Perverted Protege

Lily took a nervous look around as she stepped into the park, feeling like she was up to no good and that she should be trying to hide her face even though the 12 year old filly was far from the only one taking a stroll through the park, the downright idyllic weather attracting both adults and cubs alike to spend their Saturday afternoon enjoying nature. Of course, the equine wasn't at the park just to smell the flowers and nap under the shade of a tree, the girl had something very different in mind, biting her lip and trying to tug her shirt down to cover up more of herself as she felt a gust of wind between her legs, moaning softly as the wet pair of panties hidden under her skirt stuck to her pussy lips. The young mare had last been at the park about a week ago, when she and her brother had a chance encounter with a particularly perverted woman, a cat by the name of Caroline, who fondled and molested both the siblings, as well as a whole handful of other cubs at the nearby playground. Ever since that day, Lily hadn't been able to get the woman off of her mind, nor the very unique lessons that the feline had taught her, getting downright obsessed with the encounter, keeping the lipstick stain that Caroline had left on her cheek for as long as she could without washing it off. The foal found herself constantly horny, in need of a little relief with the help of her fingers or a toy nearly every single hour of the day, unable to sit still for more than a few minutes with the memories of the woman's session with her flooding back to her mind. Lily had relived the moment countless times, cumming to it at least once a day ever since it had happened, her libido having gone into overdrive because of it. Of course, the girl wasn't the only one affected by the encounter in such a way, at least not based on the sounds she'd hear from her brother's bedroom almost every morning and evening, and the wonderfully lewd scent she'd catch lingering around the boy whenever he'd sheepishly slip out of his room to clean up in the bathroom. Though she knew it was a long shot, Lily had returned to the park in the hopes of finding the same cat that had started her journey of self discovery, wanting to see the woman again and let Caroline molest her once more, desperate to get another taste of the lewd and lecherous lifestyle the cat had shown her a glimpse of during their first meeting. 

Slowly walking towards the playground that she'd last encountered the cat at, feeling like some sort of a criminal or pervert as she approached the spot, Lily heard the shouts of the cubs as she looked around with a blush, the thrill leaving her feeling a little bit more sensitive between her thighs as she panted softly. Heading over to the outskirts of the playground, nervously fiddling with her fingers as she stood by, the filly surveyed the park from under the canopy of a tree, feeling a bit more comfortable in the shade as she eyed up the kids on the swings and the slides, hoping no one pegged her for a pervert for eyeing up little kids while huffing and fidgeting around. The horse watched the playground for a few minutes, growing increasingly nervous with each passing second, just about to give up on what she thought was a hopeless effort when she suddenly spotted an all too familiar looking cat sitting on a bench on the other side of the playground. Taking a moment to make sure the feline was the right one, that she wasn't just about to approach and try to flirt with a complete stranger, Lily stood back to spy on the woman for a moment longer, feeling her heart fluttering nervously as she confirmed that it was indeed the correct cat, there was no question about that. No one but Caroline would've been peeping in on the cubs as if choosing which one to have first, licking her lips and purring with anticipation, all the while sitting with her legs spread open and a purse on her lap to at least slightly hide the hand rubbing at the front of her pants. 

Tossing all caution to the wind, Lily circled around the playground and headed for the bench the cat was sitting at, approaching from the side so that the lady didn't see her until the second she sat down next to Caroline, getting a slightly surprised look and a smirk from the adult, 
“My, fancy seeing you here again. I have a feeling this isn't a coincidence~?”
Still anxious enough to barely even be able to breathe, the young mare shook her head, getting a giggle from Caroline as the cat shuffled right next to her, their sides pressing together as the adult tossed an arm around her shoulders, 
“Let me guess, you were a big fan of what I did with you last time around, and you want more~?”
With a sheepish look on her face, Lily nodded, 
“Y… yeah…”
Shivering as she felt the woman's hand rubbing her shoulder, her panties completely soaked through, the preteen tried to tug her skirt down further to hide her drenched underwear. Spotting what the cub was doing, Caroline gave a grin as the feline quickly looked around before stealthily slipping a hand on Lily's thigh and up her skirt, caressing the foal's pussy lips through her wet panties, cooing into her ear as the girl moaned under her breath, 
“Don't be so shy, guys love a lady in soaked panties~”
Giggling as she leaned back, pulling her hand out from under the girl's skirt and licking her damp fingers clean one at a time, making sure the blushing Lily saw her tongue wrapping around each digit, Caroline flashed a sly smile at the cub, 
“Well, as much as I'd love to just take you to the nearest bush and have my way with you right here and now, I've actually got an appointment to keep. I was just taking a breather and enjoying a little eye candy on my way through the park this time around. However…”
The woman reached into her purse, pulling out a scrap of paper and a pen, scribbling down an address before shoving it into Lily's hand, 
“...if you're serious about wanting to get pervy with me, and maybe even earn a little pocket money while having fun, come to that place tomorrow, around three.”
Standing up, Caroline left the filly on the bench to stare at the scrap of paper, walking off with a wide grin, turning back to blow a kiss at the girl as she purred, 
“I'll see you there~”

