A/N: A'ight kids this is gonna be awkward for you, for me, and for Kahl. Let's get uncomfortable up in here because like fuck this whole adventure would start off smoothly for our favorite prostitute.

Also this is a bit of a longer chapter than usual, but I think most of the ones with actual sex will be /shrug. We'll have to see.

Enjoy~

The four boys walked silently down the sidewalk as dusk began to creep its way over their town. Kenny and Stan fidgeted uncomfortably, stealing glances down at an equally tensive Kyle. Cartman kept a small, sly grin on his face as they all made their way towards Kyle's first rendezvous. He glanced over at the redhead and snorted, "Don't look like you have such a stick up your ass, Jew. That'll come later."

"Ugghhh," Kyle groaned, letting his head fall limply towards the ground. "Cartman...don't make me do this."

"I'm not 'making' you, you agreed to," he replied smartly. "Besides, this guy is a little weird, but he won't hurt you. I have way too much on him."

"How much money are we getting out of this, Fatass?" he grimaced, raising his head back up and narrowing his eyes.

Cartman smirked, "You'll know once you do your job, Kahl. He gets you for three hours, and he's paying by the hour. Trust me, you'll be wishing you had a longer session." Kyle just shuddered, scratching his thigh irritably. Cartman had insisted he put on his nice khaki dress slacks, the ones he used for job interviews, for his 'date'. He inwardly grumbled about how he'd never be able to interview in them again, they'd probably be stained with god knows what for the rest of eternity. The collar on a tight green polo shirt was driving him absolutely mad, and he couldn't tell if it was the fact that he so rarely wore them, or because he knew he was dressing up for a stranger. He didn't even dress to the nines for Kenny, he felt disgusted having to gift wrap himself for some pervert.

"What do I have to do exactly?" Kyle mumbled tiredly, feeling Kenny stroking his arm reassuringly out of Cartman's view.

"You're going to meet the client, drink with them for about an hour, and then you're going to go to a motel room that I booked and do whatever he wants," he looked at him with a cocked brow. "It's simple stuff, Jew." Kyle's temper was quickly beginning to rise at his nonchalance, but he knew that it wasn't going to get him anywhere at this point. It was happening and nothing short of finding a winning lottery ticket on the ground was going to change it. "Now, Stan, Kinny, and I will be sitting away from you at the restaurant, but still in full view. I booked specific tables, saying they were 'business meetings'," he rolled his eyes. "Then you and the client are going to walk to the motel down the street," he gestured his thumb. "The three of us will follow you and wait in the parking lot. The client's already been informed that once the time is up, you are to leave the room first so we know he didn't snap your neck or some shit."

Kyle nodded, gulping and feeling Kenny gripping at his arm tighter. "Who is this guy anyway?" the blonde snapped.

Cartman's eyes sliced over the three of them and he let a wicked grin pass over his face. "Oh, you'll know him when you see him. Don't worry, Kahl. I made sure that it was someone that you knew decently enough that you wouldn't be uncomfortable fucking a complete stranger for your first time."

Kyle's brow raised suspiciously, "I...I'm not sure which option is better here, to be honest."

The brunette chuckled lowly as they approached Buca de Faggoncini, each of them looking up at the large building. Stan, Kenny and Kyle all shuddered, both on either side of the redhead wanting nothing more than to swoop him up and run him away from whatever was waiting for him. Cartman led the way and they followed begrudgingly, each of them glaring at the way-too-chipper hostess who led them into the main alcove. "I had two table reservations under 'Eric Cartman'," the large boy informed the girl. "One of the associates should already be here."

She glanced over a list and gave him a smile and a nod, "Yes, he's already seated at the window table you requested."

"Excellent, we'll show ourselves over," he smirked, grasping Kyle's arm and leading him into the thrall, Ken and Stan close behind.

Stan leaned over and whispered to Kenny, "Dude, I don't like the way he was talking about this guy," he murmured. "Who do we know who can afford this kind of shit?"

"I don't-" he tried to respond before stopping short, his face falling disgustedly. Stan followed his gaze with Kyle. An older, balding man sat there, staring at his menu. His glasses hung on the bridge of his nose, his finger tapping against the table in impatience.

The redhead looked up at Cartman, his face beaming pure red and furious hisses coming from gritted teeth. "Is that fucking Mr. Garrison?!" he screeched under his breath.

Cartman smirked and shrugged, "He offered the most, so he got your time. You've fucked guys older than him."

