Willy Flinchley and his lovely wife Melanie had been invited to a dinner party at his boss’s penthouse. Mr. Callahan was an influential businessman, and the 30-year-old accountant admired him greatly. Callahan was a large, older man with broad shoulders and an imposing beer gut, and his piercing blue eyes were firm and intimidating, controlling his company with ease.

Willy, on the other hand, was a humble yet competent worker. Although he was criticized for kissing ass too often, he was proud of being a hard-working employee and very loyal. He was also deeply devoted to his wife, the love of his life, and the most beautiful woman he had ever known. Sometimes, he wondered why she had married him—a regular-looking, average-height white-collar worker—and not someone tall and powerful like Mr. Callahan.

Melanie was a 25-year-old gorgeous ginger beauty with sparkling green eyes and freckles over her peachy skin. Her hair fell down her shoulders in lustrous waves, resting over her large, natural breasts with light-pink nipples. Her waist was effortlessly slender, contrasting with her rounded hips, creating a feminine hourglass shape. Her legs were succulent, and so was her bubble butt, and her pink pussy was a tight, heavenly place.

The dinner party was filled with big, strong men and gorgeous young women, and Willy felt a little out of place, but he tried to hide it by sucking up to everybody. Melanie was passed around in her tight pink mini dress, and the men seemed very interested in her traits, almost ignoring Willy as they tried to chat with her. She smiled, giggled, and blushed at the compliments they threw at her, but kept close to her husband.

Mr. Callahan, wearing an expensive dress shirt and a big golden watch on his thick, hairy wrist, invited the couple to sit at his table. He served them an excessive amount of wine, something Willy was not very used to, but the humble accountant didn’t want to disappoint his boss in any way. He felt his head rush in a haze, and Melanie looked equally inebriated, although she seemed very comfortable, sitting next to Mr. Callahan and taking compliments from the older executives.

Mr. Callahan had a magnetic, deep voice that filled the room and demanded respect and attention, and he easily controlled the conversation. At some point, he put one arm over Melanie’s shoulders and observed if Willy would react. The wimpish husband looked down quietly and didn’t say a word, and the boss grinned mischievously and complimented his wife.

“You know, Melanie, you’re a lovely young lady,” he said in a casual tone. “Too lovely for humble Willy here. What’s his secret?”

The other men and their women sitting at the table chuckled and enjoyed the provocative banter.

“Come on, you can be honest. Is he gifted in another department?” Mr. Callahan winked, prompting more laughs.

“Well, not really…” Melanie said innocently, “But he’s the sweetest man I know.”

“Aw, you heard that, folks? He’s a sweet boy…” Mr. Callahan sang in mock admiration.

Willy blushed but didn’t intervene. He was afraid of Mr. Callahan.

“Here, have another glass of wine, sweetheart.” The boss put another big portion of red wine in her hand, and she sipped the drink slowly. “Tell me, have you ever been with a real man?”

“A real man, sir?” Melanie asked, choking on her wine.

“Yeah, you know, a man with dignity and power, and a big dick,” he grinned.

“Oh, no, never…” she let out stupidly, making everyone laugh.

Mr. Callahan observed Willy with his piercing blue eyes, waiting for the husband to defend his lovely wife, but the wimp looked down and simply drank more wine. The boss took the opportunity to place his big, hairy hand over her soft shoulder, his finger dangerously close to her breast, and she gasped and giggled in return.

“Why don’t you come with me, babygirl?” the man asked in her ear, loud enough for everyone to hear. “Let me show you my private office.”

“O-okay, I’d love that,” she replied innocently.

The boss stood up, his large frame towering over her dainty figure, his hand on her small waist, guiding her to a big wooden door nearby. As they walked into the office and closed the door behind them, the party burst out in chuckles and jeers. Big men shook their heads at Willy, disapproving of his weak behavior, and sexy young women giggled and gossiped about him. They couldn’t believe the accountant was such a sheep.

“Well, she’s too much for him anyway,” a sexy woman let out.

“He can’t defend his wife. He deserves to get cucked,” an older man commented.

Sounds of lewd, loud kissing erupted from the private office, eliciting a new wave of chuckles from the crowd. The vulgar kissing was preceded by muffled slaps, loud grunts, and the unmistakable sound of fucking. Although the wooden door was thick, everyone could hear the loud sex they were having, their bodies clapping deliciously, creating pornographic wet noises.

One executive walked behind Willy and tapped him on the shoulder.

“Buddy, I think your wife found a real big dick for her,” he said openly.

And then a lovely young blonde woman said from across the table.

“Well, she belongs to Mr. Callahan now, game over,” she concluded.

Willy didn’t know what to say, so he stayed quiet, drank another large sip of wine, and tried to hide his little boner inside his pants. The sounds of lewd pounding were causing a strange reaction in his body, his heart racing faster. Knowing his sweet wife Melanie was having a private interaction with his older boss was both humiliating and exciting.

A rather drunk executive turned to Willy and said, “You know Callahan has a ten-inch cock, right? Your wife’s getting wrecked.” That comment spread like fire, and several friends of Callahan confirmed the fact. A good-looking female assistant commented, “He’s really, really big, the biggest dick I’ve ever seen!” The room exploded in whistles and laughter, and now everyone knew Melanie was being stretched out.

