Tyler Plumber strutted through the glass doors of Plumber & Associates like he owned the building which, technically, he did. Six foot three, broad shoulders tapering to a narrow waist, and an arse so massive and perfectly sculpted it strained every pair of trousers he owned. The kind of bubble butt that made straight women bite their lips and made his mates from uni days smirk behind their beers. Brisbane sun kissed his golden skin, highlighting the sharp jawline, the cocky green eyes, and the perpetual five o’clock shadow that somehow made him look even more fuckable.
He was a ladies’ man through and through. Or so he told everyone. “Mate, last night I had this yoga instructor bent over the balcony in Newstead. Screaming my name. You should’ve seen it.” He’d flash that arrogant grin, slap a colleague on the back, and saunter into his corner office, leaving a trail of cologne and ego.
What Tyler didn’t know was that his girlfriend, Elena sweet, quiet, corporate psychologist had had enough three weeks ago. After catching him “cheating” for the fifth time (this one with her own cousin), she’d used her training. A deep, careful hypnosis session while he was half drunk and boastful. “Every night you sneak out to fuck other women, Tyler. You feel so guilty, so ashamed… but you can’t stop. You come home sore, used, dripping. And you love it.
The suggestions had sunk deep. Tyler now woke up every morning convinced he’d spent the night balls deep in random women, yet his body bore the marks of something very different
And his “mates” had noticed. His employees loyal once, now quietly furious at the way he treated them had turned the hypnosis into their perfect revenge.
Tyler adjusted his tailored navy suit in the mirror of his office bathroom. The trousers cupped his enormous arse like a second skin. Underneath, a black briefstrap silky, expensive, the pouch already tight around his caged cock. Elena had insisted on the cage weeks ago as a “kinky game.” He thought it made him edge harder when he fucked his imaginary conquests. In reality, it kept him desperate and leaking
He stepped out, barking orders at his PA, Lewis. Lewis was lean, sharp featured, with a quiet intensity and a surprisingly thick bubble butt of his own hidden beneath grey suit pants. Today he wore a bright red thong that rode up when he bent over the filing cabinet. Tyler never noticed the flash of red lace, but Lewis made sure Tyler’s eyes lingered anyway.
“Coffee, black. And get those contracts for the McMahon case on my desk by ten.”
“Yes, Mr. Plumber ,” Lewis said smoothly, a small smile playing on his lips.
Tyler spent the morning bullying juniors, flirting with the female interns, and bragging about last night’s “redhead from the casino.” His arse flexed unconsciously in the chair, the heavy steel plug nestled deep inside him shifting with every movement. He’d woken up with it already in, slick and fat, stretching him open. He told himself some chick had shoved it there after riding him senseless. The truth was far more humiliating.
By lunch, the edging started.
Liam, one of the junior associates tall, athletic, former rugby player with a thick cock and a preference for tight white briefs knocked on the door.
“Boss, you got a minute for the deposition notes?
Tyler waved him in arrogantly. As Liam spread papers across the desk, he “accidentally” brushed his hand across Tyler’s thigh. The hypnosis made Tyler’s body respond instantly his caged dick twitched, his hole clenched around the plug.
Liam’s voice dropped. “You look tense, mate. Rough night?”
Tyler smirked. “You have no idea. Chicks can’t get enough of this arse.”
Liam’s eyes darkened with amusement. “Yeah? Bet it gets used hard.
Under the desk, Liam’s foot pressed against Tyler’s bulging crotch, rubbing the cage through the fabric. Tyler groaned, thinking it was the memory of last night’s conquest. Liam kept him on the edge for twenty minutes light pressure, never enough until Tyler was sweating and shifting in his seat, the plug pressing against his prostate.
