GirlsInLeatherBoots
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The New Leather Riding Boots free porn video
I could hear my Master´s phone ringing in the kitchen. Master was just finished in the bathroom after having showered. A quarter earlier, he had just fucked my sissy cunt deep and long. I was still strapped over the homemade rig that was built and adapted to be able to fix me in exactly the position Master wanted me. Wood and steel mixed, loops, leather straps, clasps, metal bars. Everything matched fully to fix me for his sadistic games containing everything from painful whippings to long and hard fucking sessions.
It was about six months since Master conquered me. This was done through a contact page for people into the BDSM lifestyle. I had been a member for a while with the purpose of exploring my long-term taboo interest in submission and domination. Being submissive and being dominated. It ended with that Master and I got in touch and after a few months of correspondence where we went deeper into the respective interest in BDSM, fantasies, goals with the membership on the page and specific fetishes, it all resulted in that we decided meeting in a hotel in the city. A separate tale will come, describing what happened there.
It turned out during our conversations that Master was an experienced Dom and that for many years he has specialized in younger men. However, he had never had any long-lasting relationship with his submissive slaves whom he had taken on. The longest meetings had lasted for a weekend. It turned out, however, that he was looking for someone to own in his possession 24/7. A younger submissive slave of the male sex that he could train to be his obedient sissy slave. In addition, he had in recent years understood that his specific fetish was a sissy in riding boots. Exactly where this narrow fetish came from, he didn't know. He just knew it was a sissy cunt in riding boots he needed. A sissy cunt in riding boots to train and utilize in every possible perverted context in the way that suited him.
One day a profile appeared on the contact page. Created by a young man who presented himself as submissive and who was looking for an older dominant man for primarily chatting and exchanging fantasies. The young man had put up some pictures of himself where he was naked with a fully erected cock only wearing a pair of black rubber riding boots. The young man was me. It turned out that we there and then, found something that paved the way for a future none of us thought would ever exist.
Master´s rich and creamy sperm ran out of my used and tired sissy love tunnel. I was exhausted after his brusque treatment. My whole body hurt. It ached in arms and legs because I was fixed hard and tight against the rig. At the same time, it gave me a lot of support. I could feel it was really nice to be able to relax and let the rig carry up my body weight. The thing that hurt the worst, however, was my exhausted hole, as it really tried to retract itself back to its normal, closed state.
My sissy clit was, as usual, well hidden in the chromed cock cage. During the hard fuck, my clit had grown painfully hard, pressed against the chrome-plated steel tube in an awkward attempt to straighten itself in the cruel pipe preventing it to do so. I couldn't remember the last time I could see my own cock in full erection. Since Master conquered me, however, I have seen my fair share of hard, erect and pulsating cocks. Even though my silly sissy cock was caged in, it had done everything to move inside the prohibitive steel tube. Something that was not affected by the cage however, was the flow of my sluggish horny slime. During Master´s fucking, it always flowed generously amounts of sissy slime from my locked in cock. So no difference this time.
Although I was tightly fixed on all fours in the rig, my sissy cunt was secured high up in the air at the right and perfect height and angle for Master´s harsh penetration, his hard and frenetic thrusts with his rigid Master cock had rocked my body. So even my steel trapped sissy clit. The result was that the steady stream of my sissy slime splashed from the steel tube hitting my sissy body. The sissy slime had closed up against my stomach and down on my thighs even though they were fixed with a lot of space from each other. But most of it had splashed down and gathered in a puddle on a well-placed tray beneath me. Master had thought of even that. To construct the rig so that a collecting tray for my sissy slime could be placed beneath me the times Master chose to fix me for a dominating fuck on all fours.
The pain in my hard fucked and stretched sissy cunt slowly began to subside. I was sweaty after Master´s use of me. His cum had now found a running path from my opening down between my buttocks and over the chrome-plated steel ring around my clean shaved ball sack, which held the chromed steel cage in place over my sissy clit. The Dom sperm slowly flowed down over my ball sack and then dripped down on the same tray that collected my horny sissy slime. Because even though I was subjected to painful sessions with whips and hard fuck sessions, I continued to flow my horny love juices. I guess a big part to this is that Master doesn't let me come. I have tried to use my mind to try to spray my sissy sperm while I´m being used. I have tried to rub the cock cage against everything I can reach during the sessions in order to successfully stimulate the underside of my clit to get that so desperately longed, awaited orgasm. But it always ended the same way, without succeeding. However, the result has been that I produce large amounts of horny sissy slime.
For this fuck he had not chosen any other attire beyond the ordinary. Depending on the situation and Master´s mood, there might be additional attributes. But for the day's exercises I was wearing black, sheer nylon stay-ups with pointed laced bands over the thighs, my black rubber riding boots, the chrome cock cage (who kept my erection in a very controlled state) and a red ball gag that was pressed into my stretched sissy mouth secured with black leather strap around my head. It was in that way Master wanted me. Apart from the ball gag and the stay-ups, it was only my black rubber riding boots and chromed steel cock cage that I was permit to wear.
* Ring * * Ring * Master´s phone continued to ring. I heard him step out of the bathroom and into the kitchen to answer. I couldn't tell what the conversation was about. Only that Master sounded surprised and happy. After a short conversation, Master hung up. He came into the living room where I was still fixed in the fucking rig. He rounds it and stands in front of me. He is naked after the shower. With his hand he loosen the buckle and the leather straps that hold the ball gag in place in my mouth and jerks it out with quite some force making my jaws and teeth hurt. I can't help it, but I burst out in pain. Master orders me to open up my mouth. My jaws hurt after being forced into open position around the ball gag for over an hour. However, I manage to open my mouth. Master takes a small step forward and pushes his slack, newly spent cock into my mouth.
