The Next Day
The email arrived at 6:14 a.m., jolting Simon awake before his alarm. The subject line was blank. The body held only four short sentences: Conference Room B - 11:00 p.m. Pussy Mine. Report naked. Don’t be late.
He lay in bed, staring at the glow of the screen. His chest tightened, though he had no reason to be surprised—he had known David would summon him again. But then his doorbell rang. With a mix of annoyance and anger at the inconsideration of the early hour and trepidation and excitement at the unusual circumstances, Simon waited, thinking that he had already admitted to himself and to David that he had what Simon craved: release.
Within moments, his housekeeper brought him a small box wrapped in black paper. He unwrapped it hesitantly. Inside was a small card on heavy stock clearly from David as he recognized his handwriting.
“Sweet, pussy boy, some backdoor pleasure, just for you. Wear it all day. Don’t remove until I see you. It has several speeds that I control. Today I will probe and you will vibrate and squirm. Be a good boy for Daddy. He’ll reward you tonight.”
Inside the box was a sizeable black butt plug and a plastic bottle. Its label said, “Fuck Water.” Simon smiled but was frightened by the size of the plug.
There was also a small glass vial, JUNGLE JUICE, with a tag attached that read, “In case you need a little helping getting it in!”
Simon stood naked before the full-length mirror in his high-rise condo, the skyline still soft with dawn haze. He raised a leg, having stretched his hole with one and then two fingers, with lots of “Fuck Water” lubing the way. But the plug was so big. Though he’d never used them, he lifted the brown vial to his left nostril and took a big hit, then the other nostril and did the same. His head swam, his body relaxed, the poppers making him able to press the butt plug into his ass, thin to thick and he sat in a chair to keep it in and get used to its length and girth. He even popped up and down on it a few times, loving the feel in his ass.
As he continued getting dressed, and slid into his tailored shirt, fastening the crisp white buttons with steady fingers, the butt plug started to vibrate, and Simon let out an audible groan of pleasure. A text arrived.
“Good morning, pussy boy!”
At 8:00 AM, on the dot, he was at his desk, jacket perfectly pressed, tie knotted with his usual precision. His executive assistant slid his morning reports across the desk, her voice a low drone about appointments and priorities. Simon nodded in the right places, but his ass pulsed, and his mind focused on only one thing: 11:00 p.m.
In the boardroom, with David right beside him, directors argued over quarterly margins but Simon’s gaze drifted to the long mahogany table. David had a small black remote control on his writing pad. He pressed it and a stronger vibration went off in Simon’s ass. The executive saw not charts and contracts, but the memory of his palms spread flat against its surface, David’s voice at his back. It took everything he had to not show a reaction, but he groaned in pleasure internally. David glanced over at him with a wicked smile.
A question broke through his haze—something about budget allocations—and Simon forced his lips to move, producing a polished answer. The directors nodded, reassured. David smirked. He upped the vibration one more speed. None of them saw the tremors that went up Simon’s spine. As they exited, David stood in the corner of the boardroom, slightly smiling, pointing his finger at Simon and silently mouthing, “You’re mine.”
Lunch passed in silence at his private table. He pushed food across his plate, appetite hollow. Every forkful carried the metallic taste of waiting.
By midafternoon, he found himself in his office, suspended in a private orbit David had drawn around him. His assistant asked if he was well. “Fine,” he said, the word clipped. But inside, his thoughts were not fine—they were unraveling in anticipation. Would David make him kneel and crawl again? Show him his pussy? Slap his face with his cock? Humiliate him? Make him beg? The not-knowing was its own exquisite torment.
At that moment, sitting at his desk, the vibration level in Simon’s ass was turned up to the highest of the day. Simon squealed and groaned, hopping up from his chair and leaning over his desk. He ripped his pants open and took his cock in hand, pumping furiously, as he groaned and moaned.
There was a knock at Simon’s office door. He froze and quickly returned to his chair, trying to maintain his composure as best he could. David stuck his head in the door and said, with a wicked laugh, “Just wanted to make sure you were awake?” He switched the plug down to its lowest speed.
Simon relaxed and fell against the back of his chair, panting. David walked over to the desk, pushed Simon’s chair back, grabbed the chairman’s hard cock, placed it back in his underwear and zipped up his pants, patting his crotch. “And remember, my sweet pussy,” purred David. “Bad boys that touch things that don’t belong them get punished severely.” He left Simon panting.
