Chapter Text
Paperwork
Middle-aged boss getting her adorable intern blackout drunk and dragging him to the county clerk’s office for some “paperwork.” He signs the papers pushed in front of him, and only looks at her quizzically when she declares to the clerk that he will be taking her last name.
The clerk chuckles, as this kind of thing has been on the rise since divorce laws were tightened. When the boy realizes he has no choice but to love, cherish, and obey the older woman until death do them part, he might even thank her for forcing the ring onto his finger.
---
World’s Greatest Detective
The World’s Greatest Detective in her study, leaning back in her armchair, puffing on a pipe while deliberating a tough case, humming as her hanger-on-turned-loyal-assistant kneels between her spread legs and enthusiastically buries his face in her crotch.
She’d already cracked the case fifteen minutes ago, but she didn’t really feel like telling him yet. Besides, she knew he liked to think himself part of her world-famous detective process. She’d consider his eager worship a reward for yet another mystery solved.
---
Spoils
The four princes of the holy Queendom were renowned throughout the land for their beauty, intelligence, and wit, and the matter of which lucky noblewomen they’d be married off to was a constant point of gossip around the palace, until the queen’s most loyal advisors betrayed her.
The coup was swift and well-coordinated, and the queen was quickly forced to flee into exile. The first order of business for the conspirators was to divvy up the land’s greatest prizes amongst themselves.
The General selected the proud, gallant firstborn, whose dreams of leading an army himself would crumble before the demands of a true battle-hardened warrior, and before long he would diligently warm the old wolf’s cold tent on campaigns to put down rebellions across the land.
The Archpriestess would take the rebellious, dashing second-born, and, convincing him of the weight of his sin, urged him to humble himself before the Goddess and her representatives. She spent many evenings muttering hymns as the maverick prince kissed her feet and begged the Goddess for forgiveness.
The Chancellor took the studious third-born, training him to be useful to her in a variety of ways – in public he was her focused administrative secretary; in private he was her footstool when work was long, her punching bag when work was hard, and her personal whore when work was over.
And the Chamberlain took the docile youngest, having her maids dress him in fine jewels and sheer silks before leading him around the palace on a silver leash, her peals of laughter echoing off the stone walls for all to hear as the prince’s face turned redder than the rubies she’d decorated him with.
To the victors go the spoils.
---
Angler and Mermaid
A lonely angler lives by herself in a cozy cabin by a muddy lake. While she fishes and laments her solitude, she is shocked to discover a tentacled mermaid lurking beneath the gloomy water’s edge.
The mermaid cries and tells the angler of her own pitiful state – once this lake was well-populated, and she loved to watch the beautiful young revelers on the shore. And with some, she did more than watch. The angler, who hasn’t felt a lover’s touch in years, understands her loneliness.
The quick angler thinks of an ingenious idea that will help them both. She hammers a sign reading “LAKE MAGIC FOR LOVERS! (ONLY WORKS ON BEAUTIFUL YOUTHS)” by the nearby road, directing them towards the mermaid’s murky little lair.
It took a few days, but soon a handsome young man walked down to the shore, alone and curious. Reaching the water’s edge, he barely had time to gasp before a flurry of strong tentacles grabbed him and pulled him beneath the surface.
When he awoke on the shore a few hours later, naked, confused, lightheaded, and strangely sore in the rear, all he could remember was a peculiar face, a high-pitched gurgling laugh, and a dreamy feeling of satisfaction, and the first thing he saw was the angler’s rough hand reaching out to help him up.
“Oh, dear. What’s happened to you, handsome? Come with me. I have hot food and a warm bed inside.” And, wrapping her arm firmly around his waist, she led him to her cabin, where he would, in his addled state, open up even more to the stranger.
So they came – pretty boys, handsome girls, beautiful youths of all kinds – to the dreary little lake, and came to know ecstasy in the murky water and warmth in the little cabin. And neither the angler nor the mermaid was ever bereft of touch again.
---
50s Househusband
50s-era working woman talking to the psychiatrist about the alarming decline in her househusband's display of effort towards her -- he made the same thing for dinner twice last week, and yesterday, he even forgot to kiss his wife's shoes when she got home from work.
The women lament the hysteria of modern husbands, and the doctor prescribes a heavy routine of tranquilizers to keep the silly boy in the right state of mind to carry out his husbandly duties without complaint.
The doc advises her to keep her husband plugged and caged while on the regimen, so that discomfort and humiliation will fill the small part of his brain that hasn't been fogged up by the drugs.