"Suck me you pathetic cunt" he commands. I can't make any notable movements with my head to suck him off. It is mostly that I try to stimulate his Master tool only with my tongue. I let it wander over the underside of his foreskin and up on each side of the cock. It doesn't take long before I feel Master´s cock start to swell. Slowly it starts filling my mouth in the same way as the ball gag just a while ago. Master doesn´t need to hold my head as I am fixed to the rig from top to toe. On the other hand, he grabs one of the steel tubes at the top and easily start jerking his hips back and forth to be able to push his cock in and out through my pleasing sissy mouth. I feel for each shock how his cock hardens ever more and that the foreskin slides back over his sponge-shaped cock head.
After a few more thrusts, my saliva has lubricated his entire shaft so that the cock easily slides in and out past my lips and over my tongue. I try to frantically satisfy Master´s penetrating pole as best I can. Master begins to grunt. Will he come so soon? I thought. Then, suddenly Master sprayed his thick mucus into my mouth. Trained as I am by this time, I start swallowing the salty seed as soon as I feel it hit my gum seal. With Master´s hard cock still in my mouth I swallow as much as I can. The throat muscles hug his stiff fuck pole and he moans contentedly. Suddenly he pulls his cock out of my mouth and gives me a distinct slap on my left cheek. "Good girl fuck cunt, good girl".
“I'm going to release you now because we're heading to town. We have an errand to do.” says Master, after which he rounds the rig outside my field of vision. I can feel how he start to unstrap me strap after strap, chain after chain, starts loosening my restraints. After a minute I am "free" and Master ordered me to stand up. It was easier said than done after so long in a stagnant position on all fours and after a fuck that was hard and long lasting. Master helps me up. “Separate legs,” says Master. I obey. Master attaches a narrow steel chain to the end of my cock cage where the steel tube goes together and which forms a basket for my sissy clit to be pressed against during erection and pee to run out of when I need to empty my bladder. Master then stands behind me to provide me with handcuffs with my arms behind my back. He goes off to get dressed and shortly thereafter he comes back into the living room where I stand riding booted, cock-caged and handcuffed with my arms behind my back.
Master grabs the chain attached to the cock cage and shrugs hard on it. "Come," he commands. I have no choice but to follow him. He led me out of the house and out onto the courtyard. Master has two cars. One car that he mostly uses for regular use such as cruising and shopping etc. and then the other car that is always connected to a horse transport. Master does not own any horses and it is not for transporting horses he has it for. He has the horse transport to transport me the times he takes me to external sessions. He leads me away to the horse transport and I know what to expect. Oh, of course I can never know for sure what to expect. Just that I'm about to be the protagonist or rather the main object in some form somewhere. Master had mentioned that we have an errand in town.
Master loosen the locks to the hatch on the horse transport and folds it down. "In" he orders. I know I'll be tasting the riding whip if I don't obey so I step up on the downed ramp with my stay-ups and riding boot-clad legs and go into the horse transport. Master walks in behind me and makes sure I'm in position. Then he drops a steel beam from one wall down to a bracket on the other side of the wall. The boom clicks into the bracket and is locked in a horizontal position. On top of the boom is a steel bracket which is hinged at one end. The jumper is shaped like a bow. "Position" commands Master. I lean forward so much that my throat ends up on the boom. "Good girl" says Master and smiles. He then folds the steel brace over my neck and locked it with a padlock on the other side. He stretches the chain attached to my cock cage as much as he can and then attaches it to a steel ring in the floor of the horse transport. It tugs and pulls on my sissy clit and ball sack and it hurts.
"Together with the feet," he says. I move my legs together as best as I can with the chain between the cock cage and the ring in the floor, which is tight to the breaking point. "I guess it hurts your pathetic cock, but it's something you´ll get used to," continued Master. With the legs together, Master straps a wide leather belt around my riding boot-covered ankles and tightens hard. My hands are still shackled in handcuffs behind my back. "I don't need to remind you of the importance of keeping your balance," asks Master. I know very well that I'm not allowed to talk so I just shake my head as best I can with the steel loop strapped over my neck. "Good," Master said briefly, slapping me hard on my naked butt cheeks. "You truly are a sight for sore eyes," he said before stepping out of the horse transport and lifting up the ramp, locking it in the upright and closed position.
With a jerk, the car and horse transport began to roll. I went back as far as the chain between the cock cage and the floor and the neck and head in the steel bar allowed. It hurt badly in my trapped sex organ. I had learned how to best keep my balance during these transports. It was difficult and painful but I could manage. After about half an hour's journey, Master stops. It got quiet. The sun and the heat outside made the air inside the transport warm and moist. My skin was shiny with sweat, both the old sweat from the fuck earlier and new sweat from the hot ride in the transport. Except of sweat I smelled sperm. My Master´s semen. Most of it had run out since he emptied himself in me. Dried sperm crackled around my opening and around my nut sack. However, new fresh strings of horny slime were flowing from my cock cage.
I get very aroused from being transported like an a****l. Stuck and helpless without knowing where we are going and what to expect. After a few minutes I hear voices. It is my Master and another man that I do not recognize the voice of. Shortly afterwards I hear how the buckles of the hatch on the horse transport are released and then how the ramp is lowered to the ground with a thump. "Here you have her" I hear Master say. "Wow! What a sight!" exclaims the other man. “Thank you, as you can see, she is not properly dressed. The slut goes around in rubber riding boots and we can't have it that way can we, ”replied Master. "I think we have a solution to that," said the unknown man. Master then goes into the transport and loosens the leather strap around my ankles and unlocks the lock which holds the steel brace over my neck in place.
