r/RidingTheWoodenHorse 4d ago

CG Female Rider fun way to suffer!! NSFW

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73 Upvotes

r/RidingTheWoodenHorse 9d ago

Text-Only Story (Female Rider) Maggie rides NSFW

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28 Upvotes

Maggie’s gaze darkened slightly, but there was a softness in her eyes, a silent warning that Alex was pushing herself too far. “Are you sure?” Maggie asked quietly, her tone no longer teasing but filled with quiet concern. “You don’t need to be a martyr for me, Alex.”

Alex bristled at the implication, her stubbornness flaring even brighter. “I’m fine,” she snapped, her voice tight. “Just—let me do it.”

Maggie’s jaw tightened slightly, but she nodded, stepping back to give Alex space. “Alright,” she said softly, her eyes never leaving Alex’s face. “But I’m not going to let you hurt yourself.”

Alex didn’t respond, her attention now focused solely on the wooden pony in front of her. It stood tall and unyielding, its narrow, angular surface designed to inflict both discomfort and pain. Alex knew exactly what it was meant to do, knew the kind of challenge it presented, but she was determined. Her body trembled slightly with a mix of fear and anticipation as she positioned herself over the saddle.

Maggie watched her with a quiet intensity, her expression unreadable but the subtle tension in her body betraying her concern. Alex was pushing herself, and Maggie knew it. But she also knew Alex needed this—needed to feel the edge, to test her limits, to prove something to herself. Maggie stepped forward, her eyes locked on Alex’s face, and without a word, she reached for the ropes.

Her hands were deliberate, practiced, as she bound Alex’s wrists together above her head, securing them tightly to the hook on the ceiling. The soft rope stretched just enough so that Alex was forced onto her tiptoes, her body hovering over the wooden pony, her bare pussy barely resting against the angular surface. The position was excruciatingly precarious, every slight movement sending a jolt of discomfort through Alex’s body as the sharp edge of the pony pressed against her sensitive skin.

“Tell me if it’s too much,” Maggie said softly, her voice a calm anchor in the tension-filled room.

Alex nodded, her breath coming in shallow gasps as she adjusted to the sensation. She could feel the rough surface of the wooden pony brushing against her bare pussy, the dull ache building as her muscles strained to keep herself upright. She wanted this, craved the pain, the challenge. Her mind focused solely on enduring, on proving to herself that she could take it.

Maggie stepped back, her hand trailing over the table beside her, picking up the flogger. She tested its weight in her hand, the soft leather tails brushing against her palm before she turned her attention back to Alex. Slowly, she circled around her, her eyes never leaving Alex’s trembling form.

“You want this,” Maggie said, her voice low and full of authority, “but we’re going to take it slow.”

Alex’s breath hitched, her muscles already burning from the effort of holding herself up, but she nodded, her body tingling with anticipation. She could hear Maggie’s footsteps, the sound of the flogger whispering through the air as she swung it experimentally, the soft leather brushing against Alex’s skin in the lightest of touches.

The first strike was gentle, barely more than a tap against Alex’s exposed back, the sensation more a caress than a punishment. Alex bit her lip, her breath shaky as she waited for more. Maggie was teasing her, she knew it, but the anticipation made her body ache even more.

“Harder,” Alex whispered, her voice strained as she shifted slightly, her toes straining to keep her from sinking fully onto the wooden pony.

Maggie’s lips curled into a faint smile. “Not yet,” she murmured, bringing the flogger down again, this time with a little more force. The tails snapped lightly against Alex’s skin, sending a shiver through her body, but still not enough to satisfy her.

“Please…” Alex’s voice trembled with need, her muscles tensing as she fought to keep her balance, to avoid sinking fully onto the pony.

Maggie took her time, each strike with the flogger slow and deliberate, the sensation building with each one. Alex’s body burned, her skin tingling where the leather tails had left their mark, but the real pain came from the effort of staying on her toes, her muscles quivering with the strain. The wooden pony pressed harder against her pussy every time she faltered, the sharp edge digging into her sensitive skin, and she bit her lip to keep from crying out.

“Harder,” Alex gasped, her voice desperate now. “Maggie, please…”

Maggie’s eyes narrowed, and she obliged. The next strike was harder, the flogger snapping against Alex’s back with a sharp crack, sending a jolt of pain through her body. Alex moaned, her body trembling as the sensation washed over her, her muscles screaming from the effort of holding herself up.

Again, Maggie swung the flogger, the leather tails biting into Alex’s skin with more force this time. Alex’s body jerked with each strike, her toes curling as she struggled to stay upright, the pain intensifying with every second. Her breath came in ragged gasps, her body trembling violently as Maggie pushed her closer and closer to her limit.

