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Saddled Benjamin was embarrassed and he was hurting. Benjamin was sitting on the horse. He had built the horse himself at the friendly insistence of his wife Mavis. The horse was a copy of the infamous punishment horses used by the military hundreds of years ago. The punishment horse is said to derive from the Japanese horse used to torture women as punishment for crimes they had committed. Benjamin's horse looked like a saw horse but the top beam was built like a little dog house with a peak. The rider sat astride the peak. The horse was built so that the rider could not quite touch the ground and the unfortunate rider would have to shift his weight from one foot to the other to ease the pressure of the peaked beam. Benjamin's horse was built so that poor Benjamin had to point his toe like a dancer to touch the ground. When the leg began to cramp he would shift to the other. Benjamin's hands were tied at the wrist and over his head; they were hooked to a hook hanging from a cable. The cable had a steel ring attached and Benjamin could relieve the pain and cramps in his legs by lifting himself up with the ring. Of course this put a strain on his shoulders and arms so he could not stand this for more than a few minutes. Poor Benjamin was "riding the horse" - a curious comical dance of lift, drop, point your toe, point your other toe and lift. Benjamin was naked except for a pair of white cotton panties and he was alone in his room. The door was open and he was visible to the four women playing cards and snacking. The four women consisted of his wife Mavis, his mother in law Myrtle, his mother Blanch and his sister in law Mable. The guests had all seen him earlier and had pithy comments about the state he was in and how good it was to see him like this. They had all grown bored with watching him ride the horse and had left him to contemplate his fate and endure the pain and humiliation. Benjamin was in the forth hour of a six hour sentence on the horse. He could feel the sweat drip down his chest and back, his legs were in almost constant cramp now and his shoulders constant pain. It was of little consolation to know that British soldiers and Japanese women did this for days at a time. Benjamin would have a choice to make at the end of six hours. Benjamin could choose four more hours or twenty with the cane. Benjamin would choose the cane. There were extras that went with the caning and he knew it, but he could not do the horse any longer. If he was given a bargaining chip right now he would agree to anything. Benjamin knew that at the very least his caning would be humiliating and painful. He would be bent over the very horse he was now riding, his wrists would be attached to a horse leg, his ass would be high, his legs spread and attached to horse legs, his balls would be splayed on the side of the peak; they would not be spared punishment. Benjamin would be gagged with the panties he was wearing and a piece of tape would insure they did not fall out. Mavis would use the small swatter on his balls. There would be ten for each ball. He knew he could stand that, and then there would be the caning. There would be twenty strokes no more no less twenty, they would all be on his ass, he would try to stand it he would try not to cry, to beg to plead, but he knew that by the time she had given him ten he would be blubbering and sobbing and willing to do anything to stop the torment, but it would be twenty no more no less. As for now Benjamin still had more riding to do. Mavis came into his room with a bottle of water and gave him a drink through a straw. The horse sat on a large plastic sheet to catch any body fluids. Benjamin was not allowed any bathroom breaks and would pee while riding. The urine he was forced to sit in would only add to the discomfort and the humiliation. There was an adorable pink party dress hanging in the corner of the room. It was a child's dress with short puffed sleeves and a tie that went around the waist and would tie in the back with a big girly bow. There were layers of white petticoats that went under the short skirt. Just below the dress sitting on the floor were a pair of white T strap Mary Jane shoes with a nice little girls round toe and a low heel. On a Styrofoam wig head sat a curly blonde wig with a white sun bonnet trimmed in pink. Benjamin has been looking at the dress for the three and a half hours he had been on the horse. The dress had been made by Myrtle just for Benjamin. The shoes had been ordered on line by Mavis and the petticoats had come from a square dance shop that Mavis knew of. Benjamin knew that there were shiny nude panty hose and ruffled sissy pants in pink and white that had also come from the same square dance shop. The four women had all agreed that the outfit was adorable and any six year old girl would love to wear it. Earlier, in fact three and a half hours earlier Benjamin had argued that he was indeed not a six year old girl and no way was he going to wear that dress. Right now there was nothing Benjamin wanted more than to wear that dress as long as it would get him off the horse. No amount of begging or pleading had gotten him off the horse and no amount of begging and pleading would change or reduce the caning. Benjamin would do the six hours, take the caning and wear the dress. By the ninth stroke of the cane Benjamin was crying like a school girl. He was trying to kick his legs but they were bound to the horse, he was trying to cover his butt with his hands but they were tied to the horse legs. Even though gagged the women could still her Benjamin plead with Mavis to please stop and let him wear the dress. But he would receive the full twenty. The women watched and smiled. They were past the shock and awe of the pain and humiliation Benjamin had to endure. By the thirteenth stroke Benjamin was covered in sweat and had peed on himself and the horse. He had slowed his thrashing and when a stroke was administered he just let out a pathetic little sob. Benjamin was a beaten man both physically and emotionally he knew it and the four women knew it. They all felt sorry for him at some level but he would get the full twenty no more no less. There would be a time of recovery and then he would be dressed or it would start all over again. Still draped over the horse Mavis rubbed a soothing lotion into Benjamin's posterior and on his balls. His mother Blanch massaged his aching shoulders and neck. She said we can't have you stiff and sore for your dancing - now can we dear? He just sobbed the memory of the horse and the caning too fresh in his mind to argue with these women. Benjamin did not really want to dance for the women. It would not be just the four of them it would be a whole room full of women. Oh there would be men there too men like him wearing little party dresses or frilly short pant suits with ankle socks and Mary Janes. They would clap at his dancing and pretend to enjoy his humiliation knowing that their day would come. A Happy Wife