He folds it up and ends with loosening the chain from the steel ring in the floor. "Get up filthy!" commands Master. The stench of sweat and sex slime tensed in the air. My back is cramping after the position I've been shackled for the past half hour. Master grabs me by grabbing my left arm. He jerks so hard that I stumble upon while turning towards the opening on the horse transport. The steel chain rattles against the cock-cage and it´s lock and ring that holds it in place. From the cock cage there is a fresh stream of horny sissy slime. "Oh god what a true beauty you have there" says the man standing outside the horse transport. "She seems to like it," he continues with his eyes fixed on my prisoned sissy clit. "Yes, she does," states Master. “She's a horny cunt who needs to be re-booted.
"Let's go in and see what we can do about it then," the other man said. Master jerked the chain and led me out of the transport and down the ramp. Master followed the man. As we round one corner of the house we parked outside I saw that the man we are following walked into an equestrian apparel shop. It turned out that the man owned and operated it and that it was that man who had called Master earlier. Once inside the shop, the shop owner locked the door and flipped the sign on the entrance door from "Open" to "Closed".
"There we are! Let's go down to the basement floor, ”says the man, and went further into the store. I was surprised and therefore looked all around the store. On the way to the stairs leading down to the basement we passed a long shelf with a number of riding boots of a lot of different brands. As a riding boot fetishist, I notice that there were riding boots from all the biggest riding boot manufacturers but also riding boots of smaller brands. The riding boots were categorized in a leather riding boot section and one rubber riding boot section. I guessed that it must have been like at least 40 pairs of tall, rigid riding boots on that long shelf. The mixed smell of all those brand new leather- and rubber riding boots gave a strong and lovely essence of aroma in the store. I was in heaven!
Once at the stairs, Master began to go downstairs. He still lead me in the chain linked to my leaking sissy cock. Walking down the stairs with my hands bound behind my back were not to be impossible, but not easy either. At least not at the same time as someone pulled and twitched the chain linked to one´s cock and ball sack. Below the stairs, a narrow but short walk way lead to a room about 5 x 10 meters. Two basement windows let the daylight in from the outside world. They had black steel bars attached to the window frames. I guess it was to prevent burglary. Shelves are filled with even more riding boots against three of four walls. It was a “try them on” room. The vast majority of leather riding boots that are sold are custom-made and in this room riding boots were stored that have arrived after custom ordering ready to be tested on and by the new happy owners.
The air in the room was filled with leather aroma. Newly crafted leather that had been shaped and joined to perfection in the form of tall, shiny riding boots. Most of the pairs were black, but there were also several pairs of brown and some more odd colors such as red and dark blue. On each side of the entrance to the room was a two-seater sofa placed. That kind of sofa that is made of leather in typical English country house style appearance with that black buttons holding the leather in place. On the floor in the middle of the room were a wooden sawhorse looking establishment about 1 meter high, designed to carry a riding saddle strapped onto it. A small stool were placed next to it to make it easier for the customer to get up and take a seat in the saddle. Aside of the wooden sawhorse stood a large floor mirror showing the entire sawhorse and the person mounted in the saddle in whole profile. In front of the wooden trunk stood another floor mirror, but of a narrower model intended to show the person in the saddle how he or she looks from the front.
"As I said on the phone," the man exclaimed, "the new custom-made leather riding boots have arrived and I thought you might want to try them out? Or well ... maybe not you then but your… eeehm … "Fuck doll" Master filled in.
"Eeh yes, I thought you might want your… fuck doll to try them? " the man continued.
"Yes that´s true for sure! It's a shame to see her get fucked in rubber riding boots, the bitch would be so much more attractive and piece of a cock tease in leather riding boots instead ” Master said. "She needs the right boot for the right situation if you know what I mean," continued Master.
"I surely understand! So, let's get started by trying out the new boots. Wait here and I'll get a saddle that I think fits well for this occasion" said the man, and disappeared out of the room. “Now fuck slut, now I'm going to make you even more fuckable. Do you understand?" said Master with a brusque voice. I nodded.
"Well, you will thank me for this, in your very own little way of course," murmured Master. Shortly thereafter a metallic sounding was heard followed by footsteps. The shopkeeper entered the room again wearing a black riding saddle complete with stirrup leathers and stirrups hitting each other while swaying beneath the saddle due to the man´s walk. He moves quickly and accustomed it to the wooden sawhorse and swung the saddle up onto it. "Okay, I'll just place and secure the saddle properly and then I will pick up the new riding boots for you… please, you have yourself a comfy seat there” the man said, making an inviting gesture to my Master in the direction to one of the leather sofas aside of the entrance. Master settled down, crossing one leg over the other.
I just stood there. I didn't dare to move and because I never thought the man would even include me in the offer to sit down in those sofas.
Now that the saddle was being securely fastened on the wooden saw horse and the man went on tighten various leather straps under the wooden sawhorse, both me and Master saw that this was not an ordinary riding saddle. Sure, it was a real and deep seat dressage saddle complete with stirrups but in the middle of the saddle, a 20 centimeter long and about 5 centimeter I diameter penis shaped dildo protruded.
"And what do we have here?" Master asked the man. The man paused for a moment and looked at Master and answered
"Special occasions like this, when trying on a pair of brand new leather riding boots, requires a special saddle." The man laughs in a delightful smile.
"I like what I see and I like the idea" replies Master and smiles back.
"How are you doing it then?" Master asked him.
“Well, you see… after 25 years in this business, I have discovered that a naked human body is the most beautiful thing in contrast to tall and rigid riding boots. So first the customer, or eeeh fuck doll, male or female, has to undress completely naked and then put on the new riding boots. When the same human body then tries these new riding boots in a riding saddle like this one, at the same time as pleasure and or pain is inflicted on it, magic surely arises!" replied the man.
