She took the handle away and placed it back in the mare’s mouth several times, rubbing her and fondling her each time it passed back into her mouth. Every experience with the bit should be a positive experience, she thought as she took the handle out the last time and started taking the real bridle off her shoulder. The mare accepted it. Her mouth was already open before the bit was even pressed against her lips. She looked a little alarmed, though, as Sally started putting on and adjusting the rest of the bridle. Tightening the straps forced the bit further back in her mouth than she had held the handle, and Tiger snorted and tossed her head. Sally stopped to soothe her, clicking with her tongue and rubbing her back for a moment.
“Shhh.... good girl, Tiger,” she said as she finished buckling the strap under her chin. “You’re doing so well. You’re such a good girl, and I think you’ll like the next part of your training.” As she spoke, Sally leaned down to begin unlocking the chastity belt. She removed the vibrator and the mare whimpered slightly. Apparently she had come to love the little machine between her legs! Well, she would soon have more between her legs than that. Sally started to remove her jacket, her finely pressed white shirt, suspenders, and last of all her attractive riding breeches. When they slid off the ponygirl snorted in surprise as a large, black, strap-on flopped out in all its shiny glory. It was double ended and the part inside Sally meant that she had also been getting a bit of a thrill with every step she took all morning. She was more than ready to start this phase of the training.
“It is always best to begin bareback.” She used the reigns of the bridle to tug the ponygirl down onto the ground. The harnessed mare came down to her hands and knees and Sally paused to admire the sexy look of her down on the ground with her black tail arching proudly behind her. She reached down to finger her wet pussy, moaning a little as a small wave of jizz dribbled out of her. She kept a hold of the reigns as she settled herself behind the mare and centered the head of the shining black dildo against the mare’s willing hole. She slid in slowly, smiling as the ponygirl whickered lowly and pushed her ass against her. Sally kept the reins short which forced the mare to hold her head up proudly. “What a good little filly you are,” she said as she started thrusting in and out slowly. “I’m going to teach you to love being ridden so I can take my sweet little ponygirl out for long rides and show everyone how beautiful and well trained she is.” Sally couldn’t see Tiger’s face, but she could tell by the tensing of her ass and pussy that the words were making her even hornier. Sally let loose, fucking the mare’s tight hole with wild bucking motions. The cock was curved and just as she’d hoped it reached Tiger’s G-spot perfectly. Sally hadn’t managed to cum herself yet when the little mare came the first time, whinnying as the orgasm seized her. Oh well, that was to be expected. It was the whole point of Sally bringing the poor mare over and over again to the point of orgasm. Sally wanted the mare to be needy and desperate for her touch so she would accept her training.
But now the goal had changed. Now the only thing Sally needed to do was to make the mare cum as many times as she could as fast as she could. She pulled her silicone cock out of the mare and moved back a little so that she could bring her lips to the beautiful ponygirl's delicious dripping pussy. She slipped one of her fingers inside and fingered her gently but deeply. Tiger had to raise her hips high to allow Sally to lick her clit from behind but she was so needy and so desirous of her trainer's touch that she held her ass up readily, straining upwards until her hamstrings ached. Sally stopped for a moment to touch the red marks where her training stick had come down on the mare's rump, and she added another red mark with a sharp, loud smack of her hand. Tiger squealed but did not lower her ass as Sally went back to work with the tip of her tongue tickling the ponygirl's swollen clit. The mare was so desperate from the long teasing that she came a second time in less than two minutes. Sally noticed with pride and approval that the mare did not lower her hips an inch, but she quivered slightly with the effort of holding her back in such a curved position. Let’s see how long she can keep that up... Sally sat up and wiped her mouth before raising herself back into position for another fucking. Tiger started to lower her ass to put it more in reach of the cock but Sally held her hips and after a moment the ponygirl understood the command and lifted her ass back up in the uncomfortably high position. It was a little akward for Sally, too, but that was a small price to pay to test her pony’s obedience. She slipped the strap-on back into the mare’s wet hole and started pounding away. The ponygirl’s pussy was swollen and bright red from the teasing and pounding, and the ponygirl was so tender that she made quiet, animal sounds almost every time Sally drove the dildo into her.
