Chapter 0 - New Lease: Side Story: Shoplifters WILL Be Prostituted

"I can see why you like this shade, it goes with your skin so nicely." A voice, firm and authoritative, drawled. He didn't struggle, but he fidgeted, "Ah, don't move now, I want to get this right the first time." His cheeks were red from the shock of the situation as much as the slaps she'd laid on them. "There we go, pucker up" She tightened her grip on his head as she drew the cool stick of makeup across a tight ring of pursed flesh. "Now isn't this the prettiest little bumhole on the pasture?" She smiled as she shifted her muscular legs.

From beneath the thick thighs, Morgan turned his head to see the smartphone that showed the feed from the stall. He could see her broad back, the tight leather jacket with 'security' emblazoned on the back, and her tight bunching muscles in her arms as she casually dragged her thick fingers over his abused ass cheeks, spreading bouncy boyish bubble butt apart so she could see her work on his tight little back door. "Cute," She said with a coo that felt demeaning. 

It's not as if he wasn't used to wearing make up, if he'd been standing up it would have been difficult to tell he was a guy at all. Puberty had brought out more of his mother than his father and Morgan's features gave him that androgynous femme-man look that so many models struggled to capture before hormone therapy became mainstream. 

Someone controlling the camera zoomed in and Morgan could see on the little screen between the Security Chief's feet, his little butthole, in glorious Real Definition, painted pink. At least he washed and waxed today, he mildly though, otherwise that stick would smell like arse after this.

"Gotta say cutie," The Chief made a thick lapping noise and Morgan guessed, from where he was under her ass, that she was licking her lips, "I did NOT expect to catch you before i even officially took over."

"Supposed to be my last pull," He admitted, he'd been pinched with a satchel, a purse, full of Top tier tech boards and hardware; no getting around it. "And I was supposed to have a distraction."

"Oh yeah," She laughed above him and as if on cue the scene on the screen changed and Morgan had to hold back a laugh at what he saw. His old crew, who had been less than thrilled at him 'growing up' and not 'having fun' with them any more were all in rooms like this one, all being fucked deep, fucked hard, fucked sideways, fucked upside down, fucked back and forth, and just plain fucked by women dressed like the Chief squatting over him.

They also all had thick meaty cocks, like the shemale whose balls were, save for a sheer barrier of panties, resting on his chin.

The Chief half stood and gently let Morgan's legs go forward and back toward the walls, until he was able to shuffle himself into a sitting position where her dark muscled ass dominated his vision. She turned in her boots so that now she was standing over him, and if it weren't for the fist thick cock head dangling in front of him, he might of thought she was the one going for a ride.

"So here's how it is. This shopping district has a new contract with the five guilds." She held up her hand with fingers and thumbs out. "Most of this is just adjusting for inflation and crap, BUT," She curled all but her middle finger into a fist and leaned down low, her heavy tits falling out of her open jacket. "The 'Entertainment' Guild She dragged the long nail of her middle finger under his chin, "Has granted this place certain licences, to operate certain 'particular' entertainment franchises." She stepped aside and he saw the TV screen with a large four digit number next to the word 'debt'.

"Welcome to the 'soft' opening of 'Holes and Poles,' Cutie." She winked and pointed down at the holes beneath the screen. There were three, and he saw the soft leather blockers that covered the openings. "But before you start your shift," She flexed a muscle and her cock bobbed up and down. "I need to make sure you qualify."

Morgan's stenciled eyebrows rose. Working off the sum with a glory hole stint. Shit there were worse ways to pay, as the greedy sluts on the screen of the smart phone were learning the hard way. He reached up with his baby smooth hands, manicured nails polished a subtle pink, but the Chief swatted them away.  "No, no, no." She waggled her finger above his head, and he thought her cock wagged with it. "No hands, sweet cheeks." 

Okay, that made things a bit more interesting. He ran his tongue over his soft lips, painted with the same lipstick that now decorated his asshole, a voice in the back of his head reminded him. Morgan ignored the voice and shifted so his skirt padded his knees as he knelt before the heavy cock in front of him. Mouth open, he moved in to take the head in one go. 

