Running Free

Lucky Lizzy felt a proper spring in her step as she made her way out of the barn. She was squirming and anxious but the new boots felt good. The big inflated plug in her butt did not feel as good, but her knees came up quick and smoothly all the same. Each time her knee came up though, she felt a twinge in her rectum from her muscles clenching down, making her wince or blink from the pain. Emma didn't seem bothered or concerned about her. She guessed it was something she would have to get used to.

The ponygirl trotted along responsibly behind her trainer, following the guidance of the bridle as Emma walked at a brisk pace. Everywhere they went was the same as it had been over the last couple days. The barn, the stable, the dusty courtyard between them, the sun-worn fences and aged equipment, and of course the other mares and trainers moving around the place. But things were different for Lizzy now as her new blue leather tack and saddle caught others' attention. Mares she'd met stared longer, trainers nodded approvingly as the straps and buckles dug into her tender flesh, and Emma was easily the most prideful of all as she eagerly displayed her pony for others to see.

And Elizabeth, buried away inside Lucky Lizzy, was vibrating with arousal. Sexual and not, she was feeling heightened and eager, as if she could run for miles and not grow tired. Just an endless font of energy as she nibbled on her bit, drooling slightly and unavoidably from how the gold-colored metal held her cheeks back, her breaths coming out in short, heavy huffs as the two made their way towards one of the training tracks. Lizzy saw, however, that the bullpen in the center of this one was already in use by a couple of mares, one of which was Checkers! And the other looked like that raven-haired mare from before, "Corv" but that only seemed to be a nickname. Lizzy still didn't know her actual name. The two ponies seemed to be having some sort of, almost playful, staring contest as they circled the bullpen across from each other. The guide wire at the end of each the two arms of the rotating guide pole ran down to the backside of their bodies, between their legs and up to attach to their saddles, effectively flossing their ass cheeks and labia and, it seemed, that whoever fell behind would be getting a much worse yank of the wire between their delicates. Lizzy shivered at the thought, but the two veterans seemed to be fairly evenly matched, even if Corv did skip once or twice and yelp into her bit once in a while as Checkers pulled ahead for a bit before Corv caught up. If it went on too long, the trainer watching them slowed both ponies down to not endlessly speed up and potentially injure Corv.

But it still left Lizzy confused why Emma was heading to this particular bullpen before her brain checked in and realized they were taking the unoccupied dirt track around the pen. This would put Lizzy's training in direct view of Checkers, who she did vaguely admire. She blushed at that thought as she came to a halt and Emma detached the short reins to let Lizzy stretch and move about for a bit while she fetched a guide whip. The blonde, blue-tacked mare finished her quick stretch before she stared at the bullpen for a bit and caught Checkers' eye, the two ponygirls admiring one another for a moment before Checkers, unusually bound in a black and red armbinder, winked at the younger "filly" and tucked in, dipping her chest forward to run and pull far ahead in the bullpen "duel" and make Corv screech into her bit as the competitive "ranch champ" wedgied her loins with the stiff wire, making her lose form and come to a toppling halt, just to leave Checkers giggling into her bit while the trainer admonished her with shouted expletives.

Lizzy herself snickered at the prideful mare when Emma came back, brushing her hand across Lizzy's bare ass cheek to get her attention, hooking a thumb into the front of Lizzy's saddle and giving it a light tug and snug, smiling at her mare.

"Ready to give these new boots a proper test? Just some casual running, remember the lessons of the guide whip, and if you do good, I'll let you cum later today too. How's that sound, pony?" Emma teased, taunted even, as she slipped her thumb free and swung the whip loosely, the long single tail whirling in the air.

Lizzy shuddered both at her trainer's gentle touch but also the offer of orgasm. She quivered. Her body was already tense. Every inch of her was extremely exposed, presented for viewing by her new tack and harness. It was driving her wild to be so provocatively dressed... but that wasn't the only thing. It was something to do with her posture, her forced manner of walking. The way the boots kept her toes tipped downwards and made her steps a bit more graceful, the way her knees coming up made her tits bob and bounce... it was humiliating but it had Elizabeth seething with lust, buried beneath the image of Lucky Lizzy.

The mare lifts her boot and stamps it back down once, nodding and setting her eyes forward on the track. If nothing else, if she performed well... maybe Emma wouldn't be as inclined to whip and flog her later!

The snap of the whip and Emma's barked "Run!" command made her heart jump and send blood racing through her body as it thudded in her chest. That command made her skip a canter pace, a trot, and break into a gallop. She was glad she had stretched. As she brought her knee up, however, Lizzy felt a sudden and very painful cramp in her gluteal muscles as they pulled taut and found an inflated bulb buried in her backside. She yelped into her bit as she got one step in and teetered forward, her other leg refusing to come up as her legs cramped up and she collapsed face-first into the dirt of the running track, her bare chest skidding through the soil as her would-be running momentum brought her into a humiliating pile. She whined and groaned into the earth as her knees came down into it, her hands trying to stop her topple and ultimately failing as she collapsed in front of Emma who, to her credit, didn't immediately whip and punish Lizzy but instead burst out laughing. Elizabeth burned with shame as she fought to right herself before giving up and rolling over, covering herself in dust as her legs spread, trying to ease the pain in her rectum as tears welled up and dropped out of her eyes, her cheeks burning bright red in embarrassment.

