He Rode Her Wooden Pony

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He awoke groggily, uncomfortably aware of the pressure on his arms, which were suspended straight out toward hooks in the opposing walls by ropes attached to leather cuffs around his wrists. A wide leather collar around his neck was connected in similar fashion to a hook in the ceiling. The cool air wafting across his skin told him that he was also naked, although the blindfold prevented him from examining his surroundings.

His ankles were bound with what felt like leather straps, forcing his legs together against a smooth hard object that was placed between them. This was a board of some sort, perhaps 2 inches thick by 10 inches wide. He judged from the feel of it against his inner thighs that the top of the board lay a few inches below his crotch and scrotum.

Leaning backward slightly he felt a hard narrow pole restricting any movement in that direction. It pressed against the small of his back and ran up his spine. Its slightly wobbly movement suggested that it was not mounted securely to the board. It was in fact a broomstick, running set in a hole that had been bored down through the plank. The hole was large enough to allow the pole to move freely up and down.

He heard the creaking of a pulley and felt his collar being pulled upward even higher. The painful stretching increased until finally he had to lift himself up onto his toes to prevent from being suspended completely in the air by his neck. The board stayed rigidly in place, sliding down between his thighs as he raised himself.

“Are you ready to ride my wooden pony?” The woman’s voice was close, so close that he could feel her hot breath against his neck.

“Wh-what is this? Who are you?”

“You’ve been a bad boy.”

“What the hell is this? Let me loose!”

Whack! A sharp pain as a leather strap struck his exposed his buttocks. He screamed in pain and indignation.

“Shut up! You are in no position to demand anything, except mercy.” She hit him again, eliciting more protests. She patiently repeated the cycle until at last he learned — and fell silent.

Suddenly he felt her force a hard narrow object between his thighs. It was not much thicker than the other board and seemed to fit firmly on top of it, perhaps on pins. A bulbous head on the end of this object forced the soft flesh of his inner thighs apart. Its smooth oiled end touched his exposed anus, causing him to yell and struggle some more. These efforts were futile since he was unable to move more than a fraction of an inch.

His loud protests were met with more savage blows from the strap. This time the savage beating continued until his protests turned to screams, and finally to sobbing whimpers. As her subject hung gasping in his restraints.

Brenda kuşadası escort quickly stepped forward and wrapped his chest and abdomen against the post in back with leather belts. Now he was prevented from moving his pelvis forward, though he could still slide up and down as the post moved freely in its greased hole.

“Now you will ride the pony,” her voice came low and menacingly.

He heard the pulley creaking and felt the pressure on his collar ease a little. Lowering his uncomfortable stance, he immediately became aware that the bulbous object between his legs was now firmly—and painfully—pressed against his anus. He stood back up on his toes and tried to remain there. Brenda settled into a comfortable armchair nearby, picking up a glass of wine that lay next to it. She sipped the dark red liquid, enjoying its pleasant warmth almost as much as the scene before her.

“Riding the wooden pony” was a torture originally designed for women. Initially the subject would hold themselves above the board by standing on their tiptoes. As her legs tired and weakened she would come down, allowing the board to dig into her tender genitals. After a brief and painful rest the unfortunate woman would stretch frantically upward again, repeating the excruciating cycle of pain, fatigue and more pain.

It was always a futile effort, with the exhausted woman finally having to resort to sitting on the sharp edge of the board. There she would squirm and adjust herself, attempting to avoid those tender areas already bruised by the wood. Eventually there were no such areas left and subject had to rest her weight painfully wherever she could.

Brenda was now administering her own version of this brutal torture to the male who had fallen into her trap. She had constructed her “pony” especially with a male subject in mind. The cleaving action of the board would not be as effective as it was on a woman since a man had no “cleft.” Instead she had fastened a huge “butt-plug” into the crotch of the saddle. Her subject, constrained by the saddle and the broomstick belt-post, was held in position directly over it so that the only way down was for him to impale himself.

She sipped her wine and sat back comfortably as he “rode the pony.” The subject’s eventual fatigue and his willingness to trade pain for rest assured penetration would ultimately occur. Brenda savored the wait. There was definitely something erotic about observing the pain and fatigue working against each other in her victim. In this way Brenda’s pony was similar to the woman’s version of the device.

After awhile he began to weaken and fall. Brenda admired the beads of sweat that ran down his face and the quivering of his overworked kuşadası escort bayan calves. He might have made a good ballet dancer she mused, watching the last of his strength wane. Finally, exhausted, he settled down onto the blunt head of the shaft, struggling without success to make it “miss the mark.” The greased round head—nearly 2 inches across—lay directly against his anus.

