{"loaderData":{"4":{"story":{"id":"65697276-b7e4-4954-907e-46027fadbe11","seriesId":null,"seriesName":null,"currentUserId":"00000000-0000-0000-0000-000000000000","added":"2024-10-15T22:48:52.486Z","title":"Bound Ambition","slug":"bound-ambition","shortId":"xKnKl66o","authorNote":"I release all my stories for free; however, if you enjoy what you read and would like to support me, please consider subscribing to my website, where I release my chapters up to two months before publicly releasing them. \nhttps://www.bhfun.com","disclaimer":"Although the story itself is written entirely by me, the book cover art is AI generated.","type":"Novella","paidUrl":null,"synopsis":"Arrogant salesman Brett Norris has just earned himself a promotion. It appears not everything is thrilled for the young superstar, and he soon finds himself competing in an illicit game show that could change his life.","partCount":2,"parts":[{"partId":"a7777936-932f-494a-99e9-44114360cc30","title":null,"summary":" Chapter One There was a flurry of excited chatter in the office as\nthe sales department c","wordCount":7918,"readTime":40,"number":1,"state":"Published"},{"partId":"57a1f896-8c19-4020-aecb-b93025304a8b","title":null,"summary":" Chapter Two The following morning, a gagged and half-feminized Brett\nwas awoken by the br","wordCount":8188,"readTime":41,"number":2,"state":"Published"}],"currentPart":1,"contentTitle":"Chapter 1","content":"

$\"\"$

Chapter One

There was a flurry of excited chatter in the office as\nthe sales department congregated on the lobby floor for an important gathering.\nThe CEO of Kink Couture rarely made his way down to the sales & marketing\nlevel of his company, but since the retirement of his former Director of Sales,\nhe had an announcement to make.

Kink Couture was the leading adult toy and entertainment\ncompany in the world. Starting with a handful of small sex shops on the liberal\nWest Coast, Ronald Hannity branched out across the country, eventually\nexpanding into films and nightlife entertainment. There was barely a city in\nthe country that didn’t have a Kink Couture store located\nsomewhere in its largest strip mall. While adult entertainment and kink culture\nhad not made it to the mainstream yet, Kink Couture was making inroads in that\nregard, with the brand being shown in several Hollywood movies. There was\ninevitable backlash from conservative activists, but sales had been booming.

Sales had boomed so much that the company had recently\nrelocated its headquarters to a 12-floor building in Downtown San Francisco.\nPart of their success was their ruthless acquisition of the top salespeople in\nthe State. You may believe it would be difficult to sell a vibrator and a butt\nplug to an eight-year-old lady, but these people made it look easy.

The chatter died down as Mr Hannity took to the stage. He\nthanked everyone for their tireless contribution to making Kink Couture a\nresounding success, and promised even greater things would be coming in the\nnear future. He then moved on to the reason he called the meeting. He explained\nthat despite everyone’s hard work, there was one man who shone\nabove all else. “I would like you all to give a resounding applause to our new\nSalesman of the Year, Brett Norris!” He announced, accompanied by huge hollers\nand cheers from the thirty people in the room.

Brett made his way up to the makeshift stage and shook\nhis CEO’s hand. Although Brett was a sleight man, measuring just\n5’6”, his sharp tongue and charming personality made up for his lack of height.\nFilled with confidence, he posed for the audience, eliciting laughs from the\nboisterous salesmen on the floor.

“And that’s not all,”\nRonald Hannity interrupted the celebrations. “As you all know, Mr Fritz, our\nlongstanding Director of Sales, retired just a few weeks ago. I am responsible\nfor installing a new director to ensure this department continues to move in\nthe right direction.” There was a pause as Mr Hannity took a breath. “I don’t\nsee any better candidate for the role as Mr Salesman of the Year himself, Brett\nNorris.”

The announcement bore another round of applause,\nemphasizing Brett’s popularity around the company. “Brett\nhas already accepted my offer. He has been awarded a one-week vacation to\nTahiti as a reward for his efforts this year, but when he returns, I have no\ndoubt he will lead you all to great things!”

Mr Hannity vacated the stage, and Brett mingled with the\ncrowd to accept their congratulations. There was one man standing on the\nfringes of the audience who didn’t share everyone else’s\nelation for the appointment. Chris Freeman was the motor that kept the entire\ndepartment running under the hood. Whereas Brett was exuberant, outspoken, and\nhappy to take credit even if it wasn’t due, Chris was reserved, studious, and\nglad to allow others to run on his ideas. Everyone except Brett, that was.

He and the new Director of Sales were hired the same week\nand went through new hire orientation together. They immediately shared a\ndislike for each other. Where Brett thought Chris had the wrong personality to\nfit in with the sales department, Chris hated his counterpart’s\narrogance and brash views.

Brett looked up and noticed Chris scowling at him from a\ndistance. With a beaming smile, the black-haired sales champion sauntered over\nto his old rival, taking in the evident animosity shared by his colleague. “Aren’t\nyou going to congratulate me?” Brett taunted the tall brunette.

Where Brett’s height was below\naverage, Chris towered over him at 6’4”. While their colleagues were afraid of\nteasing Brett over his height in fear of retaliation, they had no issues\ncommenting on Chris’s lanky frame. “I know you stole my sales concepts, Brett.”

Brett feigned astonishment at the comment, placing his\nhand over his mouth. “I don’t know what you’re talking about,\nbut that sounds like a blatant accusation. I hope you have proof of this.”

His act angered Chris even further, “proof?\nYou used the exact same package pitch in those concepts to pick up the Anderson\ndeal. You don’t deserve to be Salesman of the Year, and you sure as hell don’t\ndeserve a promotion.” The venom coming from Chris’s baritone voice was\nunmistakable. “I’ll make sure you pay, one way or another.”

