Kelly’s Perilous Ponygirl Predicament
or
How I Learned to Stop Cheating and Love the Whip


by Tom F
- as edited by SirJeff
- art by Rajdarge
- do not use without the author's permission.



It was just a single indiscretion with his best friend. But my husband found out. And before he would let me back in his bed, he made me promise to be a ponygirl. You see, we had watched ponygirl movies together in the past and he knew I was aroused at the fantasy of being one. And so when he proposed making me a ponygirl for the weekend as punishment for cheating on him, I readily accepted! We drove out to the country on the first day of Spring. It would turn out to be a day when more than just the crocuses came out! We pulled up to a ranch and the guard waved us in with a knowing smile.

Roger, our chauffeur, drove us to the guest house. He let us out of our Bentley and said to my husband, “Will there be anything else, sir?” “No, Roger, Thank you. Please come back Sunday night for us.” “Very good, sir.” And he drove off

“Good morning, Wadsworth,” my husband said to the butler. “This is my wife, Kelly. She’s been bad and wants to be trained as a ponygirl. Isn’t that right, honey?” “Yes, sir,” I said. “Very good, sir. We’ll make sure she’s well-disciplined in the finer arts of being a ponygirl! When you get her back, you’ll hardly recognize her new obedience!” And just like that, I was led away.

The butler took me to a locked room. He unlocked the door and motioned for me to enter. No sooner had I walked in when the butler slammed the door shut behind me. Inside, three of the walls were mirrored. Video cameras were mounted in the corners of the ceiling to record my ordeal. There was nowhere to hide in this room. In the center stood a tall, muscular man who I immediately knew would be my trainer.

“Your husband told me you’ve been a bad girl, Kelly, and that you want to make it up to him by submitting to ponygirl training for the weekend. Is that right?” “Yes, Master,” I answered.

“Good girl, Kelly.” He walked over to the wall switch and turned up the light on the unmirrored wall. I saw my husband and all his friends watching me! His friends had even brought their wives! Perhaps my girlfriends were there to learn from my training the danger of even a single extra-marital dalliance. But I didn’t expect to have to go through my pony training in front of all our friends!

“Strip Kelly!” my Master ordered. I looked at my husband, pleadingly. He just smiled and nodded at me. I looked at the locked door and then at my Master. He was lightly slapping his riding crop in his hand. “Your training will go a lot smoother if you relinquish control of your situation to me, Kelly,” he said.

Knowing I was at his mercy, I said, “Yes, Master,” and began removing my clothes. I took off my expensive Donna Karan suit. Instinctively, I looked for a hanger. I looked at my Master and he pointed to the floor. I dropped my suitjacket on the tile floor. As I stripped I saw everyone watching me attentively. I had shared dinner and theater dates with these people. And soon I’d be sharing something much more personal! Soon I knew they would see me in the most embarrassing predicament and still I kept peeling off my clothes and letting them pile up at my feet. Finally, I stood in just my bra and panties.

A funny thought occurred to me as I stood alone on the brink of being completely naked in front of all our friends. I wished I had lost those few extra pounds this past winter. My tummy had just the slightest bulge but my breasts were also larger than they’ve ever been. I resolved to go on a diet after my ponygirl initiation. Looking back now on my initiation, I realize that shedding my clothes was the easiest part for me. Losing my vanity would be the hardest part.

The snap of my Master’s crop across my silk-covered ass brought me back to my senses. “Focus, ponygirl! I can’t begin your training until you’ve stripped completely!” “Yes, Master! I’m sorry, Sir!” And before he could strike me again, I reached behind my back and unhooked my bra allowing my breasts to tumble free. All the men were leering at my tits now and smiling. I kicked off my Gucci high heels. I reached for my panties. I knew the last bit of control I had over my predicament was how slowly I pulled my panties down to expose my pussy. Everyone watched me as I sensuously wiggled out of my panties. I had spent extra time this morning dressing and doing my hair. And in just two short minutes I had stripped down to just my earrings.