“But it´s not every customer that gets this special treatment. Oh no, that´s for sure! But sometimes, from time to time, a submissive fuck toy enters the shop led in by a Master just like you to pick up a pair of newly manufactured leather riding boots. And it´s then that I choose this saddle right here.”
Master could not believe his ears, nor his eyes for that matter. "Without knowing exactly in detail what it means that you just said, I have to say that I really like what I´ve heard so far," Master said.
"I´m glad to hear that! Then I think you will find the next hour of the try on session will be of great interest to you.” the man continued.
“There we are, the saddle is strapped and secured. Then you just have to pick up the new riding boots and wear them on your beautiful fuck doll here." said the man.
"By all means, what do you want me to do?" Master asked.
"Just make sure she gets completely naked and I'll do the rest," the man replied. "You heard the man, fuck cunt. Take off those used and sloppy rubber riding boots. Now!" Master commanded.
I hadn't taken off my riding boots in three days and after long and sweaty days I knew that it would surely be difficult to get out of them as they were sucked tight around my calves. Although I had a thin layer of nylons in the form of my stay-ups between my skin and the inner lining of the riding boots.
"By all means, please use the boot jack over there," said the man, pointing to a sturdy construction with handles to hold on to for a more easy way to get the boots off of my feet and legs. Master nodded his approval to me. I walked toward the boot jack and put my right foot in the hatch of the boot jack and started trying to pull off my right riding boot. It was, as I suspect, as hard as I thought. The moisture in the boots made it difficult. I had to struggle real good, wrinkle my foot in the riding boots so the rubber of the boot shaft crumpled. The boot jack squeaked in the wood that it was made of.
After a while, my right nylon-clad leg slid out of the boot with a soft, sucking sound. I removed the boot from the boot jack and placed it on the side of it, whereupon I placed the left riding boot clad foot in the boot jack and again started to pry my foot inside of that rubber shafted riding boot. The chain from the cock cage rattled and clung to the steel pipe that enclosed my limb. My sissy slime continued to ooze in long, streams down on the floor. There was sissy slime on the boot jack and on the left riding boot too. "She's leaking like a sieve," the man commented.
"I told you. She is constantly horny” Master replied. Master was right about that. I hadn't cum in a two month period which caused the slightest bit of erotic charge to give rise to this constant stream of sissy slime.
With an equally soft and sucking sound, my left nylon-clad leg slipped out of the left riding boot. I also placed the left riding boot next to the right boot.
"Perfect. Then it's just the stay-ups and the locking device left.” said the man. With the locking device he meant the cock cage. I just couldn´t believe it! Would I finally freed from it? Would my sissy clit finally get free and get the chance to stretch itself?
"I'm really against this with the cock cage," said Master. "But you are the expert on this with trying out new riding boots so I guess we´ll let it come off then." he continued. "Off with the stay-ups" commanded Master. I slowly started rolling them down my thighs and calves to finally pull them off my feet. The nylon was damp with sweat. I put them over my rubber riding boots. "Come here your whore" Master commanded. I walked toward him where he was sitting on the leather couch. Master pulled out the key to the padlock that held my cock cage in place. He put the key in the lock and with a click it opened. He pulled out the lock and then pulled off the chrome-plated steel pipe that has kept my “manhood” locked in for so long. My horny slime was covering the inner side of the pipe when Master pulled it off. Finally, he opened the ring that was attached around the base to my ball sack and what the pipe and lock had been sealed to. What a feeling it was to be free again! Complete nude for the first time in months!
"Then we are ready to start," the man said. "Now these boots are sized according to the dimensions you gave me when you were here before," said the man as he went to one of the shelves and picked down a pair of black leather riding boots.
"They are a pair of leather riding boots in a dressage model without a zipper and with an extra high outer bow just as you wished," he continued.
The man rounded the large floor mirror and wooden sawhorse with the special saddle strapped onto it. In his hand he held a pair of 54 centimeters tall freshly manufactured dressage leather riding boots, boot shafts stiff and rigid as two horny cocks. “They are new to the game now so they will be very hard in the leather until they are broken in. They can be a little difficult to get on and even difficult to get off, but that's the only way to do it."
"Being difficult to get rid of is no problem whatsoever," Master replied.
“The idea is that they should not be taken off. Not in any case, not unnecessary if I say so,” Master continued.
"I understand," the man replied, smiling. "Then I want you to start with the right riding boot," the man told me. "You can use these boot hooks and you´ll see that it will be easier," he continued, holding out two steel hooks with wooden handles. I attached the hooks to the two straps on the inside of the boot shaft and then I stuck my right foot into the boot and started pulling it onto my foot and leg. The man was right. The boot was very tight and hard. However, Master didn´t want to ruin the look of the riding boots by ordering them with zippers.
The zippers would also rub against his body the times he fucked me and the boots would come into direct contact and harm him and he did not want to risk that. After a few minutes of pulling and struggling, the whole foot and calf slipped into the stiff boot with a hissing sound. Like the riding boot wrapped itself around my leg to never let go of it again. That's how it felt.
"Look, yes, then we'll repeat the procedure with the left boot," said the man. I unfastened the boot pullers from the right boot that were now in place to repeat the maneuver with the left one. It took about the same amount of time before the hissing sound was heard and my foot landed at the bottom of the boot and that stiff leather boot shaft squeezed tight around my left calf.
"So, very well then, the riding boots are in place!" said the man. "Well what do you think?" he said, wondering, looking at Master.
Master sat on the couch as in the trance. The sight of me, his submissive sissy fuck doll in these new leather dressage riding boots with the hard leather shafts made him mute for a while. "They are absolutely wonderful!" he exclaimed after a w hile. "They seem to fit perfectly well too?" he wondered.