The afternoon finally ended, and evening fell. Simon’s staff filed out one by one, their good nights echoing faintly in the emptying halls. He tried to kill time reviewing numbers, drafting directives but it was useless, his sole focus was on 11:00 PM, the butt plug and David’s cock. His ass tingled at the thought. His erection never faltered, even for a moment, but he didn’t dare touch it for fear of David’s wrath.
With only a few minutes to kill, David started to remove all his clothes, tossing aside his underwear wet from his cock leaking profusely all day. He stood in his office completely naked, butt plug vibrating, his whole body trembling in anticipation. He checked his reflection as he walked by and knew he was a new kind of man and that man belonged to David.
The corridors were empty, save for his own footsteps. It was too late for anyone to ordinarily be there, but the risk was still palpable. Simon walked down the corridor of the office he owned and ruled, completely naked, his ass vibrating.
At what he thought of as the exact moment, his hand rested on the cool metal handle of the door. His heart thundered, not with dread but with anticipation sharpened to a knife’s edge. He drew a breath, steadying himself, and knocked.
“Enter”.
Simon realized that his usual command was now commanding him.,
When he opened the conference room door, the scene was stripped bare. The long table stretched under a single lamp, its glow pooling at the center like a spotlight. All the chairs had been pushed aside, except for the one at the head—his chair—which David occupied with ease, as if it had always been his.
“Close the door.” The command was soft, but absolute.
Simon obeyed.
“Approach”
He moved to the end of the table.
“Up on the table, pussy boy, and show Daddy that sweet hole he’s been controlling all day.”
Simon’s hesitation lingered a second too long. David’s hand slammed flat against the table, the crack of it exploding through the quiet conference room like a gunshot. Simon jolted, eyes snapping up.
David bolted up from behind the desk, grabbed Simon and put him over his knee, using the chair in front.
Spank! “Bad”
The first blow caught him complete unawares. It jerked his body into a straight line across David’s lap.
Spank! “Bad”
David’s hand felt so powerful on the small of Simon’s back. The pain was intense.
Spank! “Bad”
When Simon twisted around and looked at David’s face, he saw his focused stare, his jutting jaw – all locked and square – but also a tiny smirk.
Spank! “Bad”
It wasn’t David’s dark hair falling into his face or his unshaven face with its perennial shadow that Simon noticed but the body: all muscles, sweating, dominating.
Spank! “Boy”
David’s big hard dick pressed up against Simon each time he took a hit.
Spank!
Simon realized suddenly that the wetness in his pubic hair was his precum juices oozing out of the slit of his cock. The swollen head of his rod was swimming in the stuff and soaking the front of David’s shorts.
“What do you say, pussy boy, when Daddy tells you do something?”
Spank!
Simon quickly says, “Yes, sir. Yes, Daddy.”
Simon’s ass was red and sore but the last two strokes seemed to linger more squeezing and rubbing.
Spank!
“Now that’s the pussy boy Daddy knows and loves.”
David’s fingers reaching into Simon’s crack on their way to his pulsing hole.
“Now do as Daddy asked.”
Simon climbs up on the conference table and lays on his back, spreading his legs and showing his pucker.
David presses down on the butt plug a time or two, making Simon groan then pulls it out in one, quick motion, like a Band-Aid. Simon moans and opens his legs more, giving ultimate access.
David holds out two fingers to Simon’s mouth and he sucks on them hard, getting them wet. David uses them to deeply fuck in and out of Simon’s hole and then uses them to scissor and stretch the lips of Simon’s pussy.
“You need to open yourself up, baby, so you can take this big piece of Daddy meat.”
The look on Simon’s face goes from pain to pleasure in a matter of seconds. David pulls his fingers out of Simon’s ass and holds them out. Simon sucks and licks them clean.
Simon felt the polished wood cold against his back. He had used this table to dictate terms, to close deals worth millions. Never like this. Legs open. Begging for his hole to be pounded.
David stares at him, watching him open his hole with one hand, the other brushing and playing with his hard cock. “Enough,” he growls. Both of Simon’s hands drop to the table.
“Look at you,” he said, voice threaded with satisfaction, their eyes lock. “Say it,” he ordered quietly. “Tell me who you belong to.”
Simon’s breath shuddered. “I’m yours, Daddy. I belong to you”. The admission hollowed him out, leaving only the raw freedom of release.
David smiled, sharp and slow, as if the words had been carved from Simon’s very core. “Good. Then understand this—everything that happens next is mine to decide. And tonight, I will take all of you.”
The world of boardrooms and balance sheets fell away. All that remained was David’s hand, David’s cock, and Simon’s shuddering surrender as the night began.