The thick dicked shemale let out a gasp as hot wet lips squeezed over her cockhead and sucked down hard. He pulled back slightly as he sucked, forming a tight suction. She grit her teeth and reached out to grab the boy by his head, but he slapped her hands away. She glared down at him, but then he pointed at her hands, then the hole, and wagged his finger. She narrowed her eyes at him, but they squeezed shut as Morgan pressed his tongue against the slit of her cockhead. It was wider than Morgan thought was normal, and wonder if she ever 'sounded' with it.

She chuckled to herself as she quietly acquiesced and put her hands on her hips. She settled on rocking forward and pushing more of her dick into his mouth, expecting the creative little cock sucker to gag, but her eyes flew open as he slammed his head forward. His button nose pressed against her shaved crotch and his chin pushed her balls back.

"FUCK!" She shouted as she felt the wall of his throat work over her cock. She inhaled sharply through her nose and planted her feet as she rocked back, and the hot piece of tail at her feet held still and sucked hard. The messy slurp of her cock pulling against his lips echoed in the tiny room and she opened her eyes to meet his sweet blue eyes. She worried her lip with her teeth and Morgan smiled around her cock even as he held the head of her cock just inside his mouth. He could taste her precum. It was flowing out steadily and spreading over his tongue and it made him hard. His skirt was tenting and his panties weren't holding his cock back.

His trainer let out a soft whistle at the size of the rise growing between the femme-boy's legs. No wonder he was the boss of those bitches; no trap with a stick that thick was bottoming for some bitch balled boi. She'd have to get a taste of that, she decided. "Alright." She backed off, and popped her cock out of his mouth, edging herself, and by the look of the damp spot at the top of the 'tent', him too. "You pass." 

"Don't you wanna know if I swallow?" He asked, a little too quickly. The voice told him to be ashamed, but as far as jailers went, she could certainly gotten away with being rougher; he wanted to express the gratitude for her restraint. 

The thick dicked woman had a comment but all that came out of her mouth was, "Definitely," She didn't need a voice to admonish her for that, and she looked away from him as her cheeks darkened. "But you're on the clock in five," She pointed at the screen that now had a yellow circle flashing in the corner. The screen suddenly showed the debt, the yellow circle, and now the inside of a room a lot like this one, except it looked a bit more plush. 

A man walked into the room and Morgan licked his lips at the realization that he was about to suck this man's cock. 

"So here's how it is. Each John or Jane get's a little app when they come in." She held up her phone. "It deletes itself when they check out, unless they opt for the membership deal. They put down cash on their way in, and the clerk puts that on their app. There's options for them, like making you swallow, or using your hands, or kissing."

Kissing? He'd never heard of that in a fuck booth before. Seemed kind of intimate. 

"All the customers passed a quick bio scan before coming in, but they are also all wearing rings." She pointed to the guy whose eyes were on a screen, a screen showing the same trap-gangbanging he'd been watching. His cock was out, it was hard, it had a ring on it.

It was kinda small, compared to the meat stick that he'd just fucked with his mouth and throat, at least. "Members, pardon the pun, get to face fuck raw. But they pass regular bio screens so you're safe from getting anything weird down you throat."

"Ha ha." Morgan laughed. "Let's get this show on the road. He pulled up his skirt and shuffled over to the hole. He saw a button, stamped with a pair of lips and a cock, right above the hole and he slapped it. Sure enough the soft material divider parted and He could see the naked ass and cock that matched the man on the image. "Sorry to keep you waiting, honey." His voice dropped an octave and he heard the Chief chuckle at how his voice suddenly matched his dress.

And his ass, she thought further, tilting to see how the skirt hugged the curve of his cheeks. She bit her lip and stroked her cock to amuse herself.

"No time for games, sweet lips," The man sighed, "I've got a train to catch, so hold still." Oh, Morgan thought, as the man stepped forward pushed all of his cock through the hole and into the waiting mouth pussy. Morgan heard a tone and flicked his eyes up. The screen on the wall was tilted so he could watch, even while he was nose to the wall, and saw that the words 'still' 'silent' were now on the screen. He held perfectly still as the man rocked his hips, using Morgan's mouth and tongue like a living fleshlight and bringing himself to a sudden and easy orgasm. "That's the stuff." He sighed as a few spurts of cum shot out of his cock and into Morgan's mouth. The condom layer caught the cum and before Morgan could even move, the man was already pulling his cock back, shaking the ring off and zipping himself back up. 

