“There you are!” Pinkie bleated, scampering in and giving ‘Lil Cheese a hug. “I hope you’re not going to miss us too much.”
Rearing back, he wrapped his forelegs around her neck. “It’s ok, Mom! I’m sorry I can’t come with you to the Canterlot bake-off, but I’ll be ok – after all, you got me the super-duper, bestest foalsitter in the whole wide world!”
As she broke their embrace and took a small step back, a conspiratorial grin split her features. “You’re not going to give him a hard time ~ are you?”
“Oh mom -” he began, giggling and innocently batting a hoof, “if anything, you have to worry about him giving me a hard time…”
“Honey Buns, the train is going to be leaving soon!” his father called out, prompting him to release his mom.
“Coming!” Pinkie cheerfully shouted. Shifting her attention back to her curvy colt, she brought her muzzle to his ear. “You really do like him ~ huh?”
With his fluffy mane waving over his face, he nodded enthusiastically. “Mmmhmm! He’s just so loving, and kind, and big,” he sighed, his heart fluttering in his chest. “I’m just happy we’ll have the whole weekend together!”
“I’ll see you Sunday night. Be good!” she chipperly noted, turning to the exit.
Grinning from ear to ear, he scampered up beside her and pecked her cheek. “No promises…”
“Well be good and don’t do anything I wouldn’t do,” she remarked, trotting out the door. “I’ll make sure the doors are locked when we leave. Just be a good colt and do whatever he says!”
“I will!” he shouted, waving as she disappeared from view. “Have fun!!!”
Lingering within his room, having already bid his father goodbye not an hour earlier, he busied himself with tidying up - not because there was any real reason to clean, but because he wanted to make good and darned sure his parents were gone. He’d been waiting for this weekend for what felt like forever, and the excitement was about to kill him. Three days - three entire days alone with his tall, charming, and wondrously naive coltfriend.
In truth, he didn’t technically have a coltfriend, but he was hellbent on making his foalsitter his official lover - official in that, though they’d fucked a number of times, their relationship was currently questionable and delectably clandestine. Humming cheerfully to himself, musing on just what he was going to do once his chaperone arrived, he trotted out the door, into the hallway, and toward the living room. Though it had only been about ten minutes since his mom and dad had left, he had preparations to make.
It was only after he’d done a tour through his house, ensuring the windows were closed, blinds drawn, and doors locked that he proceeded back to his room. He wasn’t sure exactly when his temporary caretaker would arrive, but he wanted to make sure he was ready. As he trotted into his chamber, his eyes settled on the bottom drawer of his dresser. While it wasn’t terribly common for colts his age to wear much of anything, his parents had been gracious and supportive enough to let him get several specialty garments made for himself.
He had no idea if his dad was blissfully ignorant or simply chose to ignore the type of little stallion he was, but he wasn’t about to do anything to tip his hoof on the matter. With a skip in his step, stopping just before his bureau, he opened the bottom drawer and reached to the very back of the compartment. There weren’t many clothes he’d managed to get by himself, since it wasn’t like he had a job, but his newest purchase was one of them.
With his tongue pursed between his lips, having withdrawn the garment, he precariously balanced on three hooves while he pulled a neon pink thong up his thighs. It wasn’t every day that he gussied himself up in such a wildly scandalous fashion – on the other hoof, it wasn’t every day his would-be coltfriend was going to pay him a visit. With the elastic band of the g-string pinching his supple flesh, disappearing into the cleft of his sublimely plump ass and hugging tightly to his little package, he straightened up and grinned.
In a great many ways, he considered himself a very, very lucky colt. His parents, Pinkie and Cheese Sandwich, were aware and supportive of his somewhat unique tastes, he had more friends than he could shake a stick at, and he could get as many sweets as he wanted from the Sugarcube Corner bakery, but those paled in comparison to the biggest, best, bipedal part of his life. Simply put, the strapping young human who’d all but literally fallen into his life had won his heart.
Stepping over to a standing mirror by his dresser, he inspected himself. He really wasn’t bothered that he was a bit pudgy, nor that his endowment was relatively small – if anything, he liked those facets of himself. Whereas many colts and stallions strived to be big, well-built, and masculine, he preferred the polar opposite. Shooting his reflection a wink and a grin, he leapt from moved to and reached beneath his bed.
Donning the undergarment was only the first part of his little trap - the next step would be what hopefully sealed the deal. As his hoof brushed against the soft exterior of his secret weapon, he smirked. Rarity hadn’t questioned why he’d made such a bizarre and admittedly rather suggestive order, nor what his intentions with it were, but she’d manufactured it perfectly. Pulling his prize from under his bed, he contentedly sighed.
Lost to his lustful thoughts, he was wrenched back to the present by a subtle sound from the front of the house. Either his parents had forgotten something and come back or his sitter had arrived much earlier than he’d anticipated, but the former seemed far more plausible than the latter. Kicking the pillow back under his bed, he uneasily crept into the hallway and peeked at the foyer.
Opening and knocking on the door, his hackles raised, Anon peered into the home. He really, really shouldn’t have agreed to look after Cheese for another weekend, given what happened the last time he’d cared for the impish colt, but Pinkie was a friend and he needed the extra cash - that and he’d made sure to gird his metaphorical loins before going over to their house. As he crept inside, seeing no sign of the tart, he scrunched his snout.
