The Ponygirl challenge has escalated and it’s time to ride! What started as a lighthearted dare during a private training session turned into a feat of sexual endurance. Tom, Sarah’s older personal trainer, 252 pounds with a slight dad bod, grinned as Sarah—a gorgeous petite young blond, very tiny but muscular fitness model who just graduated from college. Sarah has just arrived and remembered what Tom had said once before a week prior, something about her needing a real challenge sometime.
Shortly after walking in Sarah greets Tom with a sexy glance and continues, “You want to give me a real challenge?” she said, as she starts to remove all her clothes, tying her hair back and kneeling on the carpet. “I’ll ponygirl you around on my bare back for 30 minutes till your completion.”
Tom raised an eyebrow. “Sarah, you barely have any Ponygirl experience. Are you sure about this?”
“I’m sure,” she replied, setting her hands and knees firmly on the floor. Her toned arms and tiny slender frame trembled slightly in anticipation of Tom’s full weight about to engage her core.
Tom eagerly removed all of his clothes and carefully straddled and slowly lowered himself down on her bare back, his weight pressing her slim back down instantly.
As Tom’s full weight pressed down on her tiny back, Sarah felt her spine immediately bow under the pressure, dipping into a deep, unnatural arch. The strain was instant and relentless—her lower back stretched to its limits, her vertebrae muscles flexing as they absorbed the force. Every muscle along her spine tightened, fighting to keep her from collapsing completely. Her shoulder blades strained, her core burned, and a deep ache pulsed through her lumbar region as her flexibility was pushed beyond its usual limits. The sharp pull in her mid-back intensified with every breath, her ribs expanding against Tom’s crushing weight. Sweat trickled down her spine, pooling in the deep curve that had formed beneath Tom’s bare mass. Every second felt heavier, the pressure never relenting, yet Sarah gritted her teeth and held on, determined to endure this Ponyride.
As her bare back flexed under his weight, she adjusted to support Tom. Her breaths became shallow as she braced her stomach core and locked her elbows. Tom then took her beautiful long blonde hair, gathering it all together to use it to hold on to as he knew riding on Sarah’s back could be unstable at times. Tom then tightened his grip on Sarah’s silky golden blond hair, twisting it into a firm yet gentle hold. He had ridden other Pony girls enough to know that balance was everything. Sarah’s powerful muscles tensed beneath him as she prepared for the exhilarating bareback pony ride she was about to unleash.
“Okay,” she said through gritted teeth. “Let’s ride, cowboy!”
Tom laughed, bouncing slightly to settle into position with his full weight now directly positioned into the small of her mid-back. “This is going to be a fun Ponygirl ride—for me, at least.”
Sarah let out a sharp gasp as his bouncing sent a ripple through her naked body. Her muscles flexed visibly beneath her thin frame, straining to keep him steady. Every movement required precise control as she began crawling forward, her knees grinding into the floor.
Minutes passed, and the strain became evident. Sarah’s bare back was deeply arched, her slim figure visibly struggling under Tom’s substantial weight. Sweat trickled down her temples, dripping onto the floor as she focused on each step.
“You’re doing great,” Tom teased, giving a playful bounce and multiple slaps on her ass along with a few hair pulls.
“Tom, stop—bouncing!” Sarah snapped, her voice strained but determined. The extra bouncing sent shocks of pressure through her lower back, making her arms wobble. She clenched her jaw, her breaths coming in short, sharp gasps as she adjusted to the difficult Ponygirl challenge.
Fifteen minutes in, Sarah’s exhaustion was clear. Her arms trembled violently, and her slender back flexed and dipped towards the floor with his every bounce. Her body was soaked with sweat, her bare back fully wet from both sweat and his pre-cum fluid.
“Still hanging in there?” Tom asked, leaning and sliding slightly forward to test her balance, then leaning back while reaching back to smack her ass three times.
“Don’t… talk to me,” Sarah hissed, her voice shaking. Her entire body burned, but her pride wouldn’t let her give up.
