Saddle Up, 2024

Standing before the bathroom vanity, Braeburn looked down at the tube of lipstick in his trembling hoof. Sweat dotted his brow, his heart pounded in his bosom, and his thoughts were a jumbled mess of giddiness and anxiety. As he slowly exhaled and lowered his foreleg, he lifted his head to peer at his reflection.

The stallion that stood in the mirror was familiar but different in a number of ways. In place of his signature stetson, his golden locks had been fashioned and tied with bows into a pair of pigtails, and his attire was anything but his standard fare. Stockings, garters, a choker, and panties, all in a matching pink, clung tightly to his frame. He’d gotten himself gussied up plenty of times in the past, although never to this extent.

“Come on, Brae,” he whispered to himself, “you got this…”

Leaning forward, he pursed his lips to finish off his look. With blush, eyeliner, and even a hint of mascara already applied, he was nearly done with his preparations. More often than not, if he was about to get frisky with a stallion or two, he’d only bother with a quick shower and some prep work, cleaning and applying lube as needed, although this was a special occasion. With the last bit of his makeup on, he stepped back and bashfully smiled at himself.

He was as big of a bottom as a stallion could get, at most getting a reach-around from whomever was topping him in the heat of the moment - aside from that, it wasn’t like he’d ever had much to write home about in the dangly bit department anyways. His stallionhood was unimpressive to say the least, yet he actually preferred it that way. His eyes shifted, gliding over his back and to his hindquarters, while his smile met his eyes.

His biggest asset is, was, and always would be his backside. Simply put, he had a tush that was the envy of many mares. Big, curvy, and exquisitely supple, his caboose had plenty of cushion for the pushin’ - to the point where he’d inadvertently caused a few squabbles with couples before. Having your coltfriend eyeing-up somepony else was a sure-fire way to get yourself into a heap of trouble, but it was so, so much worse if said pony is a guy.

He snickered and shook his head as he recalled a moment that had contributed to him buying and donning his lingerie. It was just a week ago when he and Cormano had been out enjoying a bottle of sarsaparilla one afternoon. His friend, who’d been not-so-subtly trailing behind him while inspecting his goods, had casually remarked that he should try on something to elevate his marish qualities. He’d laughed it off at the time, thinking of it as nothing more than playful teasing, but that changed when they’d run into Happy Trails.

There were times in life when you were forced into a backseat, essentially given little say on something that was going on, and that’s precisely what had happened to him when his two friends had started to chat. Happy Trails had just returned from a trip to Manehattan, and he’d made a rather impulsive, rather expensive purchase for himself. Nearly everypony was familiar with video cameras, even in a backwater like Appleloosa, but it was the first time Brae or his buddies had ever had access to one.

In and of itself, a camcorder wasn’t anything all that special - having said that, Happy Trails and Cormano were elated to cook up a way to break in the piece of new-fangled technology. Brae had suggested making a video tour of the town, if only so they could learn how to work the thing, although his buddies quickly came up with another idea. While it may have been deliciously naughty, Cormano and Happy Trails had proposed making a porno.

Brae was all for making a naughty home movie, having actually dreamed about doing so before. Something about being filmed while having sex was decadently sinful, particularly because others could potentially see him in his element, but his friend’s idea involved much more than sex. Basically roped into the pair’s scheme, he was handed a hoofful of bits and told to buy some marish unmentionables for himself.

Gussying himself up was par for the course for him prior to an intimate evening, yet the idea of presenting himself like an honest to goodness mare had given him a moment for pause - alas, he hadn’t gotten much say in the matter. After getting instructions to meet up at Happy Trails’ place the next night, giving him a bit of time to make arrangements, he’d been shooed off to make arrangements while the dastardly duo conspired. While he’d been happy enough for the opportunity to check something off his bucket list, not to mention the chance to have another roll in the hay with the pair, he hadn’t anticipated how nervous he’d get when his time to shine finally came.

Knock knock knock

Brae turned and leered at the door behind him. “J…just a minute.”