"No one that he knew you dick!" Stan spat.

"For fuck's sake, Cartman, what's wrong with you?! Call this off!" Kenny demanded.

He glanced between the three of them and scoffed. "You were put up for auction and he was willing to give the most, Jew. Apparently dipped into his 401k just for the opportunity," he grinned. "Now. You're going to do this, or you're going to jail. What'll it be?"

Kyle's face fell and he looked over at Kenny, his green eyes glistening. "I...I..." he dropped his head defeatedly.

"Good," Eric nodded curtly. "Stan, Kinny, go sit over there," he waved towards a table against the wall. "I need to go introduce Kahl."

Stan and Kenny watched them walk off, Cartman practically dragging a humiliated Kyle across the floor. "I'll kill him, Stan," the blonde growled. "I swear to god before this is all over, I'll have his fat head on a platter." Stan silently nodded, patting his shoulder before starting to lead them over towards the table Cartman had specified. They watched with furrowed brows as the two of them made their way over to their former teacher's table.

Herbert looked up from the table, blinking in shock at the redhead grasped in Cartman's arm. "Kyle? Kyle Broflovski?"

"Hi...Mr...Garrison," he mumbled, shying down and trembling in embarrassment.

"He'll be your companion for the evening," Cartman said smoothly, shoving Kyle down into the opposite side of the booth across from Garrison. "Have a wonderful time," he smiled before turning and walking off, his face in a victorious smirk and his arms crossed behind his back.

Kyle and Herbert looked at each other in silence, Kyle still blushing like mad as he struggled to sit himself up from being forced into the cushion. "Well," Herbert chuckled. "You're the one person I ever taught that I never thought would end up like this."

"You and me both," he grumbled, staring at the table. Their waiter came up to the table, asking for Kyle's drink order. He grabbed his license out of his wallet and practically threw it at the poor worker. "Mojito with the strongest rum you have and don't skimp on it," he bit his lip pleadingly. The waiter nodded slowly and quickly turned to get away from the distressed boy.

Herbert burst out laughing, taking a sip of his merlot. "Well, Eric wasn't lying, this is the first time you've done this, isn't it?"

"Ugh," he groaned, placing his forehead into his palm and shaking. "Yeah, yeah it is."

He smirked, "Come on, Kyle, you know I'm not going to hit you or anything."

Kyle looked up at him and took a deep breath, "That's not the problem and you know it, Mr. Garrison."

"Herbert," he corrected. "I'm not your teacher anymore."

He blinked at him, dropping his hand and looking at the man with the discomfort still plainly etched on his pale face. "No offense...Herbert," he forced out, the name feeling unfamiliar on his tongue. "But...I figured you'd be into...you know...guys your own age?" he winced.

He shrugged, "I like to dabble around where I can. Only so many gay men my age in this goddamn town," he rolled his eyes. "Most of 'em are married and 'against cheating'," he air quoted. "Total punch in the balls, lemme tell ya."

The tiniest hint of a smile crossed over Kyle's face before it reassumed its position. He glanced over at the three sitting across the room, seeing them all staring at him intently. Cartman circled his hand in front of him with a glare, gesturing him to keep the conversation moving with Garrison. He cleared his throat and nodded slowly at the man in front of him. "So...you...still teach?" he asked.

He nodded, "Yep, up into the fifth grade. Still wanna strangle all the little bastards. I tell ya, more and more Eric Cartmans are popping up every year, I swear."

Kyle chuckled a little, "I'm sorry. Sounds like a living hell."

He smirked, "It is. Not too many Kyle Broflovskis seem to be poppin' up though," he raised his brow. "Just what happened to ya, Kyle? I was at your graduation, I know how well you did. How does a smart kid like you end up like this?"

He shied down and shrugged. "My parents...kicked me out a-and I lost my job so...here I am. Can't use my smarts to make money spew out of my ass," he grimaced.

He scoffed, "Not surprised your mother did that to ya. Batshit insane that woman, I don't know how you put up with it. When your little brother was in my class in fourth grade I nearly decked her in the face for starting another of her 'causes'."

He laughed, "It's probably bad that I wish you would have, huh?" his shoulders relaxed in the slightest as Garrison joined his laughter. His drink was set in front of him and he quickly thanked the waiter before bringing the straw to his lips and sucking out as much of the minty, burning liquid as quickly as he could. He looked up, seeing Herbert staring at his mouth intently and he coughed in embarrassment once again, putting his glass back on the table awkwardly. He scratched his fingers through his hair, stealing another glance at his friends.