David didn’t move at first. He let Simon lay on the table with his hole exposed and ready. Only when Simon’s breathing began to steady did David finally act.
David was dressed casually tonight. He pulled his T-shirt over his head to reveal his hairy chest and beefy pecs, now covered with sweat.
“Baby, sit up and tell Daddy all the things you like about him.”
“OK, Daddy, sir!” Simon says as he gets up from the table and moves to David. “I love your sexy, hairy chest, Daddy.”
Simon rubs his hands and his face in his Daddy’s chest hair, licking and squeezing his nipples.
“I love your huge biceps, Daddy.”
He squeezes and licks them as David flexes.
Going down on his knees, Simon pants, “And, Daddy, I love your great big cock and your huge, hairy balls.” He presses his face and mouth to the front of David’s shorts, licking them through the fabric.
Looking down at Simon on his knees, David says with praise in his voice, “Use that sweet mouth of yours, my little cunt, on Daddy’s cock. It’s been a long hard day, and Daddy needs some relief.”
Simon opens David’s zipper wide, pressing his face in the front of his boxer briefs, inhaling deeply. Then taking the waistband, he pulls it down and David’s cock pops out, slapping his face.
What do you say, Pussy Boy, do you want Daddy’s big cock tonight?"
Instead of answering, Simon ravenously devours David’s cock, licking and sucking. Simon loves the way David’s cock grows in his mouth as he licks and sucks the head, swallowing precum and teasing him to his full nine and a half inches.
A key is heard in a lock and the door to the office suddenly opens. Simon and David freeze. The night cleaning guy, a tall, lean black guy walks in without knocking and turns on the overhead light. His eyes go wide. He kind of gapes at the two men with a look of shock on his face. It is clear to him what is happening. “Oh, I’m so sorry,” he says. “I didn’t realize anyone was in here.” Everything in the room exposed in the whitest, most revealing light.
The man is tall and broad-shouldered, the kind of frame that made even the loose fit of his uniform shirt stretch at the chest and arms. His chocolate brown skin glistened faintly under the fluorescent lights, more from nerves than exertion, and a strand of dark hair has fallen across his forehead, damp with sweat. He looked like he belonged in a magazine more than a deserted office building. His eyes darted toward the door, calculating the distance, but froze again when his boss lifted a hand in warning.
“What’s your name?” David asks.
“Barron,” says the cleaning guy.
“Here’s what’s going to happen, Barron,” explains David. “You’re going to do whatever I tell you to or the chairman, who is on his knees with my cock in his mouth, is going to fire your ass. Understood?”
The guy, unsure and frightened, simply nods his head and David motions him over. The gesture wasn’t loud or dramatic – just a small crook of the fingers, commanding him closer with the weight of authority and the unspoken threat: come forward, or lose everything.
“Barron,” speaking, not harshly but firmly. “Grab that bench from under the window and bring it over here.” He does what David asks.
“Now, let’s get comfortable,” says David, motioning for Simon to get on top of the bench. “All fours, chairman, doggy-style.”
David pats Simon’s ass and then turns his attention to Barron. “Strip!”
“Say, what?” Barron asks.
“Everything,” David commands not harshly but firmly.
Barron just stands there, dumbfounded.
“Now!” David barked.
Barron’s fingers hesitantly find the top button of his shirt, working each loose with deliberate slowness, the fabric parting to reveal the smooth, muscular lines of his hairless chest. He shrugs out of his shirt, throwing it behind him and bringing his enormous biceps into view, transfixing both Simon and David.
He sits on the edge of the bench, as far from Simon’s ass as possible, removing his shoes and socks and then stands again. The sight is an erotic take-your-breath away moment. He unbuckles his pants and lowers his zipper. He lets them drop to the floor and steps out of them. His boxer briefs hug the form of his body like a glove. He ass is a thing of beauty, firm, round and bubbled. The front of his briefs hide a giant, thick piece of meat that will surely hang halfway to his knees. He puts both hands in the waist band of his briefs and drops them to the floor revealing a magnificent beauty. Uncircumcised, hefty with a juicy crown. The balls underneath are large and held in a beautiful, crinkly sack covered with black hair. Surprisingly, to the men, it starts to grow and harden. Barron simply stands there.
“Now, my little bitches, let’s get this show on the road. First thing you’re going to do, Barron, is eat his hole.”
WHAT?!!
“Don’t tell me you’ve never eaten an ass before?”
“Well, yeah, but…”
“Dude, eating ass is eating ass,” promises David. “Ass up, chairman.”