The nasty, lewd fucking continued for a good while, and so did the provocative comments. As the extra-marital fun developed, both Callahan and Melanie seemed more comfortable with making noises, grunting, and moaning at each other, slapping and switching positions, the entire penthouse filled with disgusting noises of intense sexual pleasure. Plap, plap, plap!

Willy could only sip more wine and hope his wife would survive the big-cock sex, and ignore all the snickers and insults he received for being the cuckolded husband. Some people seemed sorry for him, while others openly despised his spineless behavior. His little penis would not stop twitching at the entire situation.

An hour later, when the fucking finally stopped – after a roar of victory and sounds of orgasm coming from both Callahan and Melanie – they came out of the private room, welcomed by cheers and applause. The boss looked a little sweaty, but overall unbothered, while Melanie was a mess: her red hair was messy, her makeup was smudged, and her mini dress was wrinkled and ripped at the seams. She had hickeys all over her body, and large red marks where she had been slapped. Jizz ran down her thighs.

“Well, Willy, I destroyed your wife’s pussy,” Mr. Callahan said casually, patting his employee on the head. “No hard feelings, alright?”

“A-alright, sir,” Willy stuttered, making everyone laugh.

“There you go, what a good sport!” Callahan said, grinning and slapping Willy’s cheek playfully.

“A-are you okay, honey?” Willy asked, observing Melanie’s ruffled state.

“I’m okay, baby… just a little sore,” she replied.

Sensing the hilariously vulgar energy in the room, Mr. Callahan grabbed Willy’s arm and forced him to stand up in front of the crowd.

“Let’s have a toast to Willy Flinchley, cuck of the month!” the boss said, raising a glass of champagne.

The entire room erupted and toasted to the accountant’s humiliation. Even Melanie, sitting next to the strong older executives, raised another glass of red wine and smirked at her husband. The man stared at her red tits behind his tiny dress, her nipples darting as hard as ever.

Instead of drinking his champagne, Mr. Callahan forced the liquid into Willy’s mouth, some of it falling down his neck and wetting his shirt. Callahan stared at his employee aggressively, a big grin of victory on his masculine face, and grabbed another glass of wine from the table.

“There you go, have another one, buddy,” he encouraged, forcing the liquid down Willy’s throat. “Drink your misery away, sissy wimp,” he said in Willy’s ear.

And now Callahan took the opportunity to perform the final blow. He walked behind the clueless accountant, grabbed his waist, and pulled poor Willy’s pants all the way down to his ankles, his little white briefs coming down altogether. The room went dead silent for a brief second, and then it erupted in loud mockery.

Willy felt rather embarrassed and disgraced. His painfully rock-hard baby dick twitched in the air. The tiny penis and little marble balls looked adorable yet pathetically feminine. Every time it twitched, it caused more laughs from the crowd in disbelief. He heard the clicks of phone cameras.

“Wow, what a sad little pee-pee!” a young female assistant let out.

“The cuck has a tiny wee-wee! Makes sense!” shouted an older executive.

“Now I know why Melanie was so tight,” Callahan revealed to the crowd, making people choke on their wine. “And look at that, the tiny-dick sissy is enjoying this!” he pointed to the hilarious small penis twitching excitedly in the air.

“Wow, what a fucking loser,” said an aggressive big manager.

“You can’t blame him, he could never be a real man!” said a hot-looking wife. “Not with that baby carrot between his legs!”

Willy felt his face burn in shame, his heart racing at a ridiculous speed, his little nub painfully erect at the crude humiliation. He simply stood there and took it like a good sport. Callahan leaned onto him and said in his ear, “You’re really enjoying this, huh, sissy fag?” He grabbed a drink from a sexy young waiter and raised another toast. His voice echoed in the room.

“Let’s have a toast to Willy’s little pride!”

“To Willy’s little pride!” the crowd burst in unison, and more evil comments echoed in the room, from many older men and their young women.

“Aw, poor little weenie!”

“Teeny pee-pee sissy boy!”

“He’s no man!”

Melanie couldn’t help but laugh along and touch herself beneath the table as she observed Mr. Callahan’s strong arms and fat bulge, contrasting against her husband’s average body and below-average little penis. Now that she was familiar with big-cock sex, she would never enjoy Willy’s little boner again. Her pussy had been stretched open and reshaped to fit only big sausages.

“You’re making it too easy, honey,” she said, her voice altered by the wine. “Quit twitching and go home already. I’ll stay for a while, if Callahan needs a second round,” she admitted in front of everyone, her wedding ring sparkling as she took another sip.

Willy tried to run away with his pants down to his ankles, but tripped and fell on the floor, his little pee-pee bouncing in the air, prompting more sadistic laughs. He stood up, holding his ripped pants as best he could, and walked out of the penthouse, jeers echoing behind him, his dignity left behind.

Late at night, as Willy sat on the couch, patiently waiting for Melanie to return home, the sounds of humiliation echoed in his mind. How could he ever recover from that intense degradation? The more he remembered the lewd plap sounds, the more his sad baby carrot twitched.

Melanie came back at 1 a.m. with Callahan behind her. They kissed loudly, wet sounds echoing in the living room, right in front of Willy. She hugged his big torso, pressing her large breasts against him, his hands reaching into her mini dress, rubbing her soaked pussy. Then they saw Willy sitting there, and the boss grinned.

“I fucked another load into your wife’s pussy, sissy boy.” He winked and grabbed a piece of paper from his pocket. “And here’s a little contract I want you to sign.”

