Headmaster for Housewives 9: A Taste of Chocolate (erotic ebook)

In the latest installment of the Headmaster for Housewives series, three very naughty married ladies treat themselves to steamy encounters with well-hung black men... while still satisfying their desire for domestic discipline from the handsome Headmaster!

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Needless to say, these three smouldering interracial stories sizzle just much as the red hot bottoms of the naughty cheating wives!
First, there is the return of Melissa, the Headmaster's insatiable secretary. Having been in the Headmaster's employ for several years, Melissa has had plenty of steamy adventures with her boss and lover. We first saw her re-enacting her schoolgirl canings, before she and the Headmaster gave her sister a taste of discipline, and of course she is always outside the Headmaster's door, standing guard with her hands down the front of her panties while the Headmaster thrashes and ravishes one of his many, many married lovers.

This time, the Headmaster's insatiable secretary puts on her Sunday best and heads off in a taxi for an unforgettably naughty night with her lover and his big black army buddy...

 

...which should keep her at least partially satisfied until her husband gets back from his business trip!

Then bored housewife Wendy receives a much-need birthday treat involving two muscular black men...

Wendy has been sleeping with the Headmaster for over a decade, since she was a frustrated young mother-of-two and he was the handsome new Classics master at the school where her physician husband served as a governor. So their relationship is about more than just spanking, and the Headmaster takes her on a trip to London to celebrate her fortieth birthday...

While shopping for spanking toys in a Soho sex shop, Wendy shows an interest in the sexy black proprietor and his even-blacker employee... and with the Headmaster of course being extremely open-minded it isn't long before the naughty cheating wife is blowing on three thick birthday candles!

Finally we meet Caroline, a married mathematics mistress who has desires so dirty that even the Headmaster can't fully fulfil them! While he is quite capable of catering to her needs to dress up in her old school uniform and be spanked, caned and firmly fucked...

...he isn't quite able to satisfy her filthiest fantasies involving being gangbanged by hordes of ravenous black men...

So after spanking her soundly, he drives her to a deserted car park and throws her to the wolves (or rather to a gang of bored and horny black youths!)

Incidentally, does anyone know where I can find more work by the artist Mart, who created these final four pieces? He used to have a website called Pervert's Pen, now long defunct. I have around 70 of his works but I remember there being many more, so would love to find out if they are online somewhere.

I Think They Like It: what happened next Part 1 (Jonathan art manips)

Here is my second attempt to create a series following on from one of Jonathan's classic artworks. I have left off any captions to try and make it resemble Jonathan's original artworks as closely as possible. What do you think about this? Do you prefer this 'clean' look, or is it better to have the captions to the pictures telling the stories?
From the look of things in Jonathan's original, thanks to prison overcrowding the guards are forced to squeeze another inmate into a supposedly two-man cell with two old lags... I'm sure they won't mind!

I normally like my prison 'bottoms' to be young, slim and innocent. However, this guy looks a bit more muscular... perhaps he is an actual criminal rather than a poor boy locked up for jaywalking or some heinous crime he didn't commit. But he still looks very very vulnerable due to the two guys he is incarcerated with. That big grizzled black man, and that HUGE musclebound skinhead are surely the stuff that bi-beta-boys' prison-based wet dreams are made of! And to top it all, they also clearly have a fetish for spanking. It's quite cute really to see all the Red Hand-style magazines and posters spread around their cell... though not as cute as their new cellmate's hot, pink, well-slippered bottom!

The unfortunate stud may have been nervously eyeing the black man's cock as the convict pleasures himself to the live version of all those hot spanking scenes he loves so much... But given that he's already across the skinhead's lap, it will obviously be the biggest guy who gets his dick sucked first!

Perhaps the blonde cellie thought that if he started sucking dick, it would earn him some respite from the agonizing spankings. But unfortunately for him the black man and his belt want their own turn with those firm pink buns!
Not that the black man will have to wait too long to make all those whiteboy worries a reality...