“Bullseye,” she exclaimed softly to herself.

He clenched his buttocks tightly together to prevent entry, but this would not last either. After a few minutes of struggling he was forced to let go. Gravity pushed him down against the shaft, stretching him open slightly. Only the enormous size of the head—opposed against his tight hole—prevented entry. His pain was obvious.

“Ahhh. . .Unnnhh!”

The man’s grunts and cries were music to her ears. This is why she had foregone gagging him, and spent two days soundproofing the basement instead. She wished she could see his eyes too, but knew his terror would be more complete in darkness. Amazingly, the man now summoned enough strength to raise himself back up on his toes.

Brenda, flushed from her second glass of wine, was getting thoroughly aroused by the man’s struggles. She unbuttoned her blouse and took it off, then removed her brassiere. Her nipples stood out prominently from her firm breasts, begging for attention. She complied, rubbing the reddish-brown nubbins between thumb and forefinger.

“Unnnhh!” The man grunted as his legs began to fail him again.

Brenda dropped her other hand down to her lap and hiked her skirt up, exposing creamy white thighs. She spread these apart and began rubbing herself through the thin damp material of her panties. Despite these ministrations she managed to keep her attention on the straining man. His prolonged pain and discomfort served to heighten her own pleasure.

Breathing quickly, Brenda stripped her panties off and thrust her fingers back down between her glistening thighs. She probed inside the dark confines of her vagina, moaning softly as her thumb rubbed against the swollen bud of her clitoris. A scream from across the room signaled that man’s tortured sphincter muscles had finally given way and Brenda cast her glazed eyes in that direction. She saw him drop a little as his impaled rectum slid down upon the plug.

“Aaaaagggghhh!”

His terrible cries filled the room as his violation began in earnest. The loud and wet sounds mixed with Brendas own cries of pleasure, then died quickly in the thick padding along the walls. Fueled by the macabre stimulus of her impaled victim’s struggles, Brenda quickly drove herself to an orgasm.

“Oooooohhhhhh!” The man sighed, as escort kuşadası the fullness invaded his bowels. “Aaaaaahhhhhh!”

“Ooooooohhhh. . .” Brenda cried softly, her legs kicking out toward him as she climaxed.

“G-gawwwwd! Ahhhhh . . .mmmmmm. . .ooooohhh.” The man moaned.

He hung slackly now, his mouth open as if attempting to allow his tortured ass more freedom to accommodate the invader. He made a small choking sound. The strain on his leather collar was preventing him from taking the full length of the plug. His legs were barely holding any weight at all now, having no strength left in them.

Seeing this Brenda leapt up and adjusted the rope, allowing him to slide further down on the shaft. She also couldn’t help but notice that that he had gotten an enormous erection, caused by the shaft buried in him, pressing against his prostrate. Unaware of this, Brenda thought that perhaps he found ass-fucking enjoyable. This fascinated her and she reached out for the huge blood-engorged shaft. It twitched madly at her touch and she recoiled. Suddenly she had an idea.

She climbed up and straddled the “pony,” facing the man. Sliding her slick-wet cunt backward along the smooth edge of the board, she reached the desired position and leaned forward, breasts dangling down until they almost straddled the wood. Her mouth was now inches away from the man’s erect cock. She exhaled, her breath flowing hotly against his flesh.

“Ohhhhh. . . ” He squirmed and jerked about, urging himself toward the source of heat.

Brenda put her tongue out and licked the clear droplet of pre-come from his straining member. Then she kissed the end of it, and finally ran her whole mouth down around it. Within moments he climaxed, ejecting huge jets of white come into Brenda’s mouth.

Not knowing why, only that she wanted to—had to—Brenda swallowed as much of his ejaculate as she could. Remnants of it spurted out between her lips and his slick shaft, spreading across her chin and his taut heaving stomach. She kept sucking as his cock softened and his breathing began to subside. Her hands were around his ass, forcing him down around the butt-plug.

All this time she had been rubbing her cunt across the board between her legs and now she began to climax again herself—the man’s cock still in her mouth. She bit down involuntarily, eliciting a shriek from him, which only heightened her pleasure. Brenda shivered and moaned through an intense orgasm, exhaling and sucking in air around his deflating member.

She remained there for a few minutes, her brown hair strewn across the wooden pony, strands of it sticking to his come-spattered thighs. Finally she arose and “dismounted,” slapping the man’s bare ass as she walked by him.