Chris simply laughed, “Was that a threat,\nChris?” He mocked the tall man. “One more peep from you, and I’ll have you in\nmy office discussing a role that best fits your limited talents.” Brett was\nenjoying having so much power over a man he despised. “Now, how about you\napologize by making me a nice cup of coffee and bringing it to my brand-new\noffice?”

Brett grinned and strolled over towards his large corner\noffice before Chris could find a retort. The tall man watched his arrogant new\nboss walk away triumphantly before slowly forming a grin on his own face.

❖

Brett\nopened the door to his new office and smirked at the upgrade. He was never the\nsmartest or most well-studied student, but he had a mouth that could elevate\nhim in any situation. Women loved him; until he inevitably ghosted them, and\nmen admired him. He never thought he would end up working for a sex toy\ncompany; he believed that anyone who needed help getting off was just lazy and\nlacked imagination. Still, he needed a job at the time, and he found he was a\nnatural salesman. Brett figured he would stay in his new role for six months\nbefore jumping over to a more respectable industry.

The short man sat in his comfortable new desk chair and\nloaded his PC. After entering his password, he was alarmed to find his screen\ngoing black, before automatically loading a VPN and accessing a strange\nwebsite. “What the hell, is this a prank?” he said to himself,\nwondering if someone was playing a practical joke on him or if the former\nDirector of Sales had left a virus on the PC before he retired.

His eyes widened when the website loaded a video with the\nword ‘LIVE’ flashing in the top right corner of the screen.\nThere was a faint hissing noise sounding in the distance when Brett stared in\nshock at the image on the computer screen. An extremely busty gothic slut, with\npiercings and tattoos all over her naked body, was wriggling furiously in a\ntightly roped hogtie as she was picked up by two burly men and placed inside a\nwooden box.

The camera panned to a man wearing a suit, with\nslicked-back black hair and a charming smile. “And that’s all for\nBound Ambitions today. Victoria couldn’t quite win the final round, and we will\ncheck in on her in a year’s time to see how her new life pans out.” What the\nhell was Brett watching, he thought as he furiously tapped away at the\nkeyboard, attempting to remove the perverse video.

He picked up the phone to call IT when he heard the man\nspeak again. “Join us tomorrow on DarkWeb TV for the season finale,\nwhere Brett Norris will try his hand at winning the $500,000 prize money.” If\nhearing his name didn’t startle the champion salesman enough, the photo of\nhimself on the screen certainly horrified him. This definitely must be some\nsick practical joke, he thought.

Brett coughed and felt a little light-headed, and he knew\nthe reason when he tore his head away from his PC screen. While he was staring\nin horror at the screen, his office was filling with an ominous gas pumping\nthrough the air vents. He immediately rose and hurriedly headed towards the\ndoor when his legs gave way. Falling over, the new director felt his eyes get\nblurrier and his strength weakening. Eventually, he succumbed to the gas and\npassed out in the middle of his new office.

❖

When\nBrett awoke, he briefly thought he might be dead as a blinding white light\nattacked his irises. He slowly opened his eyes, adjusting to the bright lights\nbefore he noticed that he was in an empty white room. The room reminded him of\nthe type of environment you would place a mental asylum patient to calm them\ndown.

As he moved, he heard the rustling of a chain, which is\nwhen he discovered multiple startling revelations at once. First, a metal\ncollar was wrapped around his neck with a chain connecting it to a bolt on the\nfloor. The chain was long enough for Brett to stand but made walking around the\nsterile white room impossible. A small padlock secured the collar and ensured\nthe unwanted item wouldn’t be removed in a hurry.

Brett rose to his feet and stared down at his body. He no\nlonger wore the sharp navy blue suit he had donned in the office. He was now\ncompletely naked, except for a pair of plain white boxer shorts maintaining his\nmodesty. Every other garment of clothing had been stripped from his body.

He also felt a strange sensation from underneath his\nboxer shorts. There was something uncomfortable wrapped around his cock.\nTentatively lowering his boxers to examine the damage, he gasped when he saw\nthe tiny pink chastity cage encased around his poor flaccid member. Brett was\nalways proud of the size of his cock, but this cage made his cock look\nworthless and pathetic. Another small padlock ensured the cage was staying put,\nand Brett hastily lifted his shorts back up, covering the source of his humiliation;\nwhy the hell would someone do this to him?

It wasn’t long before his thoughts were\ninterrupted by one of the sterile white walls transforming into a large TV\nscreen with a man smiling into the camera. Brett immediately recognized the\nimage as the same man who inexplicably appeared on his PC screen in the office.\n“Hello, ladies and gentlemen, pervs and pervettes. My name is Hugh Jazz, and\nthis is the season finale of the number one game show on the Dark Web, Bound\nAmbition!” He excitedly announced.

“Today, we have a\nspecial contestant, Mr Brett Norris.” Brett immediately stepped forward when he\nwitnessed a live stream of his body appear on the screen. The chain bolted to\nthe floor forced him back, however. “Mr Norris here is the Director of Sales at\nour favorite sex toy provider, Kink Couture!” The short man heard a collective\ngasp as though the host was presenting to a live audience. What kind of sick,\nelaborate joke is this?

The host continued, “For our first-time\nviewers, let’s remind ourselves of the format.” Hugh paused momentarily, “Mr\nNorris will undertake ten separate challenges: five today and five tomorrow.\nEach round puts one of his body parts on the line, and at the end of said\nround, that body part will either be restricted in bondage or feminized.” The\ncrowd applauded as the host announced the stakes. “If Brett here wins the\nround, he gets to choose whether he wants that body part bound or feminized.\nHowever, if he loses the challenge, our fantastic audience at home gets to vote\non the decision. The audience will also be able to vote on a bonus forfeit with\neach lost challenge.”

Hugh Jazz waited for the audience cheer to die down\nbefore continuing. “That’s not all. There will be three random\n‘double jeopardy’ rounds. He will suffer no forfeit if Mr Norris wins one of\nthese rounds. However, if he loses the round, the body part in question will be\nboth bound and feminized. Our lovely audience will also be allowed to choose\ntwo bonus forfeits.” Brett pinched himself numerous times; he must have been\ntrapped inside a dream.

