spanking and cuckolding can be even crueller at Christmastime, and the pain and humiliation doesn’t stop during the season of goodwill to all men!

For my festive manip series, I decided to return to the idea of a Male Chastity Universe. This has certainly given me plenty of fantasy fodder over the last year, as dominant wives and matriarchs take advantage of the male desperation to cum to take control of their sons’ and husbands’ lives and make them do ANYTHING!

Needless to say, all those middle-class males in chastity will be subjected to all sorts of humiliations in their desperation to avoid their weekly spanking from Mom or achieve their monthly nut in front of their wives’ friends…

With all the negative coverage around ‘toxic masculinity’ these days, it’s not too far-fetched to imagine a ‘Chastity Craze’ sweeping the nation. It might start with an article in a respected academic journal on how a sample of young men showed much less aggression during a month in a chastity device. The press would pick it up, and chats on Mumsnet and in matriarchal Whatsapp groups would start to debate the merits… and before you know it, mothers across the nation are sneaking into their 18- and 19-year-old sons’ bedrooms like a dominatrix Mrs Claus… and the unfortunate boys are waking up on Christmas morning to find themselves locked in chastity for the rest of their lives!

The mothers would quickly discover how much more obedient a boy in chastity is, and how much more willing they are to do their chores and homework. Spankings would continue (or start) for even the most minor misdemeanours, for what respectable matriarch doesn’t secretly enjoy roasting bare male backsides with the palm of her hand or the back of her hairbrush?

These poor boys might be approaching the end of Finishing School and preparing to finally unleash their hormone-fuelled sexual urges on the females at college… but mother certainly won’t be handing them the keys to their chastity devices just because they’re heading off to university!

The girls at university would quickly realise the benefits of taking a cock-locked, obedient middle-class male as a boyfriend (while still enjoying the freely swinging dicks of the boys who were just too masculine to be locked up!) And when she goes home to meet mother, her future mother-in-law will not hesitate to school her in how chastity, spanking and cuckolding can make for a very happy marriage – demonstrating on her husband if necessary! When the Aunties and other relatives get involved, it really will be fun for all the female members of the family!

With chastity going mainstream, most of us middle-class males will never know the delights of conventional sex. After a teasing taste of the delights of orgasm through surreptitious masturbation and pornography in our teenage years, we future white-collar cuckolds of this world will have it all taken away from us, from the point our own mothers slap chastity devices on us for eighteenth birthdays. We will live the rest of our lives in blue-balled obedience, and the only change will come when our mothers hand the keys to our cocklocks over to our new wives on our wedding day!

You may have noticed that the fourth pic includes a stealth tribute to one of my favourite parts of  Betty’s Diary. There’s something deliciously sadistic about a woman not only enjoying soundly spanking bare male bottoms, but also relishing the thought of how sore and painful they will be to sit on all the next day! And no doubt those burly top-formers in the background will be unable to resist giving the brothers’ well-brushed backsides a sound buggering in the boys’ bathroom before hometime!

In the first pic, I deliberately left it open as to whether the young blonde gentleman is the blonde girl's boyfriend or her brother – if it's the latter I'm sure his stepdad will have been putting him through plenty of training in the sissy arts…

Oh, and here’s a variation without the Christmas hats, showing that spanking, cuckolding and chastity is for life, not just for Christmas!

The Lusty Widow (new Ian Hamilton art)

I have to say I find widows (or rather, women in funeral attire) extremely attractive. Ladies always look good in black, and the traditional widow outfit includes all sort of other very enticing accessories: demi-veils, stockings, gleaming black high heels, her finest jewellery…

There’s a lot to like! And I realised that it would be an excellent basis for another Ian Hamilton commission…

It’s just a shame for us guys that, when our women are looking their finest, we aren’t there to enjoy the experience in the flesh. I’m not sure if ghosts can masturbate, but if they can then I’m sure many an apparition attending his own funeral has wanked himself silly at the sight of his loved one dressed to the nines!

Although for this ghost, he has returned to find his weeping widow taking some ‘comfort’ from the burly undertakers. It must be an extremely shocking scene to return to… but of course he’s still wanking over it!

As usual, I am extremely happy with Ian’s work. The lady truly is gorgeous… I’m not sure if this was a regular occurrence during her marriage, or if she is just satisfying a few urges now her husband is gone, but she certainly looks to be the kind of woman you wouldn’t mind sharing with a few others if it meant you got to be married to her! And those big veiny cocks are both a wife’s dream and a cuckold’s nightmare!