Very apprehensively, Barron slowly moves to Simon’s rear. A few seconds go by. He just stands there.
“Well?” complains David sharply.
Barron slowly goes down on his knees, staring at Simon’s ass.
“Show the man the pretty pussy you have to offer him,” commands David.
Simon, looking backward, uses both hands and opens his hole wide, granting access. Barron stares at the butthole for a second or two, then cautiously touches Simon’s cheeks, slowly and hesitantly, as if testing them. He starts to gently rub the left then the right, opening the crack and puts a finger on the pucker.
Simon groans. Barron slowly moves his mouth to the chairman’s ass, biting his right butt cheek, hard, leaving a mark, and spanks the left, leaving it red and stinging. His moist tongue slowly stretches out and he takes a single lick of the rosebud. That lick turns into a tonguing of the area around the hole, lapping up and down between the cheeks.
“Jesus – get inside my fuck hole,” Simon squeals, looking over his shoulder, vocal for the first time.
“Goddamn, baby, give the man a chance!” laughed David, shocked at the outburst.
Barron goes directly to the hole and penetrates it directly with his tongue. Fucking Simon now, with his tongue, pushing it into his ass as deeply as it will go.
Released and free, Simon goes a little crazy, proclaiming, “Yeah, that’s right! Now you’re doing it!”
David chuckles and confesses, “I think I might have created a little pussy monster.”
Barron begins to shake his face from side-to-side and bury it deeper in Simon’s crack, licking and sucking on his hole. He slobbers on one cheek than the other. Up from Simon’s perineum, over his balls, then far into the furrow from one side to the other.
David suddenly pulls Barron’s face out of Simon’s ass, giving the ass a hard slap.
“Thanks for the help getting his ass ready, Barron. Now this slut is going to swallow that monster of yours and we’re going have a spit roast!”
Barron moves slowly to the opposite side of Simon, lining up with his mouth. David grabs Barron’s huge, semi-soft cock and pulls it to Simon’s mouth.
“Now, pussy boy, I want to see you get this cock hard and swallow every drop of cum that comes out of his balls. Do it for me, pussy baby! Do it for your Daddy!”
Simon leans forward until his lips are only a fraction of an inch from Barron’s penis, the thick hair that covered his balls brushing against his chin. Then, almost delirious with desire, he slowly sucks the head of the colossal dick into his mouth. Inch by inch, the soft spongy shaft fills his throat, and Simon feels the enormous penis begin to grow.
He then brings his hands up to caress Barron’s balls, pulling them down gently, away from the huge cock which now stood straight up, at least a ten-inch column, thick at the head and even thicker at the base.
All caution abandoned, Simon lowered his lips to the head of Barron’s dick and flicked his tongue, savoring the first drops of salty precum. He bobbed his head low to catch a small rivulet of ball juice then ran his tongue up and down the shaft of the broad dick towards the flaring cockhead.
“Tell me if you want it, pussy boy? Do you want Daddy’s big dick up your ass?” asks David.
Simon pulled his mouth off Barron’s cock long enough to almost scream out, “Yes… please Daddy, I want to feel it in me.” Simon knew he wanted it more than anything else he’d ever wanted in his life!
David puts the large, wide head of his cock at Simon’s ass, slapping back and forth against the hole, teasing him, sliding it up and down his crack. The big mushroom head gradually pushes inside his opening, he holds it just inside Simon’s sphincter, wiggling it, by shaking his hips.
Even with his mouth full of cock, Simon still let’s out a big groan at his ass invasion but still stretches his mouth as wide open as he could, taking Barron’s mighty beast deep into his throat as far as he is able.
“That’s the way! Work that head!” growls Barron.
David begins sliding his fuck piece in and out of Simon, slowly at first, but with steadily increasing power. Simon can feel every tantalizing inch of his cock throbbing inside him like steel. His fuck strokes are smooth and strong, churning Simon’s guts, sending waves of electric heat through him. Simon’s already gasping with pleasure, mouth filled with cock, and David hasn’t even switched to high gear yet. It’s an all-out blistering attack on his hole.
Although there still seemed to be half again to go, Simon wouldn’t miss the chance to suck such a cock. He opens his throat wider than he had ever known was possible and pushed the head down further until he swallowed it to the very base. Pubic hair blanketed his face, and with two hands he raised Barron’s weighty balls and held them close against his chin and neck. The sweet salty taste against his tongue is delicious. After tonguing each of the big balls, he buries his face in Barron’s nut sack, using the tongue to lick the underside and the tender ridge that leads to Barron’s asshole.