Sally pounded away for several minutes before deciding that the mare was unlikely to come a second time being fucked in this position. She wasn’t quite ready to let her lower her ass, though, so the trainer pulled out again and sat comfortably on her side, fingering the ponygirl’s swollen hole and playing with her clit off and on. The ponygirl’s discomfort was growing and her full ass cheeks quivered with the strain of holding herself in such an unnatural position. Sally added to the discomfort by pulling up on the reins again. Oh her mare made such a beautiful, proud, picture with her head held high but her chest pressing close to the ground and her hind end held proudly upright under her streaming tail. She could look at her this way all day, but she knew her mare was fast approaching the point where she would need a rest so she put her face back to the wet, red pussy again, licking it and kissing it with all her concentration. The ponygirl whinnied and gasped as she came closer and closer to yet another orgasm. Her body tensed when she came, but it did not relax like bodies do after most orgasms. She was absolutely stiff and aching with the strain of holding the pose now. Sally put a gentle hand on the perfect ass and pressed, signaling the grateful mare that it was alright to lower herself. Tiger tried to do so gracefully, but at the last moment her legs gave out and she flopped on her belly on the sawdust floor of the training barn.
“Shit,” Sally muttered as Tiger thrashed around, trying to get herself into a less ungainly position. “I overdid it. You’re such a great little filly I forget how green you really are. Shhhh...” She knelt beside her and started to stroke the ponygirl’s back and shoulders, willing her to accept the spread eagled stomach, stomach lying position. After a moment, Tiger’s muscles relaxed and she lay peacefully on the dirty floor of the barn, unconcerned about the dust clinging to her and getting into her hair and face. Sally watched as the ponygirl gave up her human thoughts of dignity and cleanliness and gave herself over to the long, deep, relaxing strokes of her trainer’s hands. “That’s a good girl... shhhh...” Sally started to massage the mare, working her way from her shoulders and then carefully down each arm including the hands before she came back to the back and worked her way down the spin and ultimately down both of her legs. Tiger was entirely blissed out at this point and the trainer thought she might actually go to sleep on the dirt floor if she wasn’t roused soon. Sally herself stood first and then gave a gentle tug on the reins.
“Hup, girl. I need to check if you’re sound and I can only do that while you’re on your feet.” Slowly and with some care the mare came to her feet. Sally could tell she was still a little sore from being fucked and teased in such a strained position for so long, but the massage had worked most of the kinks out of her muscles and she stood easily. Sally started a second rub down, massaging her from back to front. She lingered at the chest, cupping and rubbing the ponygirl’s generous brown-nippled tits for several moments before moving down her chest, the inside of her thighs, and her legs. She picked up both legs one after the other, bracing them on her shin just as a farrier does when he inspects a horse’s feet. She rubbed the pads of the mare’s feet and the calf muscles. She stood back for a moment to inspect her handiwork, and the transformation was amazing. First the mare had been a bundle of nerves, completely unsure what to expect from this experience. Then, the trainer had brought her to her limits
until her muscles quivered and strained. Now she was completely relaxed, standing placidly with her eyes half closed in bliss. She looked every inch like a seasoned, relaxed mare enjoying a rest in her tack.
It was time to saddle up.