He’d half-expected to walk in and find Cheese lying in wait for him, possibly wearing something raunchy to get him riled up - mercifully, that didn’t seem to be the case. Closing and locking the door behind himself, he cautiously moved into the living room and looked for his lecherous charge. Though he considered announcing himself, he kept his lips sealed and stayed on high alert.
The Pie family home was disarming and almost dangerously inviting, smelling of fresh pastry and colorfully decorated, but he knew good and god damned well it was a trap. While Pinkie Pie and Cheese Sandwich were both upstanding, if not somewhat peculiar ponies, they’d somehow given birth to a plump little succubus. As he slowly worked his way through the living room and to the back of the house, listening for any signs of life, his thoughts wandered.
Several months prior, he would have never guessed he’d do the nasty with a stallion - then again, that was before he’d encountered ‘Lil Cheese. While it wasn’t like he associated with many colts or fillies, he’d quickly learned that Pinkie’s kid was one of the most perverted ponies he’d ever had the misfortune of meeting. Suppressing a shiver, remembering all too well how he’d been enticed by the curvy little hussy, he ignored the growing tent in his pants.
Sadly, weakened by an extraordinarily protracted dry spell and the colt’s sumptuously fat ass, he’d ended up doing the deed with Cheese on several occasions. Despite their fooling around being legal, something he still had trouble wrapping his head around, his problems with the little short-stack had gotten progressively worse. Time after time, again and again, the young pony had coaxed him into ever-deeper depths of depravity.
“Cheese,” he called out, glowering down at his treacherous erection, “I know you’re here. I just passed your mom and dad on the way over.”
He’d made a solemn vow to himself to remain composed, to do little more than supervise the colt for the next few days, even if his subconscious laughed at his pledge of chastity. As he peeked into the kitchen, seeing no sign of life, he knit his brow. No matter what underhanded or seductive tactics the colt may employ against him, he was not going to be wooed by Cheese’s adorable face, juicy flank, incredible backdoor, or…
“Cheese,” he growled, cursing his libido. “I swear to Celestia, you better not be setting up booby traps.”
“But I don’t have boobies!” Cheese bleated from down the hallway.
Anon’s head whipped toward the noise, realizing it had come from the colt’s room. Though there was no guarantee that he wasn’t about to get ambushed, he took some solace from knowing where his charge was. Strolling down the short corridor, glancing into Pinkie’s chamber, he came to a halt before Cheese’s door.
Rapping upon the wooden surface, hearing the sound of movement from within, he cleared his throat. “I’m coming in. Don’t try anything funny.”
Waiting several seconds for a reply that never came, he turned the knob and opened the door. He’d hoped to find Cheese studying or working on homework, possibly while adorned in some slatternly leggings or a marish undergarment, but what he found left him at a loss for words. Resting in the middle of the floor, straddling a body pillow that just so happened to have a picture of himself wearing nothing but a pair of boxers, the colt wantonly bucked and bounced against the exceedingly inappropriate dakimakura.
He’d seen and experienced all sorts of wild shit over the years, but finding Cheese gyrating on a body pillow of him caught him completely off guard. “W…what…”
“Oh Anon,” Cheese groaned, rolling his hips back and pressing his chest to the cushion beneath him, “I’ve been waiting so long for you to get here.”
His placement was perfect and the timing of Anon’s entry couldn’t have been better, but he was far from finished with his obscene display. Arching his back and lifting his chest, he reached back and pawed at his doughy rump with a forehoof. If the man had been stunned by the spectacle of him humping a pillow, he couldn’t wait until his tall, big-dicked friend got a look at his goods.
Sure enough, as if drawn to the sight, Anon’s eyes wandered to the cleft of his ass and the supple pucker that rested therein. He’d had the forethought to take a shower before his parents had left, thoroughly cleaning himself in preparation for his sitter’s arrival, so his winking, pre-lubed backdoor was primed and ready for action. Gnawing his lip, he invitingly flexed his backdoor and giggled.
“Anon,” he purred, swinging his hips from side to side, “how about you come over here and - H…Hey!”
Before he could finish speaking, the man took a step back, pulled the door closed, and abandoned him to his lonesome. Considering everything they’d done with one another, including some really raunchy, stealthy stuff while in public, he’d hoped Anon would take the bait and jump on him - unfortunately, for whatever reason, that didn’t happen. As he got his hooves under himself and cantered to the exit, he scrunched his snout.
“You don’t want to play with me?” he bleated, chasing after the man.
Reaching the intersection at the end of the hallway, Anon turned to the kitchen and glared over his shoulder at the pursuing colt. “Where the hell did you even get that pillow?”
Rushing to catch up with his guest, Cheese only slowed when he reached the man’s side. “Oh - uh - Ms. Rarity made it for me.”
“Remind me to have a few words with her later,” Anon grunted.
Proceeding into the living room, he flopped onto the couch with an exasperated sigh. It was bad enough to know the colt was almost obsessed with him, yet finding out Cheese had procured a very suggestive pillow of him toed the line of what he could endure. Pinching the bridge of his nose, immediately regretting his choice to look after the young pony, he felt the sofa shift beside him.
