After School Delight: Two's a Party

by Darkest Dungeon

Rating: mature
Tags: Rumble, Slice of Life, Flitter, My Little Pony: Friendship is Magic, Romance, Sex
Length: 5008

Rumble get caught masturbating by Flitter. 'Punishment' ensues.

It's Saturday, and Rumble's at it again. Unfortunately for him, it seems his foalsitter, Flitter, decided to stop by to check on him. Caught in the act and embarrassed beyond belief, Rumble is positive there's no way for this to turn out for the better. Right?

Published 2016-11-11 16:30:01 UTC
Last updated 2016-11-11 16:30:01 UTC

In Which Flitter Helps Rumble Pass the Time

Rumble laid on his stomach, breathing heavily with his flank in the air. It was a nice flank, accented by a matching pair of white long socks and panties. Pink bows adorned the cuffs of the socks and the hips of the underwear. The panties were pulled to the side, exposing his small colthood, which had a white ribbon tied snugly about the base. Pink ribbons were also tied in his mane and around the base of his tail.

Lying across his bed, Rumble gasped for air, his face flushed. A musky aroma filled the room, the masculine scent tickling the young colt’s nose and causing a faint feeling of thrill to well up in his chest.

The bed sheets beneath him were splattered with the results of his recent activity. A faint buzzing came from his flexing tailhole. A black cord emerged from the pucker and ran down to a small remote that lay beside him on the bed. Every few seconds Rumble’s raised tail would twitch, dragging the hairs across his back.

Slowly coming down from his high, Rumble moaned before falling sideways onto a pillow with a faint ‘poof’. He just laid there, enjoying the glorious afterglow.

It was Saturday afternoon, and he had once again found himself home alone. The weather team in Canterlot had been down a few pegasi for the week due to an outbreak of feather flu and it had been Thunderlane’s day to go help out. As such, he wouldn’t be home until late in the evening, leaving Rumble to himself. With his homework finished and the latest boss in ‘Sugar and Haven’ beaten, he was in need of some other way to pass the time.

Needless to say, he found a pretty good alternative.

Having finally managed to catch his breath again, Rumble laid on the plush pillow and enjoyed the feeling of the small bullet that was still vibrating in his tailhole. It was set on the lowest setting, the weak vibrations tickling and stimulating his inner walls gently. While the feeling was not very pleasurable, it was enough to cause his loins to begin to stir, and his member started to peek from its sheath again. The tip brushed against the soft material of the underwear, and he moaned softly.

Already preparing himself for round two, Rumble pushed himself up into a seated position on the pillow...

...only for somepony to knock upon his bedroom door.

Rumble froze, his entire body stiffening in shock. His pulse skyrocketed even as his heart lodged itself firmly in his throat. It felt like a bucket of ice water had just been dumped over his head. Thunderlane couldn’t be back already; he was supposed to be in Cloudsdale!

The knocking came again, followed this time by a familiar feminine voice.

“Rumble, are you home?” Flitter asked.

At the sound of her voice, Rumble’s heart rate increased even further. It wasn’t Thunderlane; it was worse.

“Rumble?” Flitter asked again, knocking for a third time. “Are you there? Thunderlane asked me to check up on you while he was in Cloudsdale.” In a quieter voice she mumbled, “He doesn’t have school today, does he? No… no, it’s the weekend.”

Rumble’s ears splayed back and he mentally kicked himself. He had totally forgotten that it was Flitter’s day off. Of course Thunderlane would ask her to come over to look in on him. Normally he wouldn’t mind Flitter coming over to hang out, but now was the worst possible time for her to visit. Especially considering what he was currently wearing. Oh, this was bad. Bad bad bad bad bad.

Unable to move, Rumble could only watch in horror as the handle jiggled before the door swung slowly open. A concerned Flitter stuck her head into the room and glanced around. “Rumble? Are you in—” Upon seeing Rumble, she froze. Silence fell over the room as the pair stared at each other with wide eyes.

After a few long, awkward seconds, Flitter snapped out of her shocked state.

“R-rumble?” she asked. “What are you…?” She trailed off, her nostrils flaring wide. Slowly, a deep blush spread across her face even as she continued to sniff the air. It took Rumble a few seconds to realize what it was she was smelling. His eyes flicked down to the bedspread, which in turn drew Flitter’s attention as well. As her gaze landed on the cum-soaked sheets, she gasped. “Y-you… that… were you…?”

