Messy Riding Lessons

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A late-night self-bondage session takes a messy turn.
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Part 1 of the 5 part series

Updated 06/08/2023
Created 04/16/2014
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I trembled with anticipation, the stable yard was quiet, the only sound was the snorting of sleepy horses. I crept towards the tack room, my shadow cast by the full moon above. I fiddled with the lock and swung the door open, I was engulfed with the smell of warm leather and horses, I breathed in the intoxicating aroma. I had been planning this session for weeks, I would come here to tend to my horse and then stay at the livery yard until everyone had gone then I would use the opportunity to engage in my personal fetish.

I was what I suppose you could call 'between boyfriends', to be honest the last man in my life had been a boorish brute and I was glad for the escape, the only thing I missed was the bondage he had so truly enjoyed. Steve had introduced me to what he called, 'tie-up games' and what had started as giggling and scarf's had culminated in tight ropes, leather harnesses and severe bondage, of course with me being the increasingly willing victim. Our sex life otherwise had been nothing to write home about but he had kept up the bondage right up to the end when he had left me hogtied as he packed his bags and told me he was leaving me for a fling with his PA. He had been kind enough to leave me a knife to free myself, but those hours of restriction had made me want for more.

I had failed to find a partner, or at least one that would not run a mile when I suggested bondage games so my Internet searches had finally turned up self-bondage. I had started on a series of increasingly complex self-bondage scenes and would imagine that I was a damsel in distress or a kidnapped heiress strung up until my ice lock allowed me to get free. So tonight I had decided that I should try somewhere more risky, and to be honest, sexy. It was okay trying myself in my apartment, but in the surroundings of the tack room, leather, whips, rope. I shuddered at the thought as I looked around the room.

I had dressed in my best show ring jodhpurs, brilliant white and at least two sizes too small, they hugged my curves and felt amazing, the pull of the lycra almost a bondage in its own right. They were paired with my long leather riding boots, polished especially and a white blouse barely covering my lacy bra and shapely breasts. I glanced in the mirror, running my fingertips across my jodhpured bottom, smiling at the twenty six year old who looked back at me from the looking glass.

I laid down my backpack and pulled out the wrapped lump of ice which contained my handcuff key and a bundle of orange baler twine and rough rope, I slid a bit from one of the racks and swiftly placed the cold steel in my mouth, holding it in place with a short leather strap which I buckled behind my head, the metal pulled at the corners of my mouth and prevented me speaking quite effectively. I hung the ice block from a rafter, the ice slowly dripping giving me just over one hour before I could escape. The next part was well practiced, I strung rope around my waist before clinching it into an effective and tight crotch rope, looped baler twine around my polished boots and pulled my ankles tight before doing the same with my knees. I clipped on one half of my handcuffs onto my waiting wrist, stringing a loop of twine between my ankle rope and between the cuffs. There was one last step, clip the cuffs shut and then the slip knot would tighten with every

movement until I would be in a punishing hogtie.

It was a simple set-up, but this was the first time I had played here so I was be cautious, I took a deep breath and clicked the cuff shut before falling to my knees onto the rugs I had piled on the floor, the clinch rope was almost too effective, the slip knot pulled me tighter and tighter as the crotch rope worked its magic between my legs. I sighed, the feeling was wonderful, every struggle tightened my embrace the ropes and cuffs enhancing my dream of mystery kidnappers who had jumped me and left me helpless. The rugs were deep and soft, smelling of horses, and were comforting as I rolled around, approaching climax. My reveille was broken when I heard the rattle of keys beyond the door. I gasped as I watched the door handle move slowly. "Shit!" I muttered, not that the word escaped the punishing bit in my mouth.

The lights snapped on and I was left waiting for the person who had entered to see me. I could see their worn wellington boots and above that shiny blue jodhpurs with a contrasting leather seat.

There was a pause, a gasp and silence before the woman knelt beside me.

"Oh my God!" She touched me. "What the hell happened? Are you alright?"

It was Hilary, my riding instructor, she was a couple of years younger than me and had been helping me get the best from my horse. She was a firmly read head with a taught body with long legs that sunk into her boots. Despite her youth, she intimidated me, her obvious presence and the way the horses always did what she commanded first time was pretty daunting.

She stood up, saying that she would need to get a knife to cut the rope when she knocked into the block of ice. "What the?" She took the dripping lump of ice which had struck her head, turning it round she saw it contained a small key. Suddenly she laughed. "Oh!"

Oh? - what the hell did that mean? I looked up and saw the broad smile on her face and realised.