“C’mon, Brae! The battery’s all charged up, we’re dyin’ to see how you look, and we even got some fancy candles to set the mood!” Happy Trails shouted.

Rolling his eyes, Brae sighed. Set the mood - that was hilarious. Cormano and Happy Trails were both good stallions, trustworthy and fun to be around, but romancers they were not - for buck’s sake, the scene they were going to shoot wasn’t even taking place in a bedroom! Seeing no reason to hold up the works, and determined not to chicken out, he threw a feather bola around his neck.

“Y’all get ready,” he hollered. “Ah’m gonna put on a little show before we get to the real spicy stuff.”

The pair outside didn’t reply, but the sound of hooves on hardwood floor, followed by what could only be the clop of a hoof-bump, let him know they’d done as he’d asked. Taking one final breath to steady himself, he held his head high and grinned. Ready or not, it was showtime.

With heavily-lidded eyes, he eased the door open and peered into the living room. Making a set out of a den was a questionable choice, but it was the best option they had available. Happy Trail’s bedroom was relatively cramped, Cormano lived with family, and he was not about to let them use his house for anything even remotely smutty - not after that one time when they thought it would be funny to load squirt guns with lube. As he strutted out with a sway in his hips, he grinned over at the camera’s glistening lens.

“Hey there, big colts,” he cooed, his voice lilting and delicate, “Ah heard you were wanting to have some fun.”

“Oh-ho ho yeah,” Happy Trails rumbled. “Been waiting for a sexy little mare like you to come by…”

Brae wavered and almost misstepped, though he was able to retain his composure. Why had Happy Trails said that? For whatever reason, despite being dressed as one, hearing somepony call him a mare was electrifying. Intrigued by the surprising dirty talk, he licked his lips and lazily approached the sofa.

Both Happy Trails and Cormano lounged at opposite ends of the couch while watching him intently. The remark about them dying to see may have been a slight exaggeration, although it was obvious that they were both ready and raring to go. With their stallionhood standing proudly at their groins, they nonchalantly stroked themselves off.

Nodding from one rock-hard cock to the other, Brae chuckled. “Getting that excited for me?” he quipped as she fanned her face with a forehoof. He could have stopped there, diving into the little show she’d cooked up for the event, but the compulsion to improvise was too strong. “Me oh my, y’all sure know how to make a m…mare feel special.”

His voice nearly cracked as the word rolled off his tongue. He loved all sorts of dirty talk, everything from tame stuff to being called a filthy slut, yet this was a first, and he liked it. Something about being called a mare simply felt right, though he couldn’t put his hoof on exactly why that was. Deciding to roll with it, he flipped his bola over one shoulder gusto.

“Y’all can call me Ginger - Ginger Gold,” he - rather she cooed.

Drinking in their awe-struck expressions, she spun, turned her tush to the camera, and slowly brought her chest to the floor. If her friends wanted a show, by thunder, they were going to get one heck of a show. Brae may have been slightly sheepish when it came to prancing about in intimate apparel, but it was a different story for Ginger.

Reaching back and running a forehoof up her hind leg, she softly pawed at the bulge in her panties. “Hope you colts don’t mind a mare with a li’l something extra…”

“N…not at all,” Cormano breathed.

Though Happy Trails remained silent, his actions spoke volumes. Pre-cum beaded at his cock-head, his stallionhood throbbed in his grasp, and he was drooling - actually drooling. It was a miracle that he was able to keep the camera steady and trained on her, but that could change at any instant.

Brae pulled her panties aside and revealed her glistening, pronounced pucker. Because of the repeated poundings she received, and her frequent use of toys, her entrance had grown considerably over the years. No longer a taut, crater-like hole, her backdoor was a silken, supple, and very accommodating ring of flesh.

Balanced on her chest, she slipped her panties down her hind legs. There was a fine line between burlesque and getting down to business, and the exhilaration of moving things forward was wearing at her. She’d intended on teasing the pair for a bit, although her desire to put her muzzle and ass to use were too strong to deny.