Ian didn’t make the husband too ghostly, so if you prefer I think this could definitely be a conventional cuckolding scene, albeit before or after a funeral. But what would the story be? Perhaps the husband has a rich relative who has popped his clogs, and the wife feels like celebrating their windfall… and those well-endowed undertakers seem much more suitable than her husband for such a special occasion! Or given that they are all buck naked, perhaps they don’t need to be undertakers at all. They could be her husbands’ friends, although given their age perhaps they are dominant relatives of her husband who are keen to show the young couple who runs the family!

There isn’t a huge amount of widow-based porn, but much of the artwork I do have on the subject was included in my post about my book Headmaster for Housewives 6: The Headmaster Makes Housecalls, in which the Headmaster brings some comfort (and, given her taste for corporal punishment, also some considerable discomfort) to his friend’s lusty widow.

And if that isn't enough for you (and if you are attracted to the widow-look as much as I am, it probably isn't...), here's some more... these widowed ladies really know how to enjoy themselves!

Rookie in the Trash: what happened next... (Jonathan art manips)

Oh come on, you knew how this was going to go... As soon as I created two manip series based on Jonathan's seminal (with the emphasis on semen!) 'Rookie' series, I was always going to want to create manips showing 'what happened next...'
But let's start at the at the beginning... The first pic in the series (which I have seen titled 'Rookie', 'Rookie in the Trash' and 'Rookie in the Deep End') is of course an outstanding spanking scene, with the detail of those big pink handprints across the unfortunate officer's tormented buttocks. He also appears to have been restrained with his own handcuffs, and is being abused across the hood of his own patrol car, which are both great little details.

But our eyes can't help but be drawn to those Big Black Cocks (is there anything in porn more enticing and taboo for a supposedly straight whiteboy?!) Jonathan actually rarely drew erect penises in his work, which is a shame as the ones he did create look especially delicious! Perhaps these ones are a little exaggerated - but that just means we get a better look at the detail!

And then cums the second pic, which is perhaps a candidate for my favourite piece of erotica full-stop! Once again, it's a first-class spanking scene, with the glorious depiction of a sound group belt-whipping (the belt surely being the manliest of implements, and my favourite thing to get spanked with). The expression on the Rookie's face is exquisite, capturing the agony of his belt-whipping with the humiliation of his introduction to cocksucking...

But what really makes this stand out is the depiction of the thick white spunk running from the young man's mouth and lips and chin. Jonathan's art often implies that blowjobs or assfuckings might follow the spanking, but I don't think he ever created anything else quite so explicit. The idea of an overpowered straight guy with a mouth full of other men's cum is one of the ultimate submissive images, and I don't think I've seen it portrayed as well as it is here!

Despite the intensity of the young man's predicament, I always thought this second piece had a slightly lighter tone, mainly because the black men don't look quite so menacing as elsewhere.

My most common interpretation of the story behind this series is that the Rookie accidentally ventured into the wrong neighbourhood (or was unwittingly sent there by his cruel fellow officers!) and was accosted (to put it mildly) by a black gang. But looking at this second pic, perhaps it's not a black gang, but a gay gang who happens to be black, and this is what they do to whiteboys who 'accidentally' stray into the LGBT quarter. Is there something about the Rookie's pose, with his hands cuffed in front of him now rather than behind, that suggests he is consenting to the experience? 

Personally I prefer the interpretation that this is a gang of ballbusting black gangbangers who consider themselves straight because they're never on the receiving end, but you never know...

And besides, the third pic certainly returns to the air of menace of the first pic...

For only the second time in Jonathan's archive, we get to see a cock being sucked - and this time it's a thick black one in a soft white mouth! I'm not sure whether the Rookie's dick is flaccid or erect in the confines of that filthy garbage can, but he must be in some discomfort as his welted ass is probed with his own billy club (I believe there was a scandal in the 1990s where a young man was violated by police officers in a similar way, so perhaps this is a reference to that?)

There's plenty of delicious symbolism all the way through. After getting violated with his billy club he'll no doubt be getting fucked in the ass (maybe by a black guy called Billy?)

Except we don't get to see that, because the series ends there. I do wonder why Jonathan decided to merely tease the forthcoming anal sex when he had already created the most spectacular gay oral sex artwork in history in the second pic. Although maybe the first and third pics' air of menance is more to do with the fact that the cocksucking and assfucking is merely implied, rather than the appearance of the black men?

