Morning Glory

Reviews for my last crossdress-y story were pretty good! Hurray! This one is a little more teasing in nature, but is ultimately pretty fuzzy. I am a sap.

***

Hardcore Fitness was the classiest gloryhole in town. All the right people knew what went on behind the illusory front of a 24/7 gym, and the syndicate behind its operation paid off the right guys in City Vice to keep it in operation. It was clean, it was well protected, and it didn't try to blackmail its clients with CCTV footage for political benefit. Anyone who wanted an anonymous blowjob, or wanted to give one, had Hardcore Fitness on their Christmas list. It was equal opportunity, too, and the straight guys who went there had to just shrug it off and accept that some of the mouths that were sucking them off weren't going to be female. But there were restrictions. You couldn't just walk in off the street; you needed a membership. Payment for which was all on the Giving side, save for a small registration fee that Takers shouldered. You even needed a full physical to get accepted, to keep everyone nice and healthy.

Caleb had jumped through all the hoops to get membership, however, for one reason: he was a cumslut. He fantasized to distraction about swirling thick loads around his mouth, or having his body painted with a dozen guy's expended loads. His sexuality was an amorphous blob when it came to bodytypes he found attractive, but he leaned towards people who could provide heaping helpings of that wonderful fluid. Normally, he was a short, shy little nothing who worked tech support at a minor law firm in the city. He wore stiff business casual, spoke in an artificial, deferential tone, and worked his butt off to keep a pair of Luddites from sinking their own business with accidentally CC'd porn links.

But weekends were his time. And since it was Saturday morning, it was time to do what he loved most. The thing he might have loved second best was to dress the part. When he was a kid, he always wondered what it would be like to be a girl. Those feelings grew and grew, rather than fade like he'd hoped they would, until reaching critical mass and developing into a full blown fetish for crossdressing. The way his smaller than average cock felt in pink lace or an ill fitting thong had been enough to wack off to for weeks afterward. The mix of liberation and humiliation of being in such shameless garb had been his primary source of sexual excitement in recent months. That and receiving a constant supply of liquid male affection.

Entering the front of the establishment, a trained eye could pick out some small details that weren't quite right. The equipment was old, far too old to be charging the prices that members to Hardcore Fitness gladly paid in droves. It wasn't advertised as a coed gym, but both men and women frequented the establishment. And the security was extremely tight, especially for a place where there wasn't much to steal besides the contents of the locked (and mostly empty) register in the back. He showed off his badge to the man inside Hardcore Fitness, who looked tough enough to throw down with anyone who got rowdy but sat on a nearby bench as casual as one could be, reading something on a tablet. He nodded over at the door, and Caleb thanked him.

The back door lead down a forking corridor. One side, the left, had delicate glowing blue signage that read 'GIVERS'. The other, in neon pink, read 'TAKERS'. He headed down the latter path, quickly bending around to lead to a separate corridor where his fate awaited. But first, he had to get ready.

The showers were lightly busy, but Casey saw a few naked figures in the shower cubicles cleaning themselves either before or after their session. There was a light sense of camaraderie between the Givers at Hardcore Fitness, but nobody addressed one another by their real names. Anonymity was key to the gloryhole business. Caleb had already washed and shaved himself, leaving him hairless from the nose down and smelling rather flowery. But he wasn't ready quite yet. He unzipped his gym bag and started pulling out his uniform.

He slipped out of his track pants and t-shirt, the kind of gear one would expect to see on someone entering a gym. He was already wearing his favourite pair of panties. Pink was nice, but he had found a purple number with multicoloured polkadots that just made him giddy when he saw it on himself. He could buy special panties with a pouch to hold his cocklet, but there was something fundamentally perverse about wearing the ill-fitting garments meant for women, and young women at that.

He pulled out the skirt first. Violet, pleated fabric that barely covered up his underwear when standing up, it would show off just about everything if he bent over. That thought excited him enough to start making his panties bulge out, but they didn't have to move that much. Though awkward and unsatisfying on a hetero guy, being a bottom sweetheart meant that his three inches of cock was more than he needed to squirt out his submissive excitement.