"So," Herbert started. "Just who is it you think you're cheatin' on?"

Kyle looked up at him in shock. "What...whaddya mean?"

He raised his brow and smiled at him amusedly. "Kyle, you know I've had my share of hookers or escorts or whatever the hell you are. And you have that guilty look of 'oh my god I'm such a whore for cheating' all over your face."

Kyle blinked. He didn't realize he was so blatantly obvious about it, but it wasn't surprising. All he could think about was his boyfriend's face. "Do uh...do you remember Kenny McCormick?" he shrugged.

He blinked in surprise, "Really? You and Kenny?"

He nodded slowly. "Yeah, we've been together for six years..." he trailed off and sighed, grabbing his drink and taking another sip, tasting that the bartender didn't let him down and worked in some extra rum. He'd have to tip the hell out of him later.

"Wow..." he mused, sitting back and staring at him in shock. "Six years, that's pretty impressive for someone your age. I'm guessing he's not okay with this whole thing either," he gestured towards the redhead. Kyle shook his head sadly. "Honestly, I thought it'd be you and Stanley with as gay as you two were with each other," he snorted.

Kyle looked up at him with a raised brow. "Really? We were fourth graders and you thought we'd end up together?"

"Can you blame me?" he cackled. "You two were always talkin' about what good friends you were and how 'special' your friendship was. Makin' all those gay-ass speeches with each other all the time and whatnot. I was sure you two would end up bein' the fags, not you and Kenny."

Kyle couldn't help but burst into laughter, covering his mouth with his hand and shaking his head. "God, no," he chortled. "I love Stan but oh god no I could never do that."

Herbert leaned back with his wine and tipped it towards him a bit, "Ya know, there's lots of stuff all of us think we can never do. Then somethin' happens and you end up on a date with your former teacher."

The redhead's smile fell a bit and his shoulders drooped. "Well...I guess I'd rather it be you than a mass murderer or something of the sort."

"Glad to know I'm so high in your roster," he chuckled. "Don't worry about a thing, Kyle. Believe it or not, it's nice actually talking to someone for once. Ya live alone for so long ya go a little stir crazy and make goddamn puppets outta sticks," he rolled his eyes at himself and Kyle snorted. "If it's any consolation, you're doin' just fine."

Kyle smiled shyly, stirring his mojito a bit. "Good to know this whole business hasn't destroyed my conversational skills I suppose."

"Not till you're garglin' balls at least," Garrison shrugged casually, grinning as Kyle choked on his drink in flustered laughter.

"I suppose that would hinder a few key skills," he chuckled. "Brings out some others, though," he smirked. Herbert raised his brows, impressed at the sliver of boldness peaking through the redhead.

"Well I guess that's for later, isn't it?" he chuckled. "For now," he jerked his head towards Kyle's quarter-filled glass, "I think you need another drink."

Stan, Kenny and Cartman followed a good ways behind Kyle and Garrison as they made their way towards the motel down the street from the restaurant. Kenny shook his head, watching as his boyfriend stumbled and wavered in his walking "Jesus Christ this is practically rape. Kyle's fuckin' wasted."

"He's coherent, so he's fine," Cartman scoffed. "Besides, he said he was fine being intoxicated while doin' this shit so it doesn't matter." Kenny was silent, watching with a deep growl as Herbert's hand ran up Kyle's back and clenched around his slender shoulder. The man said something inaudible and Kyle laughed, shooting something back and getting a return sniggering. "He's definitely not doing bad, I'll tell you that," Cartman observed amusedly. "Didn't expect him to actually be able to make conversation, thought he'd just be an empty husk for fucking."

"Cartman, don't," Stan said darkly, his blue eyes flickering to Kenny's who were locked on his boyfriend. He placed a comforting hand on his shoulder, not getting the slightest reaction. He sighed, rubbing along the blonde's muscle as his eyes drifted back to the two in front of them. He almost couldn't believe how much Kyle and Garrison had been laughing with each other. They'd been talking so much that they'd spent two hours in the restaurant, but Garrison didn't seem to mind too much. In fact he'd taken Kyle on the longer route towards the motel once they finally left. It was just far too surreal for Stan to wrap his brain around at this point.