“This all culminates\nin the final round Bound Ambition obstacle course. If Mr Norris can\nsuccessfully navigate the course within the time limit, his modifications will\nbe reversed, and he will be this season’s first winner of our $500k cash prize!”\nThe audience cheered once again. “If he fails, however, those alterations will\nremain, and he will suffer the ultimate forfeit.” That outcome seemed to garner\nan even louder applause.

“We will be back\nshortly with the first challenge,” The presenter closed out his introduction. “As\nyou wait, let’s look back to our last Bound Ambition winner, who completed his\nchallenge exactly one year ago today. Kyle Jennison was caught cheating on his\nwife with her best friend. While Kyle managed to win his challenge, the best\nfriend didn’t fare so well in our sister show, Bound Ambition - Female Edition.\nRoll the clip.”

As the video played, the massive screen on the wall\nslowly disappeared, leaving Brett to his own thoughts. He tugged harshly on the\nchain, but it showed no signs of breaking. Whoever organized this practical\njoke went all out to make it convincing. Brett was preparing to sit down when\nhe heard a loud humming noise, and his surroundings transformed—the sterile\nwhite walls, floor, and ceiling all distorted until they created a new\nenvironment.

❖

Brett\nlooked on in awe as the entire room around him transformed before his very\neyes. Where he once stood inside a featureless bright white room, it now\nappeared like he was standing on an outdoor basketball court. Was he inside\nsome kind of virtual reality simulation? Is this how this bastard was pulling\noff the prank?

Somehow, the idea that none of this was real eased his\npanicked mind. Perhaps Brett just needed to let his asshole colleagues play\ntheir game, and he could fire them all when he returned to the office.

“Welcome to round one\nof the latest edition of Bound Ambition!” Brett heard the host announce to\napplause, although he couldn’t find a TV screen anywhere. The audio of Hugh’s\nvoice seemed to be coming from every direction. “For this challenge, Brett\nfinds himself on a city basketball court. The task is simple: He must\nsuccessfully complete 15 free throws before the one-minute timer expires.”

Brett found himself grinning. He played basketball in\ncollege and could hit 15 free throws in half that time. If these were the kinds\nof challenges they would throw at him, they might as well crown him the victor\nnow. “Now, before we begin, let’s spin the wheel and find out\nwhich body part is being played for.”

The short, half-naked man couldn’t\nfind any video screen or wheel, but the audio surrounding him told him that\nsomething was going on. After a brief moment, the audience gasped before the\nhost announced, “And the first body category is eyes!” Suddenly, Brett felt the\npadlock securing the chain to his collar disintegrate. Quickly, he unhooked the\nclasp and found himself able to move freely around the freaky room.

Brett almost decided to make a run for it, but a part of\nhim wanted to prove that he still had the same basketball skills he had in his\ncollege days. Instead, he confidently stepped up to the free-throw line with a\nseries of standard-sized basketballs ready for him.

A timer appeared on the basketball hoop’s\nbackboard, and a series of beeps were heard. Brett picked up the first ball in\npreparation for his first shot, and as soon as the time started ticking down\nfrom 60 seconds, he threw the ball.

His first shot landed perfectly, and a number one\nappeared next to the timer on the hoop. He landed his second and third shots.\nHe had 12 shots left to make, and there were still 51 seconds left.

He landed his fourth shot, but his fifth hit the rim and\nbounced away. As he picked up the next ball to take his sixth shot, he cried\nout in pain, keeling over at the waist. The pink cage encasing his cock\nsuddenly emitted an electric shock. “What the fuck!” He\nscreamed out. He was in agony and felt pure anger, but as he watched the\nseconds tick down, he knew he needed to finish the challenge.

He regained his composure and landed the next couple of\nshots. He had 25 seconds left with 5 shots remaining when he missed his second\nattempt and felt the agonizing jolt run through his crotch. “You\nfucking assholes!” Brett screamed, taking another shot and missing again. The\nfollowing shock was more potent than the last and caused the short man to drop\nto one knee. He suddenly only had eight seconds remaining with 5 shots to go.

Resolving himself to finish the task, Brett stood back up\nand threw his remaining shots, landing the first and second. He had one shot\nleft with two seconds remaining. He launched the ball into the air and gasped\nwhen it hit the rim, but it circled the hoop and somehow managed to sink with\none second left on the clock.

Brett celebrated, momentarily forgetting the pain in his\ncrotch or his embarrassing state of dress. He had won the challenge. “Congratulations,\nBrett. We have a real competitor on our hands here,” Hugh Jazz announced over\nthe speaker. “Now it’s time to choose your own destiny. Eyes: Bondage or\nFeminize?”

What kind of game was this where he was still forced to\nreceive a punishment after winning a challenge, Brett thought. He wasn’t\nsure what would happen if he refused to decide, but he imagined they had a\nfailsafe for that scenario. He thought carefully about each action. If he\nfeminized them, would they cover him in makeup? What could they really do to\nmake his eyes look more feminine? On the other hand, if he chooses the bondage\noption, the realistic option would be to blindfold him. Brett knew the\nremaining nine challenges would be arduous if he couldn’t see what he was\ndoing, so there was only one realistic choice. “I choose to feminize them.” He\nspoke with as much masculine charm as he could.

“Ladies and gentlemen,\nour contestant has chosen to feminize his eyes!” Hugh announced with charisma. “Start\nup the Transformer.” He commanded, and Brett waited for something to happen.\nJust as he was about to laugh, perhaps this being the final act of the\nelaborate practical joke, he felt a tickling around his eyes and along his\neyeballs. Brett’s vision blurred as an invisible force pricked and prodded\naround his furious brown eyes.

When his vision cleared again, the strange intrusive\nsensations had disappeared. The room had also transformed again, this time into\na mirrored room where he could see himself from every angle. He stared at his\nreflection and gasped sharply at what he saw. Stepping closer to one of the\nmirrors, he noticed with horror that they hadn’t just decorated his\neyes with a bit of makeup; they looked completely different.