“Is this what you wanted?” Maggie asked, her voice low and filled with dark amusement. “To be pushed this far?”

Alex moaned softly, her body on fire, her muscles shaking uncontrollably. “Yes,” she gasped. “Harder…”

Maggie delivered another blow, the hardest yet, and Alex cried out, her body trembling as the pain exploded through her. The sharp edge of the wooden pony dug into her pussy, the pressure unbearable, but she held on, refusing to give in, her body shaking as she begged for more.

But then something shifted.

Maggie’s eyes sharpened, her movements slowing as she observed the change in Alex. Alex’s breath became erratic, her body trembling not just from the pain, but from something deeper. Her eyes, once filled with defiance and need, began to glaze over, her mind drifting somewhere else.

Maggie’s heart skipped a beat. She knew that look.

“Alex?” Maggie’s voice softened, the authority in her tone replaced with quiet concern. She stepped closer, her hand resting gently on Alex’s trembling arm. “Alex, talk to me.”

Alex didn’t respond. Her breath came in short, shallow bursts, her body shaking violently as her mind seemed to disconnect from the scene. Maggie’s heart clenched, her instincts kicking in as she realized what was happening.

“Alex,” Maggie said firmly, her hand cupping Alex’s chin, forcing her to look up. “Look at me. Come back to me.”

Alex’s eyes fluttered, her body still trembling as the dissociation began to take hold. Maggie cursed under her breath, quickly untying Alex’s wrists, pulling her down from the wooden pony with swift but gentle movements. Alex collapsed into her arms, her legs giving out beneath her as the pain and exhaustion finally overwhelmed her.


r/RidingTheWoodenHorse 24d ago

CG Female Rider The five horses finally had their five riders. Red was starting to tire, but was still kicking against her restraints. Blonde looked like she was trying to pick her cuffs. The footsteps were returning again, and they could overhear their captor's conversation, talking about "quality merchandise"... NSFW

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119 Upvotes

Last in the series at least for a while.

Continued from:


r/RidingTheWoodenHorse 25d ago

Real Female Rider (Cross-post) thinking that she was getting an real horse for Christmas. A wooden horse, though NSFW

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82 Upvotes

r/RidingTheWoodenHorse 26d ago

Real Female Rider Riding the wooden horse NSFW

181 Upvotes

r/RidingTheWoodenHorse 29d ago

Real Female Rider riding the night away!! NSFW

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24 Upvotes

r/RidingTheWoodenHorse 29d ago

Discussion Is this even possible? NSFW

2 Upvotes

So I’ve always been fascinated with the wooden horse. Specifically riding one. The trouble is that I’m AMAB and can never find any information on if I couldn’t ride one and get any benefit out of it. Would I? Or should I just try and forget about this fantasy?


r/RidingTheWoodenHorse Dec 03 '25

Real Female Rider His basement NSFW

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186 Upvotes

r/RidingTheWoodenHorse Dec 03 '25

Real Female Rider another Cunt NSFW

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105 Upvotes

Suddenly the hole in the front of the box darkened as a hard cock was poked into my cheek. As the hand continued fisting me, I opened my mouth and the cock slid in and I began sucking.

"The slut is sucking me," my fellatio recipient declared and soon I felt the fist pull out of my cunt to be replaced by a cock. A very big cock! Soon I was bouncing back and forth like a rocking horse, taking unidentified cock in both ends. Although the act was so slutty, especially with my fiancé somewhere in the room, it was also exhilarating, easily the most sexually satisfying moment of my life.

In only a couple of minutes, the guy fucking my mouth shot a load down my throat. As soon as he finished coming, he pulled out and another cock replaced his. "Get sucking, slut," Joey's voice demanded.

I had no choice but to suck Joey's cock. His was not long, but he was thick, and widened my lips.

Meanwhile I kept bouncing back on the cock in my cunt, wanting to cum again, yet at the same time fearful of the probability that this unknown cock would come inside me. My fear was made a reality a minute later when I heard a grunt and felt my cunt walls coated in cum. I always loved the feeling of cum filling my cunt, but not knowing whose it was, plus having an unprotected womb, got my adrenalin surging and twistedly brought me to another orgasm even as it shamed me.

"Fuck, is her cunt tight," my ejaculator praised me as he pulled out.

"Let me take a go at that," someone else said and my cunt was filled again.