“Very sexy, Kelly, for a woman! But you’re about to do something that is even sexier! No need for these anymore, little ponygirl!” he said as he took a broom and swept my expensive clothes across the floor.

“You’re a very beautiful woman, Kelly! But you’ve got a little too much spirit for a ponygirl,” he said as lifted my breast with his riding crop. “I’m going to break you of some bad habits!” “Yes, Master,” I said. “Tell me what you want to learn, Kelly!” “I want to be a ponygirl for my husband so he’ll make love to me again!” “I think we can arrange that, Kelly!”

“Show me how obedient you are, Kelly! Bend over and look at everyone watching you! Shake your breasts for them, Kelly! Good, girl! But you know you stripped too slowly for your master! You’ll have to be punished.” “Yes, Sir, I know.” “Ask me to punish you, Kelly!” “Please, Master, please whip my ponybutt!” “Much better, Kelly! Obedience becomes you.” The first strike on my ass surprised me and made my breasts shake. “Count them, Kelly! Count each stroke on your butt!”

After ten strokes my Master stopped and said “Hands behind your back, Kelly, and step over here.” He motioned me under a hook from which hung nose clips. At my feet were drain holes in the floor. I walked on the cold tile in my bare feet, my breasts swaying gently without my bra to hold them in place. “We’re going to have to correct your gait, Kelly. Your ass wiggles like a woman when you walk. Lift your thighs straight up, as high as they’ll go, then set your feet down.” And he thrashed his riding crop across the back of my bare thighs! “There - that’s much better. Now, pull your shoulders back and push your chest out. Good. Now, hold your arms out in front with your hands bent down at the wrist.”

As I pranced around the room, I felt my tits and ass swaying less, but bouncing up and down more. “Very nice Kelly. In fact, you’re starting to look like a real pony!” “Thank you, Master!” I said. “You need a real pony name – not a woman’s name. I’ve always loved red-haired ponies. Even your pussy hair is red” he said as his fingers stroked the fur between my legs. Your new name is StrawberrySlut! Do you like it?” “Yes, Master! I like it very much!” “For short, I’ll just call you Slut! I trust that it meets your approval!” “Yes, Master, I love when you call me that!” I said. I faced my friends as he stopped me under the hook in the ceiling. He attached the nose clips hanging from the ceiling to my nostrils and pulled my head up proudly.

The talking and giggling stopped as my friends watched my first lesson in being a ponygirl. My Master snapped the plastic lid off a 5 gallon container. The label said, “Pony Oats - Easily Digestible! Your ponies will thank you!” He scooped up a quart of it and brought a funnel with him. “I’ll bet you’re hungry, aren’t you, StrawberrySlut?” “Yes, Master! Please give me my morning feeding.” “Open wide, Slut!” he ordered. He inserted the funnel in my mouth. I heard some of my girlfriends gasp in shock. Instinctively, I reached up to hold the funnel when it touched my tongue. “Hands down, ponygirl! Here comes your first meal of oats, ponygirl!” he said as he poured the warm gruel down the funnel. “Swallow, StrawberrySlut! Eat your oats!”

I couldn’t believe how much food he was pouring down my throat. I tried to hold it in my mouth but with my head pinned back, I had no choice but to swallow the pony food. It was not unpleasant tasting but the texture was a little rough. I swallowed hard and often but still some of the oats overflowed my lips and ran down my neck and all over my chest.

“Now let’s wash it down with some milk. Our sister farm down the road trains cow girls to lactate on demand. They supply us with their cow’s breast milk. Have you ever tasted another woman’s milk, Kelly?” “No, Master” I said. “Open your lips!” And he poured their sweet warm milk down my throat. Their milk was warm and sweet. I loved the taste of another woman’s milk!

“Very good for your first feeding, StrawberySlut! You’ll do better at lunch!” He removed the funnel from my mouth. I looked down at the oats on my chest. “We must clean you up, Slut. No one likes a messy ponygirl, do they?” “No Sir,” I said humbly.