“Fuck… yeah, she really knew how to handle me,” Tyler muttered, voice husky
Liam smiled. “I bet "
Every evening, Tyler left the office convinced he was heading to some bar to pick up women. The hypnosis painted vivid pictures: soft tits, wet pussies, feminine moans. Instead, he’d black out slightly and wake up in the firm’s private after hours “strategy room” a soundproofed conference space with a large leather couch, a sturdy oak table, and dim lighting
His mates were waiting
Tonight it was Lewis and Liam again, plus Jake from IT stocky, bearded, wearing nothing but a black harness and a bulging purple brief that barely contained his heavy balls
Tyler stumbled in, already half undressed by invisible hands, his massive arse on full display. The black briefstrap framed his cheeks perfectly, the straps digging into the firm muscle. His cage glinted under the low lights, pre cum dripping steadily.
“God, look at that arse,” Jake growled. “Still think you’re the stud, eh?”
In Tyler’s mind, he was fucking a busty blonde. In reality, Lewis pushed him face down over the conference table, yanking the briefstrap aside.
“Fuck yes, eat that pussy,” Tyler moaned, spreading his legs.
Lewis dropped to his knees behind him. Tyler loved rimming *craved* it and the hypnosis made him beg for it nightly. Lewis buried his face between those massive globes, tongue swirling around the base of the plug, licking and sucking noisily. Tyler whimpered, pushing back, embarrassed heat flooding his face even in his delusion.
“Shit… your tongue feels so good on my—on her…”
Liam laughed softly, filming on his phone. “Yeah, she’s really wet for you, boss.”
They edged him mercilessly. Jake fed his thick cock into Tyler’s mouth while Lewis worked the plug in and out, stretching him. Tyler sucked eagerly, thinking it was a strap on or some kinky toy from his “conquest.” His own caged dick strained, denied any real pleasure
Hours passed like this rimming, fingering, plugging, teasing. They never let him cum. By the end, Tyler was a mess of sweat and desperation, his hole puffy and open, the plug replaced with a bigger one. Cum from his “mates” painted his arse cheeks and dripped down his thighs. In his head, it was a woman’s juices.
He stumbled home, sore, humiliated in ways he couldn’t understand, and told Elena the next morning how guilty he felt for cheating again.
She just smiled sweetly. “Poor baby. Maybe one day you’ll learn.”
The days blurred. Tyler’s arrogance never wavered outwardly, but his body betrayed him constantly.
During a team meeting, young associate Ryan slim, twinkish, wearing a lacy pink thong under his chinos—sat across from him. Ryan “dropped” a pen and crawled under the long table to retrieve it. Tyler felt warm lips wrap around the head of his cage through his trousers. He bit back a groan, convinced it was a memory flash from last night’s “office fling with the receptionist.
Ryan sucked and licked the metal bars, tasting the constant leak, while the rest of the team discussed case strategy. Tyler’s massive arse clenched on the plug, shifting in his seat. His face burned with confused shame.
“Everything alright, Tyler?” Lewis asked innocently from the head of the table.
“Fine,” Tyler grunted, voice strained. “Just… thinking about that redhead again.”
Under the table, Ryan hummed happily, edging him until Tyler’s thighs shook. When Ryan finally emerged, his lips were shiny. No one commented.
Lunch breaks became ritual. Tyler would lock his office door, telling himself he needed a quick wank over memories. Instead, different employees rotated in. One day it was three of them—Liam, Jake, and quiet legal assistant Ben, who wore simple white briefs that went see through when wet with sweat.
They bent Tyler over his own desk, trousers around his ankles, that glorious arse up. They took turns rimming him, praising how slutty his hole looked stretched around the plug. Tyler moaned like a whore, face pressed into case files, embarrassed tears pricking his eyes even as he begged for more tongue.
“You love this, don’t you, boss?” Liam whispered, slapping one heavy cheek. “Love getting your straight arse eaten out by your employees.”
In Tyler’s mind: *She’s so good with her mouth…*
They edged him for an hour—fingers, toys, mouths on his cage never letting him cum. Then they’d plug him again, send him back to work leaking and desperate, arse throbbing
Sporadic flashes of their underwear kept the humiliation sharp: Lewis’s red thong peeking above his belt when he bent over. Jake’s purple brief barely hiding his semi during “consultations.” Ryan’s pink lace when he “helped” with filing. Tyler’s own black brief, soaked through, framing his arse.