They followed as Kyle and Garrison turned towards the motel parking lot, Herbert fishing keys for the room out of his pocket. Kyle nudged his arm and murmured something and Herbert nodded, chuckling. They came up to the building and Kyle looked with hazy eyes towards the group lingering in the lot. His and Kenny's gazes locked and he smiled reassuringly before letting Herbert usher him into their room. Kenny just let his shoulders sink, staring at the ground, Stan's comforting gesture doing little as he led him to the stone fence to sit and wait.

It didn't take long for Garrison's hands to snare around Kyle's back and pull him flush against himself. The redhead gulped, his four drinks still swimming in his system and his mind only vaguely aware of just what he was doing. He knew though, he knew he was with his former teacher. He was being whored out. He had just left Kenny in the parking lot to wait for him to be done being fucked. All the rum in the world couldn't drown out that reality.

Lips found his and he blinked before letting his eyes slip shut as Garrison pulled him in closer, fingers wrapping around his shirt's hem. Kyle's brows furrowed at the unfamiliar taste, the merlot-laced tongue sweeping across his lips and demanding access. He parted his teeth, letting the man's hot and heavy breath swelter down into his mouth.

His own hands wrenched up, grasping at Herbert's jacket and slowly starting to unzip it. He knew he couldn't hesitate on this, it had to be done or he'd lose every ounce of nerve and burst out that door straight into a prison cell. A bold hand reached down and grabbed at his ass and he gasped into Garrison's mouth, his nerves trying to kick themselves into gear. He inwardly growled at himself. He'd done this before and for a lot less money than whatever Cartman was promising him. He'd get through this. He forced himself to push up almost violently against the man's mouth, getting a surprised moan out of him. Slender fingers ripped down his zipper and pushed the jacket off his shoulders, tossing it onto the floor.

"Kinda glad you got that extra drink," Garrison chuckled, moving his head and biting on Kyle's neck. The redhead whined a bit, throwing his head back as Herbert's practiced hands squeezed his ass through his khakis, pulling his hips up against his own. He could already feel the bulge pressing against the indent of his hip and he gulped. "Nervous?" A hot breath washed over his neck.

"N-no?" he stammered, the alcohol swirling through his system making him nothing more than a mess of putty in the man's hands.

"You never were a good liar you know," he snorted, grabbing Kyle's shirt and throwing it off his slender frame. Kyle's narrow chest rose and fell almost frantically, muddled green eyes locking with dark brown. Herbert looked at him curiously, grasping his hips and swinging him to face the other way. Slightly withered fingers traced over his spine with delicate ease and a warm breath cascaded over the flesh. "That picture did not do you justice."

"T-thanks," he blinked, shuddering at the feathery touch. He yelped as the gentle caresses shot up into his hair, yanking his head back a bit to stare upside down at the man.

"Safety word is 'Bunny'," he informed him with a smirk. Kyle felt the quick rise of panic starting to try to take him over as Garrison led him to the bed and threw him onto the mattress. He groaned and shook his head, trying to struggle up before a hand snared the back of his neck. "On your hands and knees, eyes at the wall," he said sharply. Kyle shut his eyes and took a deep breath, this taking way too quick a turn for his tastes.

'Calm down. You've done this with Kenny and you loved it, you can fucking do it here,' he ordered himself as he worked himself into position and stared past the headboard at the wall. He gulped, minute tremors working through him as Garrison's hand slid past his waistband and grasped his ass with a strong hand. His teeth grated over his lip as he heard the man ripping off his own shirt and throwing it aside. Kyle's shoes and socks were quickly ripped off, landing in clunks on the floor. A moment of stillness passed over the room and Kyle's body tensed. He could feel the chill of the air conditioning on his bared torso, the warmth still radiating in his face from the combination of rum and shame. It all just felt like way too much, he couldn't help but wish that they'd lost complete track of time in the restaurant and he wouldn't have to do this. His eyes flickered to the digital clock on the nightstand beside him. He had just under a half hour left. 'You can do this. Then you can go home and sleep beside Kenny. He'll make it all right,' he shut his eyes and his breath hitched as his pants and boxers were slowly worked around his thighs and down to his knees bent on cheap polyester sheets.