"That's what we need to find out now," the man replied.
"Then you can climb up and sit here," he said, pointing to the saddle with the dildo. “As you may have already figured out, you´ll have to mount the saddle and let the dildo slide into your sissy pussy. The reason for that I will tell you once you are in place. So ... please!" said the man, gesticulating to me to go up to the wooden sawhorse and saddle. "Step up with your left foot on the small stool first and then move your right leg over the saddle. Then place your right foot in the stirrup." he continued.
I did as he said and placed my left riding booted foot on the little stool. The high and stiff boot shaft pressed hard against the back of my thigh as I angled my leg to place my foot on the stool. I pushed away and stood with all my weight on my left leg while I then swung my right leg over the saddle and the dildo.
"Good good! And then place the right foot in the stirrup there," said the man. I found the stirrup and got my right riding boot-clad foot into it.
"Move your body weight on the right foot in the stirrup now and place your left foot in the left stirrup," the man continued. While I did as he said, Master had stood up to look better. One could easily see a pulsating hard cock inside his pants. He really liked what he saw.
"Very good! Just stay there for a little while now," the man told me. He was quick to pick up a jar and unscrew the lid. With one hand he picked up a lump of white cloth which turned out to be lubricant. With his hand, he smeared the lube onto the dildo that sticking out of the deepest part of the dressage saddle.
“There, now it's ready for you. Now you just sit down and let the dildo press itself into your pussy as you sink down to the bottom of the saddle. It is a dressage saddle to get as a deep seat as possible and for the dildos to get into you as far as possible, ”the man said.
I couldn't believe this! Why would I need to sit on a dildo to try on a pair of new riding boots?
However, I did as the man said. Master was present and I didn´t want to disappoint him. I also knew what to expect if I didn't do as I was told. I sat down slowly until I felt the head of the dildo make contact with my skin between my nut sack and my sissy cunt. I had to adjust my position to get the dildos to find the very entrance to my pussy. Once properly positioned, I started to slide slowly down onto the dildo. The remains of Master´s two hour-old sperm in combination with my freshly fucked cunt hole and lubricated dildo, caused the dildos to distinctly slide into me with quite ease as I sank deeper and deeper into the saddle.
In the end, my buttocks had direct contact with the leather of the deep dressage saddle.
“It went as well as that. You are not a direct virgin in the back, it seems” commented the man. I blushed. Master laughed and filled in with “No not directly. I fucked him just a couple of hours ago and have been doing so for the past six months. So no, she's not a beginner." he laughed.
In front of me I had the floor mirror. There I saw myself sitting deep in a dressage saddle with two gleaming and shiny leather dressage riding boots covering and hugging my legs in each stirrup. What a sight! To see myself sitting riding booted in the saddle and knowing, and, for sure feeling, that I had a 20 x 5 cm dildo shoved right up my sissy cunt made the whole situation feel so unreal! The sight made me even hornier! I could feel my cock starting to stiffen and rise. Something it haven´t been able to do for months! I checked the large floor mirror on the side of the wooden sawhorse with the dressage saddle and myself in it.
What an incredible sight! Me, completely naked except for these tall leather dressage riding boots made of that shiny black and stiff leather over my feet and calves! With a perfect fit over the calf and the extra dressage cut bow that went up over the side of my knee-cap! My stiff cock was sticking up over the height of my thighs with a glossy and wet sissy clit peeking out in the open air as the foreskin went backwards by all the horny pre cum that for sure were oozing out. And once again the knowledge that I have a dildo deep up inside of me while I have these beautiful leather dressage riding boots on me!
"Just so beautiful!" exclaimed the man, who, too, had begun to show a big cock in his pants.
"Wonderful" Master gasped, truly excited about the whole scene in front of him.
"Now for the try-on itself," said the man. "First I need to strap the fuck doll in tightly so that she is fastened deep and secure in the saddle so she can't get up." he continued as he picked up two sturdy leather straps. He fastened these around my thighs and then anchored them to the sides of the wooden sawhorse. The leather straps prevented me from raising myself up from my deep seat.
"So now we are ready for the real test," the man said in a hoarse voice, almost like he finally made it in his pants. He picked up a small control box with two power cables hanging from it. He connected these to two connectors at the back of the dressage saddle. Neither I nor Master had noticed these connectors considering everything else that had happened since we stepped into the room.
"Here we go!" the man continued, then pressed a button on the control box that began to illuminate. On the same box sat an adjustable steering wheel that he slowly began to turn to the right. This caused electric shocks to shoot up through the dildo and up into my filled and stretched hole. The first two currents felt a little bit tingling, but the third was more of a fiery nature. I felt my ring muscle tighten around the dildo as the shock came. The electrical currents became stronger. The shocks were not regular but came in irregular form and at different intensity. As a result, I moved in the saddle where I was sitting. Strong electric shocks made me scream and knock out my legs. Of course, the whole thing was part the test.
The man wanted to get me to kick as much as possible with my leather riding booted legs to enjoy the scene of me strapped into the dressage saddle without any opportunity to get loose.
"Maybe we should take and use the handcuffs you had with you," he told Master. Master was not late in following the advice, after which he picked them up and cuffed my arms behind my back. Shock after shock shot up inside me, my ring muscle clamped tightly around the dildo to squeeze it out, to get that stinging cruel device out of me but it was obviously worthless attempts. Strong electrical currents shot up, I screamed and kicked frantically with my riding booted legs. My sissy clit was so hard with horny slime flowing out of it. It started to splash with my kicks and the pulsating electro shocks. The man turned up the current even more and my kicks and screams became more and more intense. The man assured Master that the basement was soundproofed to the outside world so the only risk that anyone would notice anything about what was going on downstairs in the basement of the equestrian apparel shop was if someone were to get a peek through the windows. But that never happened, he assured.