After anxiously waiting around for an entire day, even managing to mostly keep her hands off of herself to make sure she was nice and worked up, Lily stepped out of her home, waving goodbye to her parents with a fake nonchalant smile as she hopped onto her bike, racing off towards the address she'd been given. Though her parents thought she was just going over to a friend's place for a few hours, the young mare had something much more perverted in mind, biting her lip as her skirt flapped in the wind, her crotch rubbing up against the seat of her bike as she leaned forwards with a tiny moan. Lily had no idea what the cat had planned out for her, very eager to see what sort of lewdness she'd get to try out this time around, and especially curious about what exactly the woman meant by making some pocket money. After biking for a little while, constantly checking on the time and the small scrap of paper, the girl finally made it to the spot her naughty mentor had told her to go to, though the cub wasn't exactly sure about why this place in particular. The spot was just a very plain little gas station near the outskirts of the city, nothing but a few pumps, a tiny shop selling snacks and knick knacks, and a set of toilets in the back. Starting to get unsure if she'd actually come to the right place, Lily hopped off her bike, walking it into the parking lot of the gas station, looking around when Caroline suddenly stepped out from one of the cars, dressed in a relaxed pair of jeans and a t-shirt, 
“Good, you made it, was starting to worry you'd chickened out~”
With a shy smile, the filly quickly set her bike aside before stepping in front of the woman, standing at attention like the feline was her drill instructor, 
“Of course not, couldn't keep me away from here even if ya tried!”
Grinning, Caroline hooked an arm around the girl, ushering the cub with her as she walked, purring softly under her breath as she eyed the young equine from head to toe, licking her lips, 
“Well then, let's get to work~”

Led around to the back of the gas station, over to the public bathrooms, Lily took a deep breath as she walked side by side with the cat, constantly adjusting her skirt and glancing around, blushing as she headed towards the ladies’ room. Stumbling for a second as she was tugged off course, the redness on the cub's face only deepened as the woman instead pulled her right into the men's room rather than the ladies’, already making the foal feel like a deviant even though they hadn't even gotten started yet. Lily still wasn't entirely sure why Caroline had brought her to this specific gas station, there were loads of equally quiet public bathrooms all around the city, but she assumed that the woman just knew this particular location well, acting as some sort of a frequent spot to get pervy in, just like the playground at the park. Stepping into the men's room, the preteen looked around as her dirty teacher nudged her into one of the stalls near the corner of the dingy room, just about to say something when she noticed the hole that had been cut in the wall separating the stall from the one next to it. Giving a quiet gasp and covering her mouth, Lily's tail gave a nervous flick as she stared at the glory hole, holding her breath as if she was hiding from whoever might've been on the other side of it. The filly thought she would just fool around with Caroline, but hadn't expected anyone else to be involved in the lewdness, quickly beginning to rethink that assumption since she was pretty sure it wasn't a coincidence the woman had brought her to this specific set of bathroom stalls, the comments about making money suddenly starting to make a whole lot more sense to her. Nudging the girl all the way into the stall before stepping in after the nervous mare, Caroline closed and locked up the door behind her, smirking as the cub peeked through the glory hole, spotting no one on the other side, 
“Don't worry, we won't have to wait long, he's always here during his lunch break, it's the only time of the day he can slip away without his wife finding out~”

