Pony Rides

The man in the top hat stood on the fairgrounds at the head of a ring of ponies, waving his arm expansively. In front of him, parents held their small children in place in the saddles as the miniature horses plodded dully around in the circle. “Pony rides!” yelled the man in the top hat. “Step right up little kiddies for the pony rides! Just five dollars!”

“Excuse me,” said an overweight, greedy-looking, beady-eyed man, stepping up next to the man in the top hat. “Can you show me the big kid pony ride?” he asked. His words sounded stilted, as though he were reading off of some inner script.

The man in the top hat smiled and stepped off of his dais. He led the man into the curtained-off rectangular area behind the dais, which contained a small wooden building. He mounted the steps, then held out his hand. “Big kid pony rides are fifteen dollars,” he said.

The beady-eyed man smiled and dug three crumpled bills out of his pocket, shoving them into the other man’s hand. With a congenial smile, the man in the top hat drew a key out of his pocket and unlocked the door, swinging it open. “Fifteen dollars gets you half an hour,” he said. “I’ll be back to let you know when your time’s up.” He closed the door behind the man and locked it again.

The beady-eyed man stood still and blinked for a moment as his eyes adjusted to the dim light. Then he strode down the narrow corridor until it opened into a small room. A boy knelt in the center of the room, completely naked, on his elbows and knees. A collar around his neck was chained to a peg in the wall, and his upper arms and lower legs were manacled to the floor. He was handsome; young-looking, red-haired, with a lean, well-built frame. He faced the far wall from the entrance, so that his bare ass was the first thing that came into sight when the man came into the room.

Strapped into the boy’s anus was what looked like a very large artificial phallus, with a long, flowing horse tail protruding from the end. As the man walked around the boy, he saw that the boy’s mouth was also occupied. Protruding from his mouth, strapped into it, was what appeared to be the end of a carrot, although it was much thicker than a real carrot and obviously plastic.

The man looked up at the wall over the peg to which the boy was tethered. There was writing on it, and he squinted to read it in the dim light. Under the heading “pony rides” it proclaimed:

This little pony is sixteen years old and he is here for your enjoyment! But before you begin, please read the RULES:

The man smiled and knelt down next to the boy, brushing the red hair out of the boy’s eyes and tucking it behind his ear. Sixteen indeed—he didn’t believe the sign for a second. The boy couldn’t possibly be older than twelve. The boy looked up at him with wide, frightened eyes, then looked down at the floor again shyly. The man stood up and stepped back again, looking back and forth between the boy’s ass and his mouth, trying to decide which he wanted to do first. Both seemed so delectable.

Finally he moved back to the boy’s head and unfastened the strap around the back. The “carrot,” when he pulled it out, was larger than it appeared. It was of course the size and shape of a man’s penis (though shorter, so as not to choke the boy), and was orange like a carrot with a carrot’s tuft of green leaves attached to the end that would protrude from the boy’s mouth.

When the carrot slid out of the boy’s mouth, he took a few large, panting breaths, before stretching his lips open, awaiting the man’s cock. The man unzipped his pants with a sick grin and drew out his penis. He grabbed the boy’s head with one hand and his member with the other and plunged his penis into the boy’s mouth. It was about as thick as the carrot, slightly thicker, but much longer, and he forced it down the boy’s throat.

The boy did not gag; he was well trained. Instead he swallowed around the cock, massaging the bottom of it with his tongue and muttering nonsense deep in his throat so that the vibrations stimulated the member, pushing it deeper and deeper into his throat as the erection grew stiffer.

The man was amazed at the quality of the boy’s ministrations. In no time at all he was hard as a rock, and forced to pull himself out of the boy so he wouldn’t come right away. For a moment he reflected on how nice it would be to come all over the boy’s face, but he wasn’t sure if he had the stamina for two rounds in half an hour, and he definitely wanted to try the boy’s ass. Reluctantly, he pulled away from the boy’s face.

Looking around, he spotted the shelf indicated in the rules. He grabbed the lotion off of it and took a moment to look at the wide array of toys. There were dildos of various shapes and sizes, some of them vibrators. There were anal beads. There were straps for manacling the boy’s cock. There were quite a few objects, many of them fiendish-looking devices, that the man did not recognize; he had no idea what they were used for.