Unable to speak, Rumble just let out a high-pitched squeak.

Flitter’s eyes roamed over his attire, and her brow furrowed.

“So, that’s where our missing clothing went,” she muttered to herself.

Rumble’s ears folded back in shame, and he wished that the bed would just suddenly open up and swallow him whole. He had been caught red-hoofed in the worst possible way imaginable. Flitter couldn’t have just found the box under the bed or something like that, oh no. She just had to walk in on him while he was wearing the clothing.

He felt like he was going to be sick.

Flitter continued to stare blankly at him for a few more moments before sighing.

“Rumble, how could you?” she asked. “First of all, you know that it’s not nice to steal from others, and secondly, this?” She waved a hoof at him, and his attire. “I don’t even know what to say about this. I… I’m very, very disappointed in you right now.”

Rumble’s ears splayed back as tears began to well up in the corner of his eyes.

Sighing again, Flutter shook her head.

“Come on, get up,” she said sadly.

Swallowing thickly, Rumble rolled onto his stomach and crawled to the edge of the bed, circling around the mess he made earlier. The sight of it no longer sent shivers of pleasure through his body; instead, all he felt was shame. He jumped down onto the floor, only for the remote to clatter down as well, the vibrating bullet still inside of him.

Flitter stared down at the remote. “Is… is that my… Oh, you are in so much trouble, mister.”

Rumble stared at the floor, tail tucked firmly between his legs.

Flitters tsked. “Follow me.”

He nodded weakly and walked over to the cardboard box beside the bed. As he began to disrobe, however, Flitter held up a hoof.

“Uh-uh. Leave them on,” she said, her voice surprisingly firm.

Rumble paused, giving her a confused look. “W-what?”

“You heard me,” she said. “Leave them on. You are going to… actually, you know what?” Her eyes drifted over the contents of the box and, walking over, she pulled out the small white dress within.

“Put this on,” she said, tossing it to him.

“W-what?” Rumble repeated.

“Put it on,” Flitter said again, her tone becoming cool, almost annoyed. She pointed at the dress with a hoof. “We’re going to teach you a lesson here.”

Confused (and unfortunately a little aroused), Rumble did as instructed. He had never seen Flitter talk like that before, and if she was getting upset, then he had really messed up. It was probably best to just do as she said. Hopefully she wasn’t too angry.

Slipping the dress over his head, he pulled it down about his barrel. It was a simple thing, just a plain white sundress with frill around the hem. It was long enough to cover his flanks and cutie mark, but short enough to tease his thighs.

As he finished putting on the dress, Flitter slid the top back on the box. Scooping it up, she placed it on her back between her wings.

“Alright, march,” she said, pointing at the bedroom door.

Rumble gulped before scuttling forward, only for the remote to drag along the ground, tugging on the bullet in his plot. Cheeks alit with shame, he reached back to remove the toy, but the remote was quickly snatched up by Flitter.

“Uh-uh. I said leave it,” she said. Grabbing the dial, she turned the setting up to the halfway mark. The sudden increase in the vibration’s intensity caused Rumble to yip, and his member twitched inside the confines of the panties. He gave her a bewildered look, unsure of what was going on. Why had she turned the setting up higher?

Ignoring his looks, Flitter wrapped the cord around the remote before lifting the skirt of the dress and tucking said remote into the waistband of the underwear. Letting the dress fall back about Rumble’s flank, she pointed towards the open door again. “Alright, now march. Down the stairs.”

He squeaked before doing as instructed, cantering out the door and down the hall. It was hard going down the stairs, as the vibrations in his plot caused his back legs to wobble unsteadily. Whenever he paused though, Flitter nudged his back gently with a hoof. It was in this manner that she eventually directed him to the front door.

Pushing the door open, Flitter motioned outside. “Go on. Out.”

Rumble stood frozen, staring wide-eyed out the open door.

“W-w-what?” he finally managed to choke out.

“Get moving,” Flitter said, before pointing at the box on her back. “I’m returning this stuff to my house, and you’re coming with me. We’ll talk about your punishment there.”