His hands shaking, Willy grabbed the contract and read the content, his eyes bulging in disbelief. The paper read, “Transfer of all property and ownership contract,” listing everything Willy owned, including his house and his vehicle, and detailing domestic labor he would have to perform. He was being demoted to Callahan’s office assistant, and would have to clean his house, his truck, make him coffee, and even polish his shoes.

“You’ll also serve as my human footstool,” Callahan explained, patting Willy on the shoulder. “I’ve always wanted one, and you’re the perfect person for it.”

“S-sir, I can’t do this…” Willy tried to protest.

“You can’t do what, sissy boy? Are you arguing with me?” Callahan stared at him imposingly.

“I’m sorry…” Willy apologized quickly.

“Just sign it, honey,” Melanie encouraged, her dainty hand caressing Callahan’s beer gut. “You’re already a humiliated cuck. It’s better to accept it gracefully.”

“Yeah, spread wide and let it all in, buddy,” Callahan sang, grinning like a wolf.

Willy gulped hard as his trembling hand scribbled his name on the contract. All his possessions, the privileges he had worked to achieve, and even his freedom as a man, were signed off, transferred to benefit one person only: the man who had wrecked his wife’s pussy.

“Good boy,” Callahan said casually, snatching the contract from Willy’s hand and putting it back in his pocket. “Now, if you’ll excuse us, I’ll break in my new house, and fuck your wife in the bedroom. Now be useful and prepare us something to eat.”

“Y-yes, sir!” Willy stuttered and ran to the kitchen. As he prepared a careful and delicious meal, he heard the vulgar sounds of loud sex coming from the bedroom. The mattress squeaked, and the headboard smashed against the wall. Melanie moaned in ecstasy, as her body was stretched beyond return. The entire house echoed with a nasty sex symphony.

*****

Willy knocked on the bedroom door using his shaking right hand, as he tried to balance a tray on the left one, filled with beef and pasta he had carefully prepared. His boss had been fucking his wife nonstop for two hours, and the bed still squeaked as the thunderous sounds of clapping continued.

It was around 3 a.m., and he could hear Melanie moaning like a complete slut, as she achieved orgasm after orgasm, while Callahan grunted with every thrust and encouraged her with lewd comments.

“Oh fuck… I’m cumming again!” said Melanie’s muffled voice behind the door.

“Yeah, this is what big-cock sex feels like,” Callahan said in a smug tone, increasing the intensity of the fucking.

“You’re so much bigger and better than my husband!” she admitted in her trance of pleasure.

“I know, I know… feels good getting fucked by a real man, huh?” the boss asked.

Feels awesome! Use my pussy for your big cock, stud!” Melanie moaned and massaged his ego. “You’re the man! You’re the man!” she repeated.

“Yeah, say it louder for your hubby, whore!” Callahan shouted, now fucking her even harder, the clapping sounds echoing through the house.

“Callahan is the man! He’s a sex god with a big dick! Not like my sissy husband!” Melanie let out as her body spasmed once again.

Willy swallowed hard, his heart beating like a bass drum, and he knocked on the door again, this time louder.

“What do you want, sissy boy?” asked Callahan in a raspy tone.

“Your f-food, sir!” Willy stuttered.

“Come in. I’m hungry,” the boss commanded.

Willy opened the door and was enveloped by a strong scent of sex: Callahan’s masculine essence mixed with Melanie’s feminine juices. Her dainty body glowed under the warm light as she lay on top of Callahan’s bear body, his thick arms and thighs holding her in place as he pounded upward. His cock was tremendously big and thick – around ten inches in length, and as thick as a beer can – and his nuts were heavy, low-hanging globes bouncing between his legs, and slapping her soft skin.

Willy stood in front of the bed for a while, his mouth open in awe of the powerful sex happening before him, his wife being absolutely ravaged by the man who now owned his life – he had given everything he possessed, every property and privilege, to his own boss, who now also had him as a personal assistant and a maid. Melanie’s tits jumped up and down, clapping at each other, as her body was stretched out by his powerful penis, her fat butt cheeks jiggling rhythmically, revealing her airtight hole in the middle.

“Wait a minute, cuck, I have to dump another load in your wife,” Callahan said. “I’m almost there, here it comes…” and then he roared, the fat dong buried deep inside her pussy.

Melanie lay exhausted by Callahan’s side, as the boss grabbed the food tray with both hands and started devouring the beef and the pasta like a brute.

“Where’s the fucking wine, idiot?” he asked.

“I… I’m sorry, sir, I forgot,” Willy replied.

Willy ran back to the kitchen and grabbed the most expensive bottle he had purchased to celebrate the anniversary of their marriage, and two glasses. He felt a sudden urge to please Callahan even further. He walked up to his private office and found a cigar that had been gifted to him on his birthday – everything belonged to his boss now, anyway.

Callahan grinned like a crude wolf, his eyes glinting cruelly. He grabbed the glass, while Melanie held hers, and snapped to Willy so he would fill them up. He then burst out laughing when Willy took the expensive cigar from his pocket and offered it to him, his hand trembling.

“There you go, now you’re learning,” Callahan said, taking a large sip of wine and then holding the cigar between his grinning lips.

Willy raised his silver lighter and humiliated himself once more. Melanie moaned and rubbed her breasts and her soaking wet pussy to the image of her husband debasing himself in front of that man.

“Hmm, you look so good submitting, honey,” she let out, flicking her own nipple.