“That’s right! Love on those motherfucking nuts!” cries Barron.
David begins to push his entire shaft, slowly, inch-by-inch, into Simon’s hole, stretching it to the limit. Then plunging back to bottom fast. Over and over.
“Take that fucking dick for Daddy!” David purrs, leaning over to whisper in Simon’s ear.
Panting wildly with moans and groan at the ride he’s getting from behind, Simon begins to suck Barron’s cock in earnest. Grabbing his fat shaft with both hands, he pumps the silken sheath of skin up and down as his tongue and mouth lick and suck at the head, milking.
“Love on that meat, bitch. Nurse it!” cries Barron, getting close.
Simon feels the cock’s massive girth as it slides into him, hard as steel, and when it hits that magic spot, he screams out, feeling David’s balls and pubic hair as the plunge bottoms out. His weight rests heavy on Simon’s back, his chest expanding, grabbing him around the waist for maximum pounding.
“All the way in, Daddy! All the way!” squeals Simon, squeezing down on David’s cock with his ass.
With David’s stomach and tight abs leaning on his ass cheeks and his large balls nestled between thighs, Simon notices the feel of pubic hair scratching the top of his crack, knowing David’s dick is completely inside him.
““You like it pushing inside you, don’t you, baby,” declares David. “Daddy shoving that great big cock up inside your hole!”
As Barron’s head rolled from side to side, his moans of pleasure almost constant, his hips begin to fuck forward to thrust his cock deeper and deeper into Simon’s mouth
“OH, MY FUCKING GOD…SUCK THAT BIG BLACK DICK…HERE IT COMES!”
As Simon suddenly realizes that Barron is about to shoot, he opens his lips wide and swallows that dick to the root, pressing his face deep into his crotch as he cups his balls with both hands. He could feel them tighten in their sack and pull toward the core of Barron’s body as the first scalding jets of semen began to fly down his throat.
David is pounding Simon’s ass without mercy. In. Out. In. Pushing against each wall of his chute. Out. Plowing his prostrate and plunging to the bottom of his cunt. In. Out. David is almost climbing on Simon’s back to go deeper.
“You, little bitch. Take what I fucking give you!” roars David, sweat running down his muscled back.
After the first, most intense shudders had passed of Barron’s orgasm, Simon lipped his mouth back off Barron’s dick far enough to be able to taste the last few shots – still more than enough to fill his mouth and coat his tongue with his pungent seed, Barron holding his face on his still vibrating cock, making him able to pump in Simon’s mouth and proving a kind of ballast for the pounding the man is taking from behind.
“You’re a cum whore, baby. Keep that up and I’m going to blow!”
Simon’s dick throbbed and his mouth watered at the thought of taking cum in both his holes. He groaned and pushed back against David’s pistoning cock, picking up speed.
Barron steps away, Simon’s face is covered in cum. David grabs Simon, holds his ass in place and fucks himself with his ass. Simon doesn’t move but just let’s David force his butt up and down on his thick knob.
Yes! Yes! Yes! I love your big dick, Daddy,” shouts Simon, shooting his first shot of cum without even touching his cock. Spurt after spurt comes out of his knob, drenching the floor in a cloud of white.
David continues fucking himself with Simon’s ass until he feels that sensation of Simon cumming and the contration and squeeze of Simon’s ass muscles and he loses out.
Oh, fuck. Oh, Fuck. CUM IN YOUR FUCKING ASS!”
Simon can feel every spurt of cum that fills his ass. Wad after wad. David climbs on Simon’s back, jabbing his cock in and out as he spurts again and again in Simon’s hole. So much cum that it starts to leak out of Simon in dirty white pearls.
David collapses on Simon’s back and then he felt a long, drawn-out tugging sensation as he slides off of him and down to the floor. His bloated cock slowly slides through the sensitive walls of Simon’s tightly clenched anus. The big head caught on his inner ring, held there for a moment, and then finally slid out, leaving him empty. Spooge and ass juice flowed out of Simon’s ass like a river.
The three men each lean against the table, panting. The only reason Simon is standing is because he’s leaning against David’s chest, between his legs, for support. They are quiet.
“Barron, my friend, you were amazing,” said David, finally.
“Thanks, boss.” Barron replies.
David, slipping him a hundred, chuckling, “You don’t think I could take a chance on just anyone coming in on us, do you, chairman?
The words pulsed through Simon’s body like fire, searing away the last fragments of resistance. He was no longer CEO, no longer master of anything. He was only David’s, wholly and irrevocably, as the night closed around them.
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