He kept his mouth agape, surprised, until the shutter softly closed in front of him.

"What the fuck?" He looked up at the Chief, who shrugged.

"What you thick glory holes are all hot throat fucks that lead to bathroom gangbangs?" When he shrugged, she laughed openly and squatted down to grab him by the back of his head and kiss him. Morgan's breath caught in his throat as her taste filled his mouth. There was the mint of mouthwash, but also some spicy food. He let her tongue work into his mouth and put up a mock resistance as her oral engagement only made him harder. "But if you thick that's bad?" She nodded upwards.

Morgan looked up to see what she meant, and his jaw dropped. The whole fuck hadn't taken more than fifty credits off his debt. "The flying FUCK!?"

"He got a discount for taking the 'mouth hole' option and doing all the fucking."

"Cheap cunt." Morgan groused.

"Yeah, but don't worry," She held up her phone and he saw a long list of generic looking numbers. "You've got plenty of customers, and we've just opened shop."

For the next five hours, men and dickgirls stepped up and made use of his mouth. Most of them were in and out jobs, and only taking a hundred at most from his debt. When he was given his break, he wasn't even halfway there. He might not get out of this in one night. He thought as he rinsed his mouth out. Noone had actually cum outside of the condom material, but the material simulated the 'taste' and it stuck in Morgan's head. 

Holly, he'd learned his 'trainer's' name in the space between johns, sat on the other side of the booth, nursing the hard on she'd been holding for hours. It looked so fucking thick to burst and her balls were hanging bare as the sweat pooled over her bare breasts.

"I don't suppose I should ask if you want to cover the rest of my tab?" He asked, innocently, after spitting the mouthwash into a sink set in the side of the booth. She shook her head. "Thought not. Then how bout this?" He pointed at her smart phone. "You hook me up with some members, the ones who pay the big bucks, and if IF I make enough to pay my debt by," He looked at the clock and blanched, "Tomorrow morning," He walked over, his skirt abandoned so his shaved smooth legs were in clear view as he sauntered close, "You," He gently pressed his middle finger on her sternum, "get me," He dragged it down and opened his hand, "for the whole weekend," and he wrapped his hand around her cock and give it a firm, gentle, tug. "All to yourself,"

Holly was breathing hard and heavy as she considered the offer. The man had proven he could take a cock and make it dance in his mouth, so giving him a chance with members was allowable, especially with a soft opening. 

"Just myself?" She asked, somewhat leading, as her cock throbbed in Morgan's grip.

"Well if you want to share," Morgan shrugged with the hand not on her cock.

Holly flicked her eyes to the side and smiled deviously, then wrapped her arms around Morgan and kissed him full on the lips. They held still for a moment, only their lips moving as they tasted one another. "Deal." She said and brought her phone up to make the arrangements.

Once he was on the 'member's menu', Morgan was getting a whole different kind of workout, his jaw, hands and tongue were raw by the time he was in the home stretch. It wasn't just the fact he was sucking raw, it was some of the things he was doing too. Dirty talk, gagging, ball sucking, everyone had a different little kink, compare to the 'blow and go' johns from earlier.

"Almost dawn, honey." Holly sighed, sadly. Her cock was hard, she'd held off from cumming the entire night, same as Morgan. The classy trap could smell the thick load begging to paint his ass a creamy white. "Unless you get something special, you aren't gonna make it."

As it so happened, something special did happen. Special was a couple, a man and a woman, in fancy clothes. Morgan caught the glint of gold on their hands and a dirty thrill rolled through his mind. Holy fuck, couples do this shit? He wondered. He looked up and saw the man undo his pants, while his wife fished out his cock and began to stroke him. He couldn't see the man's face well for the angle of the camera, and the way he was standing, but the woman was fucking gorgeous. And familiar. How?

