Running Free

"I thought we went over this... and now you tell me you want to do what with your mare?"

Emma stewed as her mentor and boss, Rhea, paced back and forth behind her desk, occasionally glaring at the shorter blue-haired pony trainer from behind an unlit cigarette. The old woman often fiddled or toyed with a cigarette when she was annoyed or stressed, Emma suspected the former in this case.

"I'd like to try coaxing my mare to perform better by enticing her with and giving her sexual pleasure."

Rhea's eyes snapped sharply to Emma as the girl reiterated herself. "I heard what you said... it was more a question of why the fuck? I don't see anything wrong with your current method. In fact, it's well-tested."

Emma flinched again as her grouchy boss crushed the self-rolled cigarette in her fingers.

"I believed I had made it very clear... your mare is a fucking exhibitionist and it's totally obvious. And now you want to try and make her run better by letting her indulge? And besides, you know full-well that a running pony needs to not wear herself out by cumming her brains out. That's for prancing and pleasure mares, not runners. We both know, you especially, that once a pony cums, she's useless for the next while. Her legs go all wobbly, her knees give, she drools a proper mess and if she's a squirter leaves a mess to mop up. I'm sure you recall your times with the mop and bucket!"

Emma shuddered as she tried to get a few words in, with Rhea just bulldozing her way through her tirade before finally snatching her silver cigarette case and giving Emma a chance to speak. "But Rhea... she was... excited and energized when I found her on the field... after an orgasm! I think I could entice her to work harder by letting her indulge often! Or... at least somewhat often..."

Rhea groans, pinching the bridge of her nose as she lets the silver case slip back from her fingers to her desk with a metallic clatter. "And, please, why would you try that? Instead of sticking to good knowledge for a late mare... you're going to try and experiment on your first season? Because you caught your pony cumming and-"

"I saw her humping some of the other rookie mares at the pasture. She was all but mindless as she did it and energetic. Like it was natural for her!"

That got Rhea to pause, her eyes narrow in an intense stare at the ceiling as she worked her jaw before speaking. "So... you want to try edging and popping your pony because she was engaged in some feral humping... what if she gets used to it and no longer wants to run?"

Rhea sighed as she glared at Emma, denying the younger girl a chance to speak as she grabbed a fresh cigarette and lit it, taking a short drag and puffing twice before continuing. "You do understand that runner mares don't get to orgasm often because it just makes them into lazy sacks, right? But the promise of the pleasure is what gets them to run. Tourists come in and think it's all sex and fun, but the hard work comes with the running. Why do you think we only keep the ponies edged when it's close to race day? If they were like that all the time, they'd be unruly, desperate, loud, messy... they'd be worthless! What if this whole experiment of yours fails?"

"Then... I'll admit you were right and go back to breaking her in the old-fashioned way. Besides, you're bringing in some stallions again this year, right?"

Rhea sharply squared her gaze at Emma, a bit of disbelief on her face. "You cannot be serious. She'd never agree as a rookie."

"I... think she'd enjoy it more than she would ever admit... and then if nothing else, if she can manage it, you have a teaser for the season."

"That's your bargain? I let you try something stupid and in return I get a half-ass running pony and a fucking teaser?" Rhea groaned again before hanging her head, knuckles braced on her desk before lifting a hand and waving Emma away. "Fine. You're so lucky you're so headstrong and that I don't have any other options now. Do what you like. You make her into a champion runner or she's mine for good. Brand and everything."

Emma's face went white. "W-wait, that wasn't the deal. I-"

Rhea stared her down. "Fees and debts, miss Foxxe. Fees and debts. You'll have to convince her to stick around if you wind up failing. Although, it doesn't sound to me like you think she'd disagree. Now, are you really ready to bargain your pony's life on it?"

Emma's head was swimming as she realized she might have bitten off a lot more than she, or Elizabeth, could chew. She shifted uncomfortably in her boots but finally, meekly, nodded. "Okay... deal."

"Well!? What'd she say!?"

Emma trotted into the barn where Lucky Lizzy, her mare, was standing with a burning red blush as Isabella the quartermaster relentlessly ran a washrag over her bare body, particularly focusing between her thighs on the last dribbles of pussy juice from Lizzy's field romp. "She said yes! At the very least, she won't smack me down for it, but I'm going to get to try it. You hear that, Liz?" She says as she skids to a stop and catches Lizzy's bridle, pulling her taller cousin's face around to look down at her, a smile on her cheeks framed by blue hair as her other hand drifts down to brush across Elizabeth's bare cunt. "You're going to love this, I think."

Lizzy shuddered as her sensitive pussy was touched. Isabella's focus on it had left her quivering already but the bare brush of Emma's fingers was enough to get a knee to bow inwards. She shook her head weakly, trying to deny that she would enjoy this. How could she? Two days ago she'd been working at a coffee shop and since then her cousin had stripped her, shaved her, harnessed her up in this infernal restrictive gear and spanked, flogged, and fingered her endlessly. It was impossible to believe.

