The First Steps Down

by Some Leech

Rating: mature
Tags: Rumble, Sex, My Little Pony: Friendship is Magic, Porn, Fetish
Length: 3714

Rumble, after his encounter with Zecora's cousin, begins to develop certain urges. His newfound tastes lead him down a rather curious road...

After his run in with Zibari, Zecora's cousin, Rumble is left with a growing thirst that only a stallion can quench. Heading to Rarity's shop, he hopes to procure a few items to accentuate his feminine side and, if he's lucky, perhaps help him lure in a stud.

Kinks include: Foalcon, Feminization, Crossdressing, Solo, Large Sex Toys, Musk, and Incestuous Thoughts

This is sort of a transitionary story and, while it may not have Rumble interacting directly with another stallion, is somewhat crucial for what's in store for him later.

Sex tag added because of what he does to himself...

Art is by the incredible PussPuss

Published 2018-07-11 20:20:06 UTC
Last updated 2018-07-11 20:20:06 UTC

A Long and Silken Road

“Mmmph...mmmph...mmmph,” Rumble quietly whimpered, rhythmically pistoning his rump backward as he impaled himself on his dildo. He’d used it more and more often as of late. It had been a gift from Zibari after their encounter. What started as an occasional session had, over the last few weeks, turned into a nearly daily ritual. The colt found himself daydreaming about muscular stallions and all manner of salacious situations while in class, at times being berated by Ms. Cheerilee for not paying attention to his studies. On days like that, Rumble would rush home and barricade himself in his room to fuck himself senseless while telling Thunderlane that he was studying.

“Oh Zibari,” Rumble groaned, reaching down with one hoof to stroke his stallionhood while he continued to violate himself with the zebra’s gift. Nearly hilting the sex toy, the colt waggled his hips, enjoying the sensation of the sculpted medial ring as it massaged his prostate. Biting his lip, the little grey pony’s movements became feverish. Working his length in one hoof, Rumble closed his eyes, imagining the hulking zebra who had rutted him in Zecora’s hut. The thought was enough to push him over the edge. His hips bucked and shuddered as his tail-hole clamped down around the silicone horse cock. He blew his load on the floor as a strikingly feminine whimper escaped his throat.

On shaky legs, he stepped forward, allowing the toy to flop from his abused hole while staying affixed to the wall. Looking down at the mess he made, Rumble sighed; it never felt as good as that first time with the zebra. Reaching back, he ran one hoof around his tender, and still slightly gaping, ass. The toy that Zibari had given him was almost as big as the zebra’s own stallionhood but it just wasn’t the same. Actually having the dominant stallion holding him, his muscular frame a paragon of masculinity, was a part of the experience he missed dearly. Not to mention the intoxicating and heady musk the zebra had. By Celestia, he’d gotten off to the memory of just blowing the stallion on multiple occasions.

He still had almost half a vial of the lubricating potion that Zibari had given him, although he hadn’t needed to use it nearly as often as he first had. His once taught backdoor had quickly adapted to the regular abuse the colt afforded. On several occasions, the saliva left on the dildo from Rumble having fellated it was enough to get the job done as he slid it into the dark flesh of his tush. His desires to be with a larger stallion had grown maddeningly strong but he just wasn’t sure he could follow through with going out and finding somepony that easily.

For starters, Rumble was still relatively young and he wasn’t sure how many stallions would be into that sort of thing. Secondly, Ponyville wasn’t all that large and, unless he was careful, word would get out about his predilections for older, beefier ponies. Lastly, and most importantly, he didn’t even know how, or where, he could catch the eye of a stallion.

Rumble pouted, cleaning up his mess and toy before stashing it under in a box he kept in the back of his closet. Trotting over to the bed, he flopped onto its soft surface. His pucker still throbbed slightly but the feeling was bitter sweet. On one hoof, he was temporarily satisfied but, on the other, he yearned to feel a stallion filling him with seed. Hearing Zibari grunt as he was bred, the zebra’s hot breath on his heck, the taste of the stallion’s sweat, there’s no way some paltry sex toy could compare to that type of experience. Just the memory of the situation had caused Rumble to grow hard, even after having satisfied himself so briefly ago.