I'm very happy with how this last pic turned out. I think you'll agree this is the correct expression for us whiteboys on our first night in prison, with hot fresh spunk dribbling out of our mouths as a thick convict cock slides firmly and forcefully in and out of our tight virgin sphincters! And that smirking guard suggests that the prison wardens will be doing more than just spectating in future installments...
It must be satisfying for the big old con to look down and see the young man's mouth filled with his spunk. Has he been made to show it ('Say Ahhhhhh!) or can he just not bring himself to swallow that thick salty manseed? Needless to say, after a few more rounds of spanking and other creative Prison Daddy punishments, he will be swallowing every drop!

Unlike 'Fresh Meat' this piece doesn't seem to have a recognised title (except perhaps 'Cellmates'), which is why I've called it 'I Think They Like It'. This is a phrase that could be applied to the characters in various ways. It's mainly intended to be something that's said by mocking guards and cons as a way of shattering young prisoners’ masculinity as they are spanked and fucked.
It could be something the laughing guards say to the shocked young convict as they throw him into the cell, referring to his new cellmates' obvious spanking fetish, which he is now going to bear the brunt of! Or maybe one of the guards says it to the other as they watch the action, not entirely seriously given that the two old lags have gay spanking porn all over their cell and they’ve started spanking their new cellmate as soon as possible!
Or perhaps the guards or cons could rephrase it slightly as 'I Think He Likes It'. Perhaps the young blonde stud is sucking cock a little too enthusiastically, or moaning a little too orgasmically during his spanking or fucking, or showing signs of an erection as he is buttfucked. He may still insist he's straight, but the participants and spectators will insist he's enjoying it, which will be like daggers to the heart of a previously proud supposedly straight boy, and truly cement his status as the prison's bottom bitch!

And if you don't think an innocent teen could be sentenced to spend the best years of his life in jail getting beaten and buggered by bigger inmates just for JAYWALKING, you should check out this comic by the Hun (though do bear in mind that it is a second offence...)

Headmaster for Housewives 8: In Front of Their Husbands (erotic ebook)

If my last tale of a 1960s headmaster and headmistress warming each other's bottoms provided you (or your loved one) with a steamy Christmas gift, perhaps my latest book might do the same for Valentine's Day...
When a married woman craves sizzling red-hot discipline, but her husband is unable to satisfy her needs, there's only one thing to do... visit the Headmaster!
From an elegant middle-class housewife, to an educated feminist academic, to a naughty young biology teacher with plenty of naughty fantasies, these ladies find that when their modern, enlightened, sensitive husbands are unwilling to punish them, a real man is what they need!
And will those unfortunate husbands just sit there and watch as their wives submit to a more dominant male, or will they get involved as well...

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The latest installment in the Headmaster for Housewives series presents a solution to the most common dilemma for the kinky modern couple. While the men have been brought up to be sensitive and respect their women, the ladies haven't lost their centuries-old desire for discipline and to be taken roughly by big strong alpha males.
It's the dreadful thrill of the modern, sensitive husband - while you hate the idea of hurting your wife, you long to satisfy her. And while you hate the idea of your wife betraying you, the thought and sight of her with another man stirs your loins like nothing else.
And so you find yourself agreeing that she can be punished by another man...

The book's first lusty wife was inspired by a classic spanking series illustrated by Anton, which began with The Devil's Tunes in Janus 153, showing the travails of young women in rural Ireland as they try (and fail) to avoid strict, conservative, Catholic discipline...

In my book, Mrs Catherine Lewis received her own strict upbringing in Ireland, and even that now she is an elegant middle-class housewife married to a quiet Englishman, she still craves the searing fire of her father's belt across her gorgeous backside...

Needless to say, her husband isn't capable of giving her what she needs...

But her daughter's Headmaster certainly can!

And her husband will have to watch it all (ostensibly for her protection of course, though that rock hard erection in his trousers suggests it isn't too much of an ordeal)...

And he will keep watching, as after the leather, Cathy gets a nice long taste of the Headmaster's rod!

Then in the second story, the wife is inspired by a rather delectable, bespectacled lady from the classic spanking story Further Education...