His eyes were wide and expressive, ultimately portraying\nthe shock he was feeling. His dark, bushy eyebrows were now lighter in color\nand trimmed into an extremely thin, high arch. His eyes were no longer brown\nbut a sparkling blue that didn’t appear totally natural. His eyelashes\nwere darker and at least double in length. The entire visage changed his facial\nappearance far more than he could have imagined, making him furious.

“Very funny. I’ve had\nenough of this stupid joke now.” Brett spat out, “Change me back.” He demanded,\nlooking up at the ceiling where a small display of the live show had appeared.

The man in the display laughed, “Usually,\nthe contestant pleads to be let go before he completes the first challenge. I\nwas starting to think you sponsored yourself.” Brett groaned at his comment. If\nthis was a dream or an elaborate joke, it had gone on far enough. “Now, are you\nready for round two?”

❖

Hugh\nJazz didn’t allow Brett to\nrespond, and the room altered its environment again. This time, Brett felt the\nsand between his toes and smelt the fresh sea breeze, the room modifying itself\ninto the facade of a sunny sandy beach.

To the short man’s horror, he felt two\nmetal poles extend from the collar around his neck and connect to two poles\nrising from the sand, trapping him on the spot. Strangely, a pair of swimming\ngoggles wrapped themselves around his head and over his feminized eyes. ‘This\nwas some crazy advanced VR technology,’ Brett thought as he tried to escape his\npadlocked collar.

“Round Two is our\nbeach endurance round.” The host announced to his audience. “Above Mr Norris,\nyou will see a large tank of water. When the timer starts, the tank will lower,\nand his head will slide through the watertight gap underneath, submerging\nhimself underwater. Mr Norris must hold his breath for two minutes to\nsuccessfully complete the challenge.” Brett didn’t like the sound of that; he\nwas never the greatest at holding his breath underwater. “There is an automatic\nrelease button on the side of the tank. If Mr Norris presses that, the water\nwill drain away, but he will lose the task.”

“Let’s see what Brett\nwill be risking in this challenge.” Brett heard the sound of the spinning wheel\nonce more and waited impatiently for it to stop. He listened to the rapturous\napplause of the audience before Hugh spoke again. “It looks like his chest will\nbe up for grabs this time, always a crowd pleaser.” Brett cringed as Hugh\nlaughed at his own joke.

“Now, Mr Norris. Are\nyou ready for round two to begin?” The host asked but laughed when Brett\nurgently told him to wait. “It was more of a rhetorical question, Mr. Norris.”\nWithout warning, the tank descended over Brett’s head, slipping his entire\nskull into the pool of water.

Brett held his breath intently and watched a small clock\nin the upper corner of his goggles start to tick down. This was probably going\nto be the longest two minutes of his life.

Thirty seconds into the challenge, Brett felt pretty\ngood. The longer that clock ticked down, the more confident the sales director\nwas that he would complete the task. Everything changed when the time dropped\nto sixty seconds, however. Suddenly, his goggles went pitch black until an\nimage of his old college dorm room appeared as if he was watching it on TV. Why\nwould they show him his old dorm room?

The camera panned over to the bed, where he heard the\nsame familiar ecstatic cry he had heard a hundred times before. His\nex-girlfriend Kayleigh Carter was lying on the mattress, being fucked\nsenseless. Kayleigh was the one who got away for Brett. He had planned their\nentire life together, but she broke up with him soon after graduation; it had\ntaken him a year to recover. That rejection was part of the reason Brett had\nsuch a low opinion of women now, and he swore to himself that he’d\nnever put himself in that vulnerable position again.

Brett’s expressive eyes widened when he saw the\nman fucking his fictional ex-girlfriend. It was not an image of himself, but of\nhis work rival, Chris Freeman. That son of a bitch was fucking the only woman\nhe truly loved. “No!” he screamed out, knowing immediately how much he fucked\nup, choking on the water rushing down his throat. Brett attempted to close his\nmouth again, but too much H2O had flowed inside him, and he coughed, making it\nten times worse when the cough opened up his throat. Finding no other\nalternative if he didn’t want to choke to death, Brett hammered the emergency\nrelease button, and the bottom of the tank opened, releasing the water and\nallowing the sleight-statured man to breathe.

Brett was still gasping for air when the host wasted no\ntime addressing the audience: “Unfortunately, Mr Norris has failed his\ntask. That means it’s up to all of you to decide his punishment. Breasts;\nBondage or Feminize!”

Groaning, Brett hated the idea of someone else choosing\nhis fate. He had already resolved to select the bondage option if he had won.\nHe figured it would be much more difficult and less humiliating to bind his\nchest than the alternative would be. His heart sank when he heard the results. “This\none was pretty much a foregone conclusion. With 96% of the vote, the audience\nchooses Feminization!” Brett shook his head, but the host wasn’t done. “While\nthe Transformer does its thing, it’s time to vote on that bonus punishment.”

“Wait,” Brett\ndemanded, immediately feeling a tingling pinprick sensation around his chest.\nHis surroundings transformed back into the mirrored room, but the short man was\nsolely focused on the unusual feeling covering his upper torso.

His chest started to expand, gently budding into feminine\nA-cup breasts before stopping. Brett looked down, horrified at his transformed\nchest, when he heard that infuriating host speak again. “You\ndidn’t believe we’d stop there, did you?” Brett clenched his fists when he\nheard the audience rumble into laughter, the expansion on his chest resuming up\nto a B-cup and then a C-cup and further.

While the horrified black-haired man’s\nchest continued to explode in size, Brett’s environment reverted to the\nprevious mirrored space, forcing him to stare at his helpless predicament from\nevery angle. The mounds on his chest appeared huge from his point of view as\nthey passed DD-cups, still growing large.