“Listen,” he began, preempting any further attempts at seduction, “I’ve had a long week, I’m tired, and I really wanted to just hang out with you this weekend. The last thing I need is for you tempting me to fuck your brains out again - I mean, I’m not even gay.”
He’d avoided mentioning it before then, having not found the proper time or place to bring it up, but it was true - he really did consider himself straight. Regardless of his floundering and beleaguered heterosexuality, constantly reminded that Cheese, the only pony he’d had a roll with, was a colt, he wasn’t exactly comfortable with the tryst. With his face buried in his hands, he felt something lightly tap his thigh.
“Anon?” Cheese softly asked, causing the man to peek down at him.
Straightening up in his seat, Anon quirked a brow. “Yeah?”
“Um -” the colt murmured, uneasily looking away, “what’s gay?”
“I…” Anon trailed off, struggling to comprehend what he’d just heard. “Wait, you don’t know what gay is?”
Cheese shook his head, his fluffy mane swaying back and forth, as he gazed up at the man. “Is…is it something bad?”
“Just…just give me a second,” Anon groaned.
Clamping his eyes shut and rubbing his temples, he tried to calm himself. How in the ever-living hell was Cheese old enough to be legal but ignorant to what being gay was? He was aware of several same-sex couples in Ponyville - for fuck’s sake, Lyra and Bon Bon were married and practically lived across the street, so it didn’t make a lick of sense that the colt was that clueless.
As Cheese wriggled up to him and nonchalantly massaged his thigh, he slowly exhaled. “Being gay is when you’re attracted to someone who’s the same sex as you.”
“Ooooooooooooh,” Cheese reverently gasped. “Wait a second, if that’s what being gay is, how aren’t you gay?”
He hadn’t figured his gullible act would work, yet Anon’s flustered and exasperated expression was as clear as day; as stupid as it may have sounded, the big, gullible guy actually thought he didn’t know what being gay was. Fighting to keep himself from smiling, he kept his eyes glued to the man’s face.
“Because I don’t like guys - er - stallions - I mean colts or stallions,” Anon explained.
The colt’s inquisitive smile faltered, his lower lip quivering, as he pushed himself away. “So you don’t like me?”
“I like you ~” the man replied, “just not like that.”
Averting his gaze, Cheese turned away and laid down. “Oh…”
Anon clenched his fists and screwed his eyes shut, practically kicking himself for having opened his mouth. Cheese may have been remarkably forward and exceedingly licentious, but he wasn’t by any means a bad colt. Extending his arm and opening his hand, he softly patted the little pony’s flank.
Refusing to look at the man, Cheese loudly sniffed. “I…I thought you wanted to…Nevermind…”
His tone was measured and his every movement calculated. Though he may not have looked like it, appearing like some innocent, naive thing, he’d always had a way of getting what he wanted. It had been almost laughably easy to bewitch the man into carnal action, but that was just the means to an end. His ultimate end game, whether Anon realized it or not, was to get something more than just a friend with benefits.
“What is it?” Anon quietly inquired, keenly aware of how soft and warm the colt’s thigh was.
“It’s just that, well,” Cheese mumbled, peeking over his shoulder at the man, “I was hoping you’d be my coltfriend.”
His mouth going dry, Anon locked eyes with the colt. Though he’d had suspicions that Cheese had feelings for him, he hadn’t broached the subject before; for all he’d known, the lewd little colt had simply been acting on hormonally driven impulses, having fun with his budding sexuality, but that apparently wasn’t the case. Unsure of what to say, he rubbed the back of his neck with his free hand.
If he was being completely honest with himself, there was nothing stopping him from officially dating Cheese. The colt had a good heart, was fun to be around, and was practically a nymphomaniac - that said, he’d never considered courting a guy before. As he hung his head, his annoyance was gradually replaced by introspection. Would dating a little stallion really be that bad?
For starters, he and Cheese had a number of similar interests; they both enjoyed gaming, comics, and the same sort of movies. Secondly, though he was loath to admit it, he couldn’t deny that he was attracted to the colt. Something about the short pony’s curves, ample backside, and adorable face rubbed him in ways he didn’t think possible, leading to the his third and final point - the sex.
To say that the handful of times he’d ended up fucking Cheese were fun would be a galling understatement. Not only was the shapely pony easy on the eyes, but he had an ass and muzzle that would put most porn stars to shame. While it was fair to say he wasn’t a philanderer, only having had a handful of sexual experiences before finding himself in Equestria, Cheese was leagues better than anyone he’d ever had the good fortune of bedding.
Seconds passed into minutes, silently processing the circumstances, before he came to a rather jarring conclusion; aside from his personal reservations, he struggled to find an argument against courting Cheese. They were both single, interspecies and same-sex couples were quite common in Equestria, and they enjoyed one another’s company - in short, the only thing holding him up had been himself.
Blowing through pursed lips, he lifted his head and glanced to the colt’s face. “If I was your coltfriend, and that’s a big if, what would that involve?”