Resigning himself to a shower, Rumble trotted off to the restroom. There had to be some way he could get that feeling back, of servicing a dominant male in every way imaginable. As he stepped into the warm and refreshing water of the shower a memory surfaced. Zibari had mentioned that many stallions were into effeminate males and suggested getting something to accentuate his marelike features. Looking back at his broad hips and plump derriere, Rumble had to admit, he could probably pass for a small mare without too much effort. It was at that moment, a plan started to form. Rumble did have a fair amount of bits stashed from his allowance so he could probably visit the Carousel Boutique and get some girly clothing.

Toweling off, the colt steeled his resolve. It was only mid afternoon and, if he was lucky, the boutique wouldn’t be too busy. Galloping into his room, Rumble gathered up his savings before heading out. He knew if he waited too long he’d second guess his decision and likely not follow through with it. So, fueled by his lust and craving for a stallion’s affection, he made his way towards Rarity’s shop.

It only took him a few minutes to reach his destination, the boutique being a short distance from his home. Opening the door, and stepping inside, the first thing Rumble noticed was just how good it smelled. The entire shop had a delicate floral bouquet, almost as if somepony has lightly applied perfume to the various displays and clothing racks. He wasn’t sure exactly where to start looking, the floor was littered with mannequins in various outfits along with bins of different apparel. Wandering around for a few minutes, Rumble soon found himself in the a section full of undergarments and negligee. The colt gulped, surveying the sea of lace as silken cloth.

“May I help you darling?” a voice called out from behind him, nearly giving the colt a heart attack.

Whirling around, Rumble found miss Rarity smiling warmly down at him. “Oh, uh, no. No, I’m fine, just browsing,” he awkwardly answered, trying not to look directly at her.

“The stallion and colt section is on the opposite side of the boutique dear,” Rarity commented, gesturing with a hoof towards the stallion’s wear area.

Thinking fast, Rumble came up with an alibi. “I’m, well, looking for something for my cousin. Her birthday is coming up and I wanted to get her something nice,” the little grey colt said, hoping the unicorn would buy the fabricated story.

Rarity’s eyes went alight and her smile widened. “You simply have to let me help then. Why, between the two of us, she’ll be the most beauteous filly in town! You have her measurements I presume?” Rarity asked, cocking an eyebrow expectantly.

“She’s, um, about my size,” Rumble blurted.

“And does she have any preferences for her garments? Dresses? Skirts? What color is her coat? How does she wear her mane? Come now darling, I can’t do this by myself!” the unicorn relentlessly continued, pressing the colt for answers so she could build the proper mental image of Rumble’s non-existent cousin who was to be the recipient for her clothing.

“Well, her mane is black and she wears it in a pair of short pigtails. She’s got a grey coat and she kinda likes frilly girly stuff. You know, the kind of stuff that stallions like,” he bashfully replied, seizing the opportunity to defer to Rarity’s experience on the subject.

“Things stallions like, hmmm,” the unicorn hummed, rubbing her chin in thought. “Well, a pair of striped pastel panties with a pink skirt and top are a traditional and exceptionally good choice,” she noted, trotting over to a table and carefully levitating several items while looking at their sizes. “Perhaps something like this?” Rarity said, holding a light pink skirt with white trim aloft.

“Oh wow,” Rumble softly exclaimed, his heart fluttering as he imagined himself wearing the piece.

“What’s your budget darling?” Rarity asked, neatly folding the skirt before moving to another clothing rack.

“I’ve got, um,” Rumble went about rummaging in his drawstring pouch of coins, “about forty bits.” He knew it wasn’t a whole lot but hopefully it would be enough to get him at least one item.