“B-but… but I’m…” Unable to speak properly at the moment, Rumble just gestured weakly towards the dress he was wearing.

“Oh, I’m well aware,” Flitter said in surprisingly cold tone of voice. “That’s part of your punishment. You wanted to play dress up? Well, now you can play dress up. Now, get going, or else I might have to inform Thunderlane of what you’ve been up to.”

Rumble’s heart thundered in his ears, and his legs began to tremble uncontrollably. Flitter wanted him to go outside… dressed like this? Dressed in filly clothing? With a vibrating toy in his plot? Everypony would see him! Everypony would know his secret, and he’d never be able to go outside again for fear of being made fun of. It was embarrassing, humiliating…

...so why was the thought of it beginning to excite him?

Confused about what he was feeling, he tried to take a step back, but Flitter’s wing snapped out and stopped him. Moving quickly, she pulled a ribbon from the box and, with deft work, mussed up his mane before placing the ribbon about his forehead almost like a headband. Before he could register what was going on, she then pushed him out the door and onto the sidewalk.

Upon realizing that he was now out in the open for all to see, Rumble’s body stiffened and his legs locked up. Before he had the chance to start panicking though, Flitter pushed him along.

“Come on,” she said. “Don’t just stand there. You’re blocking the path.”

Moving on autopilot, Rumble stumbled down the road in the direction he was bumped. After a few meters, Flitter moved to walk beside him. She kept him walking by occasionally brushing his back with a wing, though her legs were longer than his, so he had to work to keep pace with her. All the while the bullet continued to vibrate inside of him, shifting uncomfortably about as he trotted along. Every so often it brushed against a delightful bump inside of him, causing stars to flash across his vision.

Rumble’s heart rate was through the roof as he was forced down the road. He was very much aware of his current attire. With every step he took, the panties rode up a little bit further, tugging on his member in an alarmingly pleasant way. Already he was beginning to peek through his sheath again, his member leaking pre-cum like a faucet. It oozed through the panties and dripped upon the ground, leaving a faint trail of arousal in his wake. The only thing stopping everypony from seeing his erection was the dress. It fluttered in the breeze, the material brushing against his coat yet, thankfully, hiding his embarrassment.

It also didn’t help that Flitter appeared to be taking the long way around. She led him down crowded street after crowded street, and it was clearly a miracle that nopony had called him out yet. They stared at him though, a fact that horrified (and, once again, unfortunately aroused) the young colt. He noted that the looks he was receiving were not ones of shock or outrage, but merely curious, sometimes surprised looks. Several of the younger stallions even did double takes as Rumble hurried past. He tucked his tail firmly between his legs and clenched his thighs together in the hopes that nopony would catch sight of the bulge in the panties caused by his member and balls. A weird, fluttering feeling welled up within his chest, and within the confines of his underwear, his member twitched excitedly.

Why did this situation excite him so much? And why did he feel pleased every time he caught a stallion staring at him with wide eyes? Were they appalled at what they were seeing? No, no, that couldn’t be it. Several of the colts his age had weird, almost hungry, looks in their gazes.

Rumble was pulled from his confused musing when he caught sight of something metallic glinting out of the corner of his eye. Glancing about, his eyes widened when he saw what it was. Flitter was walking slightly ahead of him, and every once in a while her tail would flick to the side, exposing her privates. The glint was coming from a metal piercing that was located (if he remembered Cheerilee’s anatomy lesson correctly) on her clitoris. Every few steps, the bump would pop out of its folds, exposing itself and causing the metal to flash in the sunlight.

The sight caused him to become even more aroused, and his member strained within his underwear, begging to be freed.

Ashamed and with face completely flushed, Rumble glanced away before Flitter caught him staring. The last thing he wanted to do was make her even more upset.

They had just reached the street Flitter’s house was located on when a voice finally called out. “Hey, Flit? Who’s your cute friend?” A group of pegasi were perched on a nearby cloud and were watching the two as they walked down the road. The one who had spoken up was a stallion with light blue coat and yellow mane. He was eyeing Rumble with visible interest. his ears perked.

Rumble froze, even as Flitter turned to look at the speaker.

“Hey, Sparks,” she called out. “This is my cousin. She’s visiting from Van Hoover for a day or so.”

