I boarded the private jet. The pilot took my hand at the top of the stairs. “Enjoy your stay at Pony Girl Farms of Jamaica, DaisyBelle!” he said knowingly as his eyes traveled all over my body. His stewardess snapped a gold choker tightly around my neck from behind. I wondered what she thought of me agreeing to allow myself to be trained like a pony. With my first piece of pony gear on, she looked into my eyes. I blushed knowing that she knew what would be happening to me upon landing.
After landing, I waited on the private airfield. I heard the sound of wagon wheels – then the muffled clip clop of cleated feet on the grass leading out from the woods. Suddenly around the hedges appeared a completely nude woman pulling a cart. Above her hooded, bitted and bridled head she wore a colorful headpiece. A black leather posture collar kept her head high and her breasts thrust well forward. Her nipples and pussy were completely exposed and still she proudly displayed her naked body. Her heavy breasts bounced in rhythm with her prancing. Large brass bells hung from her pierced, erect nipples. As her breasts bounced and swayed, her nipple bells jingled. Harness straps wrapped across her chest and between her legs kept the pair of air-pumped dildoes held well in place. She pranced toward me proudly as I admired her statuesque beauty. Her thigh muscles rippled as she pulled the weight of the cart and driver behind her. Her arms were bound to the arms of the cart making her body and the cart one. Her body was golden tanned. The front of her chest was shiny wet with perspiration. Her driver pulled her bridle rein forcing her head to pull back. She was panting slightly as her master brought her to a stop right in front of me. She came to a stop, her chest heaving as she panted for breath. I hoped that when it was time for me to strip naked that I could overcome my fear and inhibition as this young beauty had. I was amazed at her lack of shame and modesty. She had taken her training well and performed beautifully.
Her driver stepped from the cart and stroked her chest and ass. “Good girl, Buttercunt!” she cooed in her ear. She handed me a basket. I fed Buttercunt an apple slice from my hand and sprayed her body with ice water to cool her down.
I climbed into the cart and she handed me the riding crop and whip. “Buttercunt loves the crop on her ass, doesn’t she?” The nude woman nodded her head. “Try it on her, DaisyBelle! Give it to her good!” I slapped the whip on Buttercunt’s bottom. “No, No! You must swing your whole arm like this!” and she took the whip from me and slashed it against Buttercunt’s ass. Buttercunt held her position without even flinching. “Now you try it!” I raised my arm and swung the whip at her ass. Her cheeks rippled from the blow but still she stood patiently at command, waiting to receive her next thrashing, making no attempt to avoid the application of the whip to her behind. “Buttercunt has learned to take the whip on her ass obediently. She has told us how proud she is to have her bottom whipped and paddled like a pony. Isn’t that right, Buttercunt?” she asked as she caressed the ponygirl’s pussy. Buttercunt moaned quietly and nodded.
“We expect to see her ass with a nice red glow after you ride her back to the main house. If you haven’t whipped her enough, your own initiation will be made more difficult! Do you understand DaisyBelle?” I nodded yes, shyly.
So many thoughts raced through my head as this naked woman pulled me to the main house to begin my training. I wondered what it would be like to have a strange woman whipping my ass like I was doing to her. I hoped that I would be able to take the whip as proudly and willingly as Buttercunt. I drove her hard, thrashing her bottom back and forth as she pulled me. I marvelled at the swaying of her firm red ass cheeks as I snapped the crop on her tender behind. I was even getting wet as I whipped her ass. I hoped that another woman would get aroused whipping my soft ass! I wondered if I could parade around naked while my handler disciplined me. I wondered if I would learn to have the courage to let other men and women whip my ass. I wondered what it would be like the first time I let someone whip my ass. I wondered if I could bend over and ask to have my ass whipped. I wondered if I could swallow my pride and allow my body to be used by others.
At the mainhouse my new mistress told me my routine. “You will be naked for the next year. You will spend it entirely outside – eating, sleeping and training. Once a month we’ll let you fuck the other pony girls. The rest of the time you will be serviced by the guests and the farm help whenever they feel like it.
“We can usually tell how trainable you’ll be by how you strip for us. Our better pony girls stripped without shame the first time and stood naked proudly while we examined them!”
“It’s time DaisyBelle! It’s time to begin your training! Let’s see how eager you are to be a pony girl! Strip for us, bitch! Show us your pussy!” I bravely unzipped my dress, slipped it off my shoulders and wiggled out of it as it slipped down to my ankles. I immediately unhooked my bra, pulled the straps off my shoulders and pulled the lace cups away from my large breasts. “Beautiful tits, DaisyBelle! We’ve never trained a ponygirl with such big tits before!” I could feel my nipples stiffen as I stood topless in just my panties. “You’re doing just fine DaisyBelle!” she encouraged me. “Those are the biggest breasts on any of our pony girls! I can’t wait to see them bouncing around while you run! Now show us your pussy!” I took a deep breath and pulled my panties down below my knees. “Pull off your nylons and give me your clothes! You’ll be completed naked now for the rest of your time with us!” I pulled my nylons down and stepped out of my high heels. I gathered up my clothes and handed them to her. I stood at attention, my heart pounding and my stiff nipples giving away my arousal.
“The second step in your training requires you to be comfortable with the feel of hands touching you. You will be bathed by women. Men will massage you and oil you down after your work in the field is done. And of course, the other ponygirls will masturbate you with their hands!”