He walked over to a bucket and took out a pony broom. Soapy water dripped from the broom. “Spread your legs, Slut!” He ran the wet broom up and down my tummy and thighs. He moved behind me and began scrubbing my soft ass. He came around in front of me and turned the broom’s bristles up. He slid the up-turned broom between my legs and brushed my sensitive pussy. The feel of the wet broom on my skin was invigorating. Now I knew what a pony felt like to be groomed!

He scrubbed my front from my crotch all the way up my tummy and chest to my throat and chin. Fortunately, he didn’t scrub my make-up off. My Master seemed to enjoy rubbing my heavy breasts. I was naturally top heavy with a 42D bra size. My husband was proud of my breasts and he enjoyed fondling them.

“Arms up high, pony!” With my arms raised above my head, he mopped the side of my chest and under my arms. Back and forth, he scrubbed my breasts clean of my morning feeding. My heavy, wet breasts flopped and bounced as he pushed them with his broom. I actually felt myself leaning into the pony broom as he pressed it against the sides of my breasts. My wet, soapy breasts yielded to the stroking of his broom. I’ve always had unusually hard and sensitive nipples for such large breasts. And my nipples were now sending tingly sensations down to my pussy as he stimulated them. He was scrubbing me down like a farm animal that had been playing in the mud and I loved it!

Finally, he returned his broom to the bucket; soap bubbles ran freely down my body. Out of the corner of my eye, I saw him approaching with a hose and a nozzle.

“Hold steady, now, pony!” The first blast of cold water on my warm body shocked me. I inhaled sharply. He danced the jet of cold water all over me, across my breasts, between my legs and between my ass cheeks, When he was satisfied that he had hosed me down completely, he shut the water off and unhooked my nose from the ceiling hook. He waved me over to the examination table without even drying me off. My wet breasts swayed and my nipples dripped as I followed him obediently.

“Before we begin your physical training, we need to dress you in your ponygirl regalia – beginning with your butt plug ponytail. Climb up on the table, StrawberrySlut, and spread your legs for us!”

The table had a box of tissues, surgical gloves, and a jar of lubricating jelly. He snapped on the gloves and dipped his fingers in the jelly. “Open wider, Slut! We’ve got to get your ass ready for your new ponytail! We’ve got to stretch your hole for your tail,” he said as he quickly shoved two greased fingers up my behind. “Good, girl, StrawberrySlut – now here comes your butt plug! Hold steady, girl!” I lurched when I felt it enter me but I held my position proudly. He twisted my pony tail onto the end of the plug and spanked my ass. “Up, StrawberrySlut!” I knelt on the table as he turned the table to face my friends.

“Next in your ponygirl outfit come your nipple bells!” He pulled my nipples and said, “I think these can support the 20 ounce bells and still stand up nice and straight!” I watched helplessly as he quickly clamped my nipples tight. He checked my bells by gently spanking each breast. “Thank you, Master!” “Now, lean forward and shake your breasts, StrawberrySlut! I want to hear what you’ll sound like when you’re trotting!” Back and forth, I shook my heavy breasts as they dangled below my chest. The heavy bells pulled on my stiff nipples.

“Now kneel so we can put on your bridle.” He began with a mouth bit. “Hold your hair up, StrawberrySlut!” and he slipped the pink leather bit in my mouth and reached behind to fasten it tight. “The pink leather matches your fair skin perfectly!” The bit had pink leather reins on each side which he used to teach me how to turn my head. “You look like a real ponygirl now, StrawberrySlut!”

“Sit on the edge of the examination table, StrawberrySlut!” With my red tail spread out behind me, I felt my butt plug pressing inside me. “Put your feet in the stirrups, pony!” He cranked the stirrups open, forcing my knees to bend and my legs to spread open. As my behind slid off the edge of the table, I felt my buttplug pressing inside me. A cute young girl approached me. “Holly is our make-up artist. She will complete your ponygirl look!” I was blushing wildly as she stood between my open legs. She looked like Britney Spears. “Lift your hips up, StrawberrySlut,” she said and she adjusted my tail to hang down between my legs.