Soon Master was standing with his rock-hard Dom-cock in his hand, wanking hard. The man had put away the control box and he too picked out his cock and stood and jerked it. Both men loved what they saw.
I kicked and screamed in my new 54 cm high dressage model leather riding boots and struggled with all my strength to somehow get away from the electric dildo that repeatedly made me perform even more kicking movements. The man knew it. Master imagined it. After about 20 minutes of wild electric shocks right up my sissy cunt, I shot out the biggest sperm charge I had ever pumped out of me! And that completely without even touching my cock. It spurted out with such force as I screamed and kicked in my leather riding boots that it hit the floor mirror standing in front of me. When I had finished cumming and was completely emptied as the last drops of sissy slime had left my body, my torture continued. I screamed and I kicked and couldn't help but really wanted this to end.
Master and the man saw my agony over that I was totally dried out of cum and could no longer feel an approaching stimulation of the electric shocks. That made them even hornier and so they stroked their cocks even faster. They walked slowly towards me from each side where I was strapped down and kicking. They caught a single-sided riding boot-clad leg that they held firmly in one hand. They had to hold on tight to overpower my kicks.
The electric shocks continued to shoot into me. Almost at the same time, Master and the man shot their insanely heavy loads of thick and creamy white goo all over my new leather dressage riding boots.
Although Master had come twice earlier that day, one time in my sissy cunt and time in my sissy mouth, he sprayed a large amount of semen all over the boot shaft. The man on the other side sprayed his gooey sperm as well. Spurts after spurts splashed onto the stiff polished leather and slowly began to run down the boot shafts. The man grabbed hold of the control box and turned off the power. I sank fully weak and soft deep into the dressage saddle and the dildo filled me totally. Master and the man were still holding one of my riding booted legs each as they squeezed out of their last drops of sperm that dripped down the boot shaft. The first cum loads had started do drool down at the foot of the boots and started to drip down on the floor from the black leathered toes of them.
"Oh my goodness!" exclaimed the man. Master couldn't believe what he had just been through. They let go of my riding boot lined legs and then fell down to each side of the saddle completely spent.
"Wow!" Master said once more. "You really know how to try out a pair of new riding boots!" “Yepp, as I said! After 25 years in the business!” said the man, laughing.
They both let their thick white creamy sperm loads run along my new leather dressage riding boots. They liked what they saw. I was completely exhausted and happy that everything was over. And that I had been permitted to squirt! The man unfastened the leather straps that held me in the saddle and ordered me to step off. The 20 x 5 centimeter dildo pulled out with an audible plop as it left my sissy cunt. With trembling legs, I stood on the side of the wooden sawhorse and saddle. Sperm ran down on both my new leather riding boots.
"The new boots fits just fine," the man noted.
"Thanks it seems so!" Master replied, taking the man's hand to shake it. "What do I owe you for the boots?"
"Well… let me put it this way… the first break in session is done." the man said, smiling.
"Ah, I understand! Then I'll make sure to pay back the rest on other occasions.” Master said. "That sounds good," the man replied with a grin.
Before we left the basement, Master provided me with my cock cage again with the attached chain and after that forced me to lick up all the sperm that had flew in that room, both my Master´s sperm and the shop owner´s. Even my own sissy slime that had splattered and run down on the floor front mirror were mine to lick up. Master called it a special treat for my good performance and that show I put on display for the two men.
The opportunity to cum this way again felt now very distant. Maybe I never would be allowed to cum again? My rubber riding boots and stay-ups were picked up by my Master´s one hand and the chain to the cock cage in the other. With the same hard jerk he made me start walking up the stairs again in my new stiff, hard and shiny leather dressage riding boots hugging my calves and digging into the back of my knees while climbing the stairs. Still with rich cum stains of the boot shafts that were starting to dry.
Once out on the street, Master led me into the horse transport again to once again make me lean forward so he could fold down the steel shackle and lock it into position, attach the chain to the ring in the floor and tie my sperm loaded, new leather dressage riding boots with the wide leather strap . "Keep the balance tidy, we´re going home." he said before stepping out of the horse transport and folding up the ramp and locking it once more.
It was about six months since Master conquered me. This was done through a contact page for people into the BDSM lifestyle. I had been a member for a while with the purpose of exploring my long-term taboo interest in submission and domination. Being submissive and being dominated. It ended with that Master and I got in touch and after a few months of correspondence where we went deeper into the respective interest in BDSM, fantasies, goals with the membership on the page and specific fetishes, it all resulted in that we decided meeting in a hotel in the city. A separate tale will come, describing what happened there.
It turned out during our conversations that Master was an experienced Dom and that for many years he has specialized in younger men. However, he had never had any long-lasting relationship with his submissive slaves whom he had taken on. The longest meetings had lasted for a weekend. It turned out, however, that he was looking for someone to own in his possession 24/7. A younger submissive slave of the male sex that he could train to be his obedient sissy slave. In addition, he had in recent years understood that his specific fetish was a sissy in riding boots. Exactly where this narrow fetish came from, he didn't know. He just knew it was a sissy cunt in riding boots he needed. A sissy cunt in riding boots to train and utilize in every possible perverted context in the way that suited him.
One day a profile appeared on the contact page. Created by a young man who presented himself as submissive and who was looking for an older dominant man for primarily chatting and exchanging fantasies. The young man had put up some pictures of himself where he was naked with a fully erected cock only wearing a pair of black rubber riding boots. The young man was me. It turned out that we there and then, found something that paved the way for a future none of us thought would ever exist.