The pair indeed didn't have to sit around idly for long, hearing the bathroom door opening up only a few moments after they'd settled down, Lily quickly shuffling into the corner of the stall to hide out of sight of the hole as she froze up for a moment. Listening closely, the girl could hear a man letting out a relieved sigh, as if he'd been waiting for this all day long, the filly giving a flustered look at the smirking Caroline as she heard him unbuckling his belt and zipping his pants down before he'd even made it inside the neighbouring bathroom stall. Obvious from his carefree attitude that he'd done the deed many times before, the man hopped into the stall and yanked the door shut behind him, panting lightly as he pulled his cock out, giving it a few strokes as he glanced through the glory hole, spotting the smirking cat waiting on the other side, but missing the much younger lady hiding out off to the side, 
“Been a real long day, and didn't get any tail from the wife last night, hope you can handle the load~”
Stepping right in front of the wall, the male stuffed his cock through the glory hole, getting a shocked yet impressed look from Lily as she stared at the twitching member in front of her face. The man was rather obviously a canine, based on the sizeable knot bulging near the base of the shaft, a small tuft of soft grey pubic fur pointing to him possibly being a wolf, and a very needy one at that. Throbbing and twitching as the male waited to be serviced, the dick squirted out a few thin strands of precum onto the tile floor below, getting a giggle from Caroline as she knelt down in front of the shaft, wrapping a hand around it and opening her maw. 

Starting off slow and gradually building up speed, the cat jerked off the quietly grunting man while she used her muzzle to tease the canine, occasionally giving his sensitive tip a few licks while smooching at his tender knot at other times, leaving a lipstick imprint of her soft lips on the base of the wolf's girth. Driving the man wild with her teasing, his manhood leaking more and more, Caroline glanced to the side to see the nervous yet excited girl watching her work in awe, Lily's hand almost subconsciously drifting under the girl's skirt, rubbing and fondling herself while quietly enjoying the show. With a grin, the cat suddenly stopped her teasing, letting go of the man and grabbing the young mare's hand instead, getting a desperate huff from the canine as she pulled the panicked cub down to the floor with her, 
“H… hey, why’d you stop!?”
Quietly shushing Lily as the filly mouthed a few frantic objections, Caroline grabbed the cub's muzzle and guided her over to the man's shaft, opening up her maw before sliding it down on the red rocket. Though more than a little nervous, Lily didn't try to struggle against the feline's guiding hand, letting the woman slowly and carefully sink her mouth down over the grunting male's shaft, getting a delighted moan from the other stall, 
“Fuck, did your throat somehow get tighter or something? You feel so good~!”
Focusing on not panicking as the man's pulsing shaft pushed down the back of her throat, her lips nearly puckered against his knot as she softly whimpered, the horse took as much of the wolf's cock as she was able to, holding it deep in her throat even after Caroline had let go of her muzzle, quickly getting used to the sensation. 

Grabbing onto the base of the canine's cock, locking her fingers under his knot to steady herself as she bobbed her head up and down the length, Lily swallowed down the man's cock at an admirable pace considering it was her first time doing anything of the sort. Blushing as she heard the wolf moaning from the other side of the stall, his hands hooking over the wall to cling on as he humped the glory hole, the little mare suckled and nursed on the throbbing manhood as precum drizzled on her tongue in big squirts, giving the girl her first taste of a guy, a taste she quickly learned to love. Another thing she immediately found exhilarating was the scent of a horny man, finding it utterly intoxicating, especially from such a close distance, her snout buried in the wolf's pubic fur as she dipped her muzzle as deep down on the cock as she could handle, kissing his knot as he groaned. Enjoying the sight of her mentor servicing the canine, Caroline knelt down behind the young horse, hugging Lily and laying her chin down on the cub's shoulder, nuzzling their cheeks together as she smirked and slipped her free hand up the filly's skirt and down the pair of drenched panties hidden underneath, massaging and playing with the preteen’s equine slit. Quietly moaning against the man's cock as the woman rubbed at her clit, Lily put everything she had on getting the wolf off, using her tongue to swab along the length of his girth as she sucked him off, getting the canine to pound the wall with his fist as he growled with lust, his shaft throbbing in the girl's throat, just a hair away from climax. 