The gate opened and Morgan leaned close, expecting the husband's cock immediately, but it didn't come, he looked up and he saw the woman with her phone out. After she pressed the screen, a tone and a prompt, 'WATCH' came up with a picture of an eye at a keyhole. Oh fuck.

He leaned close enough that his eye was visible at the hole. He'd given up on cleaning up so his make up had started to smear and the mascara he wore had beads of dried of cum on his lashes.

"You watching, slut?" The woman's voice echoed oddly as it played from the speakers louder than he could hear against the wall. "You watching me stroke my husband's cock?" She slowly dragged her hands back and forth over an increasingly impressive member. Morgan bobbed his head so that it was clear he'd nodded. "Good bitch." She licked her lips and sucked on the head of her husband's cock, making a wet smacking noise as her lips popped off and her tongue briefly flicked against the head. 

Morgan thought he saw something glint but he was distracted when she took his entire shaft into her mouth, then her throat.

"Fuck, sweetie!" The man spoke up, "Save some for the cutie!" Morgan blushed at the realization and pressed his face flush against the hole to try and look up. The rough looking man with the bad-boy beard and goatee, a particular actor who'd maintained a healthy marriage for more years than most of his contemporaries. So that's the trick? Morgan wondered as his eye turned back down to the Actor's Wife as she throated his cock again and again.

"I don't wanna," She pouted as she kissed the head of his cock. "I don't wanna see you face fuck a wall socket slut." She pumped his cock. "I don't wanna hear her gag while her throat cunt fills up with MY Husband's CUM. I Don't to look in that hole and see some over painted lips swallowing MY husband's CUM." 

"Yeah, you do." He sassed as he took his cock in his and gently tapped it against her cheek. "Now put it there."

Another tone and Morgan looked up to see the symbol for 'slut side service': So he waited for the cock to be on his side of the divider. Holly let out a whistle as she looked down to compare her cock to the Actor's. In a contest? Morgan would take them both, plead a tie, then get double stuffed in overtime. But that was neither here nor there. Another tone and the phrase, "Be creative" came up. Oh? It was on now.

The Wife's spit had polished his cock like oil and Morgan leaned in to take in the scent. He shivered as the smell of cologne, silk, and genuine leather mixed with the natural odor of a healthy man. He exhaled gently over the Cock. Capital C. Morgan watched it jump up in surprise as his hot breath and the cooling spit gave a thrill to the Cock and the tiny bead of precum starting to form was a good indication, but he had work to do.

Morgan gently took the Cock in one hand and, from the side, began to run his tongue up the thick vein. It was as broad as his pinky finger and pulsed with each heavy heartbeat. When he reached the tip, he puckered his lips, and squeezed the Cock's throbbing vessel against his painted puckers. A streak of pink dragged down the cock as the lipstick, having been reapplied after each job, spread along the Cock. He pressed his head forward, letting his wet lips spread over the girth of the Cock's shaft, then pulled back, sucking against the surface.

All the while his hand stroked slowly against the smooth curve of the Cock's upperside, and the Actor's breathing had gotten heavier and louder. As Morgan backed up to kiss the Cock on the head, and prepare for a proper throat fuck, he looked up. He could the Actor bracing against the wall, his face red. Not angry, but aroused and his wife held their phone up close so the mic could convey his heavy breathing perfectly.

Morgan pressed his lips around the Cock, his tongue dancing over the slit and around the circumcised head. He took more and more in, until his mouth was full. 

Then he kept going, until his button nose poked out of the hole and he could smell the shampoo lingering on the trimmed pubic hair's at the base of the Cock. It was the last taste of air he had before the Cock filled up his throat completely.

"Holy-" The Actor began, but choked up as Morgan swallowed and rolled his head around, the Cock throbbing thick in his throat.A short breath of air found it's way into his lungs. It was a trick he'd learned on the farm.

"-Fuck" The Wife finished. He couldn't see her, but the awe was in her voice. "Fuck the babe, Honey." She pleaded to her husband, "Fuck her real?"

"I don't think they do that at this place?" He replied as he pulled back until just the head of the Cock was in Morgan's mouth, letting him breath heavily through his nose, all over the spit soaked Cock. Morgan kissed the Cock before dragging his tongue inwards, welcoming it back. The Actor started to slowly pressing inwards, and as he did something bleeped on his phone. "OH?" He drawled, and beside Morgan, Holly withdrew something from a box of 'props'. Morgan hadn't signed off on any 'show' options so he didn't expect to use any. 

