Warning -this and later chapters describe William's participation in Pony play and describes heavy BDSM and pain scenes which may not be enjoyed by all readers. Do Not Read if you cannot handle this type of fantasy and please remember, it is fantasy. If you do not enjoy this story or any of my writings, I'm certain that there are thousands of other stories for you to enjoy, which may be found by returning to the main index. If you feel that this story is in the wrong category, well who cares.
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I never thought that it could be as dark and black as it was this morning or this early morning rather for it was 3:55a.m. And I was on my way to pick up my first passengers listed on the instructions as... 'You will pick up 2 ponies at ...'. All the leather seats of my SUV were covered with blankets as a comfort to the passengers and protection for the seats. The instructions, that were delivered by that bitch sent by Lady Pamela, had been followed for the most part with the only exception being that I had put a change of clothing in a sports bag and put it under a blanket in the back of my SUV in case I needed it at the end of the weekend.
My alarm had gone off at 02:30 and, until that point, the excitement of this new adventure had kept me awake for most of the night. As quickly as I could, I got out of bed and cleansed myself inside and out as per the instructions from that woman. When I shaved, I not only shaved my face but my body as well until I was smooth especially in my genital area which I hoped would receive special attention all this weekend. Then I put on the body harness that ran between my legs and had adjustment straps below my breasts, at thigh level and of course at the back once I had suffered putting my cock and balls through it's cock ring. Christ it was small and I wondered if Mistress Brianna had requested this size. The pain of first squeezing my balls through it and then my cock brought tears to my eyes and I hoped that it would be easier removing it. Thankfully, there was a leather pouch that snapped onto the harness over my genitals providing a little modesty if nothing else. A 2-inch heavy leather collar with D-rings front, back and sides, was then buckled around my neck but not too tightly and at least I didn't have to add a lock on it as with Mistress Brianna's. Wrist and arm cuffs, each having a D-ring, which I placed above my elbows, were also buckled on but not tightly and then a monster of a belt that had 8 D-rings on it in various locations was also buckled around my waist with great difficulty. That damn thing felt like it weighed 10 pounds. I put on the leather vest that was provided and a pair of sneakers completed my ensemble but the colour of the sneakers, white, did not seem to complement the rest of the outfit and I wondered if I had missed something. Oh well, I'm sure that they will have me running around in bare feet as soon as I get there.
Out the door and into the garage. Thank goodness for automatic garage door openers as I could hide in my car and not have a neighbour see me. And off I went for a weekend as a ponyboy.
'This must be it.' I thought as I pulled into the driveway and drove up as close to the house as possible. I turned off the car lights and quickly got out and opened the passenger door. Lights that had been on inside the house suddenly went out and from the front door emerged 2 women dressed in leather harnesses as I was. They did however carry what looked like large plumes and they were wearing a type of boot made specifically for ponies, as they appeared to be up on their toes. I noticed that both of them had their hair in ponytails and they both jingled as they moved which seemed to please them as they chuckled and laughed quietly.
"Here come the two K's," one of them said, "and you are right on time boy."
I looked at them and recognized both. One was Karen, Mistress Brianna's female slave, who I loved greatly and with whom I had spent several nights bound together in tight ropes and hot sex. The other was Kristine, another reporter from the cable stock market channel and I wondered just how many of her co-workers were into the scene. This must be Kristine's residence, I thought, as I was familiar with where Karen lived.
"Oh william, it is you. I heard that you may be joining us this weekend," Karen said, "This should be a fun time and better than usual." She then snuggled up close grabbing my cock through the pouch and sucking lightly on my left nipple.
I stood there looking straight ahead, not saying a word, as my cock came to life from Karen's playful actions. Karen then pulled Kristine over to me and then she pushed her into me. I felt both their hands rubbing my crotch and wanted to moan my feelings out loud, I remained quiet.
Karen chuckled and then said, "The slave is not to talk Kristine. He performs well don't you think? Let's get in the car or else he will be late for the next pickup." Then jingling and laughing, they both got into the back of my SUV as I closed the door and then left for the next stop.
As I drove off, I looked in the rear-view mirror and noticed that just from the streetlights that these 2 were beautiful in costume. Kristine's normally straight blonde hair was in a ponytail with bangs down to her eyes. That was when I noticed she had a black plume and Karen's was red. I wondered what the significance of that was. Both of them had bells attached to their collars and wrist cuffs and were the cause of that jingling.
"Do you know where your next pickup is william?" Karen asked.
I nodded yes.
"Do you know who it is?"