Another tensive moment passed before a light smack of his ass startled his eyes back open and prompted a small 'eep' to escape his lips. "Well, I always said you were a tight ass, didn't know it was so literal," Garrison chuckled. Kyle's head folded down towards his shoulders in embarrassment, his knees compliantly lifting as the man worked his remaining dignity down and tossed them away. Hands and fingers stroked around his slender hips and thighs, stout grabs of his rear made him shudder. His vision remained on the wall, grateful that he didn't have to look the man in the eye while being molested, it made it a lot easier to imagine it was Kenny instead. Sharp hearing perked at the sound of what seemed to be a bottle opening. He gasped in shock as a cold, lubed hand grabbed his cock and stroked him genially. "See, it ain't all that bad," Garrison cooed. Kyle's fingers dug into the sheets beneath him, his arms shaking as he felt that all-too-familiar warmth starting to creep into his system. Teeth furiously grated hard against pale pink lips, that radiant red in his cheeks spreading to his ears and through his neck.

He nearly cursed as the man got him erect and let go of his cock, wiping his slathered hand on the bed. Kyle's ears stayed alert, hearing him walk over to another part of the room and a small clinking sound. He narrowed his eyes confusedly before the hand on the back of his neck came back full force, shoving his chest down onto the bed. His slender wrists were grasped and wrenched behind his back and he couldn't help his instinct to struggle against the sudden assault. He felt his appendages snared in chilled metal and he shuddered, shutting his eyes and furrowing his brows. 'You said this was okay, you have to calm the fuck down!' he shouted to himself. Garrison suddenly snared his chin and his eyes shot open as he was clumsily whipped around, finding a thick cock standing erect in his face.

"Well?" Herbert looked at him expectantly. Kyle took a deep breath, swallowing that mortifying feeling trying to creep back up on him as he opened his mouth, taking the head in and suckling on the tip. He felt Garrison grabbing onto his bound wrists and holding him up as he began bobbing his head along the skin. The redhead hated how a part of his mind was thankful that Garrison wasn't as long as others he'd been with, considering he didn't have his hands to work with. He found himself wondering once again if he could work that expertise planning onto a resume. The man moaned, free fingers playing through Kyle's curls, grasping and tugging as he thrust lightly into his mouth. Kyle's jaw was already aching, his back locking up from the lack of support underneath him. His bangs were tickling his forehead and skewing his vision. Just way too much for him to handle so soon, way too much to be experience with his former elementary school teacher of all people. Most of all, it was way too much for him to be doing at Cartman's beck and call.

"I may be your first job but this isn't your first time doin' this is it?" Garrison managed to chuckle out. Kyle just blushed, keeping his pace, letting his tongue roam around the unfamiliar skin on its own accord. He was just trying to separate himself from reality at this point, trying to imagine that this was just some sick nightmare and he'd wake up and go to a real job. Those thoughts were quickly diluted, his mind's wanderings cut off as lubed fingers reached down around him and one slid into the tight ring of his ass. He yelped in surprise, being shoved back down onto the man's cock with a firm push. He winced as he was thrust into from both ends by the man, one and then two more fingers pressing into his muscles, stretching and twisting him in ways that he was more than used to, and more than disgusted with himself for being so adapted.

Their dance continued for long enough for Kyle's hole to practically welcome the fingers, his mouth numb from the continuous bitter assault. Herbert ripped out of both ends, Kyle's mouth slack with saliva dripping down his chin and his ass feeling the left void sickeningly. "All right," the man smiled, cupping his chin yet again, his glasses glaring into Kyle's widened eyes. He pushed Kyle up onto his knees and reached down behind the boy, grabbing something and moving so quickly that the redhead didn't even have the time to react as a rubber ball found itself shoved into his mouth. He screeched in surprise, forcing his body to go rigid and not bash his head against Garrison like his instincts were screaming to do. "There ya go," the man smirked, securing the gag around his head. He stepped back and admired his handiwork, Kyle bent down with his captive wrists still torn behind him, muscles gleaming and taut, his cock straight and red, practically pressed against his slender stomach. He couldn't help but notice how the gag looked almost painful in Kyle's small mouth, the boy's jade eyes glistening in the need to get this all over with.

"Only once, I promise," he laughed, grabbing Kyle and twirling him to the side, pressing his chest down against the sheets once more. Kyle groaned, managing to turn his head to the side, watching the man carefully as he grabbed a condom from the nightstand and ripped off the foil, slowly rolling it down onto his skin, staring intently at the boy. More lube was squirted onto his hand, rubbing over the covered skin slowly as he worked up behind Kyle, caressing his ass before giving it a sharp slap, listening to his yelp as he licked his lips. He grabbed between Kyle's thighs and pulled them apart, lowering his hips and beginning to line himself up against the rosette between his asscheeks. Kyle's breathing increased, his heart pounding madly as he realized his vulnerability, realized that Kenny, Stan, and Cartman were clear across the parking lot. It wouldn't take much for the man rubbing his cock over his opening to do him in before they could get to him.