His top came on next. Barely qualifying as a bra, let alone proper clothing, she adjusted the spaghetti straps into place so that they covered the area where his tits would have been if he was a girl. Sometimes he wanted to take hormones for a bit. Just for a little while, to see if he could give himself a pair of sensitive and needy breasts to squeeze. He was fine with being a boy, having boy parts and doing boy things most of the times. But during his leisure hours alone, becoming a scantily clad wet dream drove him wild even before the thought of cock and cum entered the equation.

Next came the makeup. He'd gotten pretty good at dolling himself up, and he could see his transformation take place while his practiced eye and muscle memory did the work. Foundation, eyeliner, and rouge all softened out his features into something much more pleasing to the eye. The finishing touches was the lipstick. In this case, the lipstick was the most important part. He let the stick slide along his mouth, watching the dull pink colour turn a luminous violet in moments.

Some of the girls and guys on the Taking side of things didn't go to such lengths to beautiful themselves. After all, it wasn't like the men (and occasional women!) on the other end would see the work they'd put in. But that wasn't the point. It was all about living the fantasy. They were gloryhole sluts. People who went out of their way to suck on cock. And for people like Caleb who got off to wearing girly clothing, he couldn't help but feel the dull glow of arousal heat his whole body. After placing his gym bag in one of the rentable lockers, he placed everything he might need into a lovely handbag (with cat paw prints on it!) and closed it up.

Time to get to work.

***

Each booth on the Taking side had a little light, telling those on either side of the corridor whether it was occupied or not. Caleb quickly found an empty one, passing by doors that, despite their soundproofing, leaked the occasional muffled squeal or groan of delight. He didn't wear heels, despite his slutty proclivities. The pair of hot pink flipflops served him well enough.

Booth #4. It looked like the others he had been in. The cushioned floor around the far wall, assorted stools, pillows, and a bench to prop prospective sluts up in line with the trio of plugged holes in the wall. There was even strapping to hold a person in place, pressed against the center hole and forced to take whatever they were given. Caleb didn't want anything so extreme. He just wanted dick!

He took a moment to get himself squared away, kneeling down onto the soft cushions. He did some jaw stretches, naturally. After limbering up his hands, he hit the Open of Business light. Now the Givers on the other side would know there was a welcoming hole waiting for them! He adjusted his boner so that it poked out the fabric of his panties rather than escaping out the leg hole. He wanted to feel it every step of the way. Plus he tended to dribble a bit when he got excited, and half the fun of keeping his cock trapped in panties is the stains he could make from just sucking dick.

Now came the waiting. He hummed a bit to himself, removing the plugs from the walls to show he was open for business. After a moment's debate, he decided on spicing up this particular trip to the gloryholes with a special item pulled from the bottom of his handbag. A tiny, battery-powered vibrator, one he could wrap gently onto the head of his already half-hard cock. A small strand of cable lead to the remote, with which he could control the speed of the vibrations. Testing it out at its lowest setting, it gave the sensitive underside of his head a gentle tingling. He left it there, locking him into an absolute minimum level of arousal.

His first customer appeared in short order! He hadn't been over there, but Caleb was under the impression that it was a seller's market when it came to glory-holing. That suited him just fine. The first shaft on order was a bit larger than average, Caleb reasoned. Him being a pretty good guesstimater of cock length at this point. Cut and half hard, the crossdresser reasoned that he's probably around where he'll end up when completely erect. He started slow, licking the sides and giving it only soft kisses on its head.

"Stop teasin' me, slut," demanded a booming voice from the other side. Oh, he said the magic word! Caleb closed his eyes and felt that chill roll down his spine. God he loved being name-called when he was in the submissive zone. It just made everything he did so much hotter. And he complied, of course, like any good slut would. His kisses turned to a lipjob that slurped in the cockhead. His tongue dragged along and under, flicking up playfully on the withdraw. Caleb's first patron thrust himself against the hole, eager for more of that attention over his whole cock. He obliged, meeting his thrust with a yielding mouth for him to slide into. The sissy heard the first groan of the day that has been caused by him. It sounded like music to his ears.