Master´s rich and creamy sperm ran out of my used and tired sissy love tunnel. I was exhausted after his brusque treatment. My whole body hurt. It ached in arms and legs because I was fixed hard and tight against the rig. At the same time, it gave me a lot of support. I could feel it was really nice to be able to relax and let the rig carry up my body weight. The thing that hurt the worst, however, was my exhausted hole, as it really tried to retract itself back to its normal, closed state.
My sissy clit was, as usual, well hidden in the chromed cock cage. During the hard fuck, my clit had grown painfully hard, pressed against the chrome-plated steel tube in an awkward attempt to straighten itself in the cruel pipe preventing it to do so. I couldn't remember the last time I could see my own cock in full erection. Since Master conquered me, however, I have seen my fair share of hard, erect and pulsating cocks. Even though my silly sissy cock was caged in, it had done everything to move inside the prohibitive steel tube. Something that was not affected by the cage however, was the flow of my sluggish horny slime. During Master´s fucking, it always flowed generously amounts of sissy slime from my locked in cock. So no difference this time.
Although I was tightly fixed on all fours in the rig, my sissy cunt was secured high up in the air at the right and perfect height and angle for Master´s harsh penetration, his hard and frenetic thrusts with his rigid Master cock had rocked my body. So even my steel trapped sissy clit. The result was that the steady stream of my sissy slime splashed from the steel tube hitting my sissy body. The sissy slime had closed up against my stomach and down on my thighs even though they were fixed with a lot of space from each other. But most of it had splashed down and gathered in a puddle on a well-placed tray beneath me. Master had thought of even that. To construct the rig so that a collecting tray for my sissy slime could be placed beneath me the times Master chose to fix me for a dominating fuck on all fours.
The pain in my hard fucked and stretched sissy cunt slowly began to subside. I was sweaty after Master´s use of me. His cum had now found a running path from my opening down between my buttocks and over the chrome-plated steel ring around my clean shaved ball sack, which held the chromed steel cage in place over my sissy clit. The Dom sperm slowly flowed down over my ball sack and then dripped down on the same tray that collected my horny sissy slime. Because even though I was subjected to painful sessions with whips and hard fuck sessions, I continued to flow my horny love juices. I guess a big part to this is that Master doesn't let me come. I have tried to use my mind to try to spray my sissy sperm while I´m being used. I have tried to rub the cock cage against everything I can reach during the sessions in order to successfully stimulate the underside of my clit to get that so desperately longed, awaited orgasm. But it always ended the same way, without succeeding. However, the result has been that I produce large amounts of horny sissy slime.
For this fuck he had not chosen any other attire beyond the ordinary. Depending on the situation and Master´s mood, there might be additional attributes. But for the day's exercises I was wearing black, sheer nylon stay-ups with pointed laced bands over the thighs, my black rubber riding boots, the chrome cock cage (who kept my erection in a very controlled state) and a red ball gag that was pressed into my stretched sissy mouth secured with black leather strap around my head. It was in that way Master wanted me. Apart from the ball gag and the stay-ups, it was only my black rubber riding boots and chromed steel cock cage that I was permit to wear.
* Ring * * Ring * Master´s phone continued to ring. I heard him step out of the bathroom and into the kitchen to answer. I couldn't tell what the conversation was about. Only that Master sounded surprised and happy. After a short conversation, Master hung up. He came into the living room where I was still fixed in the fucking rig. He rounds it and stands in front of me. He is naked after the shower. With his hand he loosen the buckle and the leather straps that hold the ball gag in place in my mouth and jerks it out with quite some force making my jaws and teeth hurt. I can't help it, but I burst out in pain. Master orders me to open up my mouth. My jaws hurt after being forced into open position around the ball gag for over an hour. However, I manage to open my mouth. Master takes a small step forward and pushes his slack, newly spent cock into my mouth.
"Suck me you pathetic cunt" he commands. I can't make any notable movements with my head to suck him off. It is mostly that I try to stimulate his Master tool only with my tongue. I let it wander over the underside of his foreskin and up on each side of the cock. It doesn't take long before I feel Master´s cock start to swell. Slowly it starts filling my mouth in the same way as the ball gag just a while ago. Master doesn´t need to hold my head as I am fixed to the rig from top to toe. On the other hand, he grabs one of the steel tubes at the top and easily start jerking his hips back and forth to be able to push his cock in and out through my pleasing sissy mouth. I feel for each shock how his cock hardens ever more and that the foreskin slides back over his sponge-shaped cock head.
After a few more thrusts, my saliva has lubricated his entire shaft so that the cock easily slides in and out past my lips and over my tongue. I try to frantically satisfy Master´s penetrating pole as best I can. Master begins to grunt. Will he come so soon? I thought. Then, suddenly Master sprayed his thick mucus into my mouth. Trained as I am by this time, I start swallowing the salty seed as soon as I feel it hit my gum seal. With Master´s hard cock still in my mouth I swallow as much as I can. The throat muscles hug his stiff fuck pole and he moans contentedly. Suddenly he pulls his cock out of my mouth and gives me a distinct slap on my left cheek. "Good girl fuck cunt, good girl".
“I'm going to release you now because we're heading to town. We have an errand to do.” says Master, after which he rounds the rig outside my field of vision. I can feel how he start to unstrap me strap after strap, chain after chain, starts loosening my restraints. After a minute I am "free" and Master ordered me to stand up. It was easier said than done after so long in a stagnant position on all fours and after a fuck that was hard and long lasting. Master helps me up. “Separate legs,” says Master. I obey. Master attaches a narrow steel chain to the end of my cock cage where the steel tube goes together and which forms a basket for my sissy clit to be pressed against during erection and pee to run out of when I need to empty my bladder. Master then stands behind me to provide me with handcuffs with my arms behind my back. He goes off to get dressed and shortly thereafter he comes back into the living room where I stand riding booted, cock-caged and handcuffed with my arms behind my back.