He let out a whine of panic, but to Garrison, it sounded like one of impatience. "Well since you asked so nicely," he purred before slowly edging himself into the boy. Kyle squeaked, his muscles flaring around the intrusion angrily. He shut his eyes, rubbing his burning cheek against the cool sheets beneath him as he felt the man's balls come to a stop against his ass. Herbert took a long, shuddery breath. "Goddamn, Kyle," he smirked, grasping his hips and beginning to rock himself back and forth out of the tightness surrounding his aching cock. Kyle just moaned, letting his body limply follow Garrison's rhythm. "C'mon now," the man grunted, slapping his ass sharply. "Show me you want it."

Kyle swallowed a thick chunk of vomit trying to worm its way up, using his knees and trying to weakly propel himself back against the invasion. He grunted, his thighs screaming from their spread position, the feeling of his drool cascading down his chin and cheek beginning to disgust him as it puddled onto the bed beneath him. His wrists were aching, pulled against the edges of the handcuffs, raw and reddened from their confinement. He bent his hips a bit as he pressed against Garrison's rhythm, angling the man's cock straight up into his prostate to alleviate some of the discomfort. He let out a heady moan as it hit its target, shuddering and letting his muscles clamp around the cock inside of him.

"Jesus christ," Garrison hissed, his pace increasing and one of his hands reaching down and pushing down onto Kyle's head. Kyle screamed around his gag, his hips still pushing furiously back against the man and getting all the stimulation that he could out of it. His own cock was throbbing achingly between his legs, the wet sound of Garrison's balls slapping down into his thighs echoed around them in a sickening sound. The sheets sliding under his face were starting to burn his skin, and the overwhelming mass of feelings clouding the boy prompted confused tears to begin leaking down his cheeks. He hated this, he wanted this. He couldn't make heads or tails of what was happening to his body as each push against that bundle of nerves made his head spin. His teeth dug into his gag, increasing his own pace, trying to dip his hips against the bed to get some kind of friction against his aching dick.

"Guess you're a natural, hmm?" Garrison teased. Kyle groaned in response, his head flushed but his mind anywhere but the taunts. He just wanted this to be over. He wanted the man to finish, he wanted to cum, and he wanted to go home. He felt Herbert getting a bit shaky and nearly sighed in relief, he knew those jerky motions anywhere. "Guess I forgot how good a young, tight body is," he growled, pressing against Kyle's skull harder and weaving his fingers through the sweat-licked tendrils. Kyle rolled his hips, pressing faster and harder and trying to clench his muscles, doing anything to get to the end. Garrison's moves became more violent before a faint 'Jesus' was uttered and the fingers in Kyle's hair tore like a madman's. The redhead squealed at the assault, letting his aching legs stop pushing as Herbert pounded into him like mad, the conclusion evident even through the rubber of the condom. The pushing finally stopped after what seemed like forever, Herbert panting and leaning over the trembling boy. "Good," he said, rubbing his shoulder a bit as he pulled out of him. He stared at the void he'd left in the boy, the way that he shook, his entire body flushed over and glazed with a thin layer of sweat.

He chuckled lightly, undoing the gag and watching as Kyle's mouth hung open in the shape still, heavy, desperate breaths filling the now silenced air. He smirked, grabbing the key for the handcuffs from the nightstand and undoing his wrists. Kyle's arms fell to his sides, his ass still presented high in the air as he tried to work his way back up. Garrison smiled with a cocked brow, pressing his hand on the boy's hip and shoving him onto his back. "Now, if you wanna take care of your little problem, you do it yourself and I watch," he shrugged.