Eventually, the uncomfortable tingling stopped, and his\nbreasts settled at their unbelievable F-cup size. It wasn’t\njust the size that caught Brett’s eye. These perfectly round basketballs sat\nhigh on his chest, protruding outwards proudly. He had only ever seen tits this\nperfectly shaped on porn stars before, with the obvious help of surgery.

“What have you done?!”\nBrett shouted, unable to resist the urge to cup them. His cock attempted to\nstrain in its confined cage at the size of such perfect bimbo tits, which\ncaused him to gasp in pain. His gasp grew louder when he felt something sharp\npinch his newly extended nipples. Staring in the mirror, Brett found two gold\nhooped rings pierced in his transformed teats. Touching them, he immediately\npulled his hands away as he shuddered with an unusual pleasure. They were\nextremely sensitive.

“Mr. Norris here now\nsports a pair of fantastic F-cup silicone-enhanced boobies, and I notice he has\nalready discovered the audience’s extra gift; a pair of decorative hooped\nnipple piercings.” The crowd erupted in more applause.

“Fuck you all,” Brett\nspat in reaction to the clapping. “I am done with this. This is over!” He\ndemanded, pushing against one of the mirrors, hoping to find a secret door.

Hugh Jazz laughed over the sound system. “Ohh,\nMr Norris, we still have eight rounds to go. But don’t worry, you look great.”\nThe charismatic host teased. “Now, let’s move on to round three.”

❖

Brett\nwasn’t prepared to stand\nidly by as these sick, twisted perverts transformed his body with advanced,\nalien technology. He was still convinced that this was inside his head, but the\nsensations and the humiliation felt all too real.

He started banging his fists against the mirror,\nexpecting the glass to smash into pieces, but his busty reflection remained\nintact. After attempting to destroy his reflection a third time, the entrapped\nman felt a sharp, painful jolting shock from his chastity cage brought him to\nhis knees.

“Please don’t damage\nthe costly set, Mr Norris.” The host asked him nonchalantly. Brett retaliated\nby screaming obscenities at the display on the ceiling. “It’s time to move on,”\nHugh announced, and Brett felt his surroundings distort once more. More\nworryingly, as the new environment settled, the busty man found his hands had\nbeen handcuffed behind his back.

“What is the meaning\nof this?!” Brett growled. He appeared to be in some changing room. Looking at\nthe logo above the mirror, he discovered that he was in the fitting room of one\nof his very own Kink Couture stores. More alarmingly were the multiple objects\nprotruding from the wall opposite him.

“Usually, we take\nthings up a level after round four, but as you seem intent on destroying our\nbeautiful set, we believe you are ready for the challenge right now.” Brett\nswallowed; the words sounded highly ominous. “You will find five phallic\nobjects pinned to the wall, each increasing in size. You have ten minutes to\nperform fellatio on each penis until the green light above it turns on. If you\nsatisfy all five cocks before the timer runs out, you win.”

Brett stood in the tiny fitting room, horrified. “Wait,\nthere is no way I’m-”

The impatient host cut him off. “We\ndon’t have time for tantrums, Mr. Norris. Now, let’s see what you are risking\nthis time.” Brett grunted at his objection being cut short. The wheel span\nagain, and while the black-haired sales champion couldn’t witness the wheel\nitself, he soon heard the outcome. “Ohh, and this time, you will be competing\nfor your hair.”

Brett was happy with his hair. His jet-black tussle oozed\nconfidence and authority, and his barber worked wonders, keeping it sharp and\nhealthy. He certainly didn’t want anyone messing with his hair. A\nseries of beeps disturbed Brett from his own thoughts, and he saw the\nten-minute timer start to count down.

Did they honestly expect him to place his lips around a\nplastic cock? He wasn’t gay, nor was he some prancing sissy.\nWhoever had set this up had done it purely to humiliate their new boss. He\nfolded his arms and gasped when he was reminded of the sensitive mounds of\nflesh he now sported on his chest. There was no way he was going to succumb to\nsucking a cock for anybody.

The busty man anxiously stared at the time; it had\nalready ticked down to seven minutes. He shook his head stubbornly, but as it\nsank to the five-minute mark, Brett started wondering how severe his punishment\nwould be if the audience chose it. The last challenge he lost left him with\ngigantic basketballs on his chest.

Reluctantly, he dropped to his knees and wrapped his lips\naround the rubber shaft. He gagged as he tried to push the cock in deeper, but\nhis throat resisted him at every attempt. The cock wasn’t\neven particularly large, perhaps the average size for a man, and definitely\nsmaller than the one trapped inside the pink cage. After several more attempts,\nBrett felt a strange sense of relief when his throat opened up and allowed the\ncock to enter.

Brett picked up the pace, deepthroating the 6”\npink rubber shaft, feeling the plastic phallus warm up inside his mouth until\nhe felt something warm and salty shoot down his unprepared throat, almost\nchoking in the process. The light above the dildo turned green, and Brett\nimmediately withdrew his mouth, only to be greeted by a shot of manufactured\ncum in his face.

Brett didn’t have time to dwell\non the disgusting taste in his mouth, and he shuffled over to the 7” purple\nmember beside the more petite cock. Once his lips wrapped around the plastic\nshaft, he shuddered when he heard a sudden buzzer. Somehow, his time had\nexpired already.

“Well, well, well,\nthat was a pitiful attempt, Mr Norris.” He heard the smug host announce. “In\nfact, it was perhaps the worst performance I have ever seen.” How had it been\nten minutes already? Most of his ex-girlfriends could get him off in about 3\nminutes with their skillful tongue. “It’s time for the audience to decide.\nHair: Bondage or Feminize!”

He rose to his feet in despair, the environment around\nhim reconfiguring into the mirrored room he had become accustomed to. The cum\non his face and inside his mouth had gratefully disappeared as the scenery\nchanged. He didn’t have to wait long until Hugh returned\nwith the results. “With 74% of the vote, the winner is Feminize!” He announced\nto another round of applause. Brett clenched his fists. While he figured the\nless he was bound, the easier it would be to complete the final obstacle\ncourse, what would they have done to bind her short black hair? Bondage would\nhave been the more favorable choice for him.