“Nice. . .Very nice,” she said huskily, still panting a little from her own exertions. “I can see that it will be a long evening for both of us.”

The sounds of leather against flesh, and the pitiful cries of her victim soon filled the room again.

###

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My Mothers, Old Maid, Friend Ch. 04

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Bdsm

Note,

I would like to thank bustyalix for all the kind words of encouragement about my writing.

As I ended the last chapter: Betty and Joe were getting ready to head home and just Sally, Elna and myself had the cabin to ourselves for Monday. We all sat and talked about the good times we had together Sunday for over an hour and we were wondering when we would be able to get together again.

I also asked to the forth person was who was a partner in the cottage and I could not get an answer from them All they would say was I would be shocked when I met HER.

As they drove out the driveway Elna suggested that we all go to town and use the phone, at the local diner to call my parents, to let them know all is well and not to worry why I was not home if they had tried to call yesterday. (There is no phone at the cabin and I had the number of the motel in Nebraska they always staying at for the week)

While at the diner we decided to have enjoyed a leisurely lunch. We found a booth and ordered the daily special. We sat there talking about different things that had happened over the weekend and they asked me what my plans were for college and beyond. Sally being fresh out of college told me how she had changed majors during her freshman years after seeing what she wanted to do was really not for her

Elna told of the time she was in college, 20 years ago getting her CPA , and how things have changed, as she taught a class on banking a couple of years ago at the local college in town.

Lunch arrived and with it a round of beer that we were told was on the house. (We all thanked the owner as we left.) All the time we were eating Elna had her foot in my lap rubbing my ever hard cock. Sally could tell what was going on and tried to get her foot involved, but her leg was too short to reach.

As we were leaving the couple from next door was coming in. We stood and talked for a while and when we told them Elna and myself were leaving for a couple of days that invited Sally to come over for a drink after dinner if she wished. She said she would love to do that. (That is going to be a sub chapter to this story I can bet)

When we were in town Sally also wanted to get some more liquor and stuff as she was going to be at the cabin by herself for the rest of the week. (She had a car but wanted to stay in the cabin if possible) We stopped at the liquor store and filled a couple of bags.

As I was driving back to the cottage Elna suggested that we try to get back up on Wednesday evening for supper, as she only had to work till noon. I said I would try to get off work early and suggested maybe we could stay the night and drive back very early Thursday morning so both of us could get to work on time. She agreed that that might work as it was only about a fifty minute drive from home to the cabin if we went the back way not through Harvard. Sally was very happy to hear this idea and even promised to make her famous Chocolate cake for our return Wednesday afternoon. At that suggestion I had to turn around to go get stuff at the local grocery store.

Sally sat in the front seat with me and Elna in the back, which I thought was funny till Sally, slid over next to me and opened my belt and unzipped me. She took out my cock and then slid back to the other side of the car. She the laid down with her mouth on my cock and start to suck on my cock. Elna reached between the door and the seat and found Sally’s more then wet pussy through her soaked panties. She slid the panties off to the side and inserted her fingers into the wet slit. Sally sucked hard and fasted on my cock as Elna worked her to a feverish climax. Just as her pussy let go she suck harder on my cock and I let out a moan as I filled her mouth with my pumping cock. Elna I found out later had been fingering herself with her other hand and we had not heard her moan with pleasure as she climaxed as we was making to much noise.

After we unloaded the car and stripped out of our clothes before putting the food away. We all went into the bedroom, and laid down to take a nap as we were spent from the past eighteen hour of sex.

I do not remember what time it was, but I was awakened by the sound of someone sucking pussy. I looked over and uşak escort saw Elna licking and sucking on Sally’s clit. I reached over and started to rub Elna’s pussy and she spread her legs to let me have a clear shot at inserting my finger into her cunt. She stopped sucking Sally’s pussy long enough to tell me to turn around so my cock was in front of Sally’s mouth so she could sucking my cock again. Sally took my cock into her hands and held it so it was like she was talking in to a microphone as she sucked the head of my now hard cock with its large purple head. Her tongue started to lick and work her magic on it and I went from my fingers in Elna’s pussy to my tongue. I now could reach one breast of each gal. I pinched their nipple ever so lightly and flicked them playfully. The first one I heard cum was Elna and then Sally. I tried to hold back but shot a load all over both of them as Sally had momentarily taken my cock out of her mouth and was stroking it when I exploded.

Between my cum all over their breasts and stomachs and juices from each gal all over our faces we got up to take a shower.