Either way, I couldn't resist continuing the scene, and you won't be surprised to discover that it wasn't too big a step for the black guy who was probing the Rookie's ass to pull down his pants and stick his Big Black Dick into the young cop's enticing white butthole!

Being stuffed at both ends by big black cocks (while in uniform no less) is the stuff submissive whiteboy dreams are made of! And of course those thrusting black cocks will soon be shooting their loads, and you'll be feeling (and tasting) another man's ejaculation!

I couldn't resist returning to the cum-filled mouth pic here, as it's such a fabulous image. One can only imagine what is running through the unfortunate Rookie's mind as he gargles another load of thick creamy spunk while feeling yet another load oozing out of his blazing hole. Once again we have to ask, is his dick hard inside that trash can?!

He won't have too much time to contemplate though, as no sooner has he finally managed to swallow some of the cum than an even bigger black dick is ready for his pulsing ass!

And as he is fucked the groans that emerge from his soft white mouth are just too enticing for the next in the long line of waiting black cocks...

It's certainly going to be a long night!

Bear in mind that this series was was of the first examples of gay porn I came across (quite literally) when I was nervously browsing the darker parts of the web as a teenager. And it clearly had an impact!

This is truly the sort of scene that bi-curious boys like me dream of when we're jacking our little white dicks at night...

Being spanked until the pain of penetration feels like pleasure in our scorching asses...

Our submissive clothing torn as we are placed in humiliating positions for the amusement of more dominant men...

And of course, the feeling of pulsing, spurting cocks in our mouths and assholes!

Bulls Spanking Cuckolds by various artists

My Bulls Spank Cuckolds posts always tend to be the most popular, and recently I have come across a few examples of artists including such scenes without any manipulation being required, so I thought I'd share the wealth.

A blog reader was kind enough to share these commissions by Sorenutz, showing a wife locking her small-dicked hubby in chastity, then having her well-endowed lover spank him for her entertainment before he pleasures her...

This is doubly exciting because I was only ever aware of Sorenutz drawing F/M and F/F work (perhaps with a smattering of M/F, but always with femdom undertones). His more well-known work is freely available, but it's interesting to think that he might have M/M and cuckolding artwork that we've never seen. 

Apamonero has a healthy archive of artwork, featuring plenty of spanking, and occasionally delving into cuckolding... including that most classic of cuckold fantasies, being spanked until you agree to suck the cock of your wife's black lover!

Another Deviant Artist, AnkaSP, has drawn plenty of fabulous cuckolding scenes where the wife gets spanked, but I think this is her only piece where the cuck gets it!

I find Sissy-cuck's art to be a bit hit-and-miss, but there's no doubt he captures the allure of a sizzling cuckold belt-whipping!

Speaking of which, belts aren't just for the boys, as Void Nosferatu seems to know all too well!

In the past I have always considered 3D art to be the poor relation to drawn erotica, but the improvements in quality over the years mean that there are some great scenes that can be found. Anonymity is clearly essential for this kinky couple as they play their filthy swinging games with dominant black men... and for good reason, what with him being a respected councilman and her being a teacher at an exclusive suburban secondary school ;)

Gina Harper has produced some excellent scenes, especially this one... clearly the cuckold's erection has been rubbing against the bull's bare thigh during the spanking, so that he can't help but shoot a humiliating load as the black man wallops his lily-white ass!

And then there's this series showing an unfortunate husband enduring that cruellest of traditions: a cuckold birthday spanking, before he must watch his wife get satisfied by her hung black stud!

And now on to the artworks that inspired this whole post, provided by Lokijanus, who posts on Deviantart as 31DMArt. First, he shared with me this artwork, which follows a wife being fucked in front of her husband, after which hubby is wanked off and caned until he ejaculates all over her face...

Lokijanus is a reader of this blog and we began corresponding about our various fantasies. He was kind enough to create a series showing the pair of us being abused and dominated according to our predelictions...

That's me on the right, and Loki on the left...

The story is that we are both employees of a sadistic older man, who requires his subordinates to submit to spankings and other degradations if they want to keep their jobs. Not satisfied simply with dominating us at the office, he decides he wants to intrude into our home life as well, and pays a visit to my house one evening after work to put on a little demonstration for our wives...

My wife is particularly enthusiastic about the situation, and fully embraces our boss's intrusion into our lives by following his instruction to put me across her lap and spank with gusto!

Loki's wife is less assured, so my wife gives her a helping hand, while the boss takes me in hand to show the ladies how he toys with us in the office for his own amusement...