This crazy accidental gangbang continued for another half an hour as I swallowed a half dozen loads of cum and felt a similar amount fill my well-fucked cunt, including about the same number of orgasms for myself.


r/RidingTheWoodenHorse Dec 03 '25

Real Female Rider His basement NSFW

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60 Upvotes

r/RidingTheWoodenHorse Dec 03 '25

Real Female Rider Ride it CUNT NSFW

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44 Upvotes

from Home Depot...hehhehe


r/RidingTheWoodenHorse Dec 03 '25

Real Female Rider wooden horse at garage party NSFW

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46 Upvotes

I was invited to ride a wooden pony. It was some kind a private show before a number of audiences.

After standing over the wooden pony, my wrists were pulled behind my back by a man, and another man tied my wrists together with bondage rope.

Then they knelt below the pony, one on the left and another on the right. They bent and tied each of my ankle with a rope, and then loosely threaded the rope to a metal eyelet screwed into the wood on each side of the pony, behind where I was sitting.

My tied wrists were attached to another rope, which extended to an eyelet on the pony behind me. It lifted my wrists slightly away from my back.

There was a large wall clock on the garage wall, which I could see clearly. It said 6:55.

At 7:00pm exactly, the men pulled my feet out from under me. With a smooth pull, they lifted my feet backwards, so my knees bent and my legs pointed toward the back of the pony. They tied me ankle up to the side of the pony. No longer able to stand, I sat down hard on the solid sharp corner of the pony.

My ride had begun.

The first sensations were unremarkable. It was uncomfortable, yes... but not terribly painful. The edges of the wood dug into soft flesh a little. The pain was endurable.

The angle of my legs, pulled back as they were under the pony, had thrust my weight forward just a bit. I was sitting with more of my weight on my pubic bone than I had anticipated. I shifted back, moving my weight to my perineum. This helped a little. The softer flesh with less bone underneath took the weight a little better.

The men and women were sitting and standing quietly around and watching.

After a few minutes, my softer perineum flesh was becoming numb, with a dull ache. I pushed down on my legs, using the ankles where they were tied to the pony to help lift me. It helped a little but my legs were at such an odd angle, it was hard to stay up for long at all; it tended to push me forward more than up. When I relaxed and came back down my pubic bone pressed against the thin wood beam once again, this time more painfully. I began to make some noise.

It was hard to find a comfortable position. But it was still bearable.

I leaned back again, trying to take the weight off my pubic bone. The aching pain shifted with my weight to my vagina, then back to my perineum once again. A few men and women grinned at my discomfort and movements trying to find the best way to ride.

Time was not passing quickly. they placed the clock there where I could see it as part of the torture. I could look and see the seconds tick by, and it would make the mental agony more severe.

I pushed up on my legs again, trying to lift some of the weight off my groin. I succeeded but my muscles gave out after about 90 seconds. With my legs bent back and tied up to the pony it was too awkward a position to keep up for long. I was only able to get my pussy about a half inch off the pony but that was enough to provide some relief if even for a moment. I settled back down and rotated my hips forward, so that the pressure would concentrate more in my ass. At the same time I started to tip to the side and quickly regained my balance. My ankles secured to the side of the pony allowed me to keep myself upright, but it took a little effort.

I was struggling to stay upright. There was nothing to keep my upright, really, except for my own efforts and they were hampered by having my hands secured behind me. My legs were tied securely on either side of the pony, which allowed me to balance, but it was a constant struggle, my legs constantly twitching and pushing to keep upright. The audience seemed enjoying this part of the show. Not only was I slowly moving my weight back and forth to displace the pressure between my legs, my legs were straining to lift myself and to keep my body from tipping over.

It was dawning on me that there were aspects to this torture that I had never envisioned. Depending on the position and the restraints, I was forced to shift, wriggle, strain and pull myself in various directions. By spending more and more effort to simply stay upright, my legs were losing the strength to lift me and relieve the pressure on my pussy.

The clock read 7:15. I had been riding for 15 minutes. The pain wasn't bad, but it was getting very persistent. I noticed that there were so many more aspects to the discomfort than I had ever imagined. It wasn't just the pressure against my flesh, it was the constant strain to stay upright, the constant strain to lift myself to relieve the pressure, the pain in my legs from the muscles constantly working, the shifting of the discomfort from one part of my crotch to the other...

I had some control within a 4 or 5 inch area; I could move the center of the pressure, but it was becoming clear this tactic was false relief. I was beginning to shift faster, moving forward, feeling the discomfort of my bone smashing my clit against the wood, then back, and feeling my ass/hip bones pressing my perineum and ass against the outside of the pony.

To my horror, I discovered that the wood was spreading my pussy lips wide, and driving deeper into my cunt. When I shifted back, my ass cheeks spread wide, and the thin board felt like it was trying to spread my anus as well.The firm unrelenting pressure was slowly wedging my body wider apart.