"You did this to yourself?" She laughed. "Nod if I am right." I reluctantly nodded. "Oh wow!" She clapped her hands together and started to tug and pull at the ropes and cuffs before pulling hard on my crotch rope. I grunted. There was a giggle from Hilary and she sat down cross legged in front of me. I gazed at this woman in front of me, I was totally helpless and in her control, the feeling sent electric shocks down my body.

"Now what should we do with you eh?" She smiled. "The pretty little equestrian, all helpless before me." She reached down and lightly touched my rear, goosebumps spread from her touch and I shuddered, gasping through the gag. "Nice?" She stood up and walked across the room before returning, I felt the clinch rope between my wrists and legs being sawed and cut. I shook my head.

"Ah, ah..." She smiled, helping me stand up.

When I was on my feet she took my cuffed hands and raised them above my head, I was quickly hooked onto a tack cleaning hook and left standing on tip-toes. Hilary stood back to admire her work. "Very pretty." She stepped towards me. "Now, you need to tell me what you would like." She brushed her fingertips across my blouse, my nipples hardened and I groaned with pure pleasure.

"Well, I think that is pretty clear."

She started to unbutton my blouse and caress my body, I quivered as she swept lower, raining spider like touches to my crotch, my pulse quickened, then as suddenly as the touch was there it had gone. She smiled before kneeling before me and loosening my jodhpurs, her face was level with my damp panties which she slid down, admiring my shaved quim. She breathed on me, her warm breath alone was almost enough to make me orgasm right there. "You wait there..."

Wait there? - Where the hell did she think I would be going? My thoughts were racing as she left the room for what felt like hours before returning carrying bags.

"I did some shopping at the supermarket." She gave me an evil smile. "You see, I like to play messy games."

Messy games? - Again my mind was stumped, but to be honest I did not care. This beautiful woman could do anything to me, I would be unable to argue and totally unwilling as I was well and truly under her spell. I watched as she unpacked jars and pies. What was this? I did not have to wait long as she approached me with a deep bakery cream pie.

"You know, you can get some great bargains this late at night." She proffered the pie towards me. "These were just a few pence. Reduced for quick sale."

Okay, so we were going to eat some pie. Weird, but... My thoughts were cut short as she slammed the pie into my face. My world went dark, I shrieked (well, sort of with the bit between my teeth quite literally). She gently cleared my eyes, I could see her eyes sparkle.

"I hope you like pie, because I do!" She opened two pies, this time chocolate, slowly approaching me before slapping one on each side of my head. The silence was amazing, my senses were totally removed when she pushed another banana cream pie into my face. Now my world was silent and dark and I was at the mercy of my riding instructor. I quivered, my pussy twitching. I could hear nothing but felt the chill of soft cream on my chest, it seeped through my bra as she smooched a pie into my tits. I thought I was about to explode. I sensed the faint whiff of chocolate. What I could not see was my tormentor opening bottles of chocolate sauce before raising them above my head. I could feel the weight of the mess as it ever so slowly seeped down my hair and face.

What happened next confused me, I felt Hilary puling up my jodhpurs and tightening the fastener, did this mean it was over? I soon realized it was not as I felt something warm being poured into my tight leggings. Hilary had removed the cap from a five litre container of golden syrup, she had pulled open the front of my jodhpurs and poured the thick, gluey substance into my panties. The syrup started to embrace me, seeping into every crevice. She then started to massage the warm syrup down my jodhpured legs.

This was a strange new feeling but I was loving every minute, I longed for the next new sensation and did not have to wait for long as Hilary started to fill my bra cups with another warm, heavy substance. She was in fact filling them with sticky jam, rubbing it into my hardened nipples before snipping the lacy fabric from my body and taking me in her mouth. I felt her sucking and nibbling and almost came, Hilary felt my body stiffen and pulled back. I fought against my bindings, desperate for her touch. I heard her giggle at my pointless efforts.

She left me for a moment before I felt my jodhpurs being loosened again. Hilary pulled down the tight, now sticky, lycra and knelt before me, she deftly ripped away my lacy panties and approached my gluey pussy, running her tongue down my slit before finding my clit and lapping hungrily at me.

I blacked out from the strongest orgasm I had ever experienced and woke lying on the rugs in the arms of my new lover. I gazed into her eyes, looking longingly at her. She smiled warmly. "Good night now..."

My eyes snapped open, I mummped behind the bit.

"See you in the morning." She giggled. "I hope I don't over sleep, I would hate to share you with the grooms if they get to you first in the morning." She pocketed the handcuff key with a wink and left the room.

I stretched out, my ankles and wrists tied, my jodhpurs around my boots and my sex dripping. I realized my life had just changed.

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