By the twenty-minute mark, she was tired. Her bare back had bent to its limits, her slim waist and shoulders visibly trembling with each bounce on her back. She paused for a moment, catching her breath, her chest heaving as she wiped sweat from her brow.
“You’ve got this,” said Tom. Tom laughed. “You’re a Ponygirl machine and I love the warm saddle of the small of your soft back! I could ride you all day.” Tom now fully erect was slipping and sliding his erection through the dripping sweat between the shoulderblades of her arched back.
Sarah, struggling with her rider’s weight, kept crawling, her ribs and small waist screaming for relief. Each second felt like an hour as she pushed through the final Ponyride stretch.
As Tom sat firmly on Sarah’s deeply arched back, he suddenly pressed his heels into her exposed stomach, giving a sharp, jolting spur to urge her forward. The sensation sent a shockwave through her already strained core—her abdominal muscles clenched instinctively, trying to resist the unexpected pressure. Each time his heels dug in, a mix of pain and urgency surged through her, forcing her to push past her limits and keep crawling despite the relentless strain on her back. The sharp prods ignited a deep burn in her stomach, amplifying the challenge, yet Sarah gritted her teeth and endured, refusing to let the discomfort break her determination. Every powerful spur to her stomach was a test, and she was determined to prove she could take it all.
Next, as Tom sat perched on Sarah’s deeply arched back, he decided to test her Ponygirl endurance even further. With a smirk, he shifted his weight, pressing his feet against the floor and lifting himself up slightly, only to drop back down forcefully onto her tiny, bending frame. Each time he landed, Sarah let out a sharp breath, her spine compressing further beneath the sudden impact. Her muscles tensed, her lower back dipping even deeper as she fought to keep herself stable. Sweat dripped down her face as she gritted her teeth, the repeated jolts testing not just her flexibility, but the sheer strength of her core. The burning ache in her back intensified with every butt drop, her vertebrae creaking under the strain, yet she refused to give in. Instead, she locked her arms, adjusted her balance, and endured this part of the Ponygirl ride, proving with every impact that her determination was unbreakable.
Tom then started to stand up fully, holding firmly onto her ponytail and then fully collapsing back down with his full weight in the middle of her back as his erect penis was throbbing with each bounce on her sweaty, bare back. Sarah groaned each time Tom’s bare ass slammed into her back. Tom then reached back and inserted his middle finger into Sarah’s hot, wet, throbbing pussy. He reached in as far as he could and pressed upwards in the tight little pussy. This not only helped his balance, but hearing Sarah’s moans of pleasure are helpful in bringing Tom to a powerful ejaculation.
At the thirty-minute mark, Tom was ready to explode and slammed back and forth one last time and then slid back and forth quickly as he then ejaculated all over her back and neck. She then collapsed to the floor, her arms giving out beneath her. Tom stayed seated on her a few minutes, continuing to stimulate Sarah’s pussy until she orgasmed from Tom’s continued stimulation. Finally, Tom rolled off her naked back in complete ecstasy as Sarah lay motionless, panting heavily, cum dripping off her bare back.
“You’re incredible, and a very sexy Ponygirl” Tom said, genuinely impressed.
Sarah, drenched in sweat and barely able to lift her head, managed a weak smile. “Unbelievable,” she whispered.
Despite her exhaustion, Sarah felt a flicker of pride. She’d proven her core ponygirl strength, even under impossible odds and would love to carry Tom to completion again soon after much rest and recovery.
Now it was time for Tom to head home. “Until next week, Ponygirl Sarah!”
The Following Week
Sarah had always been small but packed with an unshakable will. At barely five feet tall and just over 100 pounds, she was known for taking on challenges most people wouldn’t dare to attempt. So today, her training partner Tom brought his friend Bill over and they had something truly outrageous in store for Sarah’s tiny frame. Bill is over six foot, muscular and about 225 pounds.