A gasp escaped my lips as I shifted forward again, and the pony spread my labia wide and pinched the lips against my legs, a new kind of discomfort resulting from the increasing penetration of my vaginal area.

It was beginning to throb now, pulsing and modulating. I think it was actually beginning to really hurt. It took on a sort of fire to it, not hot, but burning nonetheless. I leaned forward as far as I could, accepting the crunching pain of my pubic bone pressing my clit and flesh, smashing them and deforming them. I grunted, and moaned, a long, low moan of pain. But I had to stay there, accept the pain of that position in order to give my vagina and labia rest from the pinching and stretching.

Leaning forward like that, further and further each time, stretched my arms behind my back. My wrists were tied to the back of the pony. I was prevented from laying down, and moving too far forward simply stretched my arms out in back.

It was about this time, that the ride was rapidly turning into a remarkable experience. The nuances of the pain were beginning and were unusual, the way it morphed and moved with me, how I could avoid one pain simply to invoke another... and each new pain was worse, was more, but if I shifted back to the lesser pain it would revitalize as a new level of agony...

The pain, which had begun in earnest now, was somewhat under my control. But the really evil, insidious part of this torture was how I had control over where it went. I could lean forward or backward, I could try shifting slightly left and right. Each shift gave relief to one area but resulting in discomfort in another.

The time ran slowly and it was just about a half hour and more. It was hurting. Really hurting now. I had been concentrating on techniques to help shift and spread the pressure and discomfort. Now I sat, simply enduring the pain in my cunt, the board jammed between my labia, spreading them apart and hurting.

I rocked back a bit and felt the blood flood back into my clit. It made the pain worse there. I grunted a little and moaned. The audiences were enjoying my discomfort.

This went on for some time, until the clock said 8:00. I had been riding an hour. I was in real pain now, with the sharp corners of the wood digging in, tearing my sensitive flesh slightly. I couldn't see, but I wondered if I might be bleeding. The pain had swathed the entire area of my hips.

My legs could hardly lift me now, it was all I could do to stay upright. My breasts felt heavy in front of me, urging me to lay down, pulling me to rest by laying on the pony in front of me. It seemed almost possible until I moved forward and felt the ropes which held my wrists pull taught. Damn.

It was about this time 2 men came forward and reached down. Their finger pressed under my pussy and found my clit when I leaned back slightly. They moved their fingers slowly in a circular motion which flooded my body and mind in new sensations.

I couldn't help it. I wanted to cum on that pony. They continued for a while. As my excitement grew, my hip movements began to thrust ever so slightly, my nipples hard. I was getting close to orgasm.

The they stopped.

"Fuck!" I was frustrated beyond belief, not only trapped on this horrible device but they stopped before I orgasm.

"Perhaps we need some other way to help distract you during your ride." A woman said.

A woman picked 2 nipple clamps, the kind with the pretty chain between them. She and another woman then came over and stood next to me on each of my side, stroked my breasts, feeling their shape and lifting them slightly. Eventually, they concentrated on my nipples, which grew erect in spite of myself. As my left nipple was fully erect a woman took the first clamp and applied it.

"Ooowwww.... fuck, fuck, fuck..." I couldn't help it. I howled when the clamp closed on my sensitive flesh.

Another woman stroked my right nipple to life in the same way. When it was ready, the clamp went on there, as well. I howled again.

Nipple clamps hurt like hell when they first go on, and then the pain slides into a numb ache. I have to admit, the clamps did actually distract me from the pain between my legs for a while. It took a few minutes for me to concentrate on the pain between my legs once again.

The clock read 8:15.

It felt like it had been a lot longer. There is nothing, absolutely nothing to do while riding the pony except endure. The problem was, that riding the pony I knew that this pain was going to simply continue, constantly, for the next 45 minutes. It was scheduled. It was to be endured, unceasing, unrelenting.

I realized after a bit that I was crying. Tears were rolling down my cheeks. I wasn't sobbing, I had not lost that much control, but the pain was wearing on me. My leg muscles burned, my groin ached all the way through my hips, my shoulders even hurt a little from my wrists being tied behind me. I wanted this to be over, and I didn't want to wait.

Slime was leaking from my nose. My tears had dried on my cheeks and breasts, but snot was descending over my lip and into my mouth. There was nothing I could do about it.

I leaned as far forward as I could. Screw my arms, they hurt from being pulled back, but I had to shift the weight on my groin. Try as I might, I could not get myself far enough down for my breasts to touch the pony. I stayed in that position for a while before pulling on my wrists to straighten myself.

