The tailor

by screamingmoist   

A trip to an exclusive tailor ends in more than a new wardrobe.

Despite his impressive body, the fit young man still looked awkward as he stood in his boxer briefs in front of the mirrors that reflected him from all sides. Will didn’t mind the view of his chiseled frame, especially the way the light grey fabric of his underwear accentuated his tight bottom and thick bulge, but he wasn’t used to being prodded at while so exposed.

“It must be difficult to find pants that fit properly with legs like these,” the old man said as he wrapped the measuring tape around Will’s toned thighs.

“Uh, yeah,” the younger man nodded, blushing slightly as the man’s hand brushed against his bulge while he wrapped the tape just below his hips. “It can be hard to find ones that aren’t too long. I usually have to get ’em hemmed.” At just barely five foot seven, Will assumed the older man was talking about his inseam, though he had yet to measure the actual length of his legs. Instead he’d been measuring around his thighs and ass, an odd place to start, Will thought, but he told himself the man knew what he was doing.

“I can imagine,” the man said absently, cocking his head as he examined his measuring tape, “but I was talking about your thighs. It’s always a challenge for you thicker gentlemen, especially with, if you’ll pardon my language, an ass like that.”

Will gave a short, confused laugh. “What are you talking abbbaaaaaahhhhh!” The young man shrieked as he watched his legs suddenly expand. His defined calves remained the same, but his thighs ballooned outwards, rapidly filling the gap between them as they pressed against each other. There was a loud tearing sound as his ass followed suit, shredding what remained of the underwear when the solid little cheeks tripled in size, looking like supple melons hanging off his lower back. “What…how did that…did that really just…” he stammered, horrified by the sight of his now disproportionate, bottom-heavy frame.

“Now, now, don’t worry,” the tailor said calmly. “We can fit anyone here. Believe me…I’ve seen all shapes and sizes.”

“Why…why can’t I move…” Will wanted to run screaming from the room, but he found himself frozen in place as the man continued. “Hey!” he yelped when the man grabbed his exposed package and began measuring his dangling hose and plump balls.

“We get more accurate measurements when you stand still,” the tailor said as he hefted Will’s equipment. “I’m sure the size of this hasn’t helped either, not that you don’t mind,” he winked.

Will let out a low groan as the tailor pulled the tape away and he felt his cock begin to twitch. Like his thighs, he watched his slightly-below average cock pulse and lengthen, growing longer and thicker until it looked like he had a fat banana being thrust forward by a pair of oranges. Given the recent growth of his thighs, the whole set was thrust forward even more prominently, looking obscenely large against his relatively short frame. “Please…however you’re doing this…I’ll pay you whatever you want…” Will begged, swallowing hard.

“This is what you already paid for!” the tailor laughed. “A one-of-a-kind experience and a look that absolutely no one else can give you. Don’t be embarrassed about the nudity…it actually makes things easier, and I’m a professional, after all.”

“But…but this isn’t what I wanted at all!” Will cried. “I just wanted some clothes, not…this…”

“Anyone can make you a pair of pants,” the tailor said with a dismissive roll of his eyes as he wrapped the tape around the young man’s tight waist. “Only I can make you something truly bespoke.”

Will felt a familiar tingle and watched his trim waist pinch inwards, looking almost impossibly small above his wide, round cheeks. There was no pain with any of the changes, just a slight vibration as his bones and muscles reshaped themselves like molding clay. He’d worn a size thirty one, but the way his shredded abs now tapered he knew that had gone down a few inches.

“A size twenty seven should be good,” the tailor said, stepping back and nodding thoughtfully as he looked at Will’s increasingly curvy frame. “Can’t be too small if you’re going to support an upper body that size.”

“I don’t want a big upper body! I was happy with my size already!” Will spat, struggling in vain against the invisible bonds as the man wrapped the tape around his upper arm. “Whaaaaa!” His eyes bugged out of his skull when his toned, well-muscled arms expanded like his thighs, growing thick with lean, defined muscle. The naked young man had already thought of his arms as large, but his former biceps were pale imitations of the girders he now sported.

“Nineteen inches will do. I imagine your range of motion is already limited enough with a chest like this one.” The man slipped around behind, sending a shudder through Will as he brushed against his exposed, colossal rear. He wrapped the tape around the pecs that once looked so impressive but now seemed pitifully small between the hulking arms. “Fifty inches is certainly impressive for someone of your height.”