Emma wipes a tear from her eye as she gets close, crouching over her mare and cupping the pony's cheek and hooking a finger in the ring to the side of her bridle. "Sorry, Liz. That was just too funny. Forgot your new tail, did you? I guess we both did, I thought you could handle it." Emma came down on one knee in between Lizzy's desperately-spread legs and brought her hand down, lightly clapping and spanking the mare's bare pussy as she spoke, idly punishing her mare for the failure of keeping herself upright. "But... you are going to have to just get used to it. I'll do you a favor, I'll deflate it a little bit. Just for a few days. You need to get used to it. After all, can't have it slipping out on a race day!" She says as she slides her hand off of Lizzy's automatically-dampening crotch and lifts Lizzy's ass up a bit, propping the girl's behind on Emma's knelt knee so she can reach the top of the J-hook peeking out of her spasming asshole. "But in exchange, you're going to run and run hard. You're going to go until you collapse because I need your baseline, a benchmark for how hard to push. We are behind on training, we have a lot riding on our shoulders and your hooves, mare." Emma says to her pony-training cousin as she twists the "cap" of the J-hook and lets some of the air out of the inflated bulb locking it into her rectum. Lizzy whines and sighs in relief as the bulb shrinks to about half of the size it had been, barely able to listen but does weakly nod as Emma finally gives her thigh a pat and shifts her off her lap before standing back upright and, out of Lizzy's view as she rolled over and worked her way up to her knees and then hooves, got her riding crop out of her belt and aimed it at Lizzy's ass once the girl finally got upright again.

"Now run!" Emma barks, this time swatting Lizzy's right ass cheek with a wicked stroke of the crop, making her mare screech in surprise more than pain through her bit before setting off. And this time, she made it more than one step!

Lucky Lizzy broke into a run with Emma running to keep up, even though she didn't really need to keep up. Or, she wouldn't if her ponygirl were fully trained. Lizzy was unfamiliar with the weighting and balance of her boots and found it quite tricky to keep pace like she had gotten somewhat used to in her previous training boots. Instead, she found her knees already hitting their highest stride for a gallop much earlier, which put her off balance and off rhythm. The little pinch of pain in her rectum, even after deflating the tailed plug, didn't help either. Even smaller, it was still a touch bigger than the metal plug she'd been wearing the last couple days.

A paired snapping of the whip jolted Lizzy to awareness and she tilted back, slowing down to a trot and straightened her back more and let her bare tits bounce freely as her jogging trot had her bounce along as Emma caught her breath. Lizzy only just now realized she'd completed a whole lap of the running ring before Emma had snapped the whip. She was faster... how much faster could she get in these lighter running boots?

"That's a good start, mare. Much better than before, even. And it seems your fall didn't slow you down much!" Emma teases as she jogs along beside Lizzy, a glint of excitement in her eye as her cousin trots along. "I saw you lookin' at those other mares, too. And I think Checkers was looking back at you. She's a fixture of the ranch, though she's not from here, y'know? Just a long-term boarder."

Lizzy, still trotting as Emma hadn't instructed otherwise, hummed and grunted affirmatively, stealing a few more glances at Chancy Checkers who was currently being made to stand with her legs spread and torso bent forward while her trainer flogged her ass for outpacing Corv badly enough to topple the girl, as it seemed she'd hurt herself in the process and was still on the ground, being tended by a stable hand. From what Lizzy could see while she bounded along, Checkers wasn't bothered by the flog striking her buttocks in the slightest, just keeping a stiff bent posture and even looking around as if bored while her tits swayed and tail fluttered in the breeze of the flog strikes. As Lizzy and Checkers caught each others' gaze again, Lizzy's eyes shot away, locking forward as Emma smirked.

"She's above your grade, Liz. But... win a major, or even just a few minor races? Then she might be open to chat. That's allowed between mares, you know?"

Elizabeth blushes and snaps her head to the side, staring at Emma with a red face and wide eyes, shaking her head weakly and completely unconvincingly. She wasn't... she didn't mean anything like that! And she couldn't tell Emma that! And she also had no way to tell Emma the two ponies had already spoken. More, it seemed Checkers was doing just as much checking as Lizzy. Though, the early-twenties blonde was likely imagining the attention from the early-thirties red and black-haired veteran mare.

...right?

A sudden and harsh swat of a riding crop on her ass made Lucky Lizzy scream into her bit and snap back to awareness of what she was doing. Emma jogged alongside her to finish the lap before sending Lizzy on for another lap with a second swat of the crop, keeping her leather riding crop at hand to spank Lizzy again on each lap to keep her motivated.