With one final stroke of her tongue against the man's knot, the wolf blew his load into the filly, all without even knowing it was an underaged girl on the other side of the glory hole, moaning hard as he fired off the first rope of cum directly down Lily's gullet. Caroline watched with a smirk as cum gushed down the mare's chin, stuffing two fingers into the young equine as she purred into Lily's ear, making sure the cub's mouth stayed latched onto the male through his entire orgasm, watching the cub's throat bulge as she swallowed down every last pump of the thoroughly satisfied man's load. Pulling off of the wolf and coughing softly, wiping her sticky lips with her hands, Lily barely had the time to catch her breath before she saw the man pulling out of the glory hole, quickly diving off to the side just as the wolf peeked back through the hole, only spotting the grinning Caroline kneeling there,
“Fucking amazing, like always. What I'd pay for you to give my wife a few pointers on giving head~”
With a huff, the man stuffed a wadded up stack of bills through the glory hole before pulling his pants up, stepping out of the bathroom as the cat quickly counted up the money, splitting it in half before handing one portion to the panting Lily, 
“Here's your cut, you earned it~”
Caroline stood up, helping the foal to stagger up to her feet as well, sticking her half of the payment into her bra as she glanced back over at the cub, 
“And if you're still interested in this sort of thing, and want to earn a whole lot more, I've got a little gig in mind~”
Staring at the money in her cum-stained hands, a few globs of the sticky white goo dripping down her chest and muzzle as she smiled brightly, Lily looked up at the cat and nodded without even thinking about it. The mare had loved every second of her first taste at prostitution, the excitement and the naughtiness of it lighting a fire in her belly, and the extra pocket money was certainly a very nice cherry on top as well of course. With a giggle, Caroline patted the girl on the head, handing Lily a few napkins to clean off as she licked up a drop of cum that had splashed on her leg, 
“Great, I'll text you an address next weekend. Oh, and wear that skirt, it'll drive the customers wild~”

Coming back home with a big smile, and heading straight for the shower to keep her parents or brother from smelling the scent of an unfaithful wolf on her fur, Lily could barely go to sleep that evening, too excited for whatever her naughty teacher had in mind for her next. The week went by at a snail's pace, crawling on as the filly impatiently waited for the weekend, her phone finally dinging on a Friday afternoon with an address pointing to a random parking lot behind a warehouse. Surveying the spot ahead of time online, Lily was rather stumped as to why she had to go there, unable to see anything besides an empty lot, not even any public bathrooms anywhere in sight this time around. Still, the girl wasn't about to just blow off the meeting because she couldn't guess what Caroline had planned out, heading to the spot on her bike right after breakfast the next day. At the parking lot, wearing her skirt and a pair of pure white panties underneath, Lily looked around, confused if she'd arrived too early. Caroline or her car wasn't anywhere in sight, with just a few random cars and a single white van scattered around the lot, leaving the cub just standing there, her head spinning around. Just when the filly was about to shoot Caroline a text asking if she was at the right spot, the side door of the van opened up and the cat waved at Lily, calling the girl over, 
“C'mon in~”
Leaving her bike behind, the little mare smiled and jogged over to the van, 
“Didn't see you there, this your second car?”
Caroline smirked and shook her head, 
“Nope, a buddy loaned it to me, better than renting out a motel room, trust me. This'll be our, or your, office~”
Raising an eyebrow, the girl stepped into the van, the familiar scent of sex immediately hitting her nose as she hopped through the side door. The back of the van was mostly empty, with just a mattress laid on the floor next to a pack of napkins and another of wet wipes, a few suspicious stains on the bedsheet stretched out over the mattress. It was clear the sort of “work” that was conducted out the back of the van, immediately sending an excited shiver up the back of Lily's neck as she sat down on the mattress, giggling as she looked up at Caroline, 
“So, what do we do?”
“We wait for our first customer~”

Thanks to a little word of mouth that Caroline had spread around, giving heads up to some of her fellow pervs and clients she'd serviced that a very enthusiastic, and extremely young, girl would be offering her services that day, the pair didn't have to wait around for very long for their first customer of the day to arrive. The duo were however slightly surprised by who said customer happened to be, with Caroline opening up the side door after hearing a gentle knock on it, only to find what looked like an 11 year old bear boy waiting behind it, sheepishly glancing between the cat and Lily. Cocking her head slightly, Caroline tried to wave the cub off, thinking he wasn't actually a client but someone who'd mistaken the van for someone else, 
“Sorry kid, you got the wrong place I think.”
The ursine cub held up a hand, blushing slightly as he cleared his throat, 
“W… wait, isn't this… you know… where you'll do… stuff? I… I saw someone posting about it online, told me to go to a white van here.”
Chuckling, Caroline stepped out of the way and motioned the boy to climb on, pulling the sliding door closed behind the young man, 
“They start young these days, don't they~”
Lily felt a pang of panic as she stared at the boy, feeling oddly enough even more nervous about servicing someone her age versus someone much older. At least with a guy in his 40s, there wasn't much of a chance she could run across him in the hallways of her school one day. Swallowing down her nerves, Lily smiled at the bear as he cleared his throat, looking around before kneeling on the mattress, seemingly just as skittish as the foal, blushing as he rubbed his neck, 
“So… how do we…”
Lily glanced over at Caroline as the cat sat down in the corner to watch, smirking and staying silent, wanting to see how the girl would act without her direct guidance. Giving a soft sigh, Lily shuffled closer to the boy, taking his hand,
“Well, how about we start off with something like…”
Leaning in, the equine pressed her lips against the boy's, slipping her tongue into his maw as he let out a small moan, first trying to inch back slightly out of surprise but quickly leaning into the kiss after the mare didn't break it off right away. Lily could tell that it was his first time making out with anyone, thought she didn't mind it, smirking as she allowed the cub's tongue to awkwardly poke and rub around in her maw, taking his hands and bringing them over to her chest, letting him fondle and feel her up as the pair kissed.