“Dear me, that isn’t terribly much,” Rarity sighed, “but given how little filly apparel I’ve moved recently, and that it’s as a gift, I’m sure we can work something out.” The unicorn levitated another shorter, more revealing, skirt. “So, you mentioned she’s trying to catch the eye of stallions?” she asked.

“Y...yeah, she’s been all about guys for a while. At that age I guess,” Rumble mumbled nervously, trying his best not to blush at the provocative outfit.

“Yes, I remember those days quite fondly,” Rarity mused, folding a second skirt and top, a baby blue colored pair this time, before gingerly placing it atop the first. “These would look lovely on you I think,” she chirped, magically lifting a quartet of white and pink striped socks. “Her,” she quickly corrected, turning to address Rumble, “I meant her, of course.”

“I...it’s fine and, yeah, I bet she’d like those a lot,” he muttered, his face going flushed at the unicorn’s words. He couldn’t be sure if the slip was intentional or not but, regardless, he certainly hoped she wasn’t on to his charade.

“I should certainly hope so! A mare, or filly for that matter, should do her best to look gorgeous,” Rarity said, her magic hovering the skirts, tops, panties, and two quartets of socks over to the register. “That will be thirty five bits,” she cheerfully exclaimed, holding out her hoof expectantly. After Rumble passed her the coins, she bundled up his items and tucked them neatly in one of her sales bags. As she went to pass it to him, she paused. “Oh dear, I almost forgot,” the unicorn uttered, disappearing behind the counter with the bag momentarily before reappearing. “I put something a little special in there for her,” she cooed with a wink. Something about the way she’d lingered on that final word made Rumble squirm, making him feel a bit uneasy. “Consider it a gift from Rarity,” she added, handing Rumble his purchase with a grin.

“Thanks Rarity, I knew I came to the right mare for help,” Rumble said, clamping his jaws around the carrying handle of the decorative paper bag as he turned to leave.

“You take care now Rumble, and feel free to visit if there’s ever anything I can do for you,” the mare said, waving as the colt exited the shop. Rarity chuckled to herself as she trotted back to her working area in the back. She always found it adorable when colts would come in wanting to explore their feminine side and, although she couldn’t be completely certain if he actually would, the thought of Rumble traipsing about in her finery brought a smile to her face.

As the door of the boutique closed behind him, Rumble nearly took off at a full gallop. His little grey wings unfurled as he leapt into the air, soaring towards home. The colt could hardly wait to see how he’d look in them. It didn’t take him long to get home, reducing his speed and transitioning from flight to a fast trot up to the front door. Letting himself inside, the tiny pegasus looked around conspiratorially; he knew it wouldn’t be long before Thunderlane was home. Stepping inside, and heading towards the stairs, Rumble was suddenly caught in a headlock from behind.

“And where are you going in such a hurry?” Thunder asked cheerfully, playfully giving his little brother a noogie with one hoof and causing him to drop his bag.

“Quit Thunder!” Rumble squawked, fidgeting in Thunder’s grasp as he tried to escape.

“Oh ho! And what’s this?” the large grey stallion asked, spying the bag. It had tipped on its side when Rumble dropped it, revealing the barest peek of pastel color within. Rumble redoubled his efforts as Thunder dipped a wing to inspect the bag’s contents. “Woah,” Thunder said, eying the light blue skirt which sat balanced on the tip of his feathered appendage.

“I said QUIT!” the colt demanded, elbowing his brother and freeing himself. Hopping up, he grabbed the purloined garment before stuffing it back in the bag. “Why do you have to be such a pain in the butt!” Rumble chided, stomping his hoof with indignance.

“I’m sorry bro, I was just playing,” Thunder apologized, rubbing his neck. He never meant to upset his little brother but had apparently hit quite a nerve. “I promise I won’t tell anypony,” the stallion sternly said, holding a hoof to his chest.

“W...wha?” Rumble stammered, the blood draining from his face.

“But I have to ask,” Thunder’s voice lowered as he leaned in close, “who’s the special filly?”