His now uncuffed hands absently jolted to his head as\nevery hair follicle began to vibrate and tickle. As if by magic, the hair on\nhis scalp began to grow, lengthening further down his neck, towards his\nmidback. As his hair lengthened, it also began to lighten, first into a mousy\nbrown and then a golden blond, until it lightened into a bright platinum blond\nshade. “You sonofabitch!” Brett screamed out, horrified at the\nsight in front of him.

His torment wasn’t done yet, as two\nrubber hairbands expertly wrapped themselves around his loose hair, forming two\ntall pigtails on top of his head. He looked ridiculous. He was undeniably a man\nwith his masculine sculpted face and six-pack abs, but the huge plastic tits on\nhis chest mixed with the juvenile platinum blond pigtails atop his head gave\nthe sales director a comical look, although he couldn’t find the funny side\nhimself. “Undo this right now, you bastards! I didn’t sign up for this shit.”\nHis words were cut short when he felt something tickle inside her throat, as\nwell as his rectum. His large, expressive eyes widened in shock as he\ncontemplated what had just happened.

“Ohh, that’s your\nbonus punishment kicking in. Your throat and rectum have become perfect\ng-spots. You’ll likely never have a problem sucking a cock again.” The host\nteased, “That would have probably been useful during the last round.” He\nlaughed.

The resonance of laughter enraged Brett even further.\nStill, there was little he could do trapped in this mysterious room with no\napparent escape route. “Anyway, we can talk about your agreements\nafter the contest. For now, we need to move on to round four.” Hugh Jazz\ndismissed Brett’s insults and pressed on.

❖

Brett\nwas busy attempting to loosen the devious hairbands when his surroundings\nchanged once more. He tried to pull out one band using both hands, but the\nrubber band wouldn’t\nbudge; it was as though they were fastened to his new hair using\nindustrial-strength glue.

When the newly blond, busty man gave up on destroying his\nnew hairdo, he found himself inside a hotel room with a delicious sight bound\nto the bed. With her arms and legs outstretched with rope, a mysterious\nredheaded woman lay naked on the plush bed. Her eyes were blindfolded, and a\nred ball gag was fastened between her lips. I looked as though she was\npresented to Billy as a gift.

“Welcome to round\nfour.” He heard the host announce over the hotel room speaker. “This round is\ncalled Hote-” Hugh’s monologue was interrupted by a sudden siren sounding over\nthe speakers and another raucous applause from the audience. Brett looked\naround, perplexed. “Ohhhh, you know what that means. We have ourselves a double\njeopardy round. Where the contestant has the chance of completing the round\ncompletely scott-free, or they could end up in more trouble than they can\nhandle.” Brett felt his stomach drop and his body shudder. The stakes had just\nbeen raised.

“This round is called\nBedroom Pleasures, and the task is simple. A beautiful woman is spread out on\nyour bed, just waiting to receive the greatest orgasm of her life, and she\nneeds you to give it to her.” Brett raised his thinly arched eyebrow. “All you\nhave to do is bring this lovely lady to orgasm before the five-minute timer\nexpires. I’m sure a man of your talents would find this super easy. Speaking of\nwhich, it’s time to lose the modesty.” The presenter declared before Brett’s\nwhite boxer shorts disappeared into thin air, exposing his tiny pink cage to\nthe entire audience.

The anger in Brett’s large, expressive\neyes was easy to see as the audience laughed at his predicament. “Ohh, that may\nbe a problem. I like the color, though.” The announcer poked fun at the\nimpotent contestant. “Anyway, let’s see what body part you are playing this\nspecial double jeopardy round for.”

As Brett heard the wheel spin, he attempted to tug off\nthe cage. A small padlock kept it together, but the more he pulled, the more he\nfelt as though his balls were about to be ripped off. The cage was well and\ntruly secured. He heard another ovation from the audience and knew by now that\nusually meant bad things for him. “And the lucky wheel\nhas chosen Lips!” What the hell? Brett had lost the last two challenges, but he\nknew he needed to win this one.

“Let’s see what this\nstud is made of,” Brett heard Hugh announce in a patronizing tone, “Ohh, and\nusing your hands is not allowed.” Brett gasped as a pair of tight-fitted\nleather mittens appeared on both hands, rendering them useless. Before Brett\ncould react to the revelation, a series of beeps indicated the start of the\nround; an alarm clock on the bedside table started ticking down from 5 minutes.

Unlike his last challenge, Brett wasted no time in\ngetting started this time around. He pounced on the bed and immediately slid\nhis hands along her thighs. The unknown woman reacted to his touch and garbled\nunintelligible words through her gag. The hotshot salesman attempted to rip the\ncage off one last time, but it was as successful as his previous attempts. In a\npanic, he endeavored to push the cage itself inside the woman’s\npussy. He tried for a good 45 seconds, but the angle and shape of the cage made\nit impossible for him to use it as a tool.

He experimented with the new mittens on his hand, trying\nto slide them inside her at every angle, but they were too clunky and wide.\nBrett groaned in frustration, “You fucking assholes!” he shouted to no\none in particular. Brett looked around the hotel room, but they had left\nnothing that would help bring this woman to orgasm.

With only two minutes remaining, Brett used the only\nremaining appendage he could think of: his tongue. The blond, busty man had\nalways despised licking out a woman’s pussy. He believed\nit was the woman’s job to bring her partner to pleasure, and there was no point\nsatisfying her if he would gain nothing in return.

Crouching between her legs, Brett swallowed his pride and\npressed his tongue between the woman’s bare lips. Brett\ntried hitting numerous spots, including her tiny clit, but the redhead barely\nreacted to his touches. His inexperience at cunnilingus proved to be his\ndownfall, and he cried out in desperation when the buzzer indicated he had run\nout of time.