“Fuck!” Will gasped as his sculpted pecs ballooned like his ass, expanding outwards and lifting off his torso like a meaty shelf. The growth spread up and out towards his shoulders, pushing them farther apart while they swallowed his neck almost entirely. The stunned brunette could only blink, his mouth hanging open, as he looked at a handsome face that now seemed to sit directly on his juicy new muscle tits. He could barely see over the cresting mounds, and he was especially mortified at the large, nubby stubs that had replaced his formerly tiny nipples.

“Perfect!” the tailor smiled, giving a little clap. “Just perfect.”

“Perfect?! I’m a goddamn freak!” Will roared, staring in disgust at his stocky new body. The excessive bulk only accentuated his naturally short stature, making him look round and curvy instead of toned and lean. He appeared nearly as wide as he was tall, with a profile that looked ridiculous as his chest shot outwards above his fat cock and heavy balls, while his mountainous ass served as a counterbalance for his overdeveloped top.

“I don’t think the people who pay you feel that way,” the tailor chided as he opened one of the mirrors like a door and pulled out a cart loaded with clothes. “After all, that unique body is what makes you so much money.”

“Wha…what? No it doesn’t,” Will stammered. He was about to protest further but the tailor turned back towards him, motioning for him to step into what looked like a cherry red jockstrap. Any relief he felt at being able to move again was short lived as he felt his altered body shift and rub against itself in unfamiliar ways, his exposed skin turning a matching shade of red as the jock was slid into place. Will was a strict boxers or boxer briefs man, so to see his girthy package and fat new ass accentuated by the bright, skimpy underwear was humiliating.

“I’m sure you can understand that with a body like this your old underwear is rather pointless,” the tailor said, adjusting the straps around Will’s tree-trunk thighs. “So confining and constricting. You’ll find these much more comfortable. Or there’s always these.”

“No! No way,” Will protested, even as his body automatically stripped out of the jock to replace it with a hot pink thong. He tried to stop his beefy new arms from obeying as the string disappeared between his heaping globes and the pouch barely contained his hefty balls and thick hose. “I can’t wear this!”

“Of course you can,” the tailor said as he pulled out a pair of jeans. “But if it’ll make you feel better to cover up…”

Will’s humiliation grew as he pulled the stretchy denim up his wide legs, the fabric straining around his ass and thighs while hanging loose at his overly-narrow waist. As he buttoned the fly, Will didn’t know what was worse; the visible whale tail drawing attention to the exposed top of his ass, or the bulge that looked like he’d wedged a grapefruit in the front of the plastered on pants. Instead of concealing his altered body, the pants only heightened his warped proportions as they very visibly struggled to contain him. “Oh…oh god…” he moaned, watching the way his ass spilled out the top as the cheeks shifted with the slightest movement.

“So dramatic,” the tailor sighed, handing the blushing young man a bright green t-shirt. Will thought for sure the fabric would split as he felt it cling to his jutting new pecs and wrap around his hulking arms. Like the pants, the tiny shirt only emphasized his bulk as it sat like a second skin against his chest and arms but hung loose at his midsection, leaving his humiliating whale tail exposed as it rested and bunched on the new shelf that was his ass. Even worse for Will, though, was the way his enlarged nipples stood out against the fabric as if a pair of thumbs were pressing against it from underneath.

Will’s stomach sank as he looked back and forth between his massive ass, prominent bulge, and tweakable nipples, all fully on display despite his clothes. “This is…I can’t walk around like this! What am I supposed to wear to work?!”

The tailor seemed surprised by the question. “You wear considerably less to work, but if you mean how are you going to get dressed up, I’ll show you,” he said.

Before Will could again question what he meant about his work, his inflated arms came to life again, peeling out of the t-shirt and struggling the plastered-on denim down his chunky thighs. The jeans were so tight they pulled the thong with it, his hefty package bouncing free as he winced at the way his new muscle shook as he kicked out of the pile of fabric.

He was still on autopilot as he stepped back into the jock, this time following it up with a pair of skintight chinos that, like the jeans, only served to accentuate the roundness of his inflated rear and the thickness of his equally expanded bulge. Unlike the jeans, the thinner material also left the straps of his jock clearly outlined underneath, but Will’s attention was more focused on the way he had to struggle to maneuver his inflated new arms inside the button up shirt the tailor handed him. When he finally managed to fasten all the buttons it looked like the shirt was made of spandex the way it strained across his oversized pecs and around his powerful arms, leaving his huge, hard nipples just as on display as the t-shirt had. The collar was even worse as it came up to his cheeks due to the lack of a neck, making the now-curvy stud appear even shorter than he already was.