Nicola also has a taste for discipline, but unlike Catherine her virile young husband is quite willing to spank her bare bottom or take his belt to her...

Unfortunately, Nicola is a feminist academic at a prominent university, and feels extremely guilty about her 'perverted' desires. This means that she feels the need to be 'made' to submit, to be tied up and have her pleas and protests ignored.

Her husband isn't comfortable with this... but the Headmaster certainly is!

And her husband finds that, when he's being ordered around by a more dominant male, he finds it a lot easier to tie up his smart, educated wife and subject her to all sorts of humiliating ordeals...

The final story takes a rather more bisexual swerve which the Headmaster for Housewives series hasn't ventured into before but my other ebooks certainly have!
The school's geography master and biology mistress make a cute couple, and they're even cuter when they're both dressed in school uniform to roleplay being spanked (and more) by their strict superior.

Normally the Headmaster would only play with the wife while the husband watched. But the naughty Mrs Perkins has rather a thing for watching one male dominate another, and she convinces her boss to put her husband across his knee and spank his bottom in his tight school shorts, before they come down for a sound schoolboy caning!

And once the Headmaster has truly established his position as the dominant alpha male, who knows what he will do to the sweet young couple...

Home Invasion Cuckolding (Jonathan art manips)

It surely is the worst nightmare for a successful middle-class white male... You've worked hard and bought a nice house for your family, in a nice area far away from the lower-class scum... only to be awakened in the middle of the night to find that you and your family are at the mercy of masked, armed and dangerous men!

The trouble with owning a nice big house in a well-off area with a flash car on the driveway is that everything looks extremely enticing for criminals! And of course long, agonizing bare-bottom spankings are the best way for burglars to make sure pampered middle-class homeowners tell them where ALL the valuables are!
Of course, most ne'er-do-wells would probably rob the house while the wealthy residents are out, perhaps carolling or at a worthy charitable event.
But for a certain class of the cruellest criminals, the presence of the unfortunate family would be an added bonus... not only do they get their pick of the cash and valuables, they also get their pick of the family members' soft hot holes!

Just imagine what it would be like to awaken to find four hulking masked men in your home – with four thick throbbing criminal cocks that need servicing! Obviously the boys would find it a lot more traumatic than the girls... even though those big convict cocks will soon be awakening the familiar bi-curious desires that all nice middle-class boys have...
I changed one of the captions to 'We will do anything you say' from 'My daughter and I will do anything you say', just in case you wanted to imagine the younger woman is the son's fiancee or girlfriend, rather than the daughter.
Whatever her relation, the cruelty of this scenario only becomes even more uncomfortably thrilling the more you think about the implications. This robbery has probably come at the worse possible time for a middle-class family, what with college funds and weddings and all!

No doubt the ladies already fantasized about what it would be like to be ravished by a lower-class ruffian, and now they've experienced it for real who's to say they won't be sneaking over to the wrong side of the tracks to get a regular dose of working-class cock!
Perhaps the son will turn to low-level drug dealing at college to fund his education, only to get caught and thrown in jail with lots of men just like the guys who broke into his house!
Maybe his father, in an attempt to maintain the middle-class lifestyle to which his family is accustomed, foolishly starts embezelling funds at his white-collar job. Of course he gets caught (middle-class whiteboys really aren't very good at crime) and thrown in jail as well! Perhaps he will pass his son's cell and get a glimpse of him with cocks in his mouth and ass as he is taken to meet his own Prison Daddies...

And with the boys in jail getting abused and buggered, the ladies will be home alone... which the original robbers will no doubt hear about through the prison grapevine... and decide to revisit the scene of the crime. There may not be anything left to steal, but there will be two lonely ladies absolutely ravenous for another taste of their big criminal cocks!

Spanking Santas (Jonathan art manips)

Over the years Santa Claus has developed into one of my sexual fantasy figures (hardly surprising really, considering he is an older Daddy-type, with a distinctive outfit featuring a big leather belt, who likes to sneak into helpless boys' houses late at night to give them what they REALLY want for Christmas...)
So here are some dominant Santas spanking away (and more) in some of my favourite fantasy scenarios...