Boys' heads can get filled with all sorts of nonsense, but a good wife knows best for her husband, and will work to eliminate the thoughts that distract him from his role in her household. They'll both be happiest that way.
---
Pit Boss
He wasn’t sure why so many of his male coworkers had advised him, in hushed tones, against hanging out with their boss. She had invited him over to chill after a long week’s work, her big laughs echoing off the walls as she told him long stories. Everything was going great, until she grinned and muttered, “hey, you wanna wrestle?”
It was an odd request, but his guard was down and he was in a playful mood. “Sure. No holds barred,” he grinned back. She laughed. “You sure about that, kid?” as she got down into a crouch.
The instant his hands touched her big, firm body, he began to comprehend exactly what he had gotten himself into. She manhandled him with ease, guffawing as he struggled to wriggle out of her grasp.
He got a glimpse of her devilish smirk before he felt her strong hand shove him, stuffing his pleading face into her armpit. She invaded his senses with her body, filling his nose and mouth with her sweat and filling his ears with pitying laughter.
Holding him firm under one arm, with her other she seized his waistband and yanked it down. His attempts to cry out only got him a mouthful of sweat and hair. Tears of futility formed in his eyes as she grabbed him and stroked him until the pitiful muffled cries turned into moans, then little sobs.
Freeing him, she gently grabbed his hair and pulled him up to eye level, an amused and proud look on her face at the sight of the defeated boy’s face red with humiliation, shiny with her sweat and his tears.
“Do you give up, sweetie?”
“Yes, ma’am.”
“Did you like being beaten up?”
“Yes, ma’am.”
“You’re going to come back next week so we can do this again, ok?”
“Yes, ma’am.”
Virgin Auction
The fundraising potential of virgins is under-exploited in today’s economy. At the cost of only his freedom and dignity, you can raise a tidy sum by auctioning off each piece of his innocence.
First, auction off his first kiss. When one bidder stands up and offers double the last bid if you make him kiss her ass, laugh loudly along with all the others and accept as the boy’s face burns with shame. Some boys get to share a tender first kiss with a sweetheart; one unfortunate boy gets this.
Coax him to his knees and savor the fear in his eyes as the bidder comes up to the stage and counts bills into your hand. When the time comes, hoot and holler as you force his tender lips onto the lucky woman’s asshole, and check his eyes for tears when you let him come up for air.
Next, he gets to lose his girl virginity. Present a strapon and offer the boy’s humiliating first time to the attentive crowd. If your boy is uniquely cute, or if the crowd is large, this step can be repeated, allowing the top three, five, or ten bidders to run a train on him in order.
Then, you can graciously allow him to lose his boy virginity, just as every boy dreams of; in public, with a stranger, for money that he himself will never touch. Enjoy his ragged moans as audience members steal yet another precious moment from him.
By now, the boy who woke up an untouched angel is now probably shivering, ashamed, and dripping from various orifices. Some may have left by now, leaving only the most dedicated high-spenders left.
Sell off his clothes, then sell the naked boy off to whoever wants him most. Count your money as the broken boy is guided by his new owner to his new life, where he’ll relive this humiliation every day for the rest of his life. Then, find another boy.
Allowance
Sub boy gets a weekly allowance from his owner, but always saves it up to buy gifts for her. What could he buy for himself that would make him happier than seeing her happy?
Mean Landlady
Working out an “arrangement” with your mean landlady to pay rent a different way when you’re low on cash. Once a month, you know to stop what you’re doing when you hear the knock at your door so you can strip naked and ride her strap until she feels like you’ve paid your due.
if your neighbors couldn’t already hear her triumphant grunts and your whiny moans through the paper-thin walls, she slaps a sign on your door clearly identifying the resident within as property of the owner. She starts inviting you up to her room instead – it’s rude to make her do all the work.
As she cracks open a beer on her couch, you kneel between her spread legs, struggling to fit her whole silicone cock in your mouth before she gets cranky. You wonder if you should just move in with her as a live-in pet. It’s not like there’s any doubt about who owns you anymore.
Merchant
A wealthy merchant spies a man she fancies, the youngest son in a local aristocratic family. She wants him, but she knows the family is proud, and would never let any son of theirs be seen with a commoner. But she is used to getting what she wants.
Town gossip tells her that the family is looking to shore up their declining treasury with some investments. The merchant swoops in, offering loans for what she assures them are safe investments, and the haughty patriarch readily agrees.