“Didn’t know you had a cousin,” Sparks said, “and a pretty one at that.” His gaze intensified and he licked his lips. “So, good lookin’. Are ya single?”

Rumble squeaked. He had heard the noise he had just made before; it was usually whenever a filly in his class spotted a stallion or mare they were crushing on. He had never expected to make the sound himself though, and he was unsure of how to respond. His breaths came in short gasps, and his back legs were trembling slightly even as his member twitched sporadically within his panties. He felt like a piece of meat under the stallion’s gaze… and, unsure of why, he found that he liked the feeling a lot.

It made him feel… pretty.

As Rumble was working through his inner turmoil, Flitter tsked loudly.

“Single or not, she’s too young for you, Sparks,” she called out before draping a wing over Rumble and steering him up the pathway to the front door of her house. As the door closed behind them with a ‘snap’, Flitter breathed a sigh of relief. “That was a close one.” Ignoring the catatonic Rumble, she moved further into the living room and slid the box off her back, onto the coffee table. She started to make her way towards one the adjacent rooms, but paused upon noting that Rumble hadn’t moved from his position in front of the door.

“Rumble,” she said, causing his eyes to snap to her. When she had his attention, she pointed at the couch. “Sit. I’ll be back in a second to… discuss your punishment.”

Weakly, Rumble nodded his head before slinking over to the couch and taking a seat. As he plopped down on the cushion, the vibrator still buzzing in his plot made itself known by bumping up against that weird spot deep within him again. He gasped, and more pre-cum spurted from the tip of his member. Not that he noticed though, as the front of the panties were already soaked with the slick fluid. He half-contemplated taking it out, but stopped when he remembered that Flitter had told him to leave it in. Until she said otherwise, he wasn’t risking making her more upset.

As he sat there, he could hear Flitter rummaging around in the next room, which just so happened to be her bedroom (she liked living on the ground floor, as she had a small window box garden she tended to). After a few seconds, her voice drifted through the doorway. “Now, I know that it’s common for colts your age to become curious about the opposite sex, and while I’m happy to see you're enthusiastic about exploring such things on your own, you can’t go around stealing other ponies’ stuff.” There was a pause, and Rumble could have sworn he heard a faint ‘click’ come from the room, as if something was being buckled. “Not only is that illegal, but it can send the wrong message to any potential mates you might have in the future.”

“I was just curious,” Rumble muttered, staring at the floor. Tears began to well up in his eyes again.

“I know, hun,” Flitter sighed, “but you can’t do stuff like this.” The sound of approaching hoofsteps reached his ears, but he didn’t glance up; he didn’t want to see the disappointed look on his favorite foalsitter’s face. Her hooves came into view as she stopped in front of him. “Besides,” she continued, “if you were curious, I’d have been more than happy to teach you. You just had to ask.” The last word came out in a purring whisper, the sound causing Rumble’s heart to flutter. Unable to help himself, he glanced up only to find Flitter giving him a smoldering look.

“F-Flitter?” he asked, his voice cracking. Swallowing thickly, he opened his mouth to speak, but was interrupted when Flitter put a hoof to his lips.

“Shhh,” she breathed, using said hoof to slowly push Rumble backwards until he was propped up against the back of the couch at a weird angle. He laid there, watching her with his bottom lip trembling slightly as he tried to figure out what was going on.

Still smiling that teasing smile with hooded eyelids, Flitter reached down and began to slowly stroke something beneath her barrel. From his position, Rumble got a good look at what she was playing with, and the sight of it made his eyes widen in both shock… and arousal. She was wearing a black strap-on, the harness wrapping snugly around her waist and crotch. The member itself was molded after a stallion’s cock, the facsimile’s head flaring slightly. It was a bit on the small side, but that didn’t matter much to Rumble. A weird feeling began to well up in his chest, and his entire body suddenly felt hot.

Flitter continued to stroke the fake penis slowly as she smiled down at him.

“I hope you’re ready,” she breathed, “cause you’ve been naughty.” Giving the rubber shaft one last rub, she then positioned herself so that the black member was in front of Rumble’s muzzle.

“And naughty fillies get punished,” she finished with a purr.

Rumble stared at the fake stallionhood before him with wide eyes, his mind completely blank. After a few seconds, Flitter shifted her hips forward, booping his nose with the flared head.