First off, there's a cuckolding scene, with a pair of ballbusting skinheads straight out of prison thrown in for good measure. Yet more decent middle-class people at the mercy of merciless criminals... once again I just can't help but get hard as these cruel, callous convicts have their way with innocent, well-bred bottoms. Maybe this young couple were looking forward to their first Christmas alone together after scraping and saving for their own place... and now he's begging and pleading and telling these two men they can do anything they want! I like the idea that he is getting spanked with one of the expensive leather slippers he insisted on being bought for Christmas (of course the Bad Santas will have had a good old early rummage through the couple's heartfelt Christmas gifts!)
At least the wife doesn't seem too upset by the change to their holiday plans. We all know how much middle-class ladies love to watch their husbands getting spanked and abused by dominant lower-class men, never mind having their own fun with their thick lower-class cocks! I like the idea of her obediently holding the leash between her lips, ready to do her duty as Bad Santa's slutty little reindeer. The idea of a sub having to talk with something in their mouth, giving them a deliciously submissive lisp, first became attractive to me after I read Desod's seminal prison porn comic, 'Black Master, White Slaves':

Boy have I spent many a night jerking off my slim middle-class dick to the idea of being in this sissy sex slave's place, meekly offering no resistance at all to my Prison Daddy as he describes how he fucked my wife and will have me taste her juices on his black dick!
Speaking of sex slaves, maybe the Bad Santas will take the wife with them when they finally leave (or the husband... I guess it depends how much of a taste they got for tight male butts in jail!)...

The second manip is inspired by various European traditions. Basically, the idea is that Santa has a helper. And while Santa leaves gifts for the good children, the helper leaves birch rods to be used on the naughty ones! Some traditions have the helpers carrying out the birchings, and there is more of a hint of the modern naughty list/nice list idea. So it's not too much of a jump to imagine a big strong Santa birching the bare bottoms of all the naughty boys!
Perhaps this pic takes place in a glorious alternative reality where corporal punishment and buggery are held up as inalienable traditions... perhaps protected in the same way as freedom of speech is in the USA...
With this background, the sadistic older male could certainly have much fun around Christmastime! The Santas haven't even made much effort with their costumes... clearly they are just in it for the birching and buggering!
And if the father seems rather blase about the roasting and reaming that is going on across his dinner table, it's probably because he is looking forward to donning his own Santa outfit and heading out into the neighbourhood with a sack of coal in one hand and a birch rod in the other! Sacrificing his sons' scorched, suffering sphincters is a small price to pay if he gets to stick his big Daddy dick in the unfortunate buttholes of many of the other neighbourhood boys... After all, traditions like this require a bit of give and take... except that the Daddies do most of the giving, and the boys do ALL of the taking!
I certainly would have liked to have grown up in a community built around these values – the erotic possibilities are endless! Imagine a world where parents actually use neighbourly buttfuckings as a punishment... 'If you don't tidy your room I'll send you to old Mr Henderson to be bound, birched and buggered!'

And of course the third manip features a personal favourite fantasy of mine, that of randy Stepdads who can't keep their hands off (or cocks out of) their stepsons' smooth submissive butts! This scenario is probably the most realistic of the three. I'll wager that over this Christmas period plenty of stepsons will be hauled pleading from their warm beds in the middle of the night, their pyjama bottoms pulled down as their Stepdads' firm hands soundly spank their bare bottoms for being such naughty, naughty boys during the year!
Maybe the poor boys only suck their Stepdads' cocks to spare their bottoms any more burning agony. Or maybe it's what always happens whenever Stepdaddy pays them a visit in the middle of the night...
Maybe this is a regular occurrence, or maybe it only happens during special occasions (Christmas, birthdays, whenever Stepdad's sports team wins or loses, that kind of thing...) Or maybe this only happens at Christmas, and they associate the taste of their Stepdaddy's cock with the festive season as much as the taste of eggnog! Whatever the scenario, it's certainly a way I would have liked to have spent my childhood!