‘Oh thank Celestia,’ the little pegasus thought, relief sweeping over him like a tsunami. His brother thought the clothes were a gift for somepony else. “If I told you it wouldn’t be much of a secret would it?” Rumble said, gently shoving the stallion’s face away with a hoof.

“Ok, ok,” Thunder laughed, tousling Rumble’s mane. “Oh yea, I’ve got night practice this evening. I left a few bits on the table so you can pick up dinner for yourself. I figure you were probably gonna be studying again,” he continued, smiling down warmly at his younger sibling.

“You gonna be gone all night?” Rumble asked, looking up and feigning a crestfallen expression.

“Not sure really, some of these exercises go until darn near sunup,” Thunder sighed before bringing a hoof to Rumble’s chin. “Just don’t stay up too late if I’m gone, alright?” he said with an endearing little smirk.

“Sure bro,” Rumble responded, hugging his brother’s thick and muscular neck. “Be careful, ok?”

“I always am,” the large stallion cockily replied, running one hoof through his mohawked mane before he turned to the door. “I’ll catch you in the morning little buddy.”

Rumble waved, watching the Thunder trot out in his blue flight suit. He caught himself eying the sculpted glutes and quadriceps of the stallion as they rippled under the thin fabric. The slight bulge of his brother’s equipment was slightly visible under his shortly cropped tail. Rumble shook his head, trying his best to dislodge the indecent thoughts of his brother. Thunderlane was pretty big as far as stallions go and, to be fair, pretty well built as well. He knew they’d even bathed together, when he was little, but Rumble couldn’t really remember those moments all that well. All of a sudden, the colt felt himself growing hard and, as much as he was loath to admit it, it was because of his stupid sexy sibling.

Snatching up the bag, the little pegasus scampered up to his room but came to a screeching halt as he passed the bathroom. Laying in a heap, in the corner of the room, was one of Thunderlane’s flight suits that he must have tossed there the night before. Images of his brother peeling out of it, slick with sweat after a long day, crept into Rumble’s mind. He hesitantly took one step into the room, then another, ultimately finding himself standing just over the discarded uniform.

The little colt reached down and grabbed the suit before galloping off to his bedroom. Locking the door behind him, Rumble dumped the bag’s contents out on the bed and tossed Thunder’s dirty uniform on the floor. He marveled at the frilly garments that Rarity had helped him select but stopped as he noticed something else mixed in with them. Shifting one of the skirts over, the little pony revealed a vividly neon pink thong. Picking it up, Rumble noticed that the front facing patch of fabric seemed to form a cup, almost like it was meant to hold something. The young pegasus swallowed hard as his suspicions were confirmed. Rarity knew these were for him, why else would she give him a little banana hammock. He sighed, too excited to about the prospect of trying on his purchase. Worrying about Rarity, and the implications of her gift, could wait until later.

Selecting the matching pink skirt and top, Rumble slipped them on. His little wings were almost completely concealed under the stretchy fabric of the top which snugly fit around his barrel. The skirt, relatively short as it was, gave the barest peek of his plump grey posterior. Stepping into the pair of striped cotton candy colored panties, the colt pulled them up, enjoying the sensation of the silken fabric as it glided over his package. After donning his new outfit, Rumble grabbed a pink bow that sat on his nightstand; Sweetie Belle had forgotten it some time ago and he’d been meaning to give it back to her. Pulling a bit of his mane into a shaggy lock, he shrugged. He knew it probably didn’t look all that great, but it would do for now.

Trotting over to the standing mirror which sat on his closet door, Rumble’s heart skipped a beat. There, standing in the reflection, was an absolutely adorable little filly. He blushed, doing a little twirl and raising his tail to expose his rather prominent rump. Suddenly, the colt had an idea. Throwing open the closet, he rummaged around and retrieved the toy Zibari had given him. Slamming the door closed, and watching himself, he began to lick the dildo’s length. Rumble instantly grew hard at the sight of himself licking the equine phallus. Reaching back, and slipping his new panties aside, he began to rub and knead his still tender tail-hole. Just the notion of watching himself fuck the sizeable sex toy made him stallionhood start to dribble pre.