Brett dropped to his knees as the hotel room and the\nbound woman disappeared before his very eyes. Crestfallen, he saw his\nridiculous hair and breasts in the reappearing mirrors. “Looks\nlike another failure, and we all know what that mea-”

“No! You listen here!”\nBrett stood up. The mittens on his hands had also vanished. “This game has been\nrigged against me, and I won’t stand for it anymore. If you wanted me to\ncompete, you better damn well make sshhuu-” The blond man was unable to finish\nhis sentence before tiny pinpricks circled his lips, causing a numbness around\nhis kissers.

“I don’t like being\ninterrupted, but that may not be a problem anymore,” the host ridiculed his\nbusty contestant. “Anyway, let me finish. Lips: Bondage AND Feminize!” He\njoyously exclaimed to yet enough boisterous cheer from the audience, perhaps\ntheir most passionate yet.

Brett approached one of the mirrored walls and watched on\nhelplessly as his thin lips exploded in size, and his expression grew poutier\nwith each expansion. Within moments, the highly successful sales director was\nleft with a pair of luscious, fleshy cocksucking lips. His natural pout, merged\nwith his wide, blue eyes and pigtailed platinum blond hair, gave the man a\nsultry, dumb expression. Although his face still had masculine features, most\npeople staring at his face would mistake him for a woman, an incredibly dumb\nwoman at that.

The moment Brett parted his lips to retaliate, he felt a\nrigid piece of plastic expand inside his mouth. He attempted to close his mouth\nagain, but it was too late. The plastic ring expanded until his mouth was fully\nopen, and two straps wrapped around his head, merging at the back of his skull\nbefore a tiny padlock secured the ring gag in place. “Agghhhh!”\nHe cried out, lifting his hands and tugging on the firm straps.

“Now that’s much\nbetter,” the host teased. “And I wouldn’t waste your strength. Those straps are\nmade with the most advanced compound we know of. You would burn your face off\nbefore you make a dent into those bands.

Brett ignored the host and continued attempting to pry\napart his new ring gag, keeping his new slutty lips spread open. “We\nalso have the two bonus punishments to take care of, and our audience has made\ntheir decision.” Brett cried out when he suddenly felt a harsh pinch on his\ntongue. His eyes widened, but not because of the pain; the gagged cry he heard\nwas not his voice.

Hugh Jazz chuckled at the dumbfounded expression on the\npigtailed man’s feminized face. “That’s a cute little soprano you have\nthere, cutie.” He dialed up the tease even further. “While you may not be able\nto speak properly for the foreseeable future, you now have a cute little\nhigh-pitched voice, fitting the bimbo you now look like.”

“Aghh Unghhh!” Brett\ntried to speak, but his cheeks blushed red from the humiliation of his new\nbimbo voice.

“And why did you\nsqueak in the first place, baby girl?” the presenter continued. “Is it because\nof that cute little stud on your tongue? The boys are going to love that along\ntheir cocks.” His comment elicited a round of laughter from the audience.

Brett stared at himself in the mirror and failed to\nbelieve it was him he was looking at. Everything felt so real, but none of this\nmade sense. He had to be in the middle of some nightmare. “How\nabout we move on to the day’s final round, and it’s a good one.”

❖

Brett’s image in the mirror disappeared, and he\nstared in horror at the tiny, filthy toilet cubicle he suddenly found himself\nin. The lighting was dim, and lewd graffiti was painted all over the walls. The\nmost unnerving item in the scene was the 7” black dildo attached to the toilet\nseat in front of the gagged man.

“Welcome to round\nfive; truck stop satisfaction.” He heard the sadistic voice of the announcer\nagain. “This round is straightforward. In the previous round, you failed to\nbring your partner to orgasm. Let’s see how well you can get yourself off.”\nBrett didn’t like where this was going. “You have five minutes to make yourself\ncum using only the items in this room. Let’s see which body part you are\nputting on the line this time.”

Brett had to bend over to look past his over-inflated\ntits and stare at his helplessly caged cock. How was he going to orgasm with\nthat damn device on his cock? He heard the wheel stop and the perverted\npresenter announce the new stakes. “For round five, you\nwill be risking your waist.” The crowd applauded, though not as exuberantly as\nthe previous round.

Without another word from the host, the hapless Brett\ncaught the beeps indicating the start of the round, and a digital clock above\nthe toilet started to count down. Brett immediately grabbed his caged cock and\nfuriously attempted to stroke the semi-flaccid member.

Brett had no idea how these chastity cages worked, but\nsurely there was enough give on them to give himself a little bit of pleasure.\nHowever, after wasting 90 seconds with his hand wrapped around the rigid\nplastic prison, he was no closer to orgasm.

The busty, gagged man stared at the large dildo\nprotruding from the toilet seat. He knew what the show wanted him to do, but he\ncouldn’t stomach the idea of having anything in his ass. Then\nhe suddenly remembered something the host had said two rounds ago. His throat\nhad been turned into a g-spot. With his new ability to open up his throat, he\ncould probably bring himself to orgasm by sucking on the dildo.

Kneeling in front of the dirty toilet seat, Brett took a\ndeep breath before wrapping his wide open mouth around the shaft. The moment\nthe feminized man’s tongue pressed against the plastic cock,\nBrett felt a familiar jolt in his crotch as the chastity cage shocked him\nagain. The jolt wouldn’t subside until the blond man lifted his head completely\noff the dildo. He sighed, looking up at the clock. He only had three minutes\nremaining.

“Aghh Ughheer!” He\ncried out in his new bimbo tone. Those bastards were not playing fair. With\nonly one other option, Brett knew he needed to start winning challenges, and he\nstood up and gently began to lower himself on the long dildo.

“Aghh!” He moaned out,\nfeeling his tight ass resisting the presence of the black rubber dong. The\nsaliva from his tongue eventually helped him reluctantly slide the member\nfurther down until his bimbo eyes widened in wonder; he felt a brief jolt of\npleasure.