Grabbing onto the front of the boy's shorts while he was still smooching her, Lily popped open the button and slowly inched the bear's pants down, tugging his briefs to his thighs as he let out a tiny whimper, her hand cupping his crotch. Expecting to find a rock hard shaft, the girl instead felt a soft and floppy member as she fondled the boy, glancing down to see that the young man seemed to be having some difficulties getting it up, a heavy blush appearing on his face as he broke off the kiss, stammering while trying to awkwardly hide his junk, 
“It's… I'm just a li'l… nervous, you know.”
Giggling, Lily wiped the ursine's spit from her lips, kissing him on the cheek before laying down on her belly in front of him, pulling the cub close so that her snout was shoved right into his crotch. Nuzzling the half-chubbed cock, cupping his balls with one hand as she gently stroked the shaft with the other, the mare opened up her maw and gently teased his manhood with the tip of her tongue, tracing a few lines along the length of it. Grabbing onto the girl's mane, it didn't take long for the little bear to start getting over his anxieties, stiffening up before the fledgling prostitute’s eyes, getting a smirk from Caroline as the cat admired the show from the sidelines. Within just ten seconds, the quietly gasping boy was at full mast, his dick twitching in front of Lily's face as she grinned proudly, jerking him off while dipping the tip of the girth between her lips, mercilessly teasing the first timer as she tried to crank up her foreplay. Finally starting to feel like she had found her groove and was in charge of the situation, the foal decided to try out her hand at some dirty talk to work the cub up even further,
“You want me to go further, let you feel my throat around your dick, maybe even let you stick it into my p-”
Before Lily could finish however, the bear beat her to the punch, letting loose a strained grunt as he clutched his muzzle, trembling from head to toe as his cock twitched in the girl's hand, ropes of cum spraying from the tip and draping across the equine's face and snout. Flinching slightly from the surprise of the unannounced and unexpected early release, Lily quickly opened up her maw, not wanting to waste the entire load, letting the cub shoot on her tongue as she pumped at his shaft, gulping down the latter half of his climax.

Panting and looking around with an embarrassed frown, the bear staggered up to his feet as soon as the intense orgasm had stopped turning his legs into jelly, nearly tripping over the pair of shorts still down around his ankles as he glanced down at the horse he'd accidentally bukkaked with his premature ejaculation, 
“Oh, I'm… I'm sorry! It just… it felt so good, and I didn't realise I-”
Caroline chuckled and patted the boy on the shoulder, watching Lily swallow his load, 
“Oh, don't worry, big guy. Happens to the best of us. You could always go again for just a little bit more cash, maybe you'll actually make it in her maw this time around~”
The cub only turned even more squirmy and sheepish at the mention of cash, his eyes glued squarely to the ground as he turned to the cat, 
“Well, I actually… maybe I don't really… have any money, you know?”
Lily groaned as she wiped away a glob of cum from her cheek, 
“You gotta be kidding me!”
Sighing with an annoyed roll of her eyes, Caroline jumped up, grabbing the boy's shorts and ripping them off of the cub's legs, opening up the side door and shoving the bear out as he gave a yelp, landing on the pavement with a soft thud, only a pair of underwear around his ankles. As quickly as she's sprung into action, the feline slammed the door shut, holding the boy's shorts up to the window with a snarl as he yanked his briefs up, knocking on the door in a panic before finally relenting and waddling away, covering up his half-nude lower half while trying to sneak out the parking lot. Shaking her head and tossing the pants aside, Caroline grabbed a napkin and handed it to Lily as the mare sat up, helping the filly wipe off the cum from her face, 
“There's your first lesson: there'll always be freeloaders. Actually, two lessons: the first one, and that even cute little boys like him can be real bastards, don't let the looks fool ya.”
Nodding, Lily tossed aside a wadded up napkin soaked with cum, licking her lips clean as she glanced at the shorts with a smirk, 
“Well, at least he'll get to explain to his mommy and daddy why he's streaking through his neighbourhood on the way home.”