After she kicked off her panties, stood up, and sashayed to the couch, she gave a soft, seductive hum. “You fine cowponies have room up there for me?”

Cormano crammed himself into the corner of the sofa. “Y…yeah we do!”

“Darn right we do!” Happy Trails chuckled as he turned his back to the arm of the couch. “How’s about you come on up here and give us some lovin’, missy.”

She giggled while she eased herself onto the sofa and between the two. The decision on who she should wind up facing was simple. Seeing as how Happy Trails was the one with the camcorder, and taking into account how much effort she’d put into getting ready, it only made sense that she give him the lion’s share of her attention. Lowering herself down to the cushions, she peeked past his stallionhood and up to his face.

“Yeah,” Happy Trails rumbled, “bet you don’t see many this big down at the whorehouse ~ do you?”

While she had wrangled with stallions who were more endowed than Happy Trails, a fact that they both knew, his behavior made up for his only slightly above average size. Moments from telling him he was right, if only to keep up the act, she yelped then moaned as Cormano smacked her rear. Something had gotten into her friends, something that was making them far more assertive than they usually were, and she was going to knock on wood that they’d weren’t going to break character.

Tapping a forehoof to the base of Happy Trails’ length, smiled. “Lucky for you two, you called the best callmare in the house.”

A twisted grin crept across Happy Trail’s muzzle as he smacked his dick against her cheek. “Better get to work then, cutie, this cock ain’t gonna suck itself.”

“Yes, s…sir,” she murmured.

Lifting her head and running her tongue up the underside of his length, she wrapped her lips around the tip of his shaft. His scent and taste were both enough to get her fired up, but it was the camera and how gosh darn bossy he was being that really got her going. While she gradually worked him deeper into her snout, neither rushing nor taking too much time, her buns were prized apart.

“Take a look at that pussy,” Cormano mused. “Looks like it might be a tight fit, but good ol’ Trails and I are gonna fix that…”

She moaned around Happy Trails’ cock while flagging her shortly-trimmed tail. Yeah, she could definitely get used to being treated like this - or so she thought. In a flash and without any warning whatsoever, her head was fiercely pulled downward. Taken aback, and with her eyes watering from having her airway abruptly filled, she sensed something kiss her winking pucker.

Rising up and locking his forelegs over her hips, Cormano impaled her on his girthy length. “Buck yeah!”

Cormano’s stallionhood was fairly unique. While it wasn’t all that long, having just enough length to creep past somepony’s prostate, it was thick - like, incredibly thick. Whoever the poor fella ended up with romantically, be it a stallion or genuine mare, they were gonna be hard pressed to find satisfaction with anypony who wasn’t packing some serious heat.

Driven forward and back between the pair, Brae found herself at a loss. What started as a little joke, simply pretending to be a mare, had taken a surreal turn. She felt more feminine than she ever had, she was being treated like a cheap hooker, and things were only getting more intense as the minutes slipped by! She could completely understand why somepony would have thrown in the towel by now, having neither asked for nor foreseen how depraved her friends had become, yet she reveled in it.

Deep down inside, this - this was what she craved. She’d always adored when studs were rough with her, pulling on her mane or even talking down to her, and Happy Trails’ and Cormano’s zeal was the sort of thing she’d only ever dreamed of. Had she had any idea that all it would take to whip the pair into a frenzy was wearing something slutty and pretending to be some wanton strumpet, she would have done so ages ago!

Utterly enwrapt, she steeled herself and drove her head downward. Her efforts to please Happy Trails was rewarded with a laugh of approval and the removal of his hoof from her mane. This was hardly the first time she’d had a stallionhood clogging her airway, and she wasn’t about to let him have all the fun. She swabbed her throat like she’d been paid for it, only taking the smallest sips of air if and when she could, while Cormano ruthlessly plowed her ass.

“Tighten up, bitch,” Cormano growled while giving her tush a second, even harder smack.