“Don’t worry, there will be plenty of submissions from Willy, from now on,” Callahan observed, taking a big puff, then pinching her other nipple and shaking her tit playfully. “Little Willy is gonna learn to enjoy his place under my heel,” he threatened, and then added. “Monday morning, I expect the idiot to be waiting for me at the office, on all fours, ready to be used as my human footstool.”

“That sounds really sexy, hmm…” Melanie rubbed her pussy harder. “I’m sorry, honey, but I can’t help it anymore. I love how he dominates us,” she admitted.

“Uh… it’s o-okay, honey… I’m glad you’re having fun,” Willy replied, his little penis twitching desperately in his pants.

“You’re enjoying this, aren’t you? Drop your pants, now!” Callahan commanded, his eyes piercing Willy with a threatening gaze.

Willy did as he was told, ready for another wave of humiliation, the echoes of the dinner party still wavering through his debased mind. His pants, as well as his white briefs, fell to his ankles again, exposing his little shame: the small babydick that could never please Melanie the way his boss did.

Callahan burst out laughing as the little nub twitched in the air hard like a diamond, proving Willy was enjoying the entire thing. Even Melanie couldn’t help herself; the boss’ laugh was contagious, and she let out giggles and covered her mouth with her dainty hand.

“I’m sorry, honey, but after being with a big cock, yours looks super small!” she confessed in a sweet tone, and looked from Callahan’s huge dong resting on his thigh, to Willy’s little willy twitching in the air, his little marbles making the show even more hilarious. “Look at it, jumping and throbbing! It’s loving the humiliation!”

“I… I guess you’re right,” Willy said, looking down at his stupid throbs.

“I know the type. Your hubby is not only a cuck, but a babydick loser who enjoys being stepped on,” Callahan explained to Melanie.

“Really? But how did you know?” Melanie asked.

“Because this loser has been kissing my ass for a long time, and kissing up to everybody in the company. He’s the biggest beta male of all time, practically drooling over my power,” Callahan explained. “The moment I laid my eyes on your husband, I knew he was a sissy boy. When he started kissing my ass in front of his coworkers, it was confirmed.”

“But he’s a nice husband and a very sweet man! That’s why I married him after all…” Melanie snapped back, coming out of her big-cock trance for a second. “He might not have a big penis like you, or fuck like a real man, but he’s still a hardworking man.”

“Yeah, yeah… I think Willy’s hardworking because he’s afraid to disappoint you, and he’s afraid to disappoint me. He’s a fearful beta boy, and I’ll show you the truth. Willy’s gonna learn his true place, now that I own him.”

“Okay, fine, but promise you won’t hurt him?” Melanie asked, rubbing her pussy against Callahan’s hairy thigh, and caressing his hardening schlong with her hand.

“Don’t worry, I don’t need to hurt pussyboy over here. He naturally bends the knee every time he sees me,” Callahan replied, grabbing her waist and kissing her in the mouth, the loud tongues echoing in the bedroom.

They kissed lewdly for a while – nasty French kissing right in front of the husband. Callahan puffed his cigar, and the lovebirds drank more wine, as their bodies recovered from all the fucking, and the boss’s penis slowly rose at full mast again, ready for another round. Willy couldn’t help but be impressed and mesmerized by the biggest penis he had ever seen, right next to his wife’s feminine hourglass body, and the way her now loose pussy dripped jizz onto the mattress he had slept on.

“Well, time for another round of longdicking,” the boss announced. “Ready or not, here I come! Why don’t you tell your hubby to sit in the corner and watch how it’s done?”

Melanie moaned and giggled at the naughty idea.

“Honey, sit on that armchair in the corner, and see how well he fucks me!” she suggested sweetly.

“O-okay, sure… that way I can make sure you’re alright,” Willy said as he walked to the armchair, almost tripping in his own pants, his dick twitching up and down.

“Try not to stare at my ass for too long… I know you dream of kissing it,” Callahan provoked, and plunged his large penis into Melanie’s pussy once more.

She screamed in pleasure and moaned like a slut, his heavy body on top of her, spreading her legs further, and beginning a nasty missionary longdicking. Willy could not believe that man had so much sexual stamina, and how much he was able to penetrate Melanie balls deep, in powerful, long strokes, without cumming immediately. Willy knew he could only last a few minutes himself.

The delicious extra-marital sex continued for another hour, the bodies glowing with sweat, clapping in loud thunderous blows, filling the room with the most vulgar grunts and moans imaginable, and saying filthy things to each other.

“Keep stretching my pussy with your boss cock!” she let out, as her natural tits bounced with the fucking.

“I’m stretching you until you can’t feel Willy’s little pee-pee,” Callahan said in her ear.

“I could barely feel it even before,” she admitted in a sincere tone.

“That’s it, help me break your husband,” the boss instigated, a sinister grin on his manly face.

“Watch how a real man fucks me, honey!” she said, grabbing Callahan’s hairy buttocks, begging for more pounding. “You will never be like your boss! You’re a boy compared to him!”

“That’s it, whore, let him know… let the silly cuck know he’s not a man!” Callahan roared in pleasure, then grabbed her tits with both hands and gave them hickeys, then slapped them left and right.

Willy’s dick twitched in the air, and he finally couldn’t help it anymore. The sad little penis jumped aggressively and spurted a pathetic watery load, completely untouched. He let out feminine moans of defeat, and both Callahan and Melanie looked back and noticed his ridiculous state.