After a quick stop at a nearby fast food drive through for some dinner, the ladies were back at the parking lot to wait for their second client, hanging around and chatting until Caroline spotted a car veering into the lot, driving slowly around the outskirts before finally stopping a few paces away from the van, getting a smirk from the cat, 
“Ready up, this seems like a client.”
Lily watched as a raccoon stepped out of the car, looking to be in his mid thirties, dressed in a cardigan, a pair of glasses perched on his snout as he looked around for a moment before slamming the door closed, 
“You sure? He looks like a teacher or something, not the sort that'd hire a girl.”
“What did I tell you about judging a book by its cover~?”
The man walked around to the side door of the van, giving a knock while looking over his shoulder, jumping in as soon as Caroline had the door open, eyeing up the woman for a split second before turning to the young mare, 
“You're the… girl, right?”
Lily nodded, 
“What can I help you with~?”
With a needy groan, the raccoon knelt down on the mattress, one hand undoing his belt as he patted the spot next to him, inviting the cub to sit down as she crossed her arms with a smirk, 
“Money first~”
Sighing, the man pulled out his wallet, grabbing a few bills and handing it to Caroline as the filly sat down next to him, sharing a sly look with her proud mentor as she huffed,
“So, what’ll it be~?”
The man zipped his pants down in a hurry, pulling out his cock, having nursed the erection in his jeans for quite some time already based on the large wet spot on his underwear, soaked through with precum. The raccoon took the girl's hand, wrapping it around his cock as he leaned back with a moan, stroking Lily's head as she slowly pumped at his cock, 
“C… can you call me daddy?”
The foal giggled,
“Sure thing, daddy~”
Panting as the cub jerked him off, the client reached a hand under Lily's skirt, pushing her panties aside to get at her soft and slippery pussy lips, rubbing at her mound as they both moaned softly, his eyes closed as he muttered under his breath, 
“Th… that's it Cassie, good girl…”
Lily realised what the raccoon was after, seemingly a dad with some less than wholesome ideas about his daughter, wanting to satiate those thoughts with some outside help rather than risking trying anything with the girl. Blushing from the utter naughtiness of it all, the little mare let out a lewd whimper as she nuzzled up against the man's side, hugging him while stroking at his throbbing cock, thrusting her loins against his fingers as she moaned, 
“F… feels so good, daddy~”

Shuffling even closer to the girl, clinging to her as he moaned, feeling her pussy lips winking against his fingers, the man quickly began to lose himself in the moment. Needing more than just a little fondling to make his fantasies come alive, the raccoon turned to the cub, planting a few kisses on her lips before gently pushing her onto her back on the mattress, splaying her legs open as he hiked her skirt up. Laying down, Lily watched as the man's head disappeared between her legs, moaning and draping one leg over his shoulder as she grabbed onto his hair with both hands, gasping as she felt his snout pressing against her wet slit, quivering as she went deeper in on the role she'd assumed as the man's daughter, 
“D… daddy~!”
Biting her lip with a big smile, feeling the back of the van heating up as she watched the girl squirming around on the mattress, Caroline couldn't resist the temptation to get off as well. She didn't want to crowd the cub putting on a great performance for their client, instead just sitting back as she pulled her pants down to her thighs, revealing that she wasn't wearing any panties underneath, moaning quietly as she pressed two fingers into her pussy, fingering herself right behind the man's back, in view of her little protege. Worked up and brimming with lust, imagining the filly as his own young daughter, the raccoon grabbed onto her thighs as he nuzzled his face right up to Lily's equine mound, taking a deep breath of the wondrous scent of a horny little girl as his dick leaked all over the bedsheets, bringing back many fond memories of sniffing his kid's panties in secret, 
“Oh, Cassie~”
The man sunk his tongue right between Lily's pussy lips, digging deep into her cunt as she thrust up against his muzzle, rolling her head from side to side as she squeaked, experiencing getting eaten out for the very first time, 
“Daddy, it tickles~!”
Hungrily devouring the preteen pussy, his eyes closed as he fantasised it was his daughter yanking on his ears and moaning wildly as his tongue flicked into the wet slit, the raccoon lapped at the mare's mound as the back of the van quickly grew heavy with the scent of passionate sex, the glasses sitting skewed on his nose fogging up as he panted hard. 