But the family is – unlucky. Properties burn down, shipments run aground at sea or are waylaid by mysterious bandits. The merchant’s interest rates grow with each coincidental failure, knowing the proud man will not stop trying to win back what little he had to begin with.
Finally, after one final shipment is coincidentally stolen by some thugs the patriarch could have sworn he saw talking with the merchant, the family is so destitute they have no way of paying back everything they owe. The patriarch wrings his hands as the merchant presents a deal.
She will forgive their debt, saving him the humiliation of total bankruptcy. In return, she will take their dear youngest for her own, as well as a percentage of the revenues from their little estate going forwards. Like a man thrown a life preserver, he seizes on it without a thought. The family’s name is saved, and this string of failures won’t reflect poorly on the family. And the cost? Just the youngest, who wasn’t going to inherit much anyway.
On the wedding day, the blushing boy walks down the aisle towards his new partner, seeing the dark circles in her eyes, not understanding how hard she had to work to get this lucky. She eagerly takes his first kiss, and spirits him back to her grand home.
He soon fits right in, managing her household as she attends to business, greeting her shyly when she returns from long trips. In the evenings, he seems so small kneeling between her legs as she teaches him how to pleasure her, the both of them fully content.
Some days, she’ll dress him in the finest silks and bring him with her into town, feeling the envious gazes as they stared at her. Sometimes she saw his old family, barely scraping by, perpetually forced into her debt. Her husband hangs on her arm tightly as she moves through a world she has forced to bend towards her, and she smiles.
Debutant
A young nobleman comes to court with big dreams. Growing up, he had read the stories of legendary men who had bewitched the court with their wit and charm, coming to wield massive power in a court dominated by women.
His marriage to a minor general would be just the first stepping stone on his own trail to greatness. He schemed on the way to the palace to meet his bride, imagining all the ways he would twist the simple woman around his pretty little finger.
Upon their introduction, the handsome man bowed deeply towards the woman, stout, with a rugged face. Noticing the way she looked at him, he grinned internally, pitying this lady whom he would soon enslave with his wiles.
After dinner and a light reception, he spirited her away, hoping to seduce her before the wedding. He stepped up with her to her room, not realizing that his long-nourished plans would collapse inside.
Red-faced with excitement, she motioned for him to wait as she retrieved something from her dresser. As she turned, the nobleman realized with alarm that she now wore a slender white strapon, dripping with oil and glinting in the candlelight. “I had it made special for my handsome little groom,” she says, huskily, walking quickly towards him.
He froze. He didn’t plan for this! He was supposed to be putting the moves on her, he thought, as her strong hands seized him around the hips and pushed him onto the bed. “Wait,” he stammered, trying to remember the witticisms he had practiced so many times.
But no words came, and the general’s hunger could be denied no longer. She threw herself onto him, her sinewy body trapping his helpless slender form beneath her, and he felt her hands rip his pants down. He saw a glint of white teeth before she plunged inside of him.
The nobleman would struggle to form thoughts for some time, only detecting the overwhelming feeling of her – sweat dripping off her, grunts and growls from deep in her throat, her hot breath on his face as she maintained a passionate rhythm of thrusting.
Had he been able to think, he might have lamented how long he had studied this game only to be checkmated so quickly – how badly he had misunderstood what he was getting himself into. Instead, he wondered if he could get pregnant.
The next day, a new young man arose from the sweat-soaked bed and walked to the altar, his dreams of manipulation thoroughly beaten into the ground. No poetry was ever written about him, and he never dared to think himself better than his wife as long as he lived.
Mistress is Home
Mistress returns home to her manor, and is delighted to see her staff of maids lined up at the door to greet her with wide grins. No matter how many times she finds herself at the center of this little ritual, it never fails to bring a smile to her face.
Within seconds, she is unburdened – two maids drag off her heavy luggage; a girl takes her coat; a boy takes her shoes. A well-oiled human machine dedicated to making her life easier. But today, she had something for them.
It was Sunday, and she leads them back into the servant’s quarters for the weekly ritual. At a snap of her fingers, the shy maids lift their dresses, exposing six pretty locked cocks and six pretty locked pussies.
Taking a pair of colored dice from her pocket, the mistress felt all eyes on her as she gently tosses them onto the floor. The maids stand still, straining to see the tiny numbers on the dice as they come to a rest. The mistress walks slowly to where the dice lie and reads off two numbers.