As I was getting the towels out of the closet I noticed a large box behind the shoe rack on the floor. I took it out and asked what this was. Elna took it out of my hands, opened it and there was about five or six different size sex toys. Sally said they were for when the gals were here along and needed something to pleasure themselves with when they didn’t have their man around to “fill the void.”

Sally said, “There was none quite as large as my cock when it was hard.” Elna suggested that after the shower that we check them out as I could see them on each other if I wished. I told them that was fine and dandy BUT my cock would give them more pleasure them something that was not alive and connected to an oversexed male. But they said that they could last longer and not get soft when spent.

As I was washing Elna’s back side I dropped the bar of soap so I could bend over to pick it up and look at her breasts hanging from below. I saw a very sexy lady and them she bent over and hung them in my face. I stood up and cupped each hanging breast and supported them with my thumb flicking the nipples.

She took her hand with the soapy wash cloth and stroked my cock and took hold of it and washed it even pulling the skin off the head and leathering it up good. She then rinsed it off the gave me the cloth to do the same to her crotch and pussy lips. Sally walked in and stood there watching. Once done with Elna I turned to her and she spread her legs so I could do her. We all got out and dried each other off and went out to the kitchen to fix some supper.

After supper sally got the tape measure and the box of “toys” from the bedroom where I had left them… We sat at the kitchen table and they started to measure each one the larger was 8 ½” long and only 5″ around. Two of them even have batteries in them to make them vibrate. (Remember again this was the early 60’s and the fancy ones were not around them) They them said they wanted to double check me so Elna got up walked over behind me as Sally took my cock in her hand and started to work it up to it’s fullest.

Elna stood behind me and put a breast on each side of my head and leaning over massaged my chest and played with my nipples. She said “turn around is fair play.”

My cock started to grow and Sally got some lotion to lube my cock up so it would not be dry. She stroked it with one hand and cupped my balls with the other. Once hard they measured it again and found it to be just a 1/8″ of an inch shy of 10″ long and still the same distance around.

With that done I suggested that we had better get ready to go as we needed to stop at a store in town and get some fresh milk and such for home. (Remember back in the 60’s you had no 24 hour stores and they all closed by 9:00PM)

I then also suggested that Sally come with us back to Illinois, BUT she wanted to stay at the lake.

Sally said that when we came back on Wednesday afternoon she was going to have a very nice surprise for us when we got back. (Now she was going to have to leave the cabin she said) She whispered something to Elna and she laughed and said “he will enjoy that.”

They muglalisahidi.com looked at me and said that now was the time of a good fucking for both of them and I was to flip a coin to see who got my cock first.

I said NO you gals are going to have to wait till Wednesday night for that. I looked at them and said, “Why don’t we all just enjoy each other and which ever of you two get the hottest the fastest gets my cock buried in their wet cunt first while the other keeps themselves hot with the toy of my choice. They looked at each other and smiled and said at the same time, “Sure that is a GREAT idea.”

So we had a plan for our Wednesday night get together and we headed home for a long two days of work before returning.

Elna fell asleep while I was driving home and I had to wake her when I pulled into my parent’s driveway. She sat up and smiled and said she had dreamed about us while sleeping

We went in the house and took showers and went to bed, or at least tried to go to bed. I was so tired that she could not even get my cock to stir when she played with it. We rolled over and woke when the alarm went off the next morning.

We got up and I fixed some coffee and toast for us for a quick breakfast. I drove her to the bank and told her I would pick her up at 5:00 PM when she got off work. This would mean that I would work late to make up for being late this morning and still have my eight hours.

I was telling this office “girl for the summer” about the weekend. (I did not mention the part of being naked all the time) She asked if I could try to ask if she could come with one weekend as she loved to swim in the lake and I said I would, but no promises.

After work I picked up Elna and we went to the main post office to pick up her mail that was being held there because of the fire. She made arrangements to have her mail forwarded to my parents address till further notice.

In her mail was a letter from the insurance company with a check for the damage done to her belonging and a form to fill out for the money that they would pay her each week, for a year, for the difference in living quarter casts.

She also had a letter from a friend that was going to be in Chicago in two weeks and she was wondering if Elna would like to come meet and visit for the weekend. Elna told me she was also a NUDIST living in Arizona. She said the last time she had seen her she had the loveliest “allover” tan that she had ever seen. From what she told me, this friend lived in a small town near Sedona and being out in the back country could go naked all the time outdoors. She took a picture of her purse and shown me her friend. She was the girl that all men dream about. Strawberry blond hair with firm, medium sized tits, with large dark nipples, small waist and perfect hips. She was standing with the mountains behind her. Elna told me she had taken the picture two years ago when she went out to visit her.