Sally first dressed herself again. She took care, cleaning the dust and bits of debris from her riding breeches and shaking out her jacket before donning them. Then she walked to the corner and picked up the large saddle. All of the straps were set to the shortest lengths which meant that the ponygirl had actually never worn it. Sally got a little thrill from the knowledge that her training was going to be real, not just a roleplay. Gently and carefully, the trainer eased the saddle onto Tiger’s back. She lengthened the straps and pulled them over her arms. There was a place where the arm straps should buckle to the mare’s existing harness, and Sally attached them before she tightened the arm straps. There were three places where the saddle attached to the harness at the waist and she made sure these were secured before passing the large hip belt over and buckling it at the front. It was thick and very padded, and Sally spent several moments making sure it was tight without being overly restrictive. If it slipped down the ponygirl wouldn’t be able to use her hips to bear her rider’s weight. There were stirrups hanging from the sides, and Sally had to guess a little at their length. She was generally good at gauging stirrup length but she had only done so for bio-horses. The mare was still relaxed, so Sally spent several minutes working on the fit. She buckled the strap at the collar bones and adjusted it against the length of the shoulder straps until the chest was also bearing the weight of the saddle and future rider. When she was reasonably sure that the fit was correct she tied the reigns securely behind the mare’s back and hooked a long lunge line to her bridle. She would need to make sure the ponygirl was used to moving in the saddle before she put a heavy rider in that saddle. She moved back to the center of the round pen and used the end of the long lung to flick at the mare’s feet. Tiger started to walk, her movement a little uncertain at first as the saddle jostled and settled into place. After only two passes Sally stopped the mare and went back to her adjustments, lengthening and shortening the straps where needed now that the saddle had settled to the movement of the mare’s natural gait. She turned the mare and started her off in easy circles in the opposite direction. Once she was satisfied she brought the mare up to a trot. She would not be bringing her two legged pony to a canter while riding her, so she did not take her beyond that, but she spent several moments watching the movement of the mare and saddle carefully. Finally she nodded and brought the mare to a stop.
“Well, girl,” she said, patting her affectionately. “It’s the moment of truth.” She unhooked the lunge line and brought the reigns back around, leading the mare over to the mounting block. The ponygirl stood placidly by the block and Sally took a deep breath before gently easing herself onto the saddle. She did not throw a foot into the stirrups and drag herself up because that would unbalance a two legged pony. Instead she gently lowered herself as close to the center as she could. She willed herself to relax, letting her body form to the saddle and resting with her feet dangling before even trying to get them into the stirrups.
Of course, the mare wasn’t going to (or at least was unlikely to) actually buck her off like a bio-horse, but if Sally had failed to prepare her and get her into the proper mindset for the experience, it was perfectly possible that the mare would use her safeword and end the training session. That would a blow to the trainer’s confidence, and the failure of her first solo-training day would follow her forever. After a tense moment or two, however, the mare seemed to settle under her. Tiger whickered a little in an interested and curious way. Sally managed to ease her feet into the stirrups and then took the reins, gently easing them to one side to encourage the mare to turn away from the block. She squeezed with her legs, noticing how natural it seemed to ride her mare in this way. Tiger started to walk, and Sally realized with a jolt that she wasn’t used to the gait of a two legged pony. They bounced painfully against each other for a few more steps until Sally finally managed to match her movement to the sway of Tiger’s hips. “I guess I have a few things to learn, too,” Sally said, sheepishly. Tiger would never break character enough to answer her directly, but she let out a little whinny that sounded suspiciously like a giggle. Sally filled with warmth as she felt herself bonding with her ponygirl and eased her around in a broad circle around the arena. She considered trotting with her, but decided that they needed to build up to that and contented herself with several easy circuits of the training arena before bringing the mare back to the block and carefully pulling herself out of the saddle. An idea had been germinating in her mind. She let the mare rest and stretch as she gathered up her training equipment and the few pieces of tack scattered about and brought it together into a neat pile in the corner. She would come back for it later. From a bag, she pulled two jingling bits of metal. She brought them over to the mare and grasped the reins firmly as she gingerly applied the sleigh bell nipple clamps. “Folks usually use these for drafting ponies, but these will help acclimate you to noise and stimulation during street riding,” she said brightly as she put them on. She had tried them on herself and knew that they didn’t pinch badly when applied. Their challenge came in the weight over a long period of time. It wouldn’t be too much even for the inexperienced mare for the short ride she had in mind. Tiger didn’t even blush as Sally put them on and the trainer smiled inside, thrilled by the knowledge that the mare had submitted to her will so completely that she no longer felt the need to become embarrassed by her commands.