Kyle's eyes shot open and he gulped, quickly fleeting his mind over his options. That was just more humiliation to tack onto an already eventful night, but fuck he wanted to just get some kind of relief. He directed his eyes onto the ceiling, his hand working its way down his lithe body and grasping around his heated cock. He arched a bit at the contact, already so close he could barely take it. "There ya go," Garrison nodded, watching him with interest as he slowly slid his pants back on. Kyle pumped around his cock, his hips jerking into his hand impatiently. His mouth fell back open and he couldn't help but mewl in pleasure as his orgasm crept so close he could taste it. "Come on now," the man urged. The redhead cried out softly and his entire body lurched as he came, feeling himself patter onto his chest and stomach, his hand vehemently pumping until he couldn't stand it anymore. His arm fell back to his side and he gulped, creaking his eyes back at the ceiling, his chest heaving in exhaustion. Jesus, it was a good thing they were cutting it so close, he didn't think he could handle another round.

He jerked as a towel flew onto his face. He cusped it in his hand and glanced shyly at the man now nearly fully dressed once again. "Ya may wanna clean up, I don't think Kenny would like it if ya came home covered in jizz," he snickered. Kyle's high completely died at the mention of his name. He sighed, sitting up and wiping himself and the dripping lube off his tired body. He finished and looked back to see Herbert still staring at him intriguingly.

"...What?" he rasped out.

He shrugged, his grin still prominent, "One of the best I've had in a long time, that's all."

"Gee, thanks," he muttered, slowly swinging his legs off the bed and grabbing his pants and boxers, slowly easing them back up his body. He buttoned them and locked eyes with his teacher yet again. "You...you won't tell..."

He scoffed, "You think I don't know how this system works? Besides, Eric's got my balls in a vice grip if I spill. I can tell anyone I want how good ya are, but if I say who you are I'm fucked worse than you just were."

Kyle blinked. "He...he said that?"

He nodded. "I'm not allowed to tell your name or do anything that wasn't on your little list," he wriggled his fingers. "Eric made it pretty clear to all of us who were biddin' for ya."

He cleared his throat awkwardly, "How...how many guys were-"

"You really don't wanna know," he interjected, raising his brow. Kyle dropped his head and took a deep breath, grabbing his shirt and pulling it back over his head. He stole a glance at the clock. "I getcha for five more minutes, Kyle, and I want to talk to you about something."

Kyle looked back up at him and cocked his head, "A-about what?"

Garrison grasped his shoulder and led him to the bed, sitting him down and taking a place beside him. "Now, you know me. You know I'm more than okay with the idea of payin' people to get laid." He nodded slowly, cringing a bit. "But you aren't the type of person I should be paying," he raised his brow. "You're way too smart for that."

He shrugged, running his fingers through his frizzy hair. "I told you, I don't really have an option right now. And right now, I'm stuck in a contract with Cartman. As badly as I don't want to do this, I'm just stuck where I am. I'll get out someday..." he trailed off, hoping that his words rang true.

"Well, I hope so," Garrison mused, pulling his wallet out of his pocket. "Here, have a tip." he said, throwing a wad of bills into Kyle's hand.

The redhead raised his brows in shock, "Dude, this is $300!" he gaped. "That's not a tip that's a fucking salary!"

He burst into laughter and patted his shoulder, "Oh, Kyle. Trust me, as good as you are with what you can do here, you're going to look back on this day and think I was a cheapskate."

"...I should take that as a compliment but it sure doesn't seem like I can," he murmured in disbelief, staring at the money with wide, hungry eyes.

The man snorted and slapped his back a bit. "Ya better get back out there before Kenny comes in and rips my head off." Kyle couldn't help but smirk at him a bit, knowing full and well that's just what his boyfriend would do if he could. "Not gonna lie here, Kyle, if you're okay with it, I may save up and pay for another night with ya."

Kyle blinked at the proposition and cleared his throat softly, giving him a nod. "Yeah...yeah that's fine with me..." he blushed and got to his feet, walking over to the door. He took another look at the man watching him amusedly and smiled gently. "Thanks for...well..."

"Not shooting you?" he quirked a brow.

"Pretty much," he laughed. "Thanks, Herbert. Seriously. Guess I'll see you another night," he shot him a small smirk before making his way out into the night air. He spotted the three of his friends across the lot and sighed, sticking his tip into his pocket and starting to walk towards them. He could practically smell the judgement from where he stood, but a very small part of him didn't care how they felt about it. His fingers brushed over the bills, his heart still pounding from the adrenaline of it all, and the tiniest of smiles broke over his face.

A/N: Jesus fucking CHRIST that was hard to write you guys don't even know ugh /throws shit

Do you feel awkward? Because you should.

Also Kyle drinks mojitos because that is my favorite drink and they are delicious and also I want one. Just sayin'.

Thanks for R&Ring! :D