Two faces brightened; ten fell. The mistress pulls a ring of twelve keys from her pocket and calls over the two lucky winners, unlocking them as they shake with excitement and the other maids look on with envy.
She gestures for them to kneel as she retrieves two dildos from a dresser and a bottle of lube. She hands them to the kneeling maids and is thanked. Then, she extends her hands out towards her two lucky pets, who open their mouths to allow her to probe their tongues with her finger.
As they suck her fingers, they lube themselves up and insert their mistress’s dildos, pleasuring themselves after weeks of chastity. As they work themselves into a frenzy, they mumble out ever-increasing gratitude to their generous master.
The boy comes first, and quickly, cumming all over the floor beneath him, and panting. The girl takes a bit longer, now the sole center of attention, as she works herself to orgasm. When she’s done, she drops the dildo – she knows not to take advantage of mistress’s trust.
She smiles as they thank her, profusely, breathlessly. “Go clean up, then come back to me and I’ll lock you back in.” There was no need to follow them. They could be trusted not to touch what was hers. They scampered off.
“For you other ten, you’ll have another chance next week. Better luck next time,” she coos as the dice and keys go back into her pocket. They line up in front of her, and, as though nothing had happened, she delegates chores.
Mistress is strict but fair, they think, happily toiling away in all corners of the manor to continue making her life satisfying. ‘Maybe next week, I’ll win...but until then, I’ll keep doing whatever she asks.’
Sometimes, before she drifts off to sleep, Mistress counts the keys over and over again, picturing the desperate, adorable face tied to each one. She feels the cold steel in her hand and feels a warmth run through her, lulling her into pleasant dreams.
Gym Bunny
Boyfriend returns from the gym and sneaks into the house, closing the door behind him as quickly as he can. He faintly hears the clacking of keys from the living room. If he hurries, he could sneak by her -- If he could just get to the bathroom.
But she notices – she always notices. She clears her throat sharply, and his shoulders slump. He drops his gym bag to the floor and sheepishly walks over to her, seated with her work papers spread out around her on the couch.
“Aw, come on, honey, you gonna deny me my fun?” she said as she pinched his sweaty tank top between her thumb and forefinger. With a sigh, he pulled it off over his head, and knelt before her, eliciting a whistle from his girlfriend.
“You look nice. Like, real fuckin’ nice, you know that?” He tried to look away, but she gently grabbed a handful of his sweaty mop of hair and turned him to face her. She kissed him, her fingers tightening around his hair.
She pulled away. “Stand up,” she said, and he did. Sliding forwards on the couch, she wrapped her arms around his waist and pulled him close, bringing his slick abs towards her face. and pressed her lips to his smooth skin.
He moaned lightly as her mouth moved over him, licking him hungrily, kissing each sore, firm, slightly raised ab muscle, pushing her tongue into his navel, luxuriating in the taste and scent and sight of him.
After a bit, she was finally able to pull herself away. “Turn around,” she mumbled, and he, now smiling, complied. Grasping his waistband, she threw down his shorts from the back, revealing his high, tight, shining butt. “Fuckin’ hell, dude,” she growled, eliciting a gasp and a giggle.
She was eager to cut to the chase today. Parting the firm glutes with her hands, she pressed her face forward, a lazy smile coming to her face as she breathed in his odor. He yelped as she pressed her tongue inside him, his fists clenching and unclenching.
It isn’t too long before she hears the rising moans, then feels the telltale tremble as her Adonis cums with a sharp gasp, filling his baggy gym shorts. She laughs and slaps his ass as he shudders, struggling to catch his breath.
“All right, I’m done with ya. Go get cleaned up, my little gym bunny,” she calls as he stumbles to the bathroom, returning to her work with a smile on her face.
Yes, Boss
Desperate employee with one too many strikes on her record and her supportive househusband forced to “entertain” her demanding boss at home on the weekends if she wants to keep her job.
The woman welcomes her boss into her home each Friday afternoon, taking her guest’s expensive coat and shoes that cost more than her week’s pay. Guiding her into the living room, where her trembling, brave little husband sits, dolled up.
He flatters her for a bit, but she expects more hospitality than that. The shaking boy kneels and buries his head between the boss’s legs, she orders her employee to bring her a drink.
She shakes with rage and tears as she tries not to look at the man she loves forced to submit to the woman she hates. She pours the drink as the boss runs her fingers through the boy’s hair.