“Last chance to back out, Rumble,” she said softly, her voice surprisingly calm.

Rumble blinked in surprise at her words. She was giving him a way out, but upon contemplating it, he found he didn’t want to back out. The sight of the rubber stallionhood sent electric tingles across his body, heightened by the feeling of the dress against his coat. He wanted this. He wanted this badly.

Swallowing nervously, he leaned forward and gave the head of the strap-on a tentative lick. The taste wasn’t as bad as he had been expecting, but it still tasted rubbery. He gave the head another lick before placing his mouth over the flare and sucking on the black material curiously.

“Good filly,” Flitter cooed before suddenly placing a hoof on the back of his head, startling him. He jerked his head up, only for Flitter to forcefully push it down, sliding more of the fake stallionhood into his mouth. She didn’t push it all the way in though; just enough so that she was sure he had a good mouthful. With that, she began to move her hips, working the member in and out of his mouth in slow, steady thrusts.

“Better get it nice and wet,” she muttered into his ear. “You’re gonna need it in a minute.” A shiver ran down his spine at her words and, closing his eyes, Rumble did as instructed. His own cock twitching in the panties, he whimpered as he began to move on his own. His tongue stroked the underside of the member, caressing it with each bob of his head. A rhythm was quickly established, as Rumble pumped his head forward in time with Flitter’s thrusts. His saliva soon coated the rubber cock, dribbling from around his lips and foaming up near the base of the member.

Flitter moaned weakly before her hips gave a shuddering thrust to meet his lips.

“G-good filly,” she groaned. “There’s, unf… the strap-on’s designed to… h-heh… to tease my c-clit with each move—ah—movement!” Her haunches shook again before she gave an exceptionally hard thrust. Rumble gagged slightly as the tip of the flare touched the back of his throat, but he didn’t stop bobbing his head. The soft, wet slurping sounds he was making was only turning him on more, and with the vibrator still going in his tailhole, he was currently in pure bliss. His saliva dripped from the member whenever he drew back, a trail of it running down his chin.

After about a minute of this, Flitter’s hips suddenly quivered and twitched. Rumble’s eyes flew open as a sudden burst of sweet-tasting fluid squirted from the tip of the member. What the—?

“Mmm, like it?” Flitter mumbled as the muscles in her hips flexed again, sending another spurt of liquid into his mouth. “The, unf… the device has a bulb that goes into my marehood and can be filled with any liquid desired. By squeezing it with my muscles—” another glop sprayed across his tongue “—I can force the liquid out the tip. It comes out in b-bursts, and it’s at body temperature, s-similar, ah… to a real stallion.”

Rumble moaned, slurping at the liquid that was filling his mouth and coating his tongue in the rich flavor. It was thick, almost like a watered-down honey.

“It’s a special blend Cloud and I came up with,” Flitter huffed. “It’s, heh… it’s safe to drink.” Without waiting to be told twice, Rumble swallowed.

“I think that’s enough of that,” Flitter said before slowly backing off, dragging the slick strap-on out of Rumble’s mouth with a soft ‘pop’. She motioned to him with a hoof. “Roll over onto your back.”

He did as instructed, awkwardly splaying his hind legs open as he shifted about. Flitter waited for him to get comfortable before moving forward and shifting the panties aside with a hoof, exposing his pucker. Grabbing the vibrator’s cord, she began to slowly pull the bullet free. Rumble squirmed and mewled as the vibrations slowly moved up his tailhole until the vibrator reached his pucker. With one final tug, the vibrator fell from his plot and landed on the floor.

“There,” Flitter said. “Now… to get you ready.” Stepping forward, she stepped halfway onto the couch, her forehooves straddling Rumble’s barrel. She smirked down at him before leaning in for a quick kiss. It lasted barely a few seconds before she broke it and, reaching back with a hoof, positioned the head of the strap-on against Rumble’s pucker.

“I’m, uh… gonna lube you up, okay?” she said softly. She scrunched up her face, and her hips flexed. A glob of the gel-like liquid leaked forth from the head of the strap-on, smearing itself over his tailhole. Flitter shifted her hips about, prodding his entrance carefully as she worked the liquid into his pucker, slicking it up.

Satisfied with her work, Flitter pushed the tip of the member up against Rumble’s entrance. Letting go of the shaft, she instead grabbed a hold of the colt’s plump cheeks.

