Playing Dress-Up, pt. 2 (Patreon)

Evan felt like he was in a dream.  The sensation that he was forgetting something important still nagged at his brain, but he was too busy smiling and eyeing the people who passed to give it much thought.  He kept thinking that he was looking for someone, but whenever he tried to muster the familiar image of Lisa, he saw an older man in her place.  More concerning, the mental image of the man’s handsome face sent a pleasantly arousing thrill through him much more than the thought of the young woman did, though as he flaunted his altered outfit he discovered that just about everything sent a lustful thrill through him.  His new look garnered stares from just about everyone as he sauntered the concourse, stares which Evan responded to with either a bright grin or sultry eyes.  It didn’t matter if the looks he received were impressed, surprised, or disgusted; he just liked the attention.  He knew he shouldn’t.  He knew it ran counter to every aspect of his personality up to that point, but each set of eyes filled him with satisfaction.

Especially when those eyes sat in a male skull.  Evan wanted to crawl under a rock and hide whenever he caught himself openly checking out another man.  Young, old, fit, heavy; none of that mattered to the strutting stud.  He was aware that he was doing the very thing he always hated, but he couldn’t stop himself.  He couldn’t even bring himself to want to.  What he really wanted to do would get him kicked out, if not arrested, and the addled young hunk was beginning to understand why he’d jerked off in the dressing room.  If things kept going the way they were, and if his hungry eyes kept leading to equally hungry thoughts, it wouldn’t be long before he needed to do it again.  After two decades of exclusively heterosexual thoughts Evan didn’t understand why he was suddenly fantasizing about being with nearly every man he passed; he only wished he could be more concerned about it.

He wished he could focus at all, really.  As he strolled around the first floor and then the second, Evan’s thoughts fractured further.  Distractions were everywhere, either in the form of masculine flesh or cute, bright clothes in window displays.  Whether the store was for men, women, or both didn’t register as a concern to the excitable young man as much as the clothes themselves, and Evan found himself eagerly inspecting petite baby tees and tiny denim cutoffs without the slightest hesitation over the fact that they were “women’s” clothing.  He knew he’d look good in all of them, and as long as they didn’t cover a single inch more than necessary he didn’t care who the intended customer was.  Cute was cute as far as he was concerned.

So while the old Evan was mortified to find himself in a boutique targeted at teen girls, the easily distracted, cheerful force driving his confusing behavior was just happy to be trying something on.  He’d spotted the light pink t-shirt through the entrance and had practically run inside, taking the young employee by surprise when he’d asked where the fitting room was.  Given that the t-shirt was a sleeveless cut off with a scooped neck and the words “boss babe” written in gold cursive across the front, the young woman working the floor clearly thought he was buying it for someone else.  Until she registered the rest of his outfit, at which point she’d simply given him a knowing smile and directed him back to the changing room.  The old Evan was still trying to process the shift in how he was perceived, how she’d gone from viewing him from a guy to “one of the girls” in a split second, but as he looked at his reflection he couldn’t blame her.

The contrast was jarring.  Evan wasn’t used to seeing his otherwise masculine frame, with its oversized new endowment, stuffed into bright, skimpy clothing.  The t-shirt was everything he’d hoped for as it plastered across his chest and stopped well above his navel, the feminine cut accentuating how broad his shoulders were while the scooped neck showed off the prominent mounds of his pecs.  Though, as he turned in a circle and grinned at his reflection, Evan started to question whether they should be as prominent as they were.

His first thought was that the tiny shirt just made his torso seem bigger, but as he poked at himself and flexed there was no denying that he’d actually grown larger.  His shoulders were noticeably capped, and the distinct muscle groups of his upper arms stood out with the slightest movement.  Likewise, his trim waist now sported an undeniable washboard, his previously faint six-pack now standing out as a chiseled eight.  And it wasn’t just his torso.  The old Evan shrieked internally at the sight of the barely-covered globes that had replaced his perky rear.  His thighs having grown in time with the rest of him, the sides of the shorts were now fully spread, leaving the back panel of the pastel briefs on display while the straining underwear provided a token amount of coverage.  Evan had always been fit and athletic in a lean, toned sort of way, but now he was starting to look like one of the muscle queens whose presence he’d always resented at the gym.  Under other circumstances he might have been excited by the prospect of magically bulking up, but as he posed and grinned at himself in the mirror all Evan could do was wonder at the chiseled stranger he was becoming.  Instead of the unassuming, masculine clothes he should have worn he was dressed like a Valley Girl, his dim grin cementing the airhead impression he’d adopted.