“Haha, sissy boy couldn’t handle it,” Callahan laughed and kept banging Melanie’s pussy ever harder.

The fucking continued for a while, and the boss seemed decided to put on a good show. He switched from missionary to doggy, then grabbed her waist and fucked her in the air, their bodies clapping ridiculously fast as he pounded balls deep. His strong arms were capable of carrying her dainty weight easily. When he stared deep into her eyes, grinning like a bastard, and fucking her nonstop, she let go and had a full-body orgasm, her pussy dripping like a waterfall.

“Fuck yeah, squirt for me, babygirl,” Callahan said.

“What? What do you mean?” she asked between drunken moans, looking down at the juices coming out of her pussy.

“Aw… that’s called squirting, sweetheart. It happens when a real man fucks you too good,” he explained in mock sympathy.

“It feels so good! Fuuuck…” she let out, her pussy making a mess on the mattress, and her body spasming in his arms.

Feeling Melanie squirt and cum all over his big schlong, Callahan was driven to the edge again, planting more of his seed deep in her pussy. It was his fourth nut of the evening, and he seemed finally satisfied, standing up and putting on his clothes in a sudden hurry.

“Cuck, do me a favor, will you? Clean up that mess,” Callahan said, snapping his fingers and pointing toward her used twat, filled to the brim with spunk and fuck juices.

“W-what?” Willy stuttered.

“Oh, don’t play dumb now. You know exactly what I mean, beta boy. Eat our fuck juices!” the boss said.

Willy crawled slowly onto the wet bed, afraid to disappoint, and went down on Melanie’s used red pussy, kissing it shyly at first, then licking the entrance, the taste surprisingly erotic, almost an aphrodisiac that revived his little penis. Melanie moaned and held his head in place, as his tongue slid from her clit to her pussy hole, and into the chamber where Callahan’s huge sausage had been a minute ago.

“Taste good, doesn’t it? Clean up my mess, that is your new role.” Callahan laughed and walked to the door. He turned around and winked at Melanie. “See you later, babygirl. There’s another hole I need to stretch.”

Willy didn’t forget his new duties as Callahan’s assistant. On Monday morning, he woke up earlier than usual, kissed his wife on the cheek, and drove fast to work. He received a message from Callahan on his way: “Heading to the office. You’d better be waiting for me with my cappuccino and on all fours. Or else.”

The cuckolded husband did as he was told. He stopped by an expensive cafe in the downtown area and ordered the best cappuccino he could find. Knowing his boss also loved cake, he ordered a molten chocolate cake that cost more than he expected. He hurried through the building corridors, while rumors and jeers followed him. The story of what had happened in the penthouse had spread like fire, and all his colleagues had smirks on their faces.

Some older executives were even bold enough to show him photos and videos of his little penis twitching in the middle of the dinner party. At the same time, sexy young assistants giggled and told each other all the details of Willy’s humiliation. Willy felt his face burn in a new wave of shame, but decided to ignore all the nasty remarks and head to Callahan’s office.

He placed the cappuccino and the cake on the large desk, crawled to the floor in front of Callahan’s large leather chair, and waited. After ten minutes, he wondered if his boss had played another prank on him, his knees shaking and his back starting to ache from the ridiculous position. A moment later, the older man stepped into the room and burst out laughing.

“Good fucking cuck. Waiting for me like a proper beta,” Callahan said, grabbing his cappuccino and sitting on his chair comfortably. “And what’s that, you brought a dessert? Hell yeah, you know how to kiss ass, don’t you?”

Callahan raised his right leg into the air and placed it heavily on Willy’s back, the weight causing him to tremble. Then, he placed the left one, crossing them at the ankles, and ate his cake and drank his cappuccino.

“You know, Willy, I feel great. Owning a wife, owning a cuck, and now being treated like a king. This is what I deserve as the alpha male, don’t you agree?” Callahan asked.

“Y-yes, sir… you’re the alpha, sir,” Willy stuttered.

“I’m glad that’s clear. I fuck your wife, and you watch,” Callahan established. “Now keep pleasing me, and I might give you a special treat,” the boss winked.

Callahan devoured the rest of the molten chocolate cake, then grabbed the phone from his pocket and opened the camera app.

“Look here and say cheese, sissy boy,” he said, his phone clicking several pictures of Willy’s state, his big shoes crossed on top of the employee’s back, the face exposed in a pathetic expression. “Some photos for Melanie, and for the company’s group chat.”

*****

New Part…

For the next few days, Willy spent his entire energy serving as Callahan’s personal assistant and domestic maid. He ordered coffee and snacks, dusted his office, polished his shoes, lit up his cigars, and of course assumed his place as a foot stool, as the boss crossed his heavy legs on his back, talking on the phone with important clientes and partners. Sometimes, Callahan would mention what had happened between them and Melanie, and Willy heard the men on the other end cackle at every detail.

The photos and videos of Willy’s small penis were spreading on the internet, turning him into an underground cuckold celebrity. Colleagues, old partners and cousins would message him or post funny comments below one of the many indecent photos they found, and there was nothing he could do. The exquisite humiliations replayed in his cuckolded mind endless times, and the taste of the Callahan’s and Melanie’s fuck juices still lingered on his tongue.