Brett methodically slid his ass up and down the shaft,\nfeeling an unusual sensuous bliss he had never experienced before. With only\nsixty seconds remaining, Brett kicked it up a gear, bouncing himself on the\ncock, with lustful, slutty moans escaping his wide-open bimbo lips. He cupped\nhis new fake breasts, squeezing them together. The pleasurable sensations took\nthe feminized salesman over the edge, and all thought vacated his mind.

As his cock suddenly pulsed inside its cage and shot its\nload, Brett’s tongue poked out, and his wide eyes crossed in a dumb\nahegao expression. His gagged face elicited laughs from the watching audience,\nbut Brett didn’t care at that moment; it was the most intense orgasm he ever\nhad.

The orgasm eventually subsided, and Brett’s\ntongue contracted back inside his open mouth. He pulled himself from the rubber\nshaft, and his weakened knees caused him to stumble. The further he was brought\ndown from the orgasm, the more humiliated he felt. Why the hell did he act like\nthat? He wasn’t some sissy loser.

“Congratulations, Mr\nNorris, on winning this round.” Hugh Jazz interrupted the contestant’s\nhumiliated stupor. “You finally get to choose your own forfeit. Waist: Bondage\nor Feminize!”

Brett certainly didn’t want to go further\nwith this whorish look he had adopted, and he was mightily proud of his\nsix-pack. He knew if he chose feminization, his well-muscled waist would be a\nthing of the past. There was only one other option. “Ung-ujj,” the\nbimbo-looking man replied.

“Uhmm, excuse me?”\nHugh condescendingly responded. “I didn’t quite get that.”

“Ung-ugg, ung-ujj!”\nBrett screamed frustratedly in his high-pitched voice. Suddenly, a pen and\npaper appeared in the naked man’s hands, and he was able to write ‘Bondage’.

“Okay, bondage it is.”\nThe host confirmed, and it didn’t take long before Brett felt a tightness\naround his musclebound waist. At first, he thought they went back on their word\nand began to feminize his midriff, but as he bent down and saw past his\nimpossible breasts, he noticed a bright pink corset forming around his waist.

“Aghhhh!” he cried\nout, laces automatically cinching the steal-boned corset tighter, crushing his\nwaist. When it had tightened as far as it possibly could, Brett still appeared\nto have an alluring hourglass figure despite his six-pack hiding underneath the\nconfining attire. His breasts impossibly perked up even more as the boned\nlining of the undergarment propped them up further. Small decorative padlocks\nlined up both sides of Brett’s new corset, ensuring he would be escaping in a\nhurry.

The horrified blond-haired man was forced to take\nsmaller, more frequent breaths, and he ran his hands over the constraining\ngarment helplessly. “Ughh aghhh,” he tried to plea, but his\nappeals were no longer coherent.

“Well, doesn’t that\nlook gorgeous?” the host teased. “And that’s all we have time for today, folks.\nJoin us tomorrow for the final installment of the season finale of Bound\nAmbitions.” Brett heard further applause and a jingle playing in the background\nbefore the filthy toilet scene faded. Brett soon found himself back in the\nsterile white room from which he had initially awoken. A weight against his\nneck told him the chain originally connected to his collar had also returned.

❖

Brett\nfailed several attempts at yanking the chain from its secured base. He was\neventually interrupted from his effort when a door opened that Brett hadn’t noticed before. It was his first clue\nthat there was an escape from this despicable prison.

Brett heard a slow clapping applause building in volume\nas the silhouette of a suited man approached ever closer. “Ooghh!”\nthe pigtailed blond cried out when he noticed the charming and punchable face\nof the gameshow host, Hugh Jazz.

The busty man wasted no time running in the man’s\ndirection, momentarily forgetting about the chain connected to his neck and\nalmost strangling himself when the chain pulled taut and stopped Brett in his\ntracks.

“Congratulations,” The\nhost said, unfazed, stopping just out of reach of the gagged man’s hands. “You\nmay be on course for our highest-rated show ever. It will keep the advertisers\nhappy; your company is one of them.” He taunted with a grin.

Brett tried again to reach for the sadistic gameshow host\nbut couldn’t quite reach. The man was amused by his attempts. “Now,\ntell me, Brett. After today, do you believe in magic?” Hugh took one step\nforward as if to bait the hapless blond into acting. Brett promptly took the\nbait and swung a right hook toward the smug host. Before the fist could land,\nHugh clicked his fingers, and Brett’s bimbo eyes widened as he found his hands\nsuddenly cuffed behind his back.

With one more click of his fingers, the chain attached to\nBrett’s collar began retracting until he was forced down to\nhis knees directly beside the base. Hugh clicked his fingers again, and a\nclean, thin mattress appeared by Brett’s side. The host dropped down to one\nknee and gave Brett’s newly pierced nipple a squeeze. “This is my show, and we\nplay by my rules, understand?” He looked into Brett’s new bright blue eyes but\ndidn’t wait for a response.

“Tomorrow, you have a\nchance to put all this right and walk out of here a free man, $500k richer.”\nThe presenter grinned. “Now, get a good night’s rest. You need all the luck you\ncan get.” He commanded before clicking his fingers, and an object appeared in\nhis hand. To Brett’s bemusement, Hugh slid a phallic rubber dildo inside Brett’s\nmouth until the end of the device was in line with his ring gag. With one\ntwist, the dildo secured into place as if it were built for the gag. Brett\nlooked back at him furiously, wrestling against the cuffs behind him; the gag\nwas long enough to completely fill his mouth but not quite long enough to\ntrigger his new g-spot.

Hugh stood up and dusted himself off. “Goodnight,\nBrett. Sweet dreams.” He taunted, walking back towards the open door. He\nclicked his fingers one more time before exiting the room, simultaneously\nremoving Brett’s handcuffs and switching the lights off, succumbing the gagged,\nfeminized man into darkness. Hopefully, tomorrow will bring a more positive\noutcome.

\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n

End of Chapter One

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