And his new manner of speaking certainly didn’t help.  “Omigod I looooove it,” he practically giggled as he stepped out of the dressing room in the pink top.

The young woman who’d been helping him gave him a surprised, wide-eyed stare before smiling and shaking her head.  “Girl…it’s a look.  That’s for sure.  But you pull it off, so why not?”

Evan nodded excitedly.  “Right?  They’re so cute.  I’m gonna wear this one out, but I’m also gonna grab a couple different colors.  Can we just throw this old one away,” he asked, holding his former t-shirt out between his thumb and forefinger.  The old Evan could only watch in numb silence as his muscular new body flitted around the store, grabbing the same shirt in a few different colors and sayings, as well as a handful of even smaller tank-tops.  From a practical standpoint he knew none of them were cheap, and that the trendy boutique was far from inexpensive, but he didn’t even check the price or pay attention to the total as he pulled a credit card from his back pocket and handed it over.  It was the only thing he carried, and Evan worried at his lack of a wallet, phone, and car keys, but he didn’t have time to ponder for long before he was strolling out the door on his way to the next shop.

The looks came fast and furious now, much to his delight.  Evan was in a blissful haze as he went from store-to-store, his head spinning at how different his body felt.  There was an odd bouncing sensation with each step as his inflated rear and inflated chest rippled from the impact, but it wasn’t until he’d completed a full lap that Evan realized his body was still growing.  That bouncing sensation became more and more noticeable, as did the heaviness of his steps, and it was very quickly apparent why.

He was no longer “starting” to look like a muscle queen; he’d officially become one.  Evan let out a delighted squeal instead of a horrified cry when he stopped to examine his reflection once more, now finding a grinning, lantern-jawed Adonis instead of a toned jock.  His upper body had broadened to the point where it would have shredded the shirt had it not already been so loosely cut, as shoulders like bowling balls jutted out on either side, with massive, sculpted arms dangling from each, while pecs that had been prominent now bordered on oversized.  The chiseled, juicy mounds were so large they lifted the bottom of the skimpy top even further, bringing it to a stop just below his obvious nipples as it drew extra attention to the taper of his waist when the shirt went from skin tight across his chest to hovering loose above his abs.

Evan’s shorts were also becoming a problem.  His thighs and rear had grown so thick the thin bottoms were barely larger than the briefs underneath, which themselves felt like they could give out any moment.  The previous version of himself was mortified as he casually strolled from store to store, putting on an impromptu, obscene display, but the new version was simply giddy as he added bag after bag to his growing collection.  Tiny tanks and cutoff tees were the primary objective, but he was happy with anything that would leave his ample muscle as exposed as possible.  Much to the former Evan’s horror he’d thrown in some truly foreign underwear in the process, grabbing packs of bright bikinis and thread-like thongs to replace the boxers he wouldn’t have been able to fit around his thighs anyway.  The most modest underwear he bought were a few pairs of briefs like the ones he wore, but even then he caught himself thinking that the only reason he was buying them was for the bright, rainbow prints, and so that he’d have something “decent” to wear when company came over, or when he wanted to go out dancing.

It was thoughts such as those that made Evan feel like he was becoming a stranger both inside and out.  The haze that had settled across his thoughts had only continued to grow stronger, to the point where he could barely remember what he was doing from minute to minute.  He’d find himself drawn into a store, only to forget what had pulled him in to begin with before inevitably getting distracted by something bright that caught his eye.  He had no idea how much money he’d spent, but more alarming was the realization that he didn’t think he could figure it out even if he’d wanted to.  In a display of supreme focus he’d stopped and examined a bag of recent purchases, but after trying to tally the four tank-tops and pack of underwear he finally gave up when the numbers refused to gel.  He knew what they were individually, he still understood what $34.99 meant; it was only when he tried to come up with a total that his brain went haywire.