Weeks passed. Tyler’s boasts grew louder to compensate for the growing fog of shame and need. His arse felt constantly used, his prostate swollen from endless edging. He rimmed Elena desperately at home, trying to prove he was still the dominant man, but she gently pushed him away with a knowing smile.
One Friday, the entire senior team was in on it.
They took him to the strategy room early. Stripped him down to just the brief and cage. Tyler stood there, muscled body gleaming, that massive arse flexing nervously. They made him drop to all fours.
“Tell us how much you love cheating on your girlfriend,” Jake commanded.
“I… I can’t help it,” Tyler panted, voice cracking with humiliation. “She’s too vanilla. I need to fuck around.”
They laughed. Lewis straddled his face, red thong pulled aside, feeding Tyler his hole. Tyler ate him out like a starving man long, sloppy licks, burying his tongue deep, moaning in pleasure. He loved rimming more than anything, and the hypnosis removed all barriers. His straight ego screamed in the background while his body obeyed.
Meanwhile, the others took turns behind him fucking him slow and deep, pulling the plug out only to replace it with cock. They edged him the whole time, hands on his caged dick, denying release. Tyler’s massive cheeks rippled with every thrust, red handprints blooming.
By midnight he was a wreck covered in cum, hole gaping, tongue sore from constant rimming. They dressed him, sent him home. He woke up the next morning convinced he’d had a wild threesome with
The final day arrived. Elena had programmed the trigger weeks earlier. Today, during the big end of quarter celebration in the main conference room, the hypnosis would shatter.
Tyler walked in cocky as ever, suit perfect, plug shifting with every step, cage tight. The entire staff was there his “mates,” the juniors, even the interns. They smiled at him strangely.
Mid speech, praising his own leadership, the trigger phrase dropped from Lewis’s lips: “Time to wake up, stud.”
Tyler blinked. The fog lifted.
He was bent over his own executive desk in the middle of the conference room, trousers and brief around his ankles. His massive arse was spread wide. Jake his IT guy was behind him, thick cock buried to the balls, breeding him deep and raw.
“Oh fuck yes take my load, boss,” Jake grunted, hips slapping loudly against those perfect globes.
Tyler’s eyes widened in horror. “What the ?! Get the fuck off me!”
But it was too late. His body had been conditioned for weeks. His hole clenched greedily around Jake’s cock, milking it. The room erupted in laughter and phones recording.
Liam stepped up next, sliding in alongside the fresh cum. “All those nights you thought you were cheating? This is what was happening, mate. Your mates turning your straight arse into the firm’s cumdump.”
Tyler’s face burned crimson. Humiliation crashed over him every memory rewriting itself in real time. The rimming, the plugging, the edging, the constant denial. He’d been fucked by his employees nightly while convinced he was a ladies’ man
“No… no, this can’t fuck!” His voice broke as Jake’s load pushed deeper, breeding him properly on his own desk
Ryan knelt in front, pink thong visible, and fed his cock into Tyler’s mouth. “Eat it, boss. You love rimming so much now worship our holes too.”
They rotated. One after another, his “mates” bred him. Lewis in the red thong, Liam in his white briefs, Ben, Jake again. Tyler’s caged cock dripped endlessly, untouched, as they edged him to the brink and back
Tears of shame rolled down his arrogant face. His massive arse—once his pride—was now the center of their revenge, stretched, leaking, red from spanking.
Elena watched from the corner, arms crossed, satisfied. “You wanted to cheat every night, baby. Now you know what you really were.
By the end, Tyler was a broken, whimpering mess bred full, humiliated beyond words, his lawyer ego shattered on his own desk while his entire staff watched and cheered
He’d never brag about his conquests again
But deep down, in the humiliated core of him, his hole still twitched with unwanted pleasure every time someone mentioned “team building.”
Hello, my name is Ricky rousing I write stories about cocky arrogant men who become submissive. Please see more of my stories here: Amazon.co.uk and follow me on x for updates rickyrouse (@rickyrouse83511) on X
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