Will couldn’t believe it. Usually his office clothes made him look long and lean, but now all they did was highlight his freakish proportions. The massive ass, the obscene bulge, the plump pecs; formal or casual, there was no hiding any of it.

“Stunning. Absolutely stunning,” the tailor said, his tone proud as he stepped back and examined his work. “I can understand why men pay you as much as they do.”

“Why do you keep saying that?!” Will was frantic as he clawed at the buttons, exposing his heaping pec cleavage in his desperate frenzy to get the ill-fitting shirt off. “I’m a dancer and a model! I don’t use my…my body…” he trailed off, his stomach dropping as he heard his words. He’d intended to say he was a software engineer, but even as he had the thought he realized he could no longer remember ever having had such a job. Like water through a leaky bucket, Will felt the memories of his career and college slip away while another life altogether flowed in to take their place. He gasped as he shrugged out of the shirt, the sensation of stripping down while being watched becoming suddenly familiar. As he popped the button of his chinos and pulled them off, the shaking and swaying of his inflated cheeks felt less and less unnatural as he remembered what it felt like to drop his pants in front of a roaring crowd. “But…but I don’t…” he stammered. “I just wanted new clothes!”

“And yet you were given so much more.” The tailor watched Will slip the thong back on, the young man’s fat new cheeks still hanging out the top when he pulled up the straining, stretchy jeans. “There’s always an adjustment period with any change. Just give it some time and you’ll come to love it. I promise.”

Will pulled the pointless t-shirt back on, staring at himself in shock as the tailor began to put his measuring tape away. He squirmed and blushed, hating the constant, breezy feeling from the exposed patch of his ass where the bottom of the shirt pooled and failed to connect with the top of his jeggings. He wanted to argue, but he was too overwhelmed from the influx of new memories to do anything other than take the handful of bags and follow the tailor to the front of his shop.

“Don’t worry, those are just to get you started. The rest of your new wardrobe will arrive in a few days. And when you need more, you know how to contact me. Enjoy the new look!”

Will stumbled out the door, still unaccustomed to his altered legs and shifted center of gravity. He felt like he’d walked out of the store and into a dream as he caught his new reflection in the shop’s windows and in the side of his friend’s shiny black sports car.

“Holy fuck, bro. That’s a hell of a look.”

Will froze at the sound of Taylor’s voice. In his shock he’d completely forgotten that his friend was meeting him afterwards. He blushed as he looked up at the taller man, mortified that someone was actually seeing his warped appearance. “Taylor…dude…you’ve gotta help me, man. That guy…he…look at me!” he cried, gesturing down at himself.

The dark skinned stud crossed his arms and leaned back against his car, a growing smile on his face. “Believe me, I am,” Taylor laughed, pursing his lips as he slowly looked the shorter man up and down. “It’s drastic, but, I mean, bold choices, right? That’s why you came to this guy, isn’t it?”

“For new clothes! Not…this!” Will couldn’t understand why his friend wasn’t as panicked as he was. Taylor had seen him when he’d walked in. The taller man should have been well aware that Will was normally built like a shorter version of himself, yet Taylor was acting as if the altered man had simply gotten a new haircut.

“I don’t know what you’re so upset about. You can’t expect to make the kinda money you do without a body like that. Dudes like this,” Taylor said, motioning down to his lean, strapping build, “but they pay for that,” he laughed, giving Will’s plump new rear a swat.

“Why do people keep saying that?!” Will tried desperately to tell himself that his eyes weren’t really lingering on Taylor’s chiseled frame, and that his beastly new cock wasn’t throbbing at the sight of the athletic stud’s chocolate skin and handsome face. He could clearly remember his naked body on all fours, and how good it felt to have a man inside what should have been his virgin hole, but he refused to accept that as his new reality. “Wait…just…you remember me how I was before?” He waited for Taylor to nod before continuing. “And you remember that I work as a software engineer? Not some stripper or model or whatever?”

“You did,” Taylor said, emphasizing the last word. “But now you do something else. I don’t know why you’re so upset. Bold choices get bold rewards, right? That’s what you always say. I’m proud of you for sticking to it.”