As an afterthought, he also grabbed a long, smooth dildo in his other hand. When he got back to the boy, he shoved it into the boy’s mouth, forcing him to deep-throat it. “Leave that there while I fuck you,” he said hoarsely.

He went back to the rear of the boy and undid the straps that held the horse-tailed phallus inside him. When he drew it out he saw that it was indeed as large as he had suspected, and he chuckled. The boy moaned a little around the object in his throat when the thing slid out of his anus. When it was gone, he wriggled his ass in the air encouragingly, as though searching for it.

The man poured out a generous amount of lotion into his hand and slathered it onto his dick. Then he grabbed the boy’s hips and positioned himself before thrusting completely into the boy in one violent movement. The boy cried out around the phallus in his mouth as he was penetrated, and began to whimper as the man thrust mercilessly into him. The man’s movements were harsh and fast, pounding into the boy hard enough that he would have been thrown forward had he not been manacled to the ground. His penis slid in and out of the boy at a breakneck pace as he fucked the child brutally.

The man was already very worked up, and it did not take long. Suddenly at the end of a thrust his hands tightened on the boy’s hips and he drew the boy back sharply, so far that the boy could feel the man’s testicles pressed against the bottom of his ass. Then he felt the man’s seed flowing into him, filling him deep inside.

Before the man pulled out, he reached forward and drew the long phallus out of the boy’s mouth, feeling the way his throat released it as it withdrew. Then he removed himself from the boy’s anus, before very quickly replacing his own member with the artificial one. “That’s to keep my cum in ya,” he said to the boy.

The man was spent, but looking at his watch, he saw he still had a little more than half his time remaining. He wandered over to the toy shelf and looked over the items. He pondered over the assortment for a moment, then grabbed a few items and returned to the boy.

The boy’s eyes widened as he felt something press against his anus beside the toy that was already inside it. He clenched his jaw and grimaced as the man slid a second large phallus into him to join the first. Then his eyes widened again when the man turned it on and it began to vibrate inside him, causing the other phallus to vibrate as well through contact.

His legs trembled weakly and he finally gave in and bent his knees, lowering his butt as he sagged backwards. He had been trained to keep his ass in the air as much as possible, but this was too much for him. His head thrashed back and forth as the two phalluses stimulated him, and he started to get hard himself.

But then, to his dismay, he felt the man slip a leather cuff around his member, just above his balls, and tighten it sharply. He squirmed; the vibrations inside of him felt so good, but the halting effect of the cuff was maddening. He whimpered and looked over at the man with pleading eyes, but the man just smiled.

The man was starting to get hard again, and remembered his initial desire to come on the boy’s face. He knelt before the boy’s head once again, placing his penis in front of the boy’s mouth. “Lick it,” he commanded.

The boy leaned forward, moaning as this motion caused the phalluses to shift inside his ass, and began to lap at the man’s member, tasting his own rectum. His tongue bathed first the head of the man’s penis, then the shaft all the way down to the base. The man lifted up his penis with one hand and shifted forward, pressing one of his balls into the boy’s mouth. The boy obediently slathered it with his tongue, before doing the same with the other testicle.

Eagerly, the man took the boy’s head in his hands and once again shoved his penis into the boy’s throat. This time he held the boy’s head steady while he thrust in and out of the warm, wet cavern of his mouth. When he knew he was close, he withdrew, stroking himself a few times in front of the boy’s face. Finally he was rewarded by the sight he had imagined; his thick white cum splashed all over the boy’s face, splattering the closed eyelids, dripping down the blushing cheeks and red lips, trickling into the corners of his mouth.

The man sighed and sat on his heels for a moment, enjoying the feeling of his orgasm. Then he heard the creak of a door opening and the man in the top hat appeared. “Your time is up,” he said.

The man nodded and placed his penis back in his pants, standing. He gestured at the two members still vibrating away in the boy’s anus and gave the man in the top hat a questioning look.

The man in the top hat waved him off. “I will take care of it,” he said. “You may go.”

The man nodded and strode past them, back down the corridor. They heard the door open and shut behind him. The man in the top hat moved to the front of the boy and gazed down at him. “Did he use any toys besides what’s in you now?” The boy shook his head.