Sally dropped the reins, ground tying the mare by the mounting block. She walked to the big double doors of the training arena and pulled them open before returning to the ponygirl, stopping to rub her nose with head and gathering up the reins. She stepped back up on the mounting block and lowered herself gently into the saddle. It was easier this time, and she clicked at the ponygirl as she squeezed with her legs. Tiger immediately responded with an easy, rolling walk and this time Sally was ready and able to match the swaying of her hips with the movement of her pony. “Let’s get you back to your stall,” she said as she urged the ponygirl toward the door. “You are in desperate need of a real rub down and a rest.” The mare tossed her head in a way that clearly indicated that she was excited by the prospect of both, but even so the mare checked at the open doors, coming to a dead stop and looking around anxiously. Sally smiled a little indulgently. So the mare wasn’t quite bulletproof yet. It was cute, really, how she must be blushing underneath her saddle with the jingling bells hanging from her nipples. For a split second she regretted that she had no riding crop, but she reflected that the soft approach was probably the best so she let the mare stand hesitantly on the threshold for several moments before squeezing her knees together firmly. The mare was finally goaded into entering the fresh air. Sally would ride her all the way to the barn.
It was just past lunchtime now, and Three Ferms Farm was buzzing with activity. Ponygirls and boys were being led around by their trainers, owners, and grooms and several human equines were loose in the picturesque little paddocks that lined the lanes connecting the barns. All eyes, human and human equine alike, were instantly on Sally and her beautiful little pony. The trainer found herself fighting down a flush of pleasure and she thanked her lucky stars that she had taken such care when dressing herself again. Next time, though, she would need to take off the strap-on. How do fellas do this? She thought as she shifted subtly in her seat and held her head up higher.
For a few breathless moments Sally was afraid her mare might freeze up again under the close scrutiny of the farm’s inhabitants. She slowed and Sally knew that she was blushing scarlet under the saddle. After a moment, though, her speed increased and she seemed to have a little bit more spring in her step. In fact, she was close to a trot! Sally had to pull on the reins to slow her. The ponygirl might hurt herself doing too much too soon and she had already had a long training d
ay. She filled with pride as she reined in her spirited mount. So many two legged ponies plodded along but her little filly had some spirit! At least two trainers looked at her in what had to be envy as Tiger made her way down the trails. The paths were soft and fine, made to protect the sometimes bare feet of ponygirls and boys. Her own mount’s feet were bare, though she would soon see about finding her a pair of appropriate shoes. As they rode by another paddock, a human stallion whinnied at Tiger. Sally recognized him as King’s Ransom, a stallion owned by her own teacher, Madame Lyn Carnegie. “Do you like him?” Sally asked, nodding toward the stallion. “I might be able to arrange a breeding.” Oh that got the mare blushing again but she didn’t freeze up this time. She frisked and walked with a high gait. So she did like that stallion. The ponygirl only worked with female trainers, but apparently she didn’t mind an occasional bout with a stallion. Sally would have to talk to Madame...
As if summoned by the thought, the immaculately dressed trainer came down the path in the opposite direction. She spotted Sally, who drew back on the reins again and brought her mare to a halt. Tiger didn’t seem to mind the delay and kept turning her head to watch the stallion who was moving around his paddock now sporting a huge erection. Madame put her long riding crop under the right arm and smiled in greeting as she walked up to the waiting pair.
“My goodness, Sally, you’ve done a good morning’s work with that mare.”
“Thank you, Madame. She still has a way to go, but she has done very well. I’m riding her back to the barn and then we’re calling it a day.”
The Fillies of Three Ferns Farm Page 6