The ladies very much enjoy the gay sex show...

Especially when the boss takes out his leather strap and starts mercilessly whipping me across the sofa in the diaper position, all the while continuing to toy with my turgid little tiddler...

Things quickly get out of hand, and with our asses aglow we are ordered to 69 each other for the amusement of our giggling wives and dominant boss!

To the ladies' delight, it is announced that whoever fails to cum first will be rewarded with an assfucking from the boss... looks like my butt is in for more punishment!

And not wanting her husband to miss out on the sensation of a dick in his ass (real or otherwise), Loki's wife overcomes her previous reticence and prepares to ream him with a pretty pink strapon!

Lokijanus kindly catered to my fetish for getting my submissive on in smart shoes and sock garters when creating this series. However our correspondence also revealed we share a kink for submissive guys being slightly sissified in fishnets, high heels and ladies' jewellery. So he created another version showing us being mistreated in such attire, and I must confess that I can't decide which I like best. Which do you prefer?

Spanked and Cuckolded by Your Dad! (Jonathan art manips)

Like all submissive middle-class males, I fantasize regularly about being spanked and humiliated by a strict Mother figure, and my desire to be spanked, dominated, used, abused and cuckolded by Stepdads, Bosses, Uncles, Neighbours, Friends of the Family and other patriarchal father figures is well documented. But wouldn't it be even more taboo to be treated this way by your own Dad?! Just imagine being part of a family where the Alpha Daddy not only still spanks his submissive sons, but cuckolds them as well...

Lately I have been lamenting (almost certainly misguidedly) how I was not brought up in the good old days, or even in the American South or any of the other parts of the world where growing boys still get their bare backsides roasted on a regular basis.
I knew from a very early age that I was interested in corporal punishment, and as soon as I started wanking I was thinking about spanking!
Had I been soundly spanked as a teen then I'm sure deep deep down I would have found it secretly exciting amid the pain. And while being punished by a strict Mummy certainly has its appeals, I have been imagining a lot lately getting stripped naked and put across my big strong Daddy's knee for a SOUND butt-blistering.

I'm sure Daddy would have worked out from my slightly too orgasmic groans that I was enjoying the palm of his hand a little too much, so early on in my teen years we would graduate to a big wooden brush that would really make me howl. Not to mention the frequent obligatory whippings with Daddy's Belt while lying on my bed or bent over the arm of the sofa!

Daddy would of course secretly love whupping my tight teen ass, and delight in turning my butt purple for even the slightest offence.
Despite the unfairness and agony of it all, I'm sure these spankings would be followed by furious wanking sessions just as soon as I was in my room alone!
Though of course Daddy would notice my erection before and maybe after my punishment, and nip things in the bud by forcing me to wank myself to a humiliating orgasm in front of him and any friends or family members who might be spectating... And of course the subsequent spanking would then hurt even more, though I'm sure I would still have enough juice for another wanking session after lights out!

It's not too much of a stretch to imagine this sort of patriarch continuing to enjoy spanking his sons later in life, and cuckolding them too!
Let's face it, fathers who favour spanking tend to be self-made men from blue-collar backgrounds, who would take great satisfaction in blistering the pampered behinds of their spoilt middle-class sons.
It makes a lot of sense that such a figure would be highly attractive to any potential daughters-in-law. After all, many fathers resemble their sons, and many women think men get better with age...
Not to mention, in this day and age, the father is likely to be more of a 'man' than his son will ever be. No doubt he earns more, has a bigger house (and that's if the young couple aren't forced to live with the husband's parents), has a bigger dick... you can see why the wives in my manips are so attracted to their fathers-in-law!

Or maybe you don't like the Father/Son cuckolding angle at all, in which case I have provided the manips without captions so you can create your own stories. Perhaps this first one shows nothing more than a good old fashioned Bull Spanks Cuckold scene, and the 'Hot Dad' T-shirt is merely a cruel in-joke that the paternity of the couple's children may not be entirely beyond doubt...

The second stud is clearly alpha enough to have three cuckold couples on the go at once! Perhaps he is a professional Bull, and women bring him their husbands to train? Or maybe he is the burly boss of a building firm, and loves to lord it over his desperate millennial employees. He has their jobs, and he'll have their wives, but it isn't enough... he wants their asses too!

And in this last pic, the wife's lover knows how much she enjoys watching him spank her husband and use him sexually... so he invites two of his bisexual buddies round to help keep hubby occupied and her entertained!