But he was not only an office assistant. Callahan made sure to write down a long checklist with small personal things he needed: clean his vehicle, wash and iron his expensive suits, dust and tidy up his penthouse, pay all his bills, buy all his groceries and utilities, replace his toilet paper – every little pathetic detail, and Willy didn’t dare disobey him. He knew that one little misstep could make Callahan angry, or even worse, disappointed, and that was the last thing he wanted his wife’s boyfriend to feel. With his tail between his legs, Willy followed every step regularly.

Melanie was very glad that her husband had finally found his true aspiration in life. Callahan kept her updated with footage of Willy’s servitude, and she giggled and rubbed her pussy at every detail, enjoying how much his wimp husband was humiliating himself in front of a real man. She couldn’t help but cum to a clip of Willy polishing Callahan’s toilet. The more he humiliated himself, the more she craved Callahan’s massive schlong. She would call the boss every evening and beg for more longdicking, and they would truly fuck for hours on end, as Willy cooked food and served them with drinks.

Callahan would dump massive loads of jizz into her soaking wet pussy. Sometimes she would simply cream all over his veiny shaft, other times she would squirt all over his low-hanging balls, but every single time Willy was made to crawl onto the bed and clean her up after the long hours of delicious extra-marital sex. The beta husband became more and more used to the taste of the rich fuck juices, the intricate flavors becoming an addicting aphrodisiac, his little penis twitching as he swallowed dose after dose of spunk and pussy juice. Sometimes he would eat her soft pussy so passionately, he would later find one of Callahan’s pubes stuck between his teeth.

On Saturday, Willy accompanied Callahan into the boss’ favorite golf club, and served him and his partners as their caddie. The green fields extended under the bright summer sun, as the wimp followed Callahan and two of his pals around – Bob and Hank – handing them different clubs, cleaning their equipment, serving them water, and absolutely kissing their asses, as Melanie sat by the lounge in the distance and giggled at the obvious submission.

Callahan bossed him around the the entire afternoon, scoring hole after hole, and eventually winning the game. The more he won, the more verbal he became, openly degrading the Willy in front of Bob and Hank, as the two older men laughed and despised Willy’s behavior. They couldn’t believe how weak and pathetic he was acting. How could a man ever be such a sheep?

“Wimp, why don’t you tell Bob and Hank how much you respect me?” Callahan asked all of a sudden, as Willy kneeled down to clean his cart.

“I respect you as my new owner, and the owner of my wife, sir,” Willy said the rehearsed sentence, “and I swear to kiss your ass, while you destroy my wife’s pussy, sir,” Willy said.

“Wow, what a spineless little boy he is,” Bob laughed, his fat gut against Willy’s face.

“Yeah, he’s a total loser in life and he knows it,” Hank observed, his large beer belly almost resting on Willy’s head, as he chuckled.

Willy felt completely emasculated in front of the three masculine older men, kneeling and cleaning their equipment, as Melanie sat in the distance, rubbing her pussy to the domination, and eager to take more of Callahan’s large hammer.

“Well, I have to take a piss, but I’m not done playing…” Bob observed.

“Yeah, me too,” Hank added, slapping his own big gut. “I have loads of beer to unload.”

“Why don’t we use Willy as our urinal?” Callahan asked. “I’m sure he won’t refuse, because… well, he never does.”

“W-what? Use me as a urinal?!” Willy stuttered in protest.

Callahan opened the fly of his pants and his large dong and nuts flopped out, shining with sweat and musk from the afternoon heat.

“Open up, pussy. It’s time you learn your real worth,” Callahan said in his intimidating tone, his eyes glinting.

Willy broke down under the pressure, his mouth wide open, on his knees in front of his boss and his partners, and a large jet of piss erupted from the fat penis, landing straight into his mouth. He gulped as fast as he could, trying not to taste it, but the strong masculine scent was undeniable. Callahan’s gut seemed to contain an endless amount of beer piss, as he pissed a constant strong stream for over a minute, as Bob and Hank cackled in disbelief.

“That’s it, don’t waste a drop,” Callahan encouraged. “Taste all that testosterone. Maybe that helps you grow some balls of your own.”

Melanie moaned in the distance, rubbing her pussy over her mini dress, the spot between her legs clearly soaking wet. She couldn’t believe what her poor husband had become, yet it gave her full body spasms.

Bob and Hank followed Callahan, their large manly cocks flopping out their pants, all veiny and musky, and two more loads of older man piss were deposited into Willy’s mouth, and down his stomach. He tried his best not to choke or vomit, and was able to swallow all three loads of burning-hot piss, as Melanie absolutely lost her mind, moaning and creaming all over herself. Callahan flicked Willy’s little boner with his shoe, and then kicked him in the marble balls, making him moan.

“Look at that, his baby carrot is hard to this. Pathetic wimp…” Callahan said.

“Pal, you have to lock that little thing up, make sure it doesn’t go anywhere near his wife’s pussy,” Bob suggested.

“Yeah, make sure the little pee-pee can’t have an erection,” Hank agreed.

“Alright, I’ll make this loser purchase the smallest nub cage he can find,” Callahan concluded.

The next day, Willy’s chastity device arrived through the mail: it was a little pink cage for small penises. He walked into the bathroom, shaved his already trimmed pubic hair, and used some lube to shove his pee-pee and small balls through the little circle, and squeezed his meager shaft inside the cage, locking it up. Callahan observed the entire thing, forcing him to follow every step, and laughing to himself. As soon as Willy was completely locked, he took the little key from the wimp’s hands, and put it in his wallet with a nasty wink.