Setting the dildo down, Rumble sauntered over to the nightstand beside his bed to fetch the bottle of lube. Grabbing the vial in his teeth, he paused when he saw Thunder’s suit on the floor. Grabbing it in his free hoof, Rumble returned to the dildo and slathered it with a generous amount of slick liquid. Positioning himself so he could get a sideways view, he teased his pucker with the toy’s tip. Bearing down, Rumble sighed as it penetrated him. The colt looked over, watching in awe as the molded length buried itself in his ass. He continued, squatting lower and lower, until nearly three quarters of the toy’s length was inside of him.

Steadily, the colt began to bounce, enjoying the feeling of the broad head of the dildo as it snaked through his insides. He could feel the slick spot in his panties growing as his cock drooled continuously, straining against the fabric. The colt shifted a bit, pressing his forehooves against the floor, and realized he was still holding Thunder’s uniform.

What if his brother found him dressed like this, all gussied up like a filly while riding a giant black dildo? Would the stallion punish him or act like he hadn’t seen anything? A maelstrom of questions whirled in the colt’s mind as he thought about being discovered in the act and, for whatever reason, it excited him more than it should have. Maybe Thunder would spank him or make him shamefully finish while watching. Perhaps the stallion would make his cute little sister fellate him or, even better, rut him like a mare in heat.

Rumble’s body began to pick up speed as his arousal increased. His brother was remarkably attractive; everything from the stallion’s signature mohawk to his impressive build was wonderful. Given the two lived together, Rumble had even seen Thunder’s package and, he had to admit, it was quite impressive. Sure, it wasn’t quite as big as Zibari’s but it was pretty close. Feeling the dong’s medial ring slip past his entrance, the colt gyrated his hips, sending a shiver up his spine as the deliciously thick medial ring ground against his prostate.

As the little pegasus continued, he brought Thunder’s uniform up to his snout and inhaled deeply. The rich musk of sweaty stallion immediately filled his nostrils. “Oh Thunder, rut me! Breed me with that fat cock of yours,” Rumble moaned whorishly. He imagined his brother, powerful and strong, pressing his face into a pillow as his guts were filled with scalding hot seed. The mental image, coupled with the stallion’s scent, sent the colt soaring over the edge. The colt mewled meekly, his eyes rolling to the back of his head as his tongue lolled out of his mouth. He could feel his battered hole fitfully squeezing and convulsing around the dildo while his legs shook violently. Rumble collapsed, fully hilting himself on the prolific dong, as he involuntarily coated the interior of his panties with cum. His eyes flew open with shock and unadulterated pleasure. Until that point, the only time he’d only orgasmed once without touching himself and that was when Zibari had been railing him.

The colt huffed, rubbing his belly and feeling the imprint of the toy buried deep inside. Looking over, he smiled weakly at his reflection. Rumble couldn’t even make out his package from beneath the skirt at this angle. For all intents and purposes, he was a slutty little filly playing with her toy in the seclusion of her room. Easing himself up, and grunting with effort, the tiny pegasus stood and allowed the dildo to slip from his depths. He knew he’d be sore in the morning, having thoroughly molested himself twice in one day, but it had been worth it.

On shaky legs, Rumble disrobed before gathering the garments and Thunder’s suit to wash them before his brother got back the next morning. As content as he was, he knew it would only be a matter of time before he was filled with lust yet again. The colt realized what he had to do. Maybe not today, maybe not tomorrow, but soon, soon he would have to go out and find himself a nice stallion. Preferably some hulking beefcake who would rut him senseless and leave him with an ass full of hot cum. Rumble giggled to himself as he hobbled down the hallway. There was a long weekend coming up and he may need to go out one evening to find somepony to play with.