Digging his tongue deeper and deeper into the squirming cub's cunt, drinking her sweet sap as she howled and wrapped her legs around his neck, the raccoon nearly blew his load right onto the mattress just from grinding and humping against it while eating the girl out. Not wanting to waste his money on just some tonguing, the man pulled his muzzle out from Lily's crotch, kneeling over her instead while the foal was still on her back, giving his dick a few pumps as he eyed up the juicy slit glistening with saliva. Before the client could go any further however, he felt a tap on his shoulder, turning around to see Caroline grinning while holding a condom out towards him, her other hand still between her thighs as she handed the rubber over, 
“Easier to clean up. And her parents probably wouldn't appreciate it if you knocked her up~”
Taking the condom, ripping open the wrapper and rolling it over his twitching shaft, the raccoon quickly focused back on the girl just waiting for his manhood, laying his tip over her pussy lips and grinding against her for a moment as the equine huffed, letting her juices thoroughly coat the condom as the tip already begun to fill up with his precum. Taking the young mare in missionary, the air filled with the scent of both horny ladies, the man slowly pushed inside of Lily, gritting his teeth as the moaning girl's tight walls squeezed around his shaft, her hand at his chest, not to hold him back but to grab at the collar of his cardigan and to yank him deeper inside of her as she squealed, 
“D… daddy, I want it all~!”
With a grunt, the raccoon planted his girth balls deep inside of the little horse, barely staying hilted inside of her for more than a second before he was already thrusting into her again, pounding at the tiny prostitute hard enough to rock the van from side to side as both of them moaned in ecstasy. Proudly watching her protege taking her first cock, perfectly servicing the client and adjusting to fit his fantasies, Caroline sat back with a satisfied smile, rubbing at her clit, certain she'd be able to teach the girl to be as big of a perv as she was. 

Fucking the little filly, leaning down to kiss and nibble at her neck as she moaned into his ear, cradling her like she truly was his daughter, the raccoon tried to make the heavenly moment last as long as he possibly could, though the man couldn't stretch it out forever, not with how well the cub was milking him. Hammering at the equine harder and harder, laying down on top of her and pressing their bodies together, the man gasped for air as he balanced right on the edge. Lily could see that the client was close, so close, and only needed a little something extra to push him right over the edge, something that the cub knew she could provide, whispering into his ear while he was buried balls deep in her pussy, 
“I love you, daddy~”
With a shudder and a groan, the raccoon came hard, filling up the condom as he continued to hump the young prostitute under him, his cock twitching deep inside the filly as he pumped the rubber full. Feeling the man cumming inside of her, even if just in a condom, Lily was taken over the finish line as well, hugging the man tight as she leaned her head back and whimpered, cumming over his shaft, soaking her skirt and panties. Out of breath, the raccoon laid on top of the girl for a few moments longer, his tail quivering every time her snug walls clamped down around his sensitive girth, squeezing a few additional drops out of his dick, nearly causing the inflated condom to leak. Panting, the man pushed himself off of the equally winded filly, likewise pulling out of her, watching as the filled up condom sagged with the big load he'd pumped inside, slick with the girl's juices. Sliding the used condom off of his cock and tying it off not to make a mess, the raccoon grabbed a few napkins to clean off his dick as well as his pants, having gotten slightly splashed by the mare's climax. Purring happily as she licked her fingers clean, Caroline zipped her pants up at the same time as the drained client, giving the man a grin as he turned around to leave, slipping out of the van and back to his car without saying a word. Lifting her head off the mattress, too spent to do much else, Lily wheezed as she looked over at her mentor, 
“So… how'd I do?”
The cat giggled, 
“Well, I'm betting you've got a repeat customer, pretty great for your very first day~”
“My… first day?”
Caroline sat down next to the cub, helping her sit up, staring at the mare's juicy pussy with a smirk, 
“We earned well, and I can loan this van pretty much for long as I want to, so we can do this as much as you'd like~”