And he just kept thinking that it didn’t matter.  No matter how much he wanted to be terrified, and no matter how embarrassed he felt at the sensation of cool air on the sides of his bare, bouncing cheeks, he couldn’t shake the sense of dull contentment.  Evan didn’t know why, but he had the feeling that something, or someone, was looking out for him.  Something else was taking care of all the details; he didn’t have to worry about things like math, or money, or modesty.

Though that last one was quickly being put to the test.  When Evan heard a loud rip and felt the back of his nylon shorts fully give out, even the addled stud knew he needed to replace them with something new.  The lavender briefs were now fully wedged between his plump cheeks, leaving the round, shifting globes on full display as he hurried into the nearby sporting goods store.  The old version of himself was numb with humiliation, but the new just blushed bashfully and batted his eyes at the stunned young man who greeted him.

“Soooooo…I need some new shorts,” Evan laughed, turning and bouncing his exposed rear for the sputtering employee.  He was lean and wiry, his buzzed scalp accentuating his sharp features and his dark skin popping against the bright green polo of his uniform.  Evan saw the nametag resting on the other man’s chest, but his brain refused to put the letters together, instead choosing to focus on the toned, outlined pecs underneath.  At least until he lowered his gaze to stare at the obvious bulge in his new friend’s thin joggers.

“I can see that,” the other man finally said, shaking his head and letting out a slow breath.  He quickly looked around, seeming relieved that the store was mostly empty as he guided Evan over to the swimwear section.  “Looks like those undies are a little tight too,” he grinned, the hunger obvious in his eyes.

“Ugh, I know,” Evan sighed.  “They’re so cute, but I don’t know what I was thinking.  A big ‘ol booty like mine in these little things?  Please!”

“Not the only big ‘ol thing in there, is it,” the grinning employee chuckled, his eyes landing on the sculpted brunette’s overly stuffed bulge.

Evan finally forced himself to, at a painfully slow pace, read the nametag, a mischievous grin spreading across his lantern jaw.  “Looks like we have that in common, Matthew,” he purred, not bothering to hide the way his heaping package started to twitch.

“Why don’t we try some stuff on,” the other man said, grabbing a handful of the smallest trunks he could find, as well as a smattering of shorts, as they hurried on their way to the dressing room.

To his surprise, Evan didn’t hesitate in the slightest when Matthew stepped in to join him.  He felt like the idea of stripping down in front of a stranger should have given him pause, but instead he was thrilled at the prospect.  Fooling around in public was one of his favorite hobbies, especially when he had someone as handsome as Matthew to do it with.  His new friend appeared to be about his own age, with a build that Evan could still recognize as being close to the one he should have had himself, but unlike that old, stuffy young jock Matthew was all too eager to get down to business.

Watching the way the other man so eagerly went along with the unlikely scenario, the old Evan was hit with a stab of jealousy beneath his embarrassment.  For a split second he wondered if the real reason he’d always been so defensive about guys checking him out was because he’d wanted them to, and that he’d wanted to return the gesture at the same time.  It had never occurred to him before, he’d never allowed it to, but now, with his walls crumbling, he started to recognize what he’d really wanted all along.

“Think we’re gonna have to do something about that before we try anything on,” Matthew laughed when Evan peeled down his tattered shorts and confining briefs and the brunette’s thick log of a cock sprang free, wagging wildly as he stepped out of his discarded clothes.  The old Evan was still too busy trying to wrap his head around the unleashed flood of doubt regarding his sexuality to feel embarrassed, while the new Evan was simply focused on how cute he looked in nothing but his bright new “boss babe” cut-off.  “Good thing these doors go all the way, huh?”