Sliding his head back and forth, he urged the cock down past his tonsils into his throat proper. As an experienced cocksucker, the procedure has no hint of gag reflex, and he carefully controled his breathing while going whole hog on cock to prevent ruining the experience with the need to inhale. It was just smooth, eager sucking for minutes on end. Caleb humped against the fabric of his underwear, viscerally getting off to how big a slut he was being for this random stranger.

A second cock pushed through the hole nearest Caleb's right hand. This one was smaller than the first, but was significantly thicker. He went to work on it, but not before licking his hand to moisten his skin. His other hand steadied him while he went down on the first cock in earnest, bobbing his head in reciprocating rhythm and letting that hard meat dive deep into the back of his throat.

While pausing to catch his breath and teasing the head in front of him with his tongue, he felt the first surges of an orgasm. He wrapped his lips around the crown, using his left to jerk it to completion. He didn't have to wait long before the hot, spurting jets of cum impacted his tongue. The salty, bitter taste made him quiver, and both hand's motions got frantic and need. Pre drizzled into his panties as he finished off his first dick of the day, giving it a quick clean with a flick of his semen-laded tongue.

The demanding voice from the cock's owner gave a breathy word of thanks before withdrawing from the hole. It was soon to be replaced, however, revealing a third cock in that very same place! But it wouldn't be fair to start giving that one, a darkened member of sufficient size to be noteworthy, his oral attention now. He shifted over to fellate the one in his right hand, already working up quite the abundance of saliva to make this one a sloppy, eager slurping. It also came with a sizable pair of testicles, which Caleb would have been remiss if he didn't slobber all over like an overly friendly housepet. Their strong, salty taste left a profound impression on him, and he only returned to fellatio when those shaved orbs were glistening with saliva and marked wit the occasional trace of lipstick. His left hand got to work pumping the third cock, making sure it was ready to go when the time was right.

Sucking down the dick on the right was a more difficult task, due to the ample thickness. Caleb had had plenty of practice, which allowed inches of girthy rod to poke down into his waiting throat. There it was clenched and clutched by his muscles, and the man on the other side offered verbal evidence of enjoyment as he used Caleb's throat like a pussy. Wet noises emanated freely from his mouth as he pleased the meat of some random, hung guy who stuck his rod through a hole in the wall. The slut endeavoured to take as much of the thickness within, and soon found himself deepthroating all the way to the hilt. He gave his hips a kiss before withdrawing and resuming the previous depth of blowjob, but by the tensing of flesh and guttural grunting, it wouldn't be long before he claimed his second load.

But the third cock needed love too! Caleb switched off, moving his mouth to where his hand was and vise versa. Stroke, suck, stroke, suck. Precum leaked freely from the third, middle cock, which was a nice bonus. It drizzled down his tongue and into his throat, where it made him whimper with the anticipation of the load to come. For a cumslut like Caleb, this was exactly where he wanted to be. Surrounded by cock. Used by cock. Emptied into and satisfying those aching shafts of people he'd never met before in his life.

Oh no! A fourth cock appeared! And this one was adorable! It had to be around four and a half inches, and it was uncut too! Caleb had such a softspot for cute cocks like that. Now in the middle of the three holes, he was in perfect position to pleasure all three men at once. Wishing he had a modicum of ambidexterity, both hands pumped at a simultaneous pace while he lavished oral affections on the cock in the middle.

So many cocks to please...He tried to swap and give the other two his mouth, but the girthy shaft in his right hand was ready to pop, judging by the grunts he heard from the other side. He rushed to slurp on it, giving it his best impression of an eager pussy for him to plow. The thick meat was happy to oblige him, soon basting his mouth in cream enough to make him need to swallow to gain more room. He must have been so backed up! It withdrew, but not before leaving a trail of oozed seed down Caleb's tongue that he had to fight to keep from swallowing immediately...just to savour the taste.

Inevitably, he focused his attention on the smallest of the three. It was the last to be inserted, but damnit, he loved those little cuties. And it would probably not be long before it popped. Caleb rolled his tongue in circles around the diminutive dick, exalting in the throbbing feeling of a cock about to blow. He sucked down as best he could, forming a small vacuum from which no cum could possibly escape. He was so focused on the morsel in his mouth that he barely noticed the throbbing thrusts in his hands. Instinctively, he stroked faster, urging the man on the other side into nutting for him before he knew what he was doing.