She couldn’t see it, but she could feel her doughy backside wobble under the impact of his blow - pair that with the mascara running down her cheeks, and she was sure the film they were making would be a doozy and a half. With her eyes glazing over, mired in her bliss, she drew her hind legs under herself and hiked her waist up. Since she was getting railed like some wanton harlot, she may as well fully commit.

Throwing one foreleg over the sofa’s end, Happy Trails kept the camera trained squarely at her face. “Atta girl, don’t be shy - I mean, we both know why you’re doing this.”

“Y…yeah,” Cormano grunted, tightening his grip and angling his thrusts lower, “she wants us to put a - Nnnf - foal in her.”

Brae had been toeing the line of blowing her load, only holding herself back through sheer willpower alone, but the scandalous, frankly absurd notion of carrying somepony’s foal did her in. Shuddering violently, losing control of her limbs, she was consumed by an all-encompassing rapture that momentarily caused everything between the top of her head to the tip of her tail to go haywire. Her colthood jerked and spasmed, disgorging rope after rope of her essence, as her eyes wandered up and to the back of her skull.

She’d gone into this prepared to make an adult film, but she’d bitten off more than she could chew - and that was saying a lot. Even after being involved with threesomes, an orgy or two, and a couple times when she’d been trussed up with rope, being subjugated in such a way was mind-boggling. Rebounding from one climax and rocketing toward another, she was only vaguely aware of Cormano draping himself over her back.

“Give it here,” Cormano urged, reaching for the camera, “I wanna get a good money shot.”

Once he’d passed the contraption over to his accomplice, Happy Trails slipped his forehooves behind his head. “Hear that, Missy? You’re about to get your first fillin’ of the evenin’.”

Brae, despite her mental fog, constricted her battered hole around Cormano’s flaring stallionhood. Years upon years of self-indulgence had molded her, instilling her with reflexes that went beyond conscious thought, and her body responded to the promise of being bred. With the camera pointed squarely at her tush, capturing every second of her stud grunting and filling her with his essence, a tide of ecstasy washed over her.

Happy Trails snorted as he set his brow and extended his hoof. “Toss it,” he coughed. Catching the camcorder, he brought it down to her face. “Smile, sugar…”

She couldn’t have smiled if she tried, her muzzle filled with cock and barely listening to him. He’d been nearing his limit himself, his shaft throbbing and leaking pre-cum like a busted faucet, and his end couldn’t have come a second sooner. The hard smack on her rump barely registered, getting nothing more than a dull groan from her, as she gulped down mouthful after mouthful of Happy Trail’s cum.

Everypony fell still and breathed heavily while they rode out their bliss. Each of them was in dire need of a shower, the sofa was sullied with no small amount of sweat and jizz, and the house must have reeked of musky, hot sex, yet the satisfaction of making a dirty movie took precedence over the mess they’d made. Keeping their shafts buried in Brae’s face and hind end, Cormano and Happy Trails leaned in and clapped hooves.

“Hot dang, we’re gonna need to do this again,” Cormano whooped.

Happy Trails beamed as flicked began reviewing the film on the camera’s miniature screen. “Darn tootin’! Brae, you wanna do a brothel scene next? I reckon we can fancy up my room while you get your head together!”

Brae coughed and collapsed to the couch when the pair pulled their softening lengths from her. “Guh…hah…”

Trotting around to her side, Cormano cocked his head. “You think that’s a yes?”

“Good as any,” Happy Trails laughed. “You go see if you can find some rose petals. I’ll go get that fancy blanket I’ve got in the attic!”

Brae languidly watched as the pair parted ways and left her by her lonesome. She hadn’t signed up for more than one scene, and she wasn’t sure she’d be able to move, much less put on much of a performance, although the notion of continuing her role as Ginger Gold brought a smile to her muzzle. If she was lucky, and had enough time to catch a second wind, she’d be glad to earn her place as the newest, most erotic star in all of Appleloosa…