A female doctor and a nurse approached me as I stood naked. The doctor’s blonde hair was pulled back. She wore a white doctor’s coat. She extended a hand to me and said, “I’m Dr. Anna. And you must be DaisyBelle.” she said as she touched my face. “You are a gorgeous woman, DaisyBelle! You will make a very lovely pony girl! But first, I must examine you!” She placed her stethoscope on my chest. The cold metal gave me goose bumps on my breasts. “She’s got a good, strong heart,” she said casually. She switched to my back and told me to take a deep breath. My chest rose and fell with each breath.
“Open wide!” the doctor said. I spread my legs expecting her to examine my pussy. Instead she smiled and said “Very obedient DaisyBelle. I meant – open your mouth!” I blushed wildly.
She gently held my head in her hands and turned my head. Then she slipped her fingers inside my mouth. “Nice teeth.” She held my tongue with her fingers. Then she announced, “Strong jaw – she will be able to hold a bit in her mouth very nicely. And now, your rectal exam! Bend over, DaisyBelle!” She snapped on a pair of rubber gloves. Then she probed my asshole with her fingers.
The hairdresser pulled my hair back into a pony tail and quickly sliced it off. Before I knew it, my hair was buzz cut. Finally warm shaving cream was lathered on my head and I was shaved bald. I looked in the mirror at my hairless body. A tear formed in my eye. I watched the hair stylist attach my blonde hair to a butt plug. “Bend over, DaisyBelle! Have you ever been fucked in the ass?”
“Yes...” I nodded.
“This will feel like just like a big hard cock penetrating you! Hold steady now!” Two hands pulled my cheeks apart. “Relax and take a deep breath!” I felt my new pony tail being inserted into my ass. “Good girl!” It was so big and hard! I moaned softly as it filled my ass. Finally, I felt my ass muscle tighten around the lip of my butt plug as it lodged deep inside my behind.
“Now, spread your legs, bitch!”
I opened my legs wide. Two assistants strapped my ankles to the table legs. “Now bend over for your branding!” I was accustomed to sitting behind an expensive table like this one in an expensive suit giving orders. Now I was naked and taking orders. I looked at my mistress helplessly and leaned forward to receive my branding. I pressed my heavy breasts against the wooden table. My newly inserted nipple rings clinked on the table as I lowered my breasts down. Someone grabbed each of my hands and stretched my arms spread-eagled on the table. The weight of my upper body pressed my breasts against the hard table. My ankles were pulled apart exposing my pussy. I looked over my shoulder and saw people gathering into position to brand my ass.
The doctor asked “Which cheek, Maam?”
“Her left cheek.”
The nurse handed the doctor an alcohol-soaked swab which she used to disinfect my ass cheek. As she cleansed my backside, she said, “This will be very intense, DaisyBelle. But you’re not the first girl I’ve done. And I must say I rather enjoy it! The burn will go away quickly to be replaced by embarrassment and finally pride. Are you ready?”
I felt the warmth of the red hot branding iron as it approached my ass cheek. “Hold steady now, girl!” She was already talking to me like I was a pony. “Nod your head when you’re ready.” My heart was pounding but still I nodded my head. “Good girl! Brand her pretty ass!”
I screamed into my muzzle as I felt the sharp burn on my ass. I heard my tender flesh sizzling. Tears rolled down my cheek as I felt the branding iron pressing into my flesh. I smelled my burning flesh – it smelled like hamburger searing on a grill. Everyone was watching my naked body as I stood bent over desperately trying to maintain position as she pressed the searing iron to my ass. “Just a little bit longer, honey,” she said as she held the iron firmly against my flesh. Finally, the branding iron was removed and I saw my red ass in the mirror. Quickly someone attached a leash to my collar and led me away. I was oiled up from my head to my toes. Hands rubbed oil into my breasts and between my legs. My front side glistened with the shiny lubricant. Then I was fitted with the full leather pony regalia. I was fitted in a leather harness and a bridle over my face. I put on leather boots with cleats on the soles. Finally a feathered plume was attached to my head. And a long, silky pony tail was inserted in my ass.
“This morning, you’ll be auctioned off to the highest bidder.” With my wrists tightly cinched behind my back, I felt my breasts thrusting forward. My breasts swayed in front of me as I was led by my leash to the auction block. I was led in front of a group of well-dressed men and women. One by one they examined me, running their gloved hands all over my oiled body. All of the men paid particular attention to my pussy, pressing their fingers inside me. They all commented how tight I was. The women seemed to enjoy squeezing and slapping my heavy breasts.
Many of the men made me suck them. I was attracted to one couple in particular, the Duvaliers. The man casually said to his wife, “She really knows how to suck cock, dear!” as I deep-throated his shaft. She moved behind me as I sucked his cock, lifting my tail and shoving a dildo in my pussy. As she fucked me, I sucked her husband’s cock. He held my head tight as he thrust in my face. “Suck his cum, little pony girl!” his wife ordered me. “Swallow all his juice!” I knelt in front of him and looked up at him with wide eyes as his hard cock ejaculated in my mouth. I was actually hoping they would bid on me.
The Duvaliers did indeed bid on me. And they bought my 5 year indenture, for $75000! Now, when I am not kept occupied servicing them sexually, or pulling their carts around the farm, I spend much time being prodded into exercise on the rotary. I am now ever so ponygirl fit. Life is beautiful.