She rubbed some rouge into my already blushing cheeks. “Your skin is so white, StrawberrySlut! I love your freckles! A bit of rouge on your breasts will make you look like you’re in heat!” She reached in her make-up case for some lipstick. She painted my lips with cherry red lipstick. “Master, can you help me remove her nipple clamps?” “Of course, Holly.” The pain of the blood rushing back into my erect nipples was intense as he unclamped my tips. Holly squeezed my breast just behind my aereola making my nipples stand out straight. While she held my breast with one hand, she rubbed the lipstick into my hard nipples with her other hand. Then she tenderly painted the aereola. She smiled at my erect, cherry red nipples as he reclamped by bells.

Then she knelt down between my legs and squeezed my pussy lips. She rubbed the red lipstick into my outer pussy lips. Now you really look like a StrawberrySlut, little ponygirl!” she said as she kissed my painted pussy lips. “Master, she’s getting wet. Shall I dry her off?” “No, Holly, the wetness will ease the penetration of her dildo.”

“Sir, you don’t understand. She’s very wet!” “Is that true, Slut?” I moaned “Yes” into my bit. “Show everyone how wet she is, Holly!” Holly moved from between my legs and stood at my side. She leaned forward and her blonde hair fell down on my face. She pulled my lips open. Even though I knew everyone was now staring into my fully exposed pussy, I couldn’t help thinking how pretty Holly was. She whispered in my ear, “I’ll come back tonight when you’re alone in your pony stall for some extra, personalized training, Kelly!”

“May I insert a finger in her pussy, Master?” Holly asked politely. “Yes, please, Holly, prep her for her probe!” Holly’s finger easily slid inside me. Then she wiggled it inside me. I thought I would melt!

My Master said, “I’d like to put her on a three-point lead. Will her wetness interfere with your piercing her clitoris?” “No Sir. I love when your ponies get so wet for me when I handle their pussy!” I couldn’t believe my ears. Struggling to escape was no use. So I resigned myself to having my clit pierced.

Holly spread my outer lips with one hand and pulled my clitoris out. When she had it fully exposed, she took a sharp surgical needle and quickly pierced my clit. She slid a silver ring in the tiny opening. “May I insert her dildo, for you now, Master?” “Yes, Holly, here – try this one. I chose it special for her. It’s one of our largest dildoes! Slide the whole length in her, Holly, until her lips wrap around the end. It should get her nice and wet when she’s working out on the track!”

I looked down between my breasts as Holly pressed the huge, red dildo between my painted pussy lips. My heart was pounding and my breathing was rapid as she filled my insides. I felt the shaft lodge in my pussy. “Good, Holly, now attach her harness and wrap the straps between her legs so her dildoes stay deep inside her!” “Yes, Master!”

Shall I put some rouge on her ass, Master?” she asked. “No, Holly, we’ll take care of making her ass red, won’t we, StrawberrySlut?” “Yes, Master, I hope so!”

“Very well then, Master! You look so sexy, StrawberrySlut!” Holly said to me. “I hope one day I can ride in your cart and whip your pretty ass! Would you like that?” I nodded yes. Holly kissed me on my cheek and turned away. “Thank you, Holly” my Master said.

“We have one last little ponygirl adornment for your body,” my Master said. He returned with a pair of knee-high, pink patent leather boots. The soles were in the shape of pony hooves. He took my left foot out of the stirrup and held my calf as he slipped the boot on my leg. Then he did my right leg. “Up, StrawberrySlut! Let’s see how you prance now!” I slid my butt off the examination table. I looked at myself in the mirror for the first time and was shocked by how the red lipstick called attention to my tits and pussy. The pony boots made me stand nearly on my tiptoes. They accentuated my long legs and made me taller. Each time I stepped, the cleated hooves clicked on the tile floor.

My Master attached the three-point lead to my most sensitive parts. My nipples and clitoris were flaming cherry red from Holly’s lipstick. When my Master pulled my lead, my tits and clit stretched tight.