“Well,” Cheese hummed, getting to his hooves and turning to face his guest, “I don’t see how it’d be any different than it is now. We have fun together ~ right?”
Anon nodded. “Yeah.”
“And I think you like spending time with me,” the colt added.
“Yeah…” the man replied.
Stepping forward, placing his forehooves onto his guest’s thigh, Cheese beamed up at Anon’s face. “Then there ya go - in fact, it’s almost like we’ve been dating for a while.”
The look on Anon’s face was priceless, a mix of hesitant acceptance and apprehension. Success was in his grasp, he was about to get his wish - all he had to do was push the man just a bit further. Knowing exactly what he had to do, he closed his eyes, craned his neck upward, pursed his lips and held his breath - after all, sealing the deal with a kiss would be a dream come true.
Anon had fully assumed that things would take a lecherous turn at some point in the day, possibly shortly after arriving - what he hadn’t planned on was grappling with an end to being single. He and ‘Lil Cheese were different in a great many ways, from their age and appearance to their species, but that didn’t mean he couldn’t give a relationship a shot ~ did it? Reluctantly pushing his misgivings to the side, he leaned in and softly pecked the colt’s cheek.
“Nuh-uh,” Cheese tutted, cracking one eye open. “On the lips - it has to be on the lips.”
As Anon shifted and locked lips with him, causing his heart to flutter, he struck. While he had wanted a kiss on the lips to elevate their relationship to the next level, he couldn’t bring himself to stop with just a simple peck. His head shot forward, his tongue plunged into the man’s mouth, and he gave a light buck of his hips, while a soft groan escaped him.
Completely dumbfounded, it took Anon a moment to wrap his head around everything that was happening - a problem the baser, more primal parts of his brain didn’t struggle with. One hand shot to the colt’s head, his fingers sinking into the soft, pink, fluffy mane, while the other grasped and squeezed the little pony’s backside. Heaven help him, he really was a lost cause.
With little more than a well-made argument and a bit of tongue, his fate had been sealed. There he was, his manhood growing harder by the second, making out with his coltfriend - the very colt he was being paid to look after. Feeling Cheese hump against his belly, only then becoming aware of just how worked up the pony was, he reared back and broke their kiss.
“Just a little more,” Cheese whined, his lips expectantly puckered.
Briskly lifting and setting his diminutive host to the side, Anon got to his feet and brushed his hands. He knew himself well enough to realize, if he stayed frenching the colt, things would quickly get out of hand - as such, getting some breathing room was the only reasonable course of action. It wasn’t that he regretted the kiss, but he’d rather not set a lewd president so shortly after arriving.
With a sweet, grassy flavor dancing over his tongue, he moved toward the kitchen. “Maybe later. You want something to drink?”
Cheese excitedly hopped between two of the cushions of the sofa and nodded. “Oh! Some chocolate milk would be super-duper great!”
Watching the man disappear from sight, he sank to his haunches while a twisted grin split his muzzle. As overjoyed as he was to have a coltfriend, he wouldn’t be totally happy until they’d consummated their newly proclaimed relationship with something a little more steamy than a kiss. Sliding back to one corner of the couch, he patiently waited for his lover to reappear.
Having taken a carton of milk from the fridge, Anon mechanically fished into the cupboard for a tin of chocolate mix. In spite of the silver linings to suddenly finding himself taken, he felt certain that the future wouldn’t be all sunshine and rainbows. Pinkie and Cheese Sandwich would undoubtedly figure out that their beloved son was dating the one and only human in Equestria, his coworkers may question him about courting a colt, and he’d more than likely be accosted with even more affection from Cheese than usual!
As he stirred the two glasses of chocolate milk, he attempted to console himself by looking at the benefits of having a paramour. Aside from the fact that he could and most definitely would continue getting his dick wet, the prospect of a bit of romance was thrilling - sure, Cheese wasn’t exactly the most mature pony he’d ever met, but going out for dinner or outings as a couple would be nice. While it may have been silly, given that he didn’t see much changing between them, he looked forward to having a special somepony in his life.
Smiling to himself, carrying a glass in each hand, he turned and proceeded back into the living room. “One chocolate milk for my…”
The words died in his throat, as his eyes settled on the sofa - specifically the raunchy display on the sofa. Holding a fetlock in each forehoof, with his tush angled directly at him, Cheese’s backside and package was put on full display. Glancing between the colt’s face and winking, glistening pucker, he felt his manhood twitch.
“If I said I wanted a kiss somewhere else,” Cheese cooed, reaching down between his thighs to caress his backdoor, “would my big, strong coltfriend turn me down?”
As if the sublimely inviting sight of the colt’s rump wasn’t enticing enough, the honeyed words and heavily lidded, emerald gaze were the icing on the cake. If there was one mistake he’d made about Cheese from the get-go, it was how persuasive the pony could be. A sinful whisper or flirtatious wink were just as, if not more prone to get him worked up than looking at the marish young stallion’s little dump truck of an ass.
Crossing to the sofa, setting the glasses of milk down on the coffee table he passed, he sank to his knees beside the couch. He wouldn’t be surprised if the whole coltfriend thing was all part of an elaborate scheme, a ploy to coax him into yet another amorous bout, but he was too turned on to give it much thought. They’d fucked at least a dozen times in the past, and he could guarantee they’d fuck plenty more in the future, so his he saw little point in delaying the inevitable.