"Keep those knees high, move move move!"

Lizzy came to a full halt as Emma swatted the whip twice and then twice again, letting her rock forward and heave through her bit, feeling like throwing up from how much she'd been running. The two had been going at it for what felt like hours, Lizzy had lost count of how many laps she'd made. But by now, Checkers, Corv, and the training team had gone towards the stable, likely to finish tending to Corv and probably resume Checkers' punishment. The older pony had given Lizzy a knowing wink as she left, intentionally wiggling her red-marked ass almost tauntingly, as if to say "this is nothing."

"You're doing great, Liz." Emma said as she comes up and unclips the bit, letting Lizzy fully open her mouth, drool and spit coming out as she panted and fought back vomit. "I have just one more thing for now. Two more laps. Think you can do it?" Emma asked as she calmly rubbed Lizzy's lower back.

Elizabeth coughs but finally pulls herself up, sucking down some deep, dry-mouthed breaths. She was utterly exhausted, more tired than she could remember being, even as a high school and college athlete. But as she turned her head and saw Emma's fired-up expression, equally bright red in the cheeks from running and being out here in the sun, she knew she couldn't let her little cousin down now.

"Y-yuh-huh... I-... I can do one... two more, Trainer." Lizzy panted as she straightened up, puffing out her chest with confidence she wasn't sure she had. Emma beamed in reply and brought the bit back into place, letting Lizzy bite down on it for comfort as her nostrils flared.

And then Emma stepped away, leaving Lizzy somewhat confused as her trainer hadn't given any orders. A moment later, she heard a sort of bumping, rattling sound. Like a-

"We need to see how a chariot feels on your saddle. The sooner we get the fit right, the better. If it needs re-cutting or a whole new one, it'd be better to know today." Emma says as Lizzy turns her head to see Emma came back with a chariot and was already aiming to attach it to her saddle.

Elizabeth felt exhaustion creep back in as she realized what this probably meant. The chariot was designed for one rider to sort of stand-kneel in, leaned forward, and often with their buttocks out to keep balance with a padded wedge for them to cling to with their knees while working reins and a whip. At least, that how Lizzy had seen other trainers riding and she recalled Emma's explanation that this whole thing, this whole ponygirl and trainer system, was a spectator sport. Lizzy recalled Emma mentioning most trainers also had less-than-practical race uniforms too...

The slight tug and weight of the chariot being attached to her saddle shook her out of her thoughts. She twisted and looked back over her shoulder to inspect the thing. A short pair of spars reached out from the rider's platform with a small U-shaped padded hookup. Short straps connected the U-shaped mount rings on the back of her saddle. A little testing pace forward gave her about a stride's length before those connections pulled taut, bringing the chariot into motion. When she stopped, it rolled to a stop and the padded U bumped into her back, the impact nesting nicely around her saddle and her waist wrapped up by it. Emma seemed pleased.

"Good. Fits nice, right size, and the mount's good. Alright, let's go. Trot!" She snaps the whip once paired with her verbal command. Lizzy jolts, a bit surprised Emma wasn't mounting up and riding the chariot but quietly pleased she chose not to. She digs her metal-shoed hoof into the dirt and tilts forward, putting her weight forward to pull the chariot into motion and starts to trot. She gets up to speed and "jogs" with the chariot rumbling along behind her in the dirt. Sturdy wheels and suspension likely made it a comfortable-enough ride for the rider, but all Lizzy could think about how much it made her feel like a beast to pull this thing. Her hands were still bound uselessly to her waist, her body dripped with sweat and stank a bit more than she'd like to admit from the hours out here under the sun. She'd need some aloe in some spots but it seemed the oils and creams Emma applied during grooming time included some manner of sunscreen. She was relieved at that. Regardless of how Emma treated her during training, how cruel some of the trainers could be with their crops and whips, they did care for their mare's health.

But all that Lizzy could really think about now was the chariot behind her. The dirt track was smooth enough that it didn't bounce around and even in her exhausted state, it wasn't too heavy without Emma in it. The pair finished the first lap without much issue. Emma gave the whip a snap and Lizzy reacted slowly, her mind frayed from the effort she'd already put in. In response, the trainer gave the tired mare one more smack with the crop, adding to the red marks on her bare ass and getting her moving.

"We're almost done, show me what you got, Liz!" Emma yelled over the noise of the cart and hooves in the dirt as she ran to keep up with her pony. The two got all the way around the track when Emma finally snapped the whip twice.

"Woah, woah! Come down, that's it... that's it." Emma cooed as she caught the cart with one hand, pulling Lizzy back and to a complete halt.

Lizzy managed to keep upright mostly by leaning back a bit into the chariot until Emma unclipped her saddle from the contraption and she promptly dropped to her knees in exhaustion, sweltering with pain and burning muscles. Emma leaned down and brushed some loose hairs out of the mare's face, smiling.

"Good girl, Lizzy. You did good. Let's get lunch."