And she still couldn't deny to herself how good it felt. She hadn't known what she was doing in that field, but it had felt incredible, more than any other lover in the past. Was... being a pony for her relative the difference in the sensation?

Isabella huffs as she slings the rag over her shoulder and plants her hands on her hips. "Well. I'd'a figured that Rhea'd say no and send ya back with a red ol' bottom. But there ya go. Alright, missy. What'll it be, then? What's your plan?"

Emma looks down for a second, not really registering that put her gaze directly on Lizzy's pussy as both hands gripped the ponygirl's bridle to help her think. She'd told Rhea she was going to try and make Elizabeth work harder by making her cum often... but doing that constantly wouldn't be any help. She'd have to be careful with this. Just enough edging and pleasure to keep Elizabeth's senses and energy heightened without letting her tip over the edge during training, and then blasting her with pleasure at the end of the day to reward her. Give her something to get excited about as the day went on...

"Is her new pony gear in yet, Iz?" Emma asked, dragging her eyes up Lizzy's bare body to lock eyes with her cousin's crystal-blue irises.

Isabella snorts softly. "Not yet, dear. The gear's due tomorrow, though. Or, well, t'night in the feed deliv'ry. Why?"

Emma's face contorts in thought as she realizes how precarious of a situation she had put herself in. She decided in a bit of a poor snap-decision not to tell Elizabeth about the nitty-gritty... just yet, anyway. "Then we'll get her tacked up in it tomorrow morning. Is the toy cabinet still free for use?"

"Free fer trainin' purposes, 'course. So long as the toys get checked back in and returned in good condition. Want somethin'?" Isabella replied as she began walking towards a locked door, unlatching and pulling it open. Lizzy turned awkwardly as Emma walked over to the toy cabinet, just to see it was more of a walk-in closet than a little cabinet. From her vantage point, Elizabeth could see dozens of sex toys. Emma and Isabella talk casually, clearly unabashed by what was in there though Elizabeth wasn't so comfortable. She began to step anxiously, her hoof boots clopping on the concrete floor and she mumbled and panted a bit heavier into her bit. Emma merely glanced over before humming.

"I'd like an equine toy for her to practice with. Can you also get a cock stand for her stall? And..." She looks at her cousin one more time, seeing the slightly scared and disturbed look on her face, "and lots of lube."

Isabella chuckles as she goes in and starts poking around, shoving a gallon-sized jug of lube into Emma's hand before tossing a 4-inch long, inch-thick horse-shaped rubber dildo at her, the younger trainer scrambling to catch it before stepping out of the toy closet while Isabella starts unlatching and hoisting away a telescoping stand, smirking at Lizzy as the nude ponygirl gets an eyeful of the toy.

"Good luck, precious. Emma-dear? Start small, take it slow, work 'er up to bigger things. Don't rush 'er."

Emma, starting to show a blush, nods slightly while inspecting the dildo in her hand. "R-right, thanks Iz. I owe you one."

"More than one, hun." Isabella responds over her shoulder before hefting off the stand and heading off to the ponygirl stable.

And that left Emma and Lucky Lizzy alone in the equipment barn, each girl sporting a blush as Emma sets the jug of lube down and presents the dildo.

Lizzy gets a good, unavoidable look at the toy. A comfortable size, by all accounts, if it were human. But the rubber toy was a marbled, flared, detailed toy. With a medial ring and veins running up its length. Black, pink, and a bit of white coloration gave it a realistic look but the way it wobbled wasn't too realistic. Right? Elizabeth sure didn't know! She tore her eyes away and locked her gaze on Emma and weakly shook her head, drooling around her brass bit as her hands clenched and unclenched and, very much to her irritation, felt her pussy throb at the mere thought of that thing going anywhere near her. She wasn't an idiot, she knew that's what Emma was planning. And she was terrified she might like it.

"So... um." Emma started, taking a couple more paces towards Lizzy, "I know this is... well, not what either of us expected. But I think... I think this might be a new way for you to go here. We'll still train hard, you're still going to get cropped and kept aware during training and running... but every night, you'll get to enjoy this thing." Emma gives the rubber horse cock a shake to enunciate her point. "And I know you're going to resist a bit... but I think it'd be a nice treat. Work hard, sweat, strain, struggle... and then you get to lavish and be pleasured for the night. Do all that, work hard for me, and I'll make sure you get as much of the prize money from our year as possible." She steps in close, having been getting closer the entire time she was speaking. "How's that sound for a deal?"