“I think we’re done now. I present StrawberrySlut!” my Master said to applause and whistles from my friends! And he handed my leash to my husband who promptly tipped my Master $100. “Well done, Sir! Thank you!” “Will you be taking her trotting on the treadmill or outside, Sir,” my Master asked. “Oh, I think outside. I’d love to see her trotting in the cool breeze!”

My husband led me outside and attached my lead to a rotating arm which pulled me around the trotting path. Wadsworth arrived with a satchel full of ponygirl training tools. I thought the men would be the most anxious to whip me. But my girlfriends surprised me by grabbing the leather devices from his bag. The women took paddles and riding crops to my soft ass with abandon. They reveled in making my heavy breasts bounce. Maybe they were jealous of how endowed I was on top, I don’t know. But I couldn’t think straight. Each new lash across my ass just made me trot faster!

My Master was right – the cool spring breeze against my nipples and the embarrassment of trotting around naked outside while my girlfriends whipped my ass kept my nipples rock hard! My tips stood erect on my breasts and could have easily held up bells twice as heavy! My tits bounced and swayed like jello as I trotted around the flower-lined path. Each time my hooves clicked on the path, my breasts jiggled. “Trot, little pony Slut!” my girlfriends shouted as they striped my wiggling buns. With my elbows lashed together behind my back, I proudly thrust my chest out.

At the end of day one, I was led to my own pony stall where I lay down in the hay for a night of the most erotic dreams of my life.

Epilogue


When Roger picked us up Sunday night, my butt was cherry red from my ponygirl whipping. It was criss-crossed with red welts from the hickory cane that the women loved using on me. Roger brought along a soft pillow for me to sit on. It occurred to me later that he must have known what had gone on over the weekend.

When we arrived at our estate, our maid greeted us at the door. “Good evening, Madam,” Rosalita said. “Will you be needing a massage, Madam?” Rosie asked with some concern and then she blushed. I had a feeling she also knew what we’d been doing. “No, thank you, Rosie!” And I squeezed her hand. “I feel wonderful! Take the night off, Rosie.” “Thank you, Madam. But first you must see all the gifts that have arrived for you!”

Rosie showed me the gorgeous floral arrangement in a Swarovski crystal vase, the box of Godiva truffles (my favorite), three dozen long-stemmed red roses, a velvet-covered gift box from Cartier and a fruit basket overflowing with plump, red strawberries. The floral arrangement card read, “Thank you, Kelly, for a wonderful night together! Love and Kisses, Holly.” The Godiva chocolate card read, “You were my Lady Godiva, Kelly! I would gladly be your stallion anytime! Master.” The long-stemmed roses were accompanied by a perfumed card that read, “One rose for each red lash across your lovely ass! Your girlfriends!”

A matched set of dazzling diamond-encrusted nipple and clitoris rings from Cartier was sent by Wadsworth. My Master must pay him very well, I thought. His card read, “I would love to decorate your body with these the next time you visit us, StrawberrySlut! Aloysius Wadsworth, Esq.”

Finally, I noticed that the strawberry fruit basket had arrived from Elsie’s Farm. In the center was a pint bottle of warm milk. I was somewhat perplexed at first – then it dawned on me! The card read, “Nothing goes better than strawberries and cream! We loved watching you drink our milk, StrawberrySlut! Please come join us! We’d love to milk those beautiful tits! - Debbie, Heidi and Heather, Elsie’s Best Producers.” (Perhaps one day, I thought as I felt my clitoris tingling at the idea.)

Our love making has never been better since that weekend. I suspected that my husband tricked me into my dalliance with his best friend. But I don’t mind. In fact, whenever our love life needs a little spicing up, we invite some of our best friends back to my Master’s farm for more ponygirl training. Sometimes my husband even sends me off to a new Master’s ranch where strangers can train me while he goes out with his friends!

Oh, and about those few extra pounds – with all the ponygirl training my Master makes me suffer, I’m in the best shape of my life!