Matthew was on his knees before Evan could respond, gripping his fat log with one hand and running his tongue along the throbbing head until swallowing the hefty organ.  The newly muscled hunk sighed, flexing his ample rear against the other man’s gripping fingers and flexing for himself in the mirror.  The sensation of Matthew's warm lips gliding along his inflated rod coupled with the strong, masculine hands groping his rear sent the old Evan reeling.  What remained of the former, supposedly straight jock held on with the most tenuous of grips, and that hold grew smaller and smaller with each passing moment as he stared down at the kneeling hunk’s broad shoulders and bobbing head, a swell of no-longer repressed desire surging within him.  As much as he loved every second of what he was experiencing, Evan was caught off guard by how much he wanted to be the one on his knees.  He wanted Matthew’s pants around his ankles, and he wanted the other man’s cute little bubble in his hands.  He wanted more, too, but there was a new, stern voice in his head that told him not to cross a certain line.

He could dance right up to it, though.  As soon as he was done spraying down Matthew’s impressively capable throat he pulled the other man to his feet and dropped to his knees, bringing his new friend’s joggers and boxer-briefs with him.  His body was on autopilot, and though the thin remains of the old Evan trembled nervously while Matthew’s cock bobbed before him, the current iteration knew exactly what it was doing.  He swallowed the wide six inches with ease, savoring every musky inch while his fingers squeezed and bounced the other man’s delightfully firm little globes.  Evan worked his tongue, lips and neck with coordinated precision, feeling a kind of satisfaction he’d never imagined every time Matthew tensed and gasped.

If it were up to him, Evan would have stayed there all day.  As it was, his vigorous mouth pushed the other man over the edge within moments, leaving him with nothing else to do but eagerly suck down every last drop.

“You’re…you’re definitely getting my employee discount,” Matthew laughed, his eyes still wide with shock as he caught his breath.

“Aww, thanks!” Evan chirped.  He was still very much aware that he’d just blown another man for what should have been the first time, though it didn’t feel that way, and that he was on his knees, mostly naked, in a public dressing room with said man’s cum dripping down his throat.  But the embarrassment the old Evan expected to feel never came, leaving him to wonder if there was still any “old Evan” left at all.  As he grinned at his reflection, and the way his softening snake and heavy balls hung between his muscled thighs, he felt perfectly content just the way he was.

And he didn’t think about it for long either way.  As soon as he was back on his feet, Evan’s attention quickly shifted to the pile of shorts he needed to try on.  He went through them one by one, a neon rainbow of nylon and cotton that perfectly threaded the needle between showing off the goods and keeping him out of jail.  They were still smaller than the boxers he normally would have had on, and the soft mesh lining sewn into most of them left nothing about his girthy package to the imagination, but he was technically covered.  His plump cheeks still jutted out like a shelf and could bounce freely, only now they did so without fear of destroying the thin layer of fabric that kept them, barely, under wraps.

“Ohhhhh, these are the move foooor sure,” Evan moaned dramatically, turning in a slow circle to inspect the bright purple running shorts.  They were like a larger version of the ones he’d destroyed, and he especially loved how they rode low on his hips, and how his exposed, chiseled obliques pointed directly to the grapefruit wedged in the front.  “But I’ll take all of ‘em!”

Based on Matthew’s surprised reaction the giddy brunette guessed he was spending a lot of money, but he neither knew for sure nor cared.  He chirped his way through the checkout process, handing over the same credit card and adding several more bundles to the piles of bags he carted out of the store a few minutes later.  The romp had cleared his head slightly, and now that he was free of the clinging anxiety he’d been feeling all afternoon Evan started to remember what he was looking for.  Or, more precisely, who.  As he finished another circuit of the mall he began to realize he was wandering around in search of a person, who he was increasingly desperate to find.

“There you are!  Just what the hell have you been up to, mister?”