Slowly, fixating on the heavenly rump before him, he forward and inhaled through his nose. It had come as an arousing shock to discover how incredible Cheese smelled, like a combination of sweet melon and candy, but the colt’s backside - saints forgive him, the colt’s ass was downright ambrosial. With the alluring, musky scent filling his sinuses, he buried his face between the pony’s buns.
“Yeah,” Cheese whispered, gyrating his hips, “really get in there…”
There was something intoxicating about getting a creature so much larger and stronger than himself wrapped around his hoof. Small and pudgy though he was, he’d managed to woo Anon with almost no effort, though he did wonder if that was because of his short stature and plump appeal, the man’s proclivities, luck, or some combination of the three. Unsure if he’d ever get a real answer, he thanked his stars and decided to enjoy himself. Peering past his meager colthood, he met the man’s gaze and gnawed his lip.
Without breaking eye contact, giving a small grunt of satisfaction, Anon extended his tongue and licked his needy hole. While there was no real need for the foreplay, considering he was lubed up and ready to get rutted, but he’d be darned if he was going to stop the stud from warming him up. As he raised his waist, feeling his backdoor being gently suckled upon, his rigid little tool leaked pre-cum onto his tummy.
He’d never been a huge fan of jacking off, preferring to plow the cum out of himself with a dildo, and his stance on the matter had only grown stronger since he’d first gotten lucky with Anon. The feeling of being rutted, bent over and bred like a mare in heat, was far, far better than getting off using his dick. In his heart of hearts, to the very core of his being, he was the definition of a bottom bitch - a title he took no small amount of pride in.
Closing his eyes, Anon plunged his tongue into his mate’s soft, fleshy donut. It should have been possible for an ass to taste so god damned good, but Cheese’s rear was like fine cuisine. Salty, sweet, and just the slightest bit tangy, exotic flavors danced over his palate, fueling his desire and causing his blood to run hot. At the end of the day, after everything was said and done, he had one rather substantial consolation - a fine ass was a fine ass, and his pint-sized paramour had one of the nicest he’d ever seen.
Lowering one hand, he steadily loosened and unfastened his belt. It would be foolish to think that either of them would be satisfied with just foreplay, even though he hadn’t planned on getting frisky so shortly after arriving, so he saw no point in trying to pretend they wouldn’t be going at one another like a pair of horny dogs before long. Pulling his pants open and freeing his cock free, he halfheartedly stroked himself while feasting his lover’s succulent rump.
Though Cheese couldn’t quite see what Anon was up to, he felt sure the man was playing with himself - a fact he was all too quick to exploit. “For someone who’s not gay, you really like having your face in a colt’s tushie.”
Releasing his hind legs, he rested his thighs to either side of his mate’s head. There was a darn good chance he was playing with fire, poking at what was allegedly a touchy subject with Anon, but he couldn’t help himself. Eager for more, hoping to provoke the man, he slid off the edge of the couch, lowered his waist, and dragged his package over his mate’s face.
“If you want to, you can even play with my thingy,” he giggled.
With Cheese’s tiny coin purse pressed against his lips, eye to eye with a very hard, albeit laughably small stallionhood, Anon paused. For the briefest moment, the blink of an eye, he was tempted to launch forward and give the throbbing length of colt flesh a lick, but he abstained. Though the day may come when he threw in the towel and put a dick in his mouth, that wasn’t this day. Knitting his brow, prying the pony’s legs free, he rose to his full height.
“Mine’s bigger,” he hummed, flopping his comparably gargantuan tool against his mate’s petite prick.
Cheese’s eyes widened, his jaw hung open, and a strand of drool crept past his lips, as he stared down at the absolutely massive manhood draped atop him. No matter how many times he saw Anon’s junk, the sight was always inspiring. With a rounded tip, seemingly made to rearrange a pony’s insides, the imposing cock utterly dwarfed his endowment.
“You want it?” Anon pressed, languidly bucking his hips.
Unable to look away from the dick sliding over his groin and belly, Cheese nodded. “Y…yeah…”
Shuffling back just a touch, Anon drew the head of his length past the colt’s package, down his taint, and to the saliva-slickened backdoor. There was only so much teasing and fucking around that he could endure, and he’d crossed the threshold of what he could bear several minutes ago. As he playfully prodded Cheese’s silken, winking hole, he smirked and grabbed the little pony’s fetlocks.
He could have drawn things out, teased or possibly made his lover beg, but he was too excited to get started himself. His aching manhood was so hard that it practically hurt, demanding he take action. Able to control himself no longer, he slowly drove his hips forward and sank into Cheese’s hot, inviting depths.
“Oh fuck,” Cheese groaned, rolling his head back.
As much as he would have liked to watch Anon, the sensation of being filled took precedence. He may have owned a toy or two that were a bit bigger than the man’s dick, yet they paled in comparison to what his lover afforded. Every little detail of the moment was incredible, from the warmth radiating through him to feeling the veins on his stud’s shaft, and the knowledge that they were now an item made the experience all the more amazing.