“Now you’re officially emasculated. Not a man,” said Callahan firmly, grabbing his large bulge. “This is the only cock we need to worry about. Now that your nub is locked in place, I can focus on the next objective: taking her anal virginity.”

“W-what? But Melanie doesn’t want anal!” Willy protested.

“I don’t give a fuck what your whore wife wants,” Callahan said in a threatening tone. “But I have a feeling she’ll enjoy this thick wood inside her bubble butt. They always do,” he winked.

That evening, Willy was instructed to prepare an elaborate and delicious dinner for two, at the place that used to be his house, now owned by Callahan. He was told to serve lots of wine, and make sure Melanie was as comfortable as possible. His boss had only one goal in mind: convince her to spread her butt cheeks.

Melanie wore a white mini dress which pressed her large breasts against her hourglass figure, and exposed most regions of her legs, including her succulent thighs which shined under the warm light of the dinner room. Callahan wore an expensive dress shirt and his usual golden watch, his hairy arms enveloping Melanie’s small shoulders, as he sat right next to her. He didn’t waste any time, and made her drink loads of wine, as they chatted and chuckled at each others remarks.

His brutish hand caressed her legs openly, giving her goosebumps, and surely making her nipples hard, darting underneath the thin fabric of her dress. She wasn’t wearing any bra that evening, and her large areolas became slightly visible as her dress slipped down her body. The boss observed her delicious breasts which almost jumped out of her clothes, biting his lip and trying to control his impulse to give her new hickeys.

“You look delicious tonight,” he said in her ear, his nasty tongue licking her lobe. “I want you soft and willing this time around.”

“Ooo, Callahan, I can’t resist your manliness,” Melanie moaned and bit her lip, caressing his thick bicep.

Willy served them more wine and the main course, and then brought the dessert. He had prepared a combination of food that both pleased his wife and his boss. He became invisible next to them, taking care of every detail, as they talked in moans and grunts and touched each others’ bodies, becoming drunker and more intimate.

“Tonight I want to try a new part of your body,” Callahan said. “Your little butthole.”

“Oh, Callahan, but I never do anal! I’m afraid it will hurt, especially with your huge cock!” she protested, her body shaking in his arms.

“Don’t worry, cupcake, I know how to stretch a butthole. I promise you will love it and ask for more,” he said in a firm tone.

“O-okay… but do you promise to put only the tip?” she asked innocently.

“Sure, don’t worry,” he said, grinning like a dirty wolf.

Callahan raised Melanie in the air and carried her upstairs, kissing her neck and her mouth, causing loud nasty noises, and throwing her body onto the clean sheets. Willy was ordered to follow them and watch in the corner, like he usually did. The boss undressed completely, his massive hairy body radiating an alpha energy that made Melanie’s pussy cream, then he took off her dress, and her pink panties were completely wet as usual. Her waxed body glowed, and her juicy tits jiggled in front of him, her bubble buttocks clapping as she turned around and presented her ass.

Callahan gave her cheeks a few smacks, making her moan desperately, his large schlong jumping upward, as hard as a diamond, ready to invade. The boss looked at Willy and pointed a finger.

“Take off your clothes, sissy boy,” he commanded. “I want your wife to see your new state.”

Willy undressed slowly, his face burning with the realization that Melanie would see his little pink cage for the first time. She looked back, and when she realized what it meant, she couldn’t help but cover her mouth and giggle. Willy’s little penis throbbed desperately inside of the tiny cage, his little marble balls shriveled in fear. It was trying to have a little boner, but it couldn’t, contrary to Callahan’s immense rod which throbbed proudly in front of her juicy butt cheeks.

“From now on, he can’t have erections, even if he tries his best,” Callahan explained, a nasty grin in his face. “It’s perfect for our arrangement. That way, there’s only one man in the room, period. The little cuck can stop pretending to have any dignity.”

“Ooo, Callahan, I love how you step on my little husband!” Melanie let out, touching her wet clit desperately.

“Well, then allow me to step on him harder. Cuck, come here, and lube up my dong,” the boss commanded.

Willy walked toward the bedside table, reaching for the bottle of lube.

“Not that, you idiot. Use your stupid mouth,” Callahan said impatiently.

“W-what? B-but I’m not gay!” Willy protested.

“Yes, you are, you little faggot. What kind of man lets all this happen to his wife? Get on your knees and get to work,” Callahan said, his voice a threatening tone, his wolfish eyes glinting, his fat finger pointing at the floor in front of him.

Willy broke under the pressure, and his knees trembled in front of his grinning boss. Falling in front of the large, veiny dong, he slowly opened his mouth and degraded himself once more right next to his sweet wife. He swallowed the head first, tasting the masculine flavor for the first time. He then looked at Melanie, and she bit her lip and nodded in pleasure, encouraging him to swallow more.

“That’s it, make it wet for her little butthole,” Callahan said between laughs. “You don’t want your wife to get hurt, so make it nice and wet.”

Willy took a deep breath and swallowed it deep, the best he could. When the head hit the back of his throat, he choked and almost bit the tremendous shaft.

“Watch your fucking teeth, sissy,” Callahan said.

“Glugk gluk…” Willy tried to apologize.

Even trying his best, he was only able to swallow about two thirds of Callahan’s dong, his mouth slowly producing more saliva, coating the burning-hot member in a good layer of transparent saliva. To humiliate him further, Callahan held Willy’s head with one hand, and started thrusting into his mouth, his low-hanging nuts slapping Willy’s chin rhythmically. Strangely, Willy’s little pee-pee wouldn’t stop trying to twitch in his pink cage, signalling he was also a faggot after all.