She said she would call her from work tomorrow and see where she was going to be staying and maybe we both could go visit. I asked how would she explain this to my parents and she just told me that she would need someone to drive her to Chicago and ask if I could. No problem she said.

We stopped from dinner at a local Swedish restaurant and were sitting there when Steve & June and Frank & Linda from church walked in and asked if they could sit with us. Elna agreed and we got a larger table. Frank and Linda (I was informed later in the dinner one of the other two couples that owned part of the cottage)

The ladies sat together and us men sat on the other end of the table. Steve asked if I had heard from my parents and I said, NO as I was at work and dad had not called in to the office today. He said he had heard that they had had some bad storms out in Nebraska today and was wondering if my parents had been in them. Frank, the other guy spoke up and said that he had heard that a couple of the storms had had pretty good size hail and heavy rain. I told them that I would try calling the motel when we got home to check on them.

After we left the restaurant, we stopped at a local store for Elna to purchase some items that had been lost in the fire. She told me that she would be a short time but if I wanted to come in I could. I agreed to tag along. The first department we went to was the shoe department and them to the ladies clothes department. She picked out a couple of dresses and took them to the back room to try on. She came out to show me one of the dresses and then whispered in my ear to follow her back to the room, waiting a minute to not make it look to noticeable.

I looked around and notice the sales girl was taking care of another lady, so I walked through the curtain and saw the door that Elna had left slightly open. I walked in and she was standing there in bra and panties and grabbed me and kissed me while kicking the door closed. I squeezed her tightly to me and reached behind her and undid her bra. She moved away from me slightly so her bra cold slid off as she lowered her arms. Her breast pushed out and against my chest. Her hands let go of the dress and reached for my crotch. I reached up and cupped her breast and pinched the nipples tenderly.

She sat down on the dressing room bench and I got on my knees and removed her panties and pushed her legs apart. I lowered my head into her pussy and started to lick and suck. She pushed her hips up into my face and threw her head against the wall and said she had dreamed of this all day at work.

I lick on her clit till she exploded into my mouth. I sucked he juices and licked some more. She then took hold of my head and raised it and kissed me. She took her panties and wiped off her juices from my face and then between her legs. She handed me them and told me to keep them to think about her tomorrow at work. I got up from the floor and fondled her breasts for a minute more before we agreed to get out of there before we got caught and finish this at home.

When we got home, Bertha came out the door and told me that she had had a call from my parents, as we were not home at the time they called, and the car had been damaged by the hail and strong winds. They were OK along with my uncle, BUT they were going to have to stay three days longer till the car got fixed and they could drive home. I was to call them at the motel to talk to them ASAP.

I went in the house to call my parents and Elna stayed to talk to Bertha for a while. When she came in the house I was still talking to my parents and she asked if she could talk to my mother. As she was talking she was removing her clothes and motioned for me to do the same.

They must have talked for fifteen minutes and them Elna handed me back the phone. Mother told me to be good and treat Elna properly as a house guest. I was to take her out to dinner every night and make sure she got to work and back home. (If mother only knew how well I was taking care of Elna and her me.) ALL the time I was talking to mom Elna was holding my cock and cupping and squeezing my ball. I told mom that I would take care of her and not to worry and said goodbye and to say HI to Harold, my uncle.

I went to the bathroom and got us each a warn wash cloth to “wash” up from before as she was putting the clothes she had purchased away.

When I turned to take the cloths back to the bathroom she grabbed me and turned me around and as she did my semi hard cock swung directly into her face and mouth. She started to suck on it and it grew so fat that she almost chocked as my head filled her mouth. She took my cock out of her mouth for a second and said, “You are horny after the dress shop aren’t you.” I said, “I had been horny all day and was ready to fill her hole with my love juices right then and now.”

I pushed her back on the bed and spread her lags and rammed my cock deep into her love tunnel. It was still sloppy wet from before and I slid all the way to the bottom and as I got there I leaned forward and kissed her with an open mouth that was given back to me. I stayed buried in her for a minute and then started to pump in and out with long strong strokes. It did not take me long to fill her with my love juices and as I plunged one last time deep into her they leaked out all over the sheets. We rolled over and held each other in a tight love grip till we work to the alarm the next morning.

We got up and took showers and got ready for a ½ a day of work, as we were going back to the cabin by the lake this afternoon to be with Sally and see what kind of surprise she had for both of us tonight.

Next Chapter: Returning to the cabin and finding “our surprise.”

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