Holly held two objects in her hand, one looked like a ball gag, and the other a butt plug. They were a matching translucent blue. Holly gave them a squeeze and there looked like a lot more give in them then there should be. 

Holly knelt down, and Morgan hiked up his skirt and pulled down his panties for her. He wasn't QUITE sure what was about to happen, but if it got him paid. Ah, he didn't even care about that, he was sucking off on of his favorite Actor's and making his Wife DRIPPING wet in the process. The plug was attached to some straps and shortly was just inside his ass. It slipped in easy, not just from Morgan's own anal experience, from the natural texture.

The Actor had completed another circuit of slow, gentle, throat deep fucks. He pulled out completely. Holly slipped the gag in, and Morgan was surprised when, ah the tap of her screen, The ball in his mouth expanded to fill it, almost. After a few breaths, she saw he was fine. She knocked once on the wall and Morgan heard the Actor's voice.

"Hold him steady, I don't want him jerking away in surprise." Morgan was confused. He was gagged: How could he do anything with his mouth, while gagged?

"Him?" The Wife's voice wasn't so surprised, just curious. Holly moved behind Morgan and he could feel her hot, full, balls resting above right where the cool plug was spreading his asshole as far as two fingers might.

"I know a man's throat when I fill it." The Actor growled, and fucked right through the jelly like gag, and into Morgan's throat.

At the exact same time, the two finger's became a fist wide fuckspire that fucked into Morgan's underattended ass. He bucked in response, but Holly had an iron sure, silk soft grip on him. Tears built up in his eyes as the surprise buttfuck from the plug began to recede in perfect sync with the Cock as it pulled back from his mouth.

The plug and gag were linked and made of some kind of gel layer, like Condom Filament. As the Cock fucked his throat, the Plug would fuck his ass.

How had he not HEARD of this before?

The Husband began to fuck in earnest now, and like the start, Morgan's head was held in place as it was used as a hole for a man's release. This time though, it wasn't just a quickie spurt. It was a long, hard, thick fuck that left Morgan struggling to find those brief moments to breath before the next thrust.

"Close!" He roared out, "Open him up!" He demanded aloud and there was a tone for 'Take it" As the Actor held the head of the Cock just inside Morgan's side of the whole. The gag was barely off him when he locked his lips around the head of it. He felt rope after rope of cum filling his mouth, and could feel the Actor jerking his cock more and more as the Cock emptied load after load into Morgan's mouth. 

But he didn't swallow. He'd had a moment of inspiration and as the Man backed off, Morgan turned to Holly, pointed at the screen, where the Wife was pictured, having fingered herself to orgasm at the same time as her Husband came. Then Morgan pointed at his mouth, his cheeks puffed up full like a chipmunk full of nut. Then he pointed at the Wife again.

Holly smiled in genuine pride and nodded. Morgan reached a manicured nail into the hole, and pointed at the wife, then curled it in the classic come-hither gesture. He saw the Wife cock her head in confusion and the Actor shrugged, so Morgan moved up to the hole, face flush, and let just a drip of cum through his painted lips.

In less than a second another pair of lips surged against his and a long tongue forced its way inside. There was another tone and another and Morgan didn't bother to look as the Wife's tongue worked its way around his mouth. Her Tongue was long, and pierced with not one but two barbells that tickled against his own tongue and clicked at his teeth. 

It pulled load after load of cum from his mouth and he could fell her swallow through her lips, and she kept coming back for more. Eventually, Morgan held his mouth open like a bowl as she rooted around with her tongue for every last drop of cum she could get. After she had gotten all she could, she pressed her lips to Morgan's and gave him a long soulful kiss.

"Sweetheart, that was fucking brilliant." She gasped into the hole, when she finally broke off from Morgan. "You're a real peach." The man had his forehead against the wall, and said nothing. He just smiled. Holly was holding her phone under his face. While there was a significant sum displayed, the word 'debt' was replaced by 'take'.