Callahan’s schlong came out of Willy’s mouth with a wet pop, and the man positioned himself onto the bed, between Melanie’s legs. Lying on her belly, she raised her butt in the air for easier access, her entire body trembling in fear of the new experience. The boss pointed his proud prick against her waxed little pucker, and started penetrating her slowly.

“Ow, fuck, it’s too big!” she protested.

But her pucker was eventually stretched around his large head, twitching desperately with the pressure. He grinned, holding her waist with both hands, and pushed another inch into her.

“That’s it, let me take that cherry,” he encouraged, pushing yet another inch. “Just the tip, cupcake, come on…” he sang, pushing half his shaft into her tight hole.

“Oh fuck, it’s so big, it’s tearing me apart!” Melanie let out, touching her clit desperately.

“Just the tip, come on…” Callahan repeated, and then pushed his massive prick all the way into her, balls deep, forcing her buttocks to spread apart under his weight.

Melanie came immediately, squirting all over the mattress. Her body spasmed under Callahan’s brutish body, desperate moans leaving her shocked lips. Callahan chuckled in her ear, and started thrusting in and out, in a steady pace, fucking her ass into another dimension. The more he pounded her, the more she liked it, and the more she moaned, the faster he thrust into her. Their bodies were clapping again, and the fucking went on for hours.

Willy sat in the corner and tried to touch his little penis, but the cage made it impossible for him to get off properly. He was stuck in the back of the room, with a failed erection, watching his boss completely destroy his wife’s virgin butthole, the taste of cock lingering in his mouth. Callahan had broken another part of him, but there was still something left…

The next weekend, Callahan showed up and proposed a new idea that would forever seal Melanie’s and Willy’s fate. He was interested in impregnating Melanie, giving her his superior offspring, and have Willy raise the kid as his own. Melanie was dumbfounded, yet excited by the new prospect of having a kid with that powerful man. Willy, on the other hand, tried to protest again, without success.

Callahan took another contract from his pocket, and shoved it in Willy’s face. The document read, “Contract of cuckolded impregnation”, and detailed how Callahan was going to knock up Melanie during long, repetitive sessions of unprotected sex. She was supposed to quit her birth control pills immediately, and openly accept the boss as the owner of her womb. Willy was meant to raise the kid as his own, and work hard to provide everything for the offspring, until the kid turned eighteen, when the truth would be revealed in front of Willy’s family, including his own father.

Willy watched in horror as Melanie signed the contract, touching her pussy and her breasts and giving Callahan a big sloppy kiss. They both stared at Willy, waiting for his compliance. The cuck looked down and thought for a second, his little pink cage twitching desperately in his pants, and he didn’t know how to say no to the man who now owned his life. He scribbled his name on the document, his hand shaking with the rest of his body, the last trace of dignity stripped away from him, an arrangement that would fuck him over in many different ways.

“Good boy,” Callahan said, grinning and taking the contract from his hand. He placed it into his pocket and carried Melanie upstairs once more. “Follow us and watch the first impregnation session.”

Callahan fucked Melanie nonstop for the next two hours, his raw schlong pumping her soft pussy with the sole intention of knocking her up. He absolutely ravaged every inch of her vagina, switching positions and trying to find the best angle to breed her. After a while, he decided that missionary was the perfect option, his hairy buttocks bouncing in the air, his nuts clapping against her bubble cheeks, his cock plunging deep into her vulva, reaching for her womb. Willy watched everything from the corner of the room, shaking in pure awe and shock.

“Watch me impregnate your wife and fuck your life, sissy boy,” Callahan said, looking back at Willy with a nasty grin.

Something malfunctioned in Willy’s brain, and he fell to his knees, joining his hands in the air in a pleading position.

“T-thank you, sir… thank you for fucking my life, sir!” he said.

“Hahaha, that’s it, worship me,” the boss laughed. “Now come here and do what you’ve always dreamed of… kiss my ass and lick my fucking asshole.”

Willy crawled onto the bed, and as the boss ravaged his wife with longdicking thrusts, he stared at the large hairy buttocks shaking up and down, and kissed them repeatedly, chanting thank-yous with every kiss. He then buried his face in them, reaching for the asshole, and making out with the man who now owned his wife, owned his life, and destroyed his pride – lots of eager, vigorous sucking on Callahan’s asshole.

The impregnation sessions happened several times a week, sometimes taking many hours of hard pounding, and lots of asshole worship in the middle. Sometimes, Callahan would make Willy suck his cock before entering Melanie’s pussy. Other times, he would order Willy to simply make out with his asshole, as he ravaged Melanie with all his might. A few times, Callahan even made Willy lick his heavy nuts, or suck on his big toe, all while Melanie was getting smashed and knocked up.

After a month of cozy breeding, there was a positive result. Melanie came out of the bathroom with the pregnancy test in hand, and hugged Willy happily, her juicy breasts pressed against him. She was rather excited to finally have a child, since Willy was never able to do it himself, and Willy couldn’t help but twitch in his pants to the idea, his locked pee-pee creaming with the prospect of raising the superior offspring.

 

To Be Continued…?

 

 

*The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been previously published on other free websites and is now in the public domain, which is why we are able to publish it here.