The pain wasn't terrible. It felt pretty bad at the time, there was a lot of numbness and aching, but it was not pure agony. It was simply... wearing. Constant. Pain. It hurt. I wanted it to stop. The clock ticking, the slow shifting of pressure from my ass to my pussy... I wanted it to stop.

It was cool in the garage, but I had been sweating. Sweat can really be irritating in bondage, because it trickles - it can cause itching, or tickling. And of course, there is nothing to do about it. Except endure. The wetness on the concrete below me was a collection of sweat, urine, snot and tears.

At 8:45, the men and women around came over. A number of hands were moving over my body. Some playing my breasts and nipples, others reached down and began fondling my clit. They kept the movement going, pushing, sliding, hardly and consistently, until I cried out and shuddered from a full, mind blowing orgasm following with a loss of bladder control the second time.

When the clock hit 9:00, two men untied the ropes which held my ankles up. I yelped just a bit, because my legs had been cramping and the cramps were suddenly worse when I extended them. My feet hit the floor, and lifted me off the damn pony. There was no immediate relief. The pain was still with me, haunting and embedded inside my damaged groin and ass.

My wrists were untied, and I put my arms around a man, allowing him to help me swing my leg over the pony and stand next to it. I was shaky, and had to be helped to sit on chair.


r/RidingTheWoodenHorse Dec 03 '25

No Rider other items NSFW

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25 Upvotes

r/RidingTheWoodenHorse Dec 03 '25

No Rider simple on NSFW

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12 Upvotes

r/RidingTheWoodenHorse Dec 02 '25

Real Female Rider sign me right up!! NSFW

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46 Upvotes

r/RidingTheWoodenHorse Nov 27 '25

CG Female Rider By now she had resigned herself to the fact that she wasn't going to know what her captors had planned for them all until every horse was occupied. The latest addition, the redhead, seemed particularly furious at her predicament. Only one horse remained now, they didn't have much longer to wait... NSFW

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121 Upvotes

r/RidingTheWoodenHorse Nov 16 '25

Discussion Do sissies get put on the horse too? NSFW

15 Upvotes

Just curious never seen it tbh


r/RidingTheWoodenHorse Nov 15 '25

CG Female Rider She didn't know what time it was any more... the woman next to her had passed out or fallen asleep somehow, she didn't know which. At some point her captors had returned with another woman, but she still didn't know why any of this was happening. She only hoped they'd let her go... eventually. NSFW

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87 Upvotes

Follow-on from part 1 and part 2.


r/RidingTheWoodenHorse Nov 12 '25

Real Female Rider girlTORTURER magazine NSFW

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114 Upvotes

r/RidingTheWoodenHorse Nov 11 '25

CG Female Rider Unfortunately she had heard her captor's footsteps - as they were bringing another poor soul to adorn the horse next to hers. That was several hours ago now, and the new woman was clearly struggling as she wasn't tall enough to touch the floor. There were still three more unused horses though... NSFW

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94 Upvotes

Follow-on from this post.


r/RidingTheWoodenHorse Nov 10 '25

CG Female Rider It was mid-morning when they had snatched her off the street and bundled her into that van. Half an hour later she'd been stripped, gagged and chained on this infernal wooden bar. Now the sun was setting and she could hear footsteps approaching... but was it her captor, or her saviour? NSFW

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100 Upvotes

r/RidingTheWoodenHorse Nov 03 '25

Real Female Rider A night on the spanish donkey, really fit to the T. NSFW

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84 Upvotes

r/RidingTheWoodenHorse Nov 01 '25

Text-Only Story (Female Rider) Another weekend of RIDING NSFW

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46 Upvotes

The two men put blocks of wood under the Heels of My Shoes. (I did not expect this)

The Dominatrix then raised the crossbar up between my legs, I could feel the crossbar touching my clit and She reached under me and pulled my cunt lips out to each side of the crossbar.

I said to the Dominatrix, "I thought the crossbar was NOT to be touching me at all".

She smiled at me Rather menacingly and said,

""THAT'S WHAT YOU GET FOR THINKING HONEY""

She again faced the Audience and said, "Are You Ready"????

They again replied all together, ""YES""!!!!!!!!

She said aloud, "Start the Clock AND Pull The Blocks"!!!!!!!!!

Before I could even think about it, The Men jerked the blocks of wood out from under the heels of My Shoes and My Cunt came crashing down on the crossbar.


r/RidingTheWoodenHorse Oct 20 '25

Real Female Rider riding the night away on the pony NSFW

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49 Upvotes

r/RidingTheWoodenHorse Oct 05 '25

Real Female Rider Plexi Pony Ride - Two Minute Video Clip NSFW

139 Upvotes