He stays with the boss as the wife cooks dinner, reminding herself over and over of how important it is to keep this job. Dinner goes normally, their loud guest extending feeling fingers under the table.
When it’s time for bed, the woman stays quiet as brings a pillow and blanket down to the living room couch. The master bedroom would belong to the guest, as with all privileges afforded to the master of the house.
She barely sleeps, so loud is the agonizing sound of her boss loudly enjoying her husband in her bed. She lies awake, furious, frustrated, and confused at the way she feels.
When morning comes, the boss calls the woman into the bedroom, shooing the husband away to go make breakfast. While he works, the sleep-deprived woman massages her boss’s feet, easing her into another sunny day.
So it goes. The boss probably won’t fire the employee now, as the privileges are too great. But she has no plans of ever releasing her from this routine. Having usurped her employee’s role as master of her own home, why would she ever give that power back?
Punishment
Most of the trial was taken up by the long procession of witnesses, each of whom would attest to the accused’s reputation as a notorious playboy. It didn’t take the judge long to find him guilty of tempting good local women.
As she looked down at the cocky offender, she tried to find a trace of remorse anywhere on his handsome face. He stared up at her, defiantly. She thought carefully to herself for a minute, before handing down the sentence.
If he wanted to make himself available to every woman in the town, she said to the courtroom, why deny him? He would spend a month confined to a room in the town hall basement, free to use for all town citizens.
The offender was taken aback when he heard the sentence. Was this supposed to be a punishment? He smirked at the judge as he was led from the courtroom, onlookers watching him curiously.
The judge came down to watch him cuffed to a padded table, with a guard nearby to keep him well-fed and hydrated, as well as to ensure he didn’t escape, of course. He flashed her a challenging grin as she peeped in the door.
And then the clients poured in, eager to be a part of this experimental justice. At first the playboy smiled as women from all stations in the town trickled in, from prominent leaders to nervous students to older widows.
But within a few days, he began to notice something. The women here didn’t treat him like a dashing Casanova, as a charming Adonis. They treated him like an object, like a piece of meat.
When they fucked him, most barely even looked at him. They didn’t speak to him, or respond when he tried to say something. They didn’t laugh at his witty remarks, or ask to cuddle afterwards. When they were done using his cock, his mouth, and his ass, they just pulled up their pants and left.
Had he lost his touch, he thought? Why weren’t they falling for his charms anymore? He was supposed to toy with girls – they weren’t supposed to treat him like a toy. He began to feel desperate, and endured the constant visitors until the end of the month.
At that time, the judge re-entered the room, gazing down at the once-playboy. Now he lay dejected and humiliated, realizing why his seductions had been so easy – they were only interested in his body, not all of him. It was him who had gotten attached.
“Aww, poor baby,” cooed the judge. “Poor little playboy,” she said, as he began to sniffle. Did you find out what the girls liked about you?” His eyes widened as the judge began to strip down, a hungry look on her face.
As she straddled him, she stared into his eyes, the kind of intense lover’s gaze that he had nearly forgotten. “Do you want to hear an offer, silly boy?” Confused, he nodded.
“Here’s the deal. Most of the women in this town only like you for your prowess. I see a little more in you. I’d be willing to put in the time to make you into a proper, respectable husband. And you just need to listen to me and do what you do best, alright, dear?”
The sight of her above him, the rekindled hope that someone might actually see more in him than just a pretty body melted his opposition. He nodded shyly to her, and she grinned.
“Good. After this, we can go up to my office and make everything official. But first, impress me, boy.”
Sex Shop
Domme walking into a sex shop with her boy toy in tow, making a beeline to the counter. Seemingly not caring if anyone overhears, she asks the worker to recommend some toys to use on her sub, as he seems to be getting too comfortable with the old ones.
The conversation quickly turns to the now-blushing boy, as his owner casually pulls up pictures of him on her phone. She and the worker giggle as they scroll through the compromising pictures.
The worker calls over her friends to see a picture of the boy splayed out, naked, leash around his neck, tongue lolling out, as a thick toy is shoved inside of him. They burst out laughing when they see him trying to hide in a corner of the store.
Frustrated at how rude he’s being, the owner calls her pet over and submits him for inspection, allowing the chuckling employees to feel him up under his shirt and slide his waistband down as he buries his head in his hands.
In the end, she manages to secure a nice discount on the biggest, thickest straps in the store if she promises to send the employees a video of him getting fucked. Gripping his hand tightly, they breeze out of the store.