It started with Tom grinning at her as he started to button his shirt. “Sarah, you’ve proven you’ve got the strongest core. But today let’s see how far your determination can really take your Ponygirl legacy.”
“What are you planning for my workout today?” she asked, narrowing her eyes.
“You’re going to crawl for thirty minutes with me sitting on your bare back,” Tom said.
“That’s nothing for you Sarah, we know you can do that,” Bill added, stepping forward with a smirk. “I’ll join him. You’ll carry both of us, at the same time to full sexual completion!”
Her jaw dropped. “Both of you? Are you serious? That’s Ponygirl impossible!”
“You’ve done the impossible before,” Tom said. “This is just the next level Ponygirl riding.”
Sarah swallowed hard, staring at the floor. Her back was already known for its flexibility—she could bend into deep bridges and contort into poses that amazed even seasoned athletes. But this wasn’t just about flexibility. This was raw sexual Ponygirl endurance and strength.
She adjusted her tight yellow spandex gym shorts, the fabric hugging her toned bottom as she moved. The material stretched effortlessly with her toned body. The bright color stood out under the lights, emphasizing the sheer effort rippling through her small but powerful frame.
With a deep breath, she removed her clothes excep fort her yellow spandex shorts this time and then dropped to an all-fours position, her tiny frame looking almost fragile. Tom climbed onto her bare back first, his weight pressing down, immediately causing her back to dip into a deep arch. Her spine curved gracefully, her muscles visibly tightening as she struggled to stabilize herself. Tom slid forward near her shoulder blades to make room for Bill to mount Sarah.
Bill then climbed on behind Tom, his weight doubling the pressure. Bill sitting just in front of where her yellow spandex ends. Sarah let out a sharp gasp as her back arched even deeper under the double Ponyrider load. Her small frame bent beautifully, her lower back dipping while her shoulder blades strained to keep her from collapsing.
The combined weight forced her into an extreme backbend, her spine forming an elegant but painful curve. Her tiny stomach tightened for stability, and her arms wobbled as she tried to distribute the weight evenly.
“This is insane Ponyplay,” Sarah groaned, her breaths already severely labored.
“This is ponygirl greatness in the making,” Tom replied, grinning.
As she began to crawl, her wrists were aching, every movement was a battle. Her knees shuffled forward slowly, her palms pressing into the ground with each step. Sweat dripped down her face, and her core burned as she fought to stabilize herself. With each motion, her arched back flexed like a bridge, her lower spine taking the brunt of the strain.
“Keep going, Ponygirl Sarah!” Bill cheered. “You’re killing it!”
But halfway through, Sarah’s frustration boiled over. “You know what? Maybe I will buck you both off!” she snapped, her eyes blazing.
Before they could react, she rocked back and forth, arching her back sharply and shifting her weight to try and throw them off. Tom and Bill laughed, gripping her shoulders and her blonde hair to steady themselves.
“Nice try!” Tom teased. “But we’re not going anywhere.”
Her attempt to buck them off only made things worse. The sudden shifts in weight threw her off balance, causing her arms to wobble dangerously. Her already deep backbend was forced even lower, pushing her spine near the floor and to its absolute limits.
“Okay, bad idea!” she admitted through gritted teeth, her breath coming in gasps. “But I’m finishing this Ponygirl ride!”
The effort left her more exhausted, her arched back now trembling under the unbearable strain. Every crawl forward felt like an insurmountable task. Her small frame shook violently, her muscles screaming in protest.
Around the 20-minute mark, a sharp crack sounded from her curved spine.
“Whoa! Are you okay?” Tom asked, his playful tone replaced with some concern.
Sarah froze for a moment, feeling a deep ache ripple through her flexible back. She winced but shook her head yes. “I’m fine. Just some popping from my spine, no worries, I’m finishing this,” she said, her voice unwavering.
She pressed on, her arms trembling violently, her spine locked in an intense curve. The final minutes felt endless as she forced herself to move forward, inch by agonizing inch.