Will didn’t know what to say. He wasn’t sure whether he should be relieved or horrified at the idea of people thinking that he chose his current fate. He’d been perfectly content as a straight ladykiller. He didn’t know why anyone would ever think he’d want to be anything else, especially some kind of thick, flamboyant go-go boy. Already, Will was humiliated at the way people’s heads turned and lingered on him in just the short time that they’d been standing in front of the shop.

“How about I get you home?” Taylor said, putting a hand on Will’s broad shoulder and guiding the stocky man into the car. Will didn’t put up a fight. He dropped into the passenger seat and winced at the way his meaty thighs thrust his bulge forward as he sat, and how the seatbelt vanished entirely in the deep valley between his pecs. Taylor chatted casually away, still acting as if everything was perfectly normal while Will tried to wrap his head around whatever it was that his life had become.

He was relieved to at least find his expensive townhouse unchanged, though that relief was tempered when he walked through the door and immediately stripped out of his jeans. He hadn’t even thought about it, or the fact that Taylor was still with him. As soon as he’d crossed the threshold he’d kicked his bright new sneakers off, popped his fly, and tugged them down as fast as he could.

“Goddamn, boy,” Taylor whistled. “That’s even better than I thought it’d be. No wonder you hate to cover it up.”

Will froze. He knew he should cover himself up, but the thought of putting the pants back on was repellant to him. He blinked at the discarded jeans for a moment before turning to face Taylor. His plastered on t-shirt accentuated his tightened waist, making his inflated lower half seem even larger. “I think I’m going crazy…”

“With an ass like that who cares,” the taller man laughed. He stepped close and snapped the elastic of Will’s cherry thong, his hands lingering on the shorter man’s hips. “You know it’s the only one I make an exception for,” he purred, grinding the front of his pants against Will’s ample bottom.

Will gasped, his new body taking over. Instead of pulling away or being disgusted at the sensation of a man’s hands on his body, the curvy stud was hit with a longing like he’d never felt before. His long, fat cock started twitching wildly, and without even realizing he was doing it he’d grabbed Taylor’s hands and had slid them up under his shirt. “Oohhhhhh!” Will howled, arching his back and leaning into the other man when Taylor began tweaking and pinching his nubby new nipples. “Oh…oh fuck…” he whimpered, his massive arms inflating as he reached up to stroke Taylor’s short, dark hair. The taller man had dropped his face to where Will’s neck should have been, the feeling of his friend’s hot breath driving him wild.

“Come on…you paid for it, let’s see how you work this thing,” Taylor said. He gave Will’s plump rear a rough squeeze before stepping back and folding his arms across his chest with an expectant grin.

Will felt his face go red as he leaned forward against the counter, popping and swivelling his hips in smooth, rhythmic motions. He wanted to be horrified at the way his supple cheeks bounced and clapped, but he was too busy being amazed that he could even move his body in such a coordinated fashion. He’d never been much of a dancer, yet there he was using muscles he didn’t even know he had to make his inflated bottom ripple with perpetual motion.

Even more confusing was the way he enjoyed it. Instead of being mortified at the knowledge that he was shaking his ass for a lust-eyed Taylor, all it did was turn him on. Will still didn’t understand why his friend seemed to act like this was all brand new and something he’d always done at the same time, but he was becoming less and less certain that it mattered.

His cheeks still clapping, Will flexed his mighty new arms as he slowly peeled out of the shirt for his friend before taking a few steps back to begin slamming his hefty globes against the front of Taylor’s pants. “Think I got my money’s worth?”

The ebony skinned adonis dropped his head back on his shoulders and laughed. “And then some,” Taylor said, licking his lips as he reached around Will’s tight waist to squeeze the thick, hardening bulge.

“MMmmmm….” Will sighed, placing his hands on top of Taylor’s as his friend fished his cock free. The short, curvy stud’s eyes went wide at the way the other man’s large hands, which had no problem palming basketballs, were barely able to close around his fattened rod. “Fuuuuuck…this…this is so weird…” he groaned, writhing in Taylor’s solid arms. His body’s ecstatic response was swiftly eroding what remained of his resistance. He was still embarrassed at the thought of his warped body being put on display, but if it meant he could feel more of the blissful sensations shooting through him, Will was beginning to think he’d find a way to deal with it.

“Not weird…one of a kind,” Taylor corrected, sliding his hands up to tweak Will’s nipples again.