Inch after wondrous inch slipped into him, until Anon’s weighty nuts bumped against his tush. Lifting his head and peeking down at himself, seeing a subtle bulge within his tummy, he shivered in delight. Despite being on the heavy side, the disparity of their sizes allowed him to see just how full of cock he was. Entranced by the sight, only vaguely aware of the man reaching toward his groin, he whimpered when his lover twisted his teat.
“Up here,” Anon chuckled. “I want you to look me in the eyes when I -”
Click
The pair froze, both hearing the unmistakable and terrifying noise from the front door. The fact that someone was just outside was alarming, but the fact that whoever was at the entryway had a key was downright pants-shitting. Like two deer in the headlights, all they could do was stare in abject horror as Pinkie Pie saw herself in.
“Would you believe you need two tickets for a couple - I mean, isn’t that silly?! It’s not like I’m married to Cheese Sandwich or…” she fell silent, as her eyes settled on the debauchery in her living room.
“M…Mom?!” Cheese bleated, thrusting his forehooves downward to cover his leaking colthood.
Petrified, Anon swallowed hard. “I…I can explain!”
Not only had he been caught with his hand in the metaphorical cookie jar, but he’d been caught by none other than Cheese’s mom - the very pony who’d entrusted him to look after the colt. Breaking into a cold sweat, the gravity of the situation clashing with the divine sensation of his mate’s depths around his shaft, he watched as she stepped closer. This was it, the moment that would ruin his life forever, and there was nothing he could do to save himself.
Pinkie’s eyes wandered from her son’s stuffed hole up to the man’s face, her brow creasing. “Anon, I’m very disappointed in you…”
“I…I know…” Anon mumbled, hanging his head in shame. “It’s just that -”
“You don’t even have a collar on him!” she interrupted, dashing away and down the hallway in a flash.
“Mom!” Cheese shouted, seeing her depart. “Could you please give me and my coltfriend a bit of privacy!”
Still balls-deep in the colt, Anon glowered down at his lover. “I thought she was supposed to be gone!”
“So did I!” Cheese hissed. “What’re we supposed to do?”
“Fuck if I know!” the man sputtered. “What was she saying about a -”
“I’ve got it right here!” Pinkie exclaimed, reappearing with a pink choker and matching lead held over her head. “If my little stallion is anything like his mama, he’s gonna want it rough.”
Watching her prance over and nonchalantly affix the collar and lead to her son’s neck, Anon threw his hands up. “Wait wait wait - you’re saying you’re totally ok with me porking your kid?”
“Porking - Snrk -” she snorted, dismissively batting a hoof, “anyway - why wouldn’t I be? It’s not like it’s any secret that he’s head over hooves for you!” Anon and Cheese glanced at one another before she continued. “Please, it wasn’t that hard to figure out. ‘Oh, Anon, you’re so big! Harder, big bro!’ - that sound familiar?”
Cheese’s ears flattened, as he looked up at Anon with an apprehensive smile. “I might have named a dildo after you…”
“Seriously?” Anon huffed.
“Like you’re one to talk!” Pinkie continued, slapping the man’s ass while trotting behind him. “If I hadn’t come in when I did, I bet you’d be going to town on him already,” she hastily added.
Before Anon could speak - hell, before he could even think of what to say, she grabbed his hips and shoved. The forced thrust took him and Cheese by surprise, though his mate did stifle a whorish gasp from the sudden move. Peeking over his shoulder at her, confused as all get-out as to what she was doing, a startling realization settled upon him. She wasn’t just content to have caught them in the act - no, she wanted a front row seat.
“She can’t be serious ~” he groaned, shooting Cheese a desperate glance, “can she?”
Cheese rolled his eyes and scrunched his snout, giving a small nod. “Yeah…Yeah she is, so we might as well pick up where we left off.”
In one of the rarer moments of his life, Anon wasn’t sure what to do. On one hand, for some fucking reason, he was still rock-hard and ready to get some much-needed relief - on the other, railing out Cheese in front of his mom wasn’t exactly on his bucket list. Feeling the colt constrict around him, seeing the lustful look in his lover’s eyes, he gulped.
“Just one question,” he croaked, looking between them. “You are going to leave eventually ~ right?”
“Asatively posolutely!” she chirped. “I got a ticket for the next train, so I’ll be heading off a little later this afternoon. Don’t worry, you two love birds will still have all weekend to yourselves.”
With a particularly strong squeeze of his stuffed behind, Cheese drew the man’s attention back down to him. “It’s not like I wanted Mom to be here, but since we’ve already started…”
As insane as it sounded to Anon, Cheese had a point. The cat was out of the bag, Pinkie apparently already knew of her son’s infatuation with him, and it wasn’t like she seemed disturbed by seeing her baby boy with a cock lodged in his ass. Withdrawing a fraction of his length, watching the snug pucker clinging to his shaft, he steadied himself and gave a thrust, then a second and third, until he was unhurriedly humping away. What should have been an exceedingly awkward situation was hastily mitigated by one small factor - just how incredible it felt.