Jonathan draws an excellent spanking Santa scene, and the decidedly seedy Santas in these manips are inspired by the dodgy-looking Santa in this pic:

Perhaps the obvious interpretation is that this is a low-paid mall Santa returning home on Christmas Eve and unwinding after work by giving his disobedient son a good walloping. But is there an even more erotic interpretation? Could he, like in the first manip, be a burglar with a spanking fetish and the perfect Christmas Eve disguise? Is he a crooked mall Santa who keeps track of all the rich, spoiled brats who sit on his knee, following them home to rob their obviously well-stocked houses? And if he happens to come across these brats alone during his housebreaking, he is free to have some fun with their firm, well-bred bottoms...
As with so many of Jonathan's pictures, there are multiple possibilties. For a start, does anyone know what the text on his suit says? (Besides the word 'Santa' of course...)

The Headmaster and the Headmistress (A Romance ebook)

In British boarding schools of the early 1960s, the sexual revolution seems very far away. But a headmaster and headmistress are drawn together by their mutual craving for the cane...

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As you can tell from the subtitle, my latest ebook is more of a 'romance' than pure erotica, but there are still plenty of steamy spanking and sex scenes to keep you and your loved ones warm this Christmas season!
Headmistress Penelope Wraxton is trying to give the pupils of Hazelmere School for Girls a chance at a better life, battling against reactionary pressures, conservative governors and lecherous groundsmen. But this is still the 1960s, and while she is a modern and forward-thinking educator, when one of the Hazelmere girls is caught in a compromising position with a boy from the nearby Carlton College, severe discipline is called for!
While punishing the miscreants, Penelope encounters the Carlton headmaster, Mr George Stanton, who she finds staid, uncompromising... and rather alluring...
The headmaster and headmistress are utterly devoted to their establishments, and both claim to have no time at all for intimacy or romance...
But both have a deep, irresistible urge to re-live the harsh, unyielding discipline of their own schooldays. Can their craving for the cane bring them together? Will they refuse to abandon their insecurities and continue to hide behind their duty? Or can they embrace their desires and give each other what they need...

 


While this is a romance, it is set in British boarding schools of the early 1960s, and so there are plenty of references more similar to scenes from the great British spanking magazines.
When she became headmistress, Penelope received advice from her predecessor similar to that given in The Punishment Book:

'You have four hundred and fifty girls in your charge... I hope you will love them as I have done — but never be afraid to be firm. Just because they are girls, don't think that they should be treated softly. You must drive them on all the time. And if they step out of line, cane them, and cane them hard. The girls expect it, their parents expect it, and the rest of your staff expect it — don't disappoint them!'

The lovely Miss Wraxton is partly inspired by the title character from another classic British spanking story, Miss Johns, a young teacher who is respected by her charges despite (or maybe because of) her insistence on strict discipline.
Well Penelope certainly takes her predecessor's advice to heart! In the opening to the book, when Miss Wraxton is finished dealing with the disobedient senior sixth-former Susan Richards, the poor girl will certainly be spending the next few nights sleeping on her tummy!

However, the romance between Penelope and George is complicated by the presence of the Carlton school secretary Mrs Perkins, a well-dressed, mature, churchgoing widow who despite outward appearances is rather 'well known' among the men in the area. A former educator herself, she is quite willing to cater for her stern headmaster's hidden taste for a well-smacked bottom...

And that's without considering the presence of Keeper, the brutish Hazelmere groundsman. He is all-too-willing to satisfy Penelope's needs, re-enacting the blistering belt whippings she received from her father!

In true cuckolding fashion, George finds the working man's actions with his beloved to be both unbearably humiliating and highly arousing!

Perhaps this all sounds a bit too 'romantic' for you this Christmas (although perhaps your wife or partner would appreciate the gift of a steamy erotic ebook)?
In which case, you may prefer to treat yourself to Ian Hamilton's latest emag collection. I have bought most of his work over the years, and I can safely say that this latest collection is his best yet. Email him at ianhamilton96@hotmail.com
Two highlights from Ian's latest release are below, and with a bit of imagination you could almost imagine that these are illustrations of the opening chapter of my ebook!