Elizabeth shudders. She couldn't do much in the way of respond and her head was swimming as Emma got in close, her left hand reaching around her waist to pull Lizzy a little bit closer and brought the flared, flat head of the rubber toy around Lizzy's bare stomach. She squirmed at the sensation of it and where it was going. Emma's hand brought the toy lower down and eventually, teasingly, kissed the already re-dampening labia of her pony with the flat tip of the rubber horse cock. Lizzy squeezes her eyes shut, whining into her bit as her knees slowly crept open.

"Mmnh... nnn-naahh-" Lizzy's bit gag prevented her from saying anything, those exhales through her slightly-opened mouth sounding more bestial by the second as Emma began to brush and rub the tip against her mare's bare pussy.

"I'm... guessing that's... a yes?" Emma cooed softly as she teased her mare's cunt with the toy. An observer might ask whether she felt awkward about doing this to her cousin, but Emma the trainer was far from considering such implications. She was only interested in her pony and the girl's response to the teasing of the toy, the continuing sensation of the J-plug in her ass, the bindings keeping her hands out of the way, the bit harness in her teeth and over her head...

And with a tiny push and a soft chup, the flared head of the rubber toy spreads and enters Lizzy's pussy lips, making the pony girl jolt and squeal through her bit, eyes shooting open for only a moment as watery tears well up in her eyes and her body shudders from the insertion. The toy was fairly short and small, by some standards. Lizzy's cheeks were burning red in a blush, Emma breathing hotly as she holds the toy up to her mare's slit, the flared head snugly inside her cousin's tight snatch. She watched as Lizzy's chest puffed in and out, panting and wheezing through her bit as the metal pin prevented her from ever truly closing her mouth.

And slowly, desperately slowly, Lizzy clenches her fists and slowly bows out her knees and squats onto the toy, sliding down the next inch as Emma holds her hand tight, letting Lizzy fuck herself onto the toy. The nude blonde was drooling around her bit, panting hotly as her hole clenched and unclenched on the toy before Emma reached up with her left hand and caught the metal loop at the corner of Lizzy's lip that held the horizontal brass bit between her teeth. The shorter trainer tugged her mare's head down, forcing Lizzy to look at her through teary eyes as she stands upright again, knees straight, and Emma's hand follows with the toy. And then it keeps following, sliding two and a half of the four inches up into her mare's drooling pussy, juices dripping freely down the toy and to the floor as the two girls form a new type of bond.

Meekly, Elizabeth nods.

Emma lets out a breath she didn't know she had been holding and pulls the toy out just to force it back upwards into Lizzy's pussy. Lizzy threw her head back as the toy penetrated and spread her further. The wide flare and textured shaft was a new sensation for her. She'd had boyfriends, she'd played with sex toys, but never had she had someone like her cousin fuck her pussy with a horse cock-shaped toy while she was plugged with a pony tail, harnessed like an animal, and naked in a barn on a ranch. And the thought of that got her head buzzing.

Emma's hand was beginning to move quickly and forcefully. She was finding what worked for Lizzy, seeing which movements and what spots got her mare to flinch, to twitch, to dance and wobble side to side. But Emma's eye was particularly on her mare's legs. And as she watched long, silky strands of pussy juice drool down to the floor, she saw her pony's legs barely wobbled an ounce. Just... steady. The only strain seemed to be staying upright in her tall pony boots... and that was just unfamiliarity, wasn't it? Maybe...

The blue haired trainer pulls the bridle and yanks Lizzy's head forward and down, bowing her pony to meet her lips so she could whisper into Elizabeth's ear. "Do... you want to cum, mare?"

Elizabeth's mind swirled with sensation, her body vibrating with need and pleasure, and heard that question. It turned the concept over and over. Not that she wanted to cum, she knew that, but... being Emma's mare. Was it worth it?

And with a moment of hesitation, she nods.

Emma smiles and turns her head slightly, kissing Lucky Lizzy on the cheek and began pumping the toy rapidly and rhythmically, scrubbing over every inch of Lizzy's pussy that she could reach with the toy. "Then cum, pony."

Lizzy shrieks through her bit, legs tightening and straightening out as Emma's fingers played over her labia while pushing the toy to its deepest point. Her juices spray outwards, a sensation she had never experience before coming here. A more coherent moment might have her considering why this place, this treatment, was causing such a difference in her sexual behavior, but right now all she cared about was how that medial ring, those fake veins, and that rubber flare felt deep inside her velvety folds.

She takes a staggering step forward and Emma catches her, a hand resting on Lizzy's lower back as her bare breasts press against her trainer's shoulder, her chest heaving and the rubber toy slowly slipping out before falling indelicately to the floor with a squelch of soaked flesh and a wet splat on the floor.

Emma stroked her mare's back slowly, feeling the quivering of muscles and the rapid thump of her heart. This just might work... she thought to herself. And as the pair stood and recovered, Emma could already tell from Lizzy's avoidant yet attentive movements and glances, the pony just might be willing to do whatever it took to earn that again.