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A message on a Friday evening

It was Friday evening just after 6pm. I had just finished having an early dinner and was about to hop into the shower when I received a message on my phone. Standing naked in the bathroom I opened the message, it was from Sarah the ex escort who I use to pay to fuck. She said, "Hey Cane, how are you babe? Do you have any plans for this evening?"I replied, "Hello sexy lady, I'm good thank and you? No I don't have much plans for tonight, was going to just grab a few drinks with some friends but...

4 years ago
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Gloryholes and poppers oh my

Here I am at home putting on a pair of fishnets with my brand new sissy pouch panties. I look in the mirror and I feel so sexy and turned on. I feel a little naughty so I decide to go to cupids, the adult book store in Bethlehem. I put on a pair of sweats over my sissy clothes and grab head out. As I drive my bodies is squirming with anticipation. I pay the entrance fee to the booth area and walk in. I feel the gaze of the eyes in the dark light area and head to the third booth from the back....

2 years ago
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The Patched Up Maid

THE PATCHED UP MAID It all started when I was first seriously dating Carla, my soon to be wife. Well no, I suppose it really started when I was about six or seven years old. That was when I first discovered the wonderful feeling of my older sister's underwear. I got hooked and although I tried to kick my compulsion many times, I knew I had to tell the woman I was going to ask to be my wife my little secret. I admitted that I was ashamed of what I did and she agreed. Carla...

3 years ago
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Rhonda

A slight breeze blew through the garden, rustling the leaves in the trees and bending the stems of the tall flowers. A lamb lying down by the side of a small pond twitched its nostrils, but soon relaxed. This was about as rough as the weather ever got. The lamb returned to the flowers it was nibbling, unperturbed by the nearby presence of a lion on the other side of the pond. And why should it be bothered. The lion would no more wish it harm than he would himself. The sun stood high in the...

4 years ago
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Raising RocChapter 3

After that night, Roc was a different man; he had experienced the Joy of Sex. Sergeant Kelley didn't care, and showed him that she didn't care. She woke him up earlier than necessary, it's an Army tradition. "Get yer ass outta bed Private!" she yelled into his ear, interrupting the dream about Roc's first orgasm. Mary saw that his dick was erect again. "What is this unsatisfactory boner you have here Private?" Roc was still trying to wake up and was mumbling incoherently. She rolled...