He tried to hop back on the bigger dick. But he was too late! The unattended tip blasted out its release all over his skin. Immediately inundated with arcing ropes, Caleb half opened his mouth to try and get the remainder to batter his tongue. But he stopped when he realized that he was now splattered with another guy's seed. He moaned in a high pitched, pathetic whine. He, Caleb, dressed like a tart and wearing the prettiest makeup he could apply, received a facial that marked him as the cumthirsty whore that he was.

And he wanted more!

The next span of time goes by in a haze for Caleb. Cocks enter. He sucks, strokes, and pleases them. They cover him in jizz. He moans like a whore. Repeat. All sorts of sizes enter, from little perky mouthfuls to full-size chokers. Each he handles with an assertive, eager confidence. He was in the zone...the slut zone. He was making boys pop off with incredible efficiency. More ropes spurted out, each adding to his growing seminal tapestry. New cum mingled with the old, drying splatters of jizz, forming a disgusting and musky mask plastered to his skin. All the while, his own little cock was kept on edge by his vibrating assistant, causing him to twitch and squirm in place as dribbles of pre were forced out of his tip into the waiting embrace of his pretty purple panties.

But his body was getting tired. Sucking and stroking, while not exactly energy intensive, did fatigue your muscles eventually. He'd lost track of what cock he was on, but his jaw had a dull throb that told him it was almost time to pack it in. With his right hand, he flicked the little light switch from green to red, letting the people on the other side know he wouldn't be taking any more customers. He heard a few groans of disappointment, but no real complaints. That was good. He didn't like sending people away unhappy!

"You're not gonna leave me hanging, are ya?" asked a man who belonged to the last cock of the day. This one was special. It was long. Porno shoot long. He had an authoritative voice that made it sound like a command, rather than a question. Caleb considered it a challenge! He tried not to talk during the act, but he figured it was worth the risk.

He put on his best girly voice, the one he practiced in front of the mirror while admiring his pretty clothes, and responded. "Of course, sweetie! I always finish what I start~"

There was an affirmative grunt, which he took as confirmation to keep going. His weary tongue slathered his last reserves of saliva on the fat pole in his mouth, lubing it up enough to slide easily down his throat. But the guy on the other end wasn't done.

"Is that you, Caleb?"

Caleb's blood ran cold. He paused, cock resting on his tongue as he wondered what to do. How the fuck did he know who he was?! He had to keep going, or else the person on the other end would think he struck home. His answer was more slurping noises on the fat slab of cockmeat, dousing it in affections while he felt a different kind of sweat cling to his skin.

"I bet it is. I can't fucking believe it."

Fuck. It was Ian.

Caleb and Ian had been the best of friends throughout grade school. But as puberty diverged their paths, Ian began hanging around crowds that were hostile to weak, sensitive teenage boys. Where Ian liked sports, cars, and flirted with girls, Caleb remained a little socially awkward and preferred to read or see a play. A few times before their relationship broke down, Ian had tried to get Caleb to man up. But it was no use. Caleb hated exercise save for running, he couldn't stand the taste of beer, and he really didn't have an interest in hitting on his friends who happened to be girls. After joining the football team, Ian made their relationship go from awkward to outright hostile.

He'd made Caleb's life hell in the last two years of high school. He'd called him fag, sissy, all those terrible, embarrassing things. He'd pretended that they've never been close. He was one of the first people to start calling him Kayla. Kayla the sissy, Kayla the trans girl who was gonna start HRT any day now. He'd even spread rumours about him, about how he was secretly sucking off the whole football team when they won games. How he'd beg to kiss the sluttiest girls just to get the taste of cum on their lips.

It wasn't true, of course. Just because he preferred girl company to the boisterous, aggressive showboating of most other guys didn't mean he was trans. But he was exploring his feminine side. All those weird feelings he got in stories and TV shows when characters crossdressed mingled with his blossoming sexuality, and soon he was wacking off into panties while consuming gigabyte after gigabyte of sissy porn. The insults and teasing hit home, which made them even harder to endure.