“Hhhhooouuuhhhnnn!” Will howled, the sensations seemingly magnified by his increasingly aroused state. The former ladies man wasn’t usually this vocal during sex, but he was having a hard time keeping his mouth shut. “Guuuhhnnn….god…goddamn…” he grunted, his eyes wide.

“You should see the look on your face,” Taylor grinned, his laugh drowned out by Will’s echoing cry when he pinched and worked the solid nubs. The smaller man was too busy just trying to stay upright to give much thought to what his moaning face must look like. His cock was already oozing like a faucet and he could feel an explosion building just from having his excessively huge nipples worked.

“Ta…Tay…dude…I’m gonna cum, bro…gonna…cuuuuhhhhhnnn!” Will’s stocky new body shuddered in his friend’s arms as his every muscle spasmed. His heaping pecs bounced and his yielding cheeks shook with the wracking tension while he sprayed like a fire hose, unsure how he should feel about being pushed over the edge without even touching his cock. The force of the eruption was so great that Will could actually hear the splattering and splashing above his howl. When his thick pole was finally spent it only softened slightly, his heavy, bull balls still churning.

“You ready for the real thing now that you’re all warmed up,” Taylor asked, popping his fly with one hand while the other kept working Will’s lightning rod chest. He fished his otherwise impressive cock free and laughed as he compared it to his friend’s new beast. “Fuck…remember when I was the bigger one?”

Will looked over a broadened shoulder as best he could on his thickened neck and laughed. “Not really, nooooooohhhhh!” The shorter man was cut off when Taylor worked himself in, his inflated cheeks forming a vacuum seal. He couldn’t believe how easily he’d taken the other man. He’d expected pain, or at least some mild resistance, but Taylor had slipped inside with an ease that should have been impossible for his virgin hole.

Which isn’t to say that he was loose. Despite both of them remembering the countless men that Will had worked in similar fashion, the altered man’s eager entryway clutched Taylor’s girthy rod like a third hand. “Shiiiiiiiiiiiiiiit Will,” Taylor groaned, rolling his hips. “You’ve officially ruined pussy for me.” He reached up and palmed his friend’s inflated pecs, clutching him tight. “At least you’ve got nice tits.”

“Hey…you…came to…the best…” Will grunted, surprised to find that talking about his new role felt perfectly natural. “I can’t help…it…if I’m…talented…” he purred, rocking in time with Taylor’s thrusting.

Everything felt like it was falling into place. The humiliation that he should have felt at being stripped down and fucked by his still-clothed friend was entirely absent. The very fact that he was being fucked at all brought nothing but a smug satisfaction, as did the way his thickened frame moved and rubbed against itself. He wasn’t horrified by his meaty thighs and rippling backside anymore; he was proud. Of course he walked around with his best assets on display. He’d certainly paid enough for them, and it’s what people paid him for in turn. He wasn’t mortified at being seen, but instead knew that the people who saw him on the street or at the gym were lucky to be getting a free sample. People online paid a hefty fee each month for the privilege, as did the people who came to his club gigs or sought him out for one-on-one attention.

The details gelled while he writhed and whimpered at the end of Taylor’s pulsing cock. Instead of a life that now seemed bland by comparison, Will started remembering his website commitments and a private bachelor party he’d been hired for that very night. Where before the thought of stripping down and jerking his warped body off for an online audience made him cringe, now all he could see were the dollar signs and a stream of satisfied faces. Taylor was right. He wasn’t weird; he was unique. A one-of-a-kind experience that only he could provide, and it was all thanks to the old man and his tape measure.

Will gasped when he felt his friend suddenly tense and a warm torrent began filling his insides. He thought back to all the times he’d unloaded into women, wondering if it had felt even half as good as Taylor’s spurting member did. Already he couldn’t imagine ever being horrified by his uselessly wide cock, or the thought that he couldn’t fit it in most people anymore. After what he’d just experienced it was the last thing he wanted to do. His friend’s hand still clutching his inflated muscle tits, Will slammed himself back against the other man’s slick cock and pushed himself over the edge.

“Ye…yep…officially ruined,” Taylor laughed, struggling to catch his breath. “You should’a done this sooner.”

Will stretched and sighed, a waterfall of cum trickling down his thighs as he bent and pulled the crimson thong free. He gave his meaty frame a shake, feeling perfectly at ease with his exposed state while the other man gawked at him. “You always brag about your bank account,” he said, running a finger along Taylor’s solid abs and down to his softening hose. “Maybe you should make an appointment too?”

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