Evan’s stomach fluttered at the deep, stern voice behind him.  It was the same one he’d heard in his head warning him not to go too far with Matthew, only now he could see the confusingly familiar body it was attached to as he spun on his heel.  It was the stranger he’d pictured when he’d tried to think of someone else, earlier.  He couldn’t remember who that other person was anymore, but that mattered less and less the longer he blinked at the approaching hunk.  The man appeared to be middle-aged, with dark, salt-and-pepper hair that matched the trimmed beard on his weathered, handsome face.  Though he wasn’t as big as Evan had somehow become, the other man’s solid build was obvious as his beefy torso strained against a thin, navy t-shirt, and his powerful legs did the same to a pair of tight denim.  A pair of expensive shoes and a large, flashy watch capped his deceptively casual look, radiating wealth the way his smug grin did masculine confidence.

“Tommy!” Evan squealed, throwing his bag-laden arms around the older man.  Without the slightest hesitation he pressed their lips together right there in the middle of the concourse, the familiar scent of the older mah’s woody aftershave connecting the wires in his frazzled brain.  He suddenly remembered how much Thomas hated being called “Tommy,” but he also remembered all of the things he did to earn that privilege.  “Omigod babe, like, where were you?”

“Where was I,” the older man laughed, pulling his lips away but not letting go.  He was just as unbothered by the people looking in their direction, but where Evan was oblivious, he was sure of himself.  “I told you I was just stepping outside for a quick work call, but then I come back and you’re nowhere to be found.”  Thomas raised an eyebrow and pushed Evan out to arms’ length, looking the younger man up and down.  “This is a cute outfit.  One of many, I see.  Did you spend ALL my money, or did you leave some for me?”  He reached down and gave the bashful brunette’s rear a squeeze, retrieving his credit card in the process.  “At least you didn’t lose my card this time.”

“Um, hello, you’ll fit into this stuff too.  It’s not JUST for me.  Oh!  Like, look at these,” Evan said, his distracted speech coming at a rapid pace as he dug through the bags for the pack of thongs he’d bought.  “I.  Can’t.  Wait. to see you in these,” he sighed, his hands toying with the waist of Thomas’s denim.

“How generous of you,” the older man laughed again, discreetly lowering the underwear back into the bag.  “I see you made quite an impression on that young man at the sporting goods store, too.  He was still out of it when I stopped in to ask if you’d been there.”

“Matthew?  Oh he was fuuuuun,” Evan nodded.  “But we just messed around, nothing serious.  Like you told me!”

“Good job, bud,” Thomas said, his tone condescending as he tousled his young lover’s hair.  “I’m glad you had fun today.  Your sugar daddy do a good job?”

“Excuse me, sir…I’m the Sugar, you’re the Daddy,” Evan corrected before giving Thomas a peck on the cheek.  “Thanks for the new toys,” he purred.

He leaned into the older man’s embrace as a heavy arm was thrown over his shoulder, guiding them towards the exit.  The sensation was at once comforting, arousing, and familiar, bringing with it another wave of reassuring memories.  Evan now understood why he’d felt like he should be so unbothered by everything.  With someone as smart, strong and rich as Thomas taking care of him, he literally didn’t have a care in the world.  He could build his body while the other man did the hard, thinking parts for both of them.  Thomas was better at that stuff, and Evan made sure to take care of his older lover in plenty of other ways.  There was a faint echo of his old self who knew how wrong those memories were, but as that scrap of personality faded into the distance, the altered young man was surprisingly happy to let it all go.  As embarrassed and terrified as he’d been, the most prominent thing that the old version felt was regret at ever having denied himself such an outcome.  Maybe if he’d been less afraid or more honest with himself the previous Evan could have found a happy medium with the new one he’d become, but as it was he’d still take a future as a built, dizzy himbo over that of a flustered closet case.

And though the old Evan may not have known what he wanted, the new one’s desires were straightforward.  He wanted to get Thomas home, strip him out of his clothes, and then spend the rest of the day with the older man’s hairy, beefy muscle writhing between his legs while he bounced up and down on his sugar daddy’s long, luscious cock.  Then he’d pester Thomas until the inevitably embarrassed hunk finally tried on the thongs for him, at which point the process would start all over again, day after day for the foreseeable future.

“I loooove these trips to the mall,” Evan sighed as they stepped out into the parking lot, his cock already twitching.