That barely registered when he looked over to Holly's smiling face as she hugged him close. Her erection throbbed hard against him, and he pulled the sync plug away as the divider closed for the last time in his shift.

He didn't notice until after he had finished milking Holly's cock that the Actor had tossed in a business card, with a smooch mark matching his Wife's lipstick on it.

Epilogue:

The dawn air was cool, under the domes. Unlike the Cities, Farmland Regions had massive protection from the poisons that circulated that atmosphere during the night. Morgan stood on the loading dock behind the shopping center, waiting for Holly to clock out. He watched, idly, as a large truck with the Wyre Family logo backed up to the building, at another entrance, and food swiftly started unloading. 

He saw someone familiar and waved, and got a surprised wave back. There was a soft metal sound behind him, and then the clack of the door closing.

"See someone you know?" Holly asked He nodded, then his phone rang. He looked at it, smiled, then answered as he held his phone up to his head.

"'Sup, Sis?" He asked.

"The Hell are you, Morgan?" A tired woman asked, her voice stern, but more annoyed than anything else.

"I'm at the Mall," He answered, truthfully.

"Seriously? There's nothing even open, now, except the Grocers."

"There's at least one new place that's still open for business."

"What?" The voice asked, then after a pause, "Oh, Morgan, you did not."

"Relax, it was a one time thing, probably." He held the business card under his nose, the smell of lipstick, perfume, cologne, and cum all mingled in a brilliant balance.

 "The Trucks should be getting there soon. See if you can get a ride home with them."

"I've already got plans for the weekend." He smiled at Holly, "Responsibilities actually."

"Since when did have you 'responsibilities, Trap-Brat?" His sister prodded playfully.

"Since I signed onto a mentorship program."

"What."

"Yeah, there's a new security chief at the Shopping Center and-"

"Picture,"

"What?" Morgan drawled slowly.

"Take. A. PICTURE. Morgan." His sister ordered and Morgan Obeyed. Holding up his phone's camera lens, as Holly struck a pose in her more traditional Police uniform. Then, on a whim, he held the Business card up so it was just in focus. He sent it and after a moment, his sister starting laughing. "Holy shit. Mom is gonna be livid."

"Hold on let me send another." Morgan offered, and this time Holly took a more professional, straight backed, posture. "There,"

"Okay, she might not bury your new 'bone' in the fields if she sees this picture."

"Bone. Really, Sis?"

"I know you, Morgan." There was no judgement in his sister's voice, just that passive concern between siblings, "That beef is tapping you, and I can hear it in your voice."

"Love you too," Morgan rolled his eyes. "Sis. See you Monday."

"Hold on."

"What" Morgan groaned as Holly led him down the steps to blacktop and then toward a line of parked cars.

"Turn on your Buddy Bracket again."

"The fuck why?" Morgan asked as ran his fingertips over a very nice looking car.

"Cause Eric and the Bitch are split for keeps now, Mom wants to know what you're doing through your feed not the feed of the parent's of the shits you hang around with.

"Used to hang around with," Morgan corrected her. "And he's really done?" The doors unlocked and he opened them up.

"For a couple weeks now." His sister replied, he could hear her filing away that subtle hint. 

"Why did no one tell me! I would have visited him! Gotten him drunk." He sat down in plush seats that shaped themselves to his ass and back.

"You're not old enough to buy booze, Morgan. Plus you're only around the farm during work hours, you don't socialize here anymore."

"I can give him money for him to buy his own booze, Sis." He sighed. "I know how to enable. Still if that's the case, does that mean Mom broke off the deals with the Bitch's Old Man?" 

"She's signed a lot of the paperwork," There was no hiding the smile in her voice. "We're actually getting ready for a composting session of all the old contracts."

"Sounds like a party," Morgan winked at Holly, "I'll bring my mentor; introduce her to Mom." Holly's eyes went up.

"That would," his sister paused, "actually be a good idea." He could picture her nodding. "But you'll be in Monday?"

"Bright and Early." Morgan promised. 

"So Late then."

"When have I ever woken up before dawn?"

"Lazy Slut."

"Frigid Skank."

"Love you, Bro."

"Love you, Sis."
-Click-