I shook my head no... and then there was laughter from both of them. 'What the hell does that mean?"
It was about a minute later than planned that I pulled into the circular driveway at the home of the Trainer that I was to pick up. Lights were on in the house as I stopped the car, got out and went to the passenger's side. When the house lights went off, I opened the passenger door and noticed a wild grin on Karen's face, which caused me to look at the person coming out of the house. I had though that it would be a male and was surprised that it was a female trainer. And then my heart stopped as I saw whom it actually was. 'Nita, the fucking bitch! I'm screwed,' I thought.
With heels clicking on the pavement, she marched to the car and stood before me with a grin that brought fear to me...and then with a gloved hand she slapped me hard across my left cheek...so hard that my head glanced off to the right.
"I was told you would be here this morning slave. I am going to make you pay for what you did to me. Let's get going!"
Recovering my composure as best I could, I closed the door behind her and then went to the driver's side, got in and drove off. I don't remember much of the ride after that as I was shaken up knowing that I could have been in trouble. Now I regretted having punished Nita after Mistress's party... now I fear that this weekend somehow I would be paid back. Nothing was said with the exception that Nita expressed her desire to be my Trainer for the weekend. 'Oh please god, don't let that happen,' I thought. I wanted no part of her even though she looked fantastic in her black leather pants, boots, vest and western hat. Her long hair was not in a pony tale but was swept back over her shoulders.
Fortunately, Nita acted as navigator and we were able to make the farm (later, I learned the hard way to refer to it as the Ranch) with minutes to spared. There were several dozen cars and trucks parked already and with Nita's help, I found the sign signifying my location to park. The sign read 'pony william...Property of Lady Pamela and Mistress Brianna.' When I opened the door for the passengers, Karen and Kristine took off laughing and jingling and Nita stood there for a few seconds glaring at me and then she left as well. I went to the front of the car and stood as I had been ordered.
After a five-minute wait, a male and female approached. The male, who had to be taking steroids by the handful and must have been 6 feet tall, wore an upper body harness, a black leather thong, a black baseball cap, black boots and turned out to be one of the designated Grooms. He had muscles on his muscles it seemed and the pouch portion of his thong looked as if it was stuffed with a melon. The female, who was about the same height as the male, was dressed in black leather similar to Nita and I recognized her as the bitch that had been at my house the night before. In the early morning light, I saw that she must also be on steroids or spend all her time in the gym as she was very muscular which accounted for her strength that I came up against last night. Although she did not have large breasts, what she had, she carried well and she was both beautiful and fucking sexy. As with the previous night, she wore heavy makeup that made her look dangerous She carried a clipboard with paperwork while the Groom had a leather satchel over his shoulder.
"Good morning william," she said. "I am Cheyenne, your Trainer for today and this is your Groom, David."
"Good mo..." Was all I got out as she slapped a hand onto the leather pouch I wore hiding my privates.
" Shut the fuck up boy!" she commanded as I moaned and bent over reacting to her blow. "For some reason, you are in high demand as everyone seems to want a piece of you william. I know that I do as a result of your failure to obey just now and also that big fucking mouth of yours from last night. Take off your vest and give it to the Groom, quickly."
I obeyed and gave it to the male Groom.
Cheyenne then nodded to David who immediately tightened each cuff, waist belt, harness adjustments and collar. The last causing me to gasp from fear of choking as I think he deliberately made it as tight as possible.
While David was doing this, I had not noticed Cheyenne going through my car and just as David was finished tightening all my apparel, she ran up holding the sports bag containing my clothes.
"What the fuck is this boy?" she yelled holding the bag in front of my face.
"Just a change of clothing Ma'am."
She then nodded to David who took 2 snap hooks from his bag and attached each to a wrist cuff which were drawn back to D-rings at sides of the waist belt almost at it's rear. He then took out a section of rope that he put through the D-rings of each upper arm cuff and then pulled them together as tight as possible causing me to groan out in pain again.
"You disobeyed again william. You were not told to bring a change of clothing. This means that your training will be delayed until you are punished for this and all the other demerit points received. Do you understand slave?"
"Yes Cheyenne, I understand," I groaned, as I was unable to straighten up with my elbows and upper arms bound so close together.
David then put his right hand on my left shoulder pulling me to a standing and more erect position. I saw his left hand go to the top of my pouch and he then slid it under the pouch until he found my cock and grabbed it firmly.
"Get the fuck out of there, you fucking queer." I yelled at him as I bent over, backing away from him, as his hand slid out of the pouch.