The man in the top hat went over to the wall next to where the rules were posted and flipped a catch, causing a whole section of the wall to fall backwards; it was hinged on the bottom. In this way it created a ramp to the outside. The man in the top hat moved back to the boy and took a key from his pocket. He bent down and unlocked the manacles that held the boy to the ground. Then he moved over to the wall and unhooked the end of the chain that led to the boy’s collar. Holding it in one hand, he led the way down the ramp. Struggling around the still vibrating toys shifting in his ass, the boy crawled after him.

The ramp led to a small grassy clearing; on three sides were the curtain that ran around the entire backstage area, and on the fourth was the wooden wall of the building from which they had come. Protruding from the side of the building was a spigot, and from that a long hose snaked into the grass. There was also a metal ring fastened to the side of the building and to this the man in the top hat clipped the end of the boy’s chain.

The man in the top hat walked back over to the boy, reached down, and neatly unfastened the leather manacle around the boy’s penis, setting it inside the building just to one side of the ramp. Then he turned off the vibrator and, grasping the end, pulled it smoothly out of the boy. As he did the same to the second dildo, the boy’s body shuddered and he came all over the grass.

The man strode over to the spigot on the wall and turned it on, starting a flow of water from the end of the hose. He laid out the toys that had been inside the boy and hosed them off on all sides before replacing them inside the building next to the leather cuff. Then he went back to the boy and said, “On your back.”

The boy rolled onto his back, the collar shifting around his neck, and exposed his belly. The man moved the spray of the hose over his penis, stomach, and chest, cleaning away the spattering of cum. Then he said, “Hands and knees. Mouth open.” The boy assumed the position.

The man came forward and used the hose first to rinse the cum off the boy’s face, and then to fill the boy’s mouth with water. As soon as his mouth was full, the boy closed it and began to rinse the water around in his mouth. “Spit,” commanded the man, “then mouth open again.” The boy did so and the man in the top hat once again filled his mouth with water. “Rinse with that for a while. I’ll do your anus.”

The man in the top hat dragged the hose back around to the rear end of the boy. Kneeling down, he spread apart the boy’s butt cheeks and shoved the end of the hose inside the boy’s anus. “Press,” he ordered.

The boy reached back with his hands and pressed his butt cheeks closed around the hose. The man walked over to the spigot and turned it up, so that the water pressure increased. The boy whimpered and pressed his butt cheeks tighter together.

Finally the man turned off the hose and yanked it out of the boy’s anus. “Spread and push,” he ordered. The boy spread his butt cheeks and pushed, expelling a thin stream of water mixed with the customer’s cum. “Spit,” ordered the man. The boy spit out the mouthful of water he had rinsed with.

The man strode back over to the wall and unhooked the chain, leading the boy back up the ramp and into the room. He clipped the chain back onto the wall, positioned the boy properly on the floor, and locked him back into the manacles. Then he strode over to the ramp, pulling the wooden section back up and refastening it as part of the wall. He picked up the toys that had been placed by the entrance and the bottle of lotion that the man had left on the ground and placed them all back on the shelf.

Then he went back to the boy and picked up the carrot gag from the floor. He placed it in the boy’s mouth and fastened the straps around his head once more. He picked up the horse-tailed phallus and shoved it un-gently back into the boy’s well-used anus, fastening the straps around the boy’s thighs. He gave the boy a final pat on the ass before standing up and striding back out the front door, locking it behind him. Finally, he returned to the front where the real ponies plodded around in a circle with their burdens of small children.

Some minutes later, a tall man pulling a large sheepdog behind him on a leash approached the dais. “Can you show me the big kid pony ride?” he asked the man in the top hat.

The man in the top hat smiled. “Certainly,” he said. He led the man past the back curtain, to the wooden steps. “Big kid pony rides are fifteen dollars,” he said. “That’s fifteen for you and fifteen for the dog.”

The man frowned. “What do you mean fifteen for the dog? Why should I pay for the dog? He’s a dog.”

“If your dog wishes to ride the pony as well, that is perfectly acceptable,” said the man in the top hat. “But it costs as much as a person. If you prefer, we also have an area out back where you can tie him up until you are finished.”

The man with the dog paused for a moment, thinking, then sighed and pressed thirty dollars into the other man’s hand. “Fine,” he said. “For me and my dog.”

The man in the top hat unlocked the door and held it open while the man and his dog walked in. Then he closed and locked it behind them, striding back to supervise the ponies in the front.