His eyes drifted closed, as he fixated on his pleasure. Little by little, plunge after plunge, his wariness about having an unexpected and unwanted audience faded, until he’d all but forgotten about Pinkie entirely. This was a special moment, something for him and his pint-sized coltfriend to savor, and he wasn’t going to let the voyeuristic party pony ruin that for him - at least that’d been his intention. A shuddering, throaty sigh to his side caught his ear, causing him to reflexively glance over.
Lounging in the corner of the sofa, her legs obscenely spread, Pinkie pawed at her winking, meaty marehood while watching the show. To find her not only observing but openly masturbating to the sight of her kid getting screwed was equal parts confusing and arousing, though it was that latter element that increased the speed of his bucking hips. Slipping a hand under Cheese’s behind, he lifted the small pony and altered the angle of his thrusts ever so slightly.
With pre-cum drooling from his colthood, Cheese’s eyes rolled. Anon’s big dick was a marvel in and of itself, and the man knew just how to use it. Rhythmically clenching and relaxing his pucker, milking his stud on the backstrokes, he writhed in place. It wasn’t like he had a problem taking a more active role with carnal affairs, but nothing quite beat taking the submissive role of a cock-sleeve.
Kicking his hind legs outward, he locked his fetlocks around Anon’s waist. “H…harder…”
“Harder what?” Pinkie quipped, shattering his bliss. As he looked over at her, she threw herself forward and rested her cheek on his belly. “Anon,” she continued, reaching up and handing him the end of the leash, “he might have a Dad, but I think he’d be much better behaved if he had a Daddy.”
Anon slowed and took the length of leather from her grasp, feeling a shiver run up his spine. The big brother talk he was occasionally subjected to from Cheese was hot, far hotter than it had any right to be, but the mere mention of being called Daddy set his pulse racing. As if sensing his thoughts, Cheese lightly moaned two words that shook him to his core.
“Harder, Daddy…”
No sooner had the lilting request left the colt’s lips than his mind ran rampant. He’d had no idea he had such a fetish, yet the evidence was irrefutable. Spurred onward, the fires of his passion roaring into an inferno that threatened to consume him, he pulled on the leash and pounded into his lover. Whereas Cheese Sandwich was undoubtedly an amazing father, he was going to be a very loving and domineering Daddy.
Cheese grunted with every thrust, his body swaying forward and back on the cushion, while he slipped into a nirvanic stupor. If he’d known that Anon had such a scandalous kink, he would have used it to his advantage ages ago! Only vaguely aware of his mother shifting atop him, her face mere inches from his battered, stretched hole, he howled when she abruptly kissed and lightly bit down on one of his tender nipples.
The additional stimulation, paired with the taboo of having his mother take a taboo part in the intimate act, sent him skyrocketing toward release. Squirming in place, trying and failing to shove her away, he fell into a rapturous haze. Had his mom not gotten involved, he would have been able to last much, much longer - regrettably, between her inclusion, the collar around his neck, and having provoked Anon’s domineering side, his endurance was a mere fraction of what it would normally be.
“I…I’m gonna…” he sputtered, writhing and trying to stave off the inevitable.
Feeling the tremor in Cheese’s thighs, the spasming pucker around his pistoning length, and hearing the colt’s hitched voice told Anon everything he needed to know. Quickly but gently pushing Pinkie to the side, plowing away with reckless abandon, he bent forward and deeply kissed his mate. Irrespective of their voyeuristic guest, he wasn’t about to let his coltfriend go wanting.
As he frenched his little lover, feeling warm, watery cum coat his stomach, he reined himself in and slowed - not because he wasn’t enjoying himself, but he wanted Cheese to savor the climax as much as possible. The gratification of bringing someone to orgasm was one of the best things in the world, but the fact that he was able to do so with his coltfriend, a guy, somehow made it even thrilling. Pulling back, leaving a glistening strand of saliva connecting their lips, he stared into his lover’s eyes.
Heaving air into his chest, Cheese summoned his strength, reached up, grabbed Anon’s head, and locked lips with the man again. He would have been happy to simply get plowed into a coma, yet the kiss as he peaked was like a taste of heaven itself. Seconds passed with their tongues entwined, until he recoiled and drew a breath.
Overwhelmed with ecstasy, ecstatic that he and the man were now more than mere friends, he gave voice to something he only then came to realize was true. “Sweet Celestia, I love you…”
Anon was speechless. He’d figured that Cheese liked him, but he would never have guessed that the colt cared for him that deeply. While he was well aware that the admission may have been driven by no small amount of lust, he felt certain that there was a kernel of truth therein. Opening his mouth to speak, a split second before he could reply, Pinkie grabbed her son and pulled him into a hug.
“That was super-duper sexy, but you should have waited until after he’d cum to tell him that!” she endearingly tutted, unsheathing her son from Anon’s length and ensnaring him in a hug. “If my little baby bottom bitch is going to be the mare in the relationship, he’s going to have to make sure his stud is always left satisfied ~ isn’t that right, Anon?”
Though Anon had been slightly annoyed by the interruption, the sight of Cheese draped chest-to-chest atop his mother, with the colt’s gaped, winking ass pointed up at him, made up for the inconvenience. Stepping to the side and grabbing his diminutive mate’s waist, getting into position, he plunged into Cheese’s tush and started fucking once again. He could address the emotional depth of his newly minted relationship after he’d gotten his rocks off, and maybe once Pinkie had left - for the time being, his main concern was breeding his lover.