“Almost there, Sarah, you can do it, we are nearing completion!” Bill encouraged.
Her tiny frame continued to endure, her back now an exaggerated bridge beneath them. The pressure on her entire spine was excruciating, her body pushed beyond anything she had ever attempted before.
As their full weight bore down on Sarah’s tiny back, she felt her spine sink deeper into an arch beyond anything she had ever endured. The pressure was unbearable, her vertebrae stretching and compressing in ways that defied human limits. A sharp, almost electric sensation shot through her lower back as the curve deepened past what seemed possible, her muscles straining desperately to hold the impossible bend. Her ribs flared outward, her stomach stretched tightly, and her breath came in shallow gasps as she fought to stay stable under the crushing force. Yet, even as the pain threatened to overwhelm her, a fierce determination burned—she would endure, no matter how far her body was pushed beyond its limits.
Finally, nearing the thirty-minute mark of riding it was time for complete release for Tom & Bill. Tom continued bouncing and sliding himself between her sweaty shoulder blades until his rock-hard throbbing penis exploded, its full load covering Sarah’s neck and hair with his hot ejaculate. Almost simultaneously, Bill was sliding and slamming himself into Sarah’s lower back where her sweat made it easy for Bill to slide around enough to finish by spewing hot ejaculate all over her lower back.
Thirty minutes of pony riding with two extremely hot finishes on Sarah’s tiny flexible back is complete!
Sarah collapsed onto the ground, her arched back finally flattening as Tom and Bill slowly crawl off her. She lay there, gasping for air, her face pressed against the cool surface. Her back still ached from the strain, the deep stretch leaving her entire body trembling. But she had done it, she took her two trainers at over 575 lbs for a beautiful thirty-minute Ponygirl ride to double sexual competition.
“You’re unbelievable, best Ponygirl ride ever!” Tom said, offering her a hand and a towel to clean up.
Bill shook his head in amazement. “Seriously, you’ve got more strength and determination than any Ponygirl I’ve ever met.”
Sarah managed a sexy smile as she sat up, drenched, her back still aching from the deep arch for so long. “Told you I could do it.”
As Sarah continued to rest on the floor, dripping sweat and bodily fluids, she wiped her forehead and let out a breathless laugh. “That pony ride was insane… I don’t think I’ve ever done anything so hot in my entire life,” she admitted, her body still trembling from the effort. The tight compression of her spandex only amplified the intensity of the Ponygirl ride. She stretched her aching back, feeling the deep pull in her muscles as she straightened out standing, then glanced at Tom and Bill.
“But you know what? I’d gladly do it again. Anyone who thinks I can’t handle their weight—literally—can take a turn riding, sliding and bouncing on my back to completion no matter how long they need to pony ride. I’ll show them exactly what sexual endurance to ponygirl riding really means.” said Sarah. “For real, and any guy who thinks they can break me by bouncing their full weight on my back can go ahead and try—I’ll take it, bend with it, and still keep going.”
She stretched, feeling the deep pull in her spine, then cracked her knuckles.
“This was just the beginning. My Ponygirl endurance isn’t just strong—it’s unshakable. And next time, Tom,” she said, stretching her back with a satisfied sigh, “I’ll be ready. And you’d better not hold back, spur me even more, kicking my stomach harder—I want to see just how long I can endure being your Ponygirl.”
The challenge had pushed her to her limits, but instead of fear or hesitation, she felt a growing eagerness. Before leaving, she glanced at Tom with a determined grin, already anticipating the next time he would need a Ponygirl ride. The thought of feeling his full weight pressing her spine into another deep arch, the strain, the sweat, the pure test of will, and an intense orgasm—it all fueled her excitement. She craved the feeling of pushing herself beyond what seemed possible.
From that day forward, Sarah’s Ponygirl endurance, flexibility, and determination until completion became legendary, proving that sheer grit could push even the smallest person to accomplish the most impossible Ponygirl ride.