“Just relax,” she breathed huskily before, with a grunt, pushing forward.

Rumble’s breath caught in his throat as he felt the head of the member slip inside of him. The flare slid slowly deeper, spreading his insides wider than the bullet ever could. There was some minor discomfort, yes, but the wonderful pressure from the stallionhood certainly made up for that.

Flitter worked her hips about in small jerks, slipping more and more of the strap-on inside of him until, unexpectedly, her hips bumped up against his, the rubber cock buried fully inside his tailhole. She paused, allowing Rumble to adjust to the shaft now spreading his insides. He was breathing heavily, his eyes closed as he took in the alien (yet not unwelcome) feeling.

“Ready?” she asked softly after a few moments. Rumble hesitated before nodding once. “Here we go…” Slowly pulling her hips back, Flitter dragged the member out of Rumble until only the flared head remained in. He whimpered at the empty feeling left behind by the retreating intruder, but it didn’t last long. The flare had barely begun to spread his pucker again before Flitter suddenly thrust forward, slamming herself into his flanks with a delicious-sounding ‘slap’. She repeated the action again, nearly pulling all the way out of him only to thrust back to the hilt in one quick stroke. Again and again she bucked her hips, and soon the room was filled with the huffing and puffing of the two ponies, as well as the loud smacks of Flitter’s hips hitting Rumble’s rump. The scent of sex and musk hung on the air, driving the two further down the path of lust.

As Flitter worked the rubber shaft about his tailhole, Rumble felt his muscles clenching on the pounding member. This caused Flitter to gasp and groan.

“Y-yes,” she hissed, her pace increasing. “K-keep, unf… keep flexing like that. I can feel… feel it in my c-clit, gah!” Shivers of pleasure raced down her spine, and she paused with the member fully in Rumble’s plot in order to grind herself against his flank.

“Ah, Rumble… I needed this,” she muttered as she heaved her hips back. Rumble’s tailhole clamped down on the escaping cock, trying to pull it further into his depths. Feminine squeaks and moans escaped his lips as he rocked back and forth with each thrust.

With a grunt, Flitter buried the strap-on to the hilt again before suddenly darting forward and locking lips with Rumble. Her tongue slipped into his mouth, caressing and licking his teeth and tongue as she humped feverishly against his plot. Rumble’s back arched, his chest pushing up against hers and he wrapped his forelegs around her neck. The pair moaned into each other’s mouths as they rutted one another.

Suddenly, with a ‘pop’, Flitter broke the kiss and gasp. “Rumble, I… I’m getting… ah!” She redoubled her speed, her humping becoming shaky and uncoordinated. The flare of the member began to scrape against Rumble’s inner walls, and with each thrust it brushed against that sweet spot inside of him. Unable to stop himself, Rumble moaned before clamping down on the pistoning member, his ass jerking. The movement caused the strap-on to dig right into the spot hard, sending both ponies over the edge.

They clung to each other as waves of ecstasy crashed over them. Within the panties, Rumble’s colthood jerked and kicked, the protruding head sending white strands of cum splattering across his and Flitter’s chest. Likewise, Flutter’s marehood clenched down hard on the bulb inside of it, sending jets of heated liquid deep into Rumble’s tailhole. Though he couldn’t feel the strap-on move, nor could he feel the liquid painting his insides, he could feel the warmth it brought spreading through him. Both ponies groaned into each other’s mouths as they continued to ride out their orgasms.

Flitter ground her hips against Rumble’s flanks as she slowly came down from her high. Breathing heavily, she collapsed across the colt’s chest, although she was careful not to put her entire weight on him. She kept the strap-on inside him and just laid there, enjoying the afterglow. Slowly, her eyes opened and she gave him a loving look, not that Rumble really noticed, still lost in the haze of bliss. He stared blankly up at the ceiling, low moans escaping his lips with each shallow breath.

A small smile touching her lips, Flitter reached up with a hoof and gently brushed strands of mane from his sweaty face.

“Good filly,” she mumbled before giving him a kiss on the cheek. With that, the two just cuddled on the couch, the smell of sex still thick in the air. As Rumble began to doze off, he thought to himself:

Not a bad way to spend a Saturday.

Author's Note

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