Cheese’s tush rippled with each hammering blow of his hips, the view of his manhood pounding the colt’s hole was incredible, and the sounds of marish mewling and groans was like a sinful symphony. In every conceivable way, Cheese was a delight for the senses - heck, he could still taste the colt’s sweat on his tongue! Inspired, losing himself to a primal lust, he gradually fell into a frenzy.
On and on he went, his throaty grunts and heavy breaths mingling with his mate’s noises of delight, as he steadily approached his limit. It had been almost a month since they’d gotten frisky, not since the colt had spent a week with him, and he’d been ruined because of it. Ever since he’d first gotten lucky with Cheese, masturbation didn’t compare.
“K…keep going, Daddy,” Cheese panted, peering up and over his shoulder at the man. “Breed me, please!”
The desperate plea struck Anon like a gong, allowing him to comprehend something that had been bubbling beneath the surface for quite some time - he and Cheese were practically made for each other. Like two mismatched parts of a whole, they complemented one another in almost every way. His coltfriend reminded him of how fun and carefree the world could be, while he served to keep them relatively grounded; an odd match, but a strong one all the same.
Crossing the point of no return, the drumbeat of Plap Plap Plap filling his ears, he set his jaw and struggled against the growing tide of bliss. Pinkie watched him intently, likely sensing that he was about to blow, as she held her son steady. As his balls pulled taut to his groin, sending their load through his pulsing shaft, he met his limit and came.
Though Cheese had just cum a few minutes prior, the influx of seething, thick seed surging into him made him instantly climax a second time. He brayed to the heavens, leaking what little jizz he had left onto his mom’s stomach, while his insides were bathed in Anon’s essence. The pleasure of his spontaneous orgasm was as amazing as ever, but the joy of being claimed and all but knocked up by his stud was indescribable.
Heaving air into his lungs, he looked up to his mother’s face. “T - Cough - turn me over,” he rasped, shakily trying to move.
Pinkie simply smiled and nodded, obliging his request and helping him flip onto his back. Turning over with a massive dick lodged in him wasn’t the easiest thing, but between his mom’s and, having apparently heard him, Anon’s help, he was able to manage just fine. Gazing up at his lover, he wearily beamed when the man leaned forward and pecked his cheek.
“I love you too,” Anon breathed in the colt’s ear.
The confession was everything Cheese could have dreamed for and more. Reaching up and hugging the man’s neck, he felt a tear roll down his cheek. The sense of oneness he felt at that moment was singular, like something out of a storybook, and he knew he’d remember it for the rest of his days. Kissing the man’s forehead, he pulled back and lost himself in his lover’s eyes.
“Gosh ~ I didn’t know you two had it that bad for each other,” Pinkie reverently noted, running her hoof through her son’s afro-like mane. “It might be a little premature, but if you two eventually need a party planner - particularly a wedding party planner, I’d be pleased as punch to help.”
For the briefest instant, Anon had a mental flash of Cheese trotting down an aisle, adorned in a snow-white bridal gown, while carrying a bouquet of flowers. It may have been a premature fantasy, one borne of his post-climax euphoria and the happiness of having a genuine lover, but the thought was both heartwarming and arousing. Straightening up and awkwardly rubbing the back of his neck, he felt his cheeks turning red.
“We’ll - um - we’ll keep that in mind,” he muttered, shooting a reluctant smirk to the mare.
Rubbing his cum-filled belly, basking in the warmth permeating through him, Cheese tittered to himself. “If we did get hitched, I’d be sure to wear some garters, leggings, and a choker for my big, studly hubby.”
“Ooooooooooooh ~” Pinkie excitedly hummed, “I’m sure Rarity would love the chance to make an extra sexy bridal dress!”
Images of Cheese in lacy negligee danced through Anon’s head, sending blood surging to his semi-rigid cock. Even if their relationship didn’t move past dating, he made a mental note to write his lover’s sizes down. Reaching down and carefully wriggling his hands under the colt’s back and behind, he cradled the little pony against himself and turned away.
As much as he’d like to stay and wax poetic about the future with Pinkie, he needed to get them cleaned up. “I’ll be back in a bit.”
Waving excitedly, Pinkie hopped from the couch and trotted to the kitchen. “I’ll make a few snacks for you two before I leave.”
Carried through the house and into the bathroom, Cheese kept his eyes glued on Anon’s face. The passionate exchange had been fantastic, touching and exhilarating, but there was something he needed to know. Clearing his throat and drawing the man’s attention, he closed his eyes and steadied his nerves.
“Did you mean it?” he asked, as the man sat down on the edge of the tub.
Reaching over and turning the tap, setting the water to warm, Anon nodded. “Yeah…Yeah I think I do…”
As the basin filled behind them, the two drifted closer and passionately kissed. The future for them was a mystery, but they took comfort knowing that fate had brought them together for a reason. Perhaps they really would get married someday, maybe they’d simply date for years on end, or they might just choose to stay friends - regardless of their status, they knew they made one another happy…