3 years ago
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My Neighbor My Mommy

My Neighbor - My Mommy By Deewet My story started almost a year ago, quite by accident on my part because not in my wildest dream would I think I 'd be sitting here, thickly diapered in my feet pajama's writing about my regression into being an helpless, and quite content baby girl. I was a little man, standing only five feet tall and 90 pounds. I use the past tense here because it is hard to think of myself as a man now. Even in my dreams at night, safely tucked into my crib, I'm...

3 years ago
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Second ChanceChapter 17

Once the pilot I hired to fly me to Tallahassee dropped me at the airport, I was whisked away to the induction center to be administered another physical and the oath. When I showed up for my mandatory Selective Service physical I took it with a grain of salt. Being a citrus grower and major food provider was a free pass as far as military service was concerned – right up until it wasn’t. President Johnson started drafting young men so that he could stir up a war that was large enough to...

4 years ago
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Twins found love Part 3

Introduction: The third part to this story I pushed Sam out of my room and locked then door. My heart racing as I wiped his cum off my chin and my lips, as I licked my fingers and the cum off them I knew that I needed to for fill my needs. Later on, I found out that mum and dad were going on a weekend holiday to Paris and that me and Sam would be alone all week. I prepared for when they left I grabbed a small tube of k-y and put it by my bed and took my birth control pill. bye mum, bye dad!...

3 years ago
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The week gets better still Pt 4

Introduction: what a way to have fun, I woke to feel the bed moving slowly, Grant was spooning Liz and fucking her from behind, we played for a short while, licking and kissing one another, all still sexually content from yesterday, but horny, I knew Grant had most likely started to fuck her because of his morning woody, and was warming her up for the days fun, so I pulled Liz into the shower, soaped her up a bit, then I got her to kneel down, and saw Grant with cock in hand, I said how would...

3 years ago
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The Scandalous Stewardess 3

"The Scandalous Stewardess"Chapter 3 The day dawned predictably golden on the island of Eleuthera. Lavender fingers of light were reaching up into the sky when RandyFerris cautiously opened the door of the bungalow he had shared with hissister the night before and made his way to the red MG parked down theroad. He had to work today. But he would be back at French Leavetonight . . . in time to get acquainted with Davie Knight! Then,tomorrow . . . tomorrow would be the beginning of a glorious...

2 years ago
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Karen and her SonChapter 5

The bad news as far as Karen and Steven were concerned was that their new friends were on the last night of their holiday as they were both practising attorneys and had to return due to impending cases! Karen found the relationship between the two fascinating, although it quickly became obvious to her that Pat was very dominant and Frank submissive, it was also obvious that they were totally in love and Frank really enjoyed his role. Karen suggested that as this looked like being a one off...

2 years ago
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I watched my wife from behind the motel curtain

I watched my wife from behind the motel curtain!We had arranged for my wife Sonja to have a date with Curtis after they finished the second day of their swimming pool conference. I had reserved a room for her and she had already scouted it out to see if there was a good viewing spot for me to watch their grand finale. She was convinced that it wasn't going to be possible for me to watch but she would tell me all the details afterward. I could tell that she was relieved and I just figured that...

4 years ago
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Surprise in the kitchen

Few days ago after our kids went to school my wife wakes me up to join her for a morning coffee. Following her to the kitchen a while after surprised me with her wearing, she had on her a very short and light transparent nighty that I could remark her not having underwear and could see easily her Butt's Cut which lighted me. Approaching and sticking my nearly naked body on her back I embraces her making my hands moving tightly in her front side made a stop holding firmly her Boobs to play with...

MILF
2 years ago
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Spizoo Jessica Jaymes Got Caged

Jessica Jaymes is a mature woman with many sides to her. Over the years she has learned to love completely surrendering to a powerful man. She starts in a cage only to be released for one reason…using her tight wet pussy to please a long, solid cock. and feed on its juices. This beautiful milf pulls out her perfect round breasts and pierced wet clit and allows her handler to use her in whatever way he sees fit. When feeding time cums she is ready to eat all his man juice off her feeding...

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