Master grabs the chain attached to the cock cage and shrugs hard on it. "Come," he commands. I have no choice but to follow him. He led me out of the house and out onto the courtyard. Master has two cars. One car that he mostly uses for regular use such as cruising and shopping etc. and then the other car that is always connected to a horse transport. Master does not own any horses and it is not for transporting horses he has it for. He has the horse transport to transport me the times he takes me to external sessions. He leads me away to the horse transport and I know what to expect. Oh, of course I can never know for sure what to expect. Just that I'm about to be the protagonist or rather the main object in some form somewhere. Master had mentioned that we have an errand in town.
Master loosen the locks to the hatch on the horse transport and folds it down. "In" he orders. I know I'll be tasting the riding whip if I don't obey so I step up on the downed ramp with my stay-ups and riding boot-clad legs and go into the horse transport. Master walks in behind me and makes sure I'm in position. Then he drops a steel beam from one wall down to a bracket on the other side of the wall. The boom clicks into the bracket and is locked in a horizontal position. On top of the boom is a steel bracket which is hinged at one end. The jumper is shaped like a bow. "Position" commands Master. I lean forward so much that my throat ends up on the boom. "Good girl" says Master and smiles. He then folds the steel brace over my neck and locked it with a padlock on the other side. He stretches the chain attached to my cock cage as much as he can and then attaches it to a steel ring in the floor of the horse transport. It tugs and pulls on my sissy clit and ball sack and it hurts.
"Together with the feet," he says. I move my legs together as best as I can with the chain between the cock cage and the ring in the floor, which is tight to the breaking point. "I guess it hurts your pathetic cock, but it's something you´ll get used to," continued Master. With the legs together, Master straps a wide leather belt around my riding boot-covered ankles and tightens hard. My hands are still shackled in handcuffs behind my back. "I don't need to remind you of the importance of keeping your balance," asks Master. I know very well that I'm not allowed to talk so I just shake my head as best I can with the steel loop strapped over my neck. "Good," Master said briefly, slapping me hard on my naked butt cheeks. "You truly are a sight for sore eyes," he said before stepping out of the horse transport and lifting up the ramp, locking it in the upright and closed position.
With a jerk, the car and horse transport began to roll. I went back as far as the chain between the cock cage and the floor and the neck and head in the steel bar allowed. It hurt badly in my trapped sex organ. I had learned how to best keep my balance during these transports. It was difficult and painful but I could manage. After about half an hour's journey, Master stops. It got quiet. The sun and the heat outside made the air inside the transport warm and moist. My skin was shiny with sweat, both the old sweat from the fuck earlier and new sweat from the hot ride in the transport. Except of sweat I smelled sperm. My Master´s semen. Most of it had run out since he emptied himself in me. Dried sperm crackled around my opening and around my nut sack. However, new fresh strings of horny slime were flowing from my cock cage.
I get very aroused from being transported like an a****l. Stuck and helpless without knowing where we are going and what to expect. After a few minutes I hear voices. It is my Master and another man that I do not recognize the voice of. Shortly afterwards I hear how the buckles of the hatch on the horse transport are released and then how the ramp is lowered to the ground with a thump. "Here you have her" I hear Master say. "Wow! What a sight!" exclaims the other man. “Thank you, as you can see, she is not properly dressed. The slut goes around in rubber riding boots and we can't have it that way can we, ”replied Master. "I think we have a solution to that," said the unknown man. Master then goes into the transport and loosens the leather strap around my ankles and unlocks the lock which holds the steel brace over my neck in place.
He folds it up and ends with loosening the chain from the steel ring in the floor. "Get up filthy!" commands Master. The stench of sweat and sex slime tensed in the air. My back is cramping after the position I've been shackled for the past half hour. Master grabs me by grabbing my left arm. He jerks so hard that I stumble upon while turning towards the opening on the horse transport. The steel chain rattles against the cock-cage and it´s lock and ring that holds it in place. From the cock cage there is a fresh stream of horny sissy slime. "Oh god what a true beauty you have there" says the man standing outside the horse transport. "She seems to like it," he continues with his eyes fixed on my prisoned sissy clit. "Yes, she does," states Master. “She's a horny cunt who needs to be re-booted.
"Let's go in and see what we can do about it then," the other man said. Master jerked the chain and led me out of the transport and down the ramp. Master followed the man. As we round one corner of the house we parked outside I saw that the man we are following walked into an equestrian apparel shop. It turned out that the man owned and operated it and that it was that man who had called Master earlier. Once inside the shop, the shop owner locked the door and flipped the sign on the entrance door from "Open" to "Closed".
"There we are! Let's go down to the basement floor, ”says the man, and went further into the store. I was surprised and therefore looked all around the store. On the way to the stairs leading down to the basement we passed a long shelf with a number of riding boots of a lot of different brands. As a riding boot fetishist, I notice that there were riding boots from all the biggest riding boot manufacturers but also riding boots of smaller brands. The riding boots were categorized in a leather riding boot section and one rubber riding boot section. I guessed that it must have been like at least 40 pairs of tall, rigid riding boots on that long shelf. The mixed smell of all those brand new leather- and rubber riding boots gave a strong and lovely essence of aroma in the store. I was in heaven!
Once at the stairs, Master began to go downstairs. He still lead me in the chain linked to my leaking sissy cock. Walking down the stairs with my hands bound behind my back were not to be impossible, but not easy either. At least not at the same time as someone pulled and twitched the chain linked to one´s cock and ball sack. Below the stairs, a narrow but short walk way lead to a room about 5 x 10 meters. Two basement windows let the daylight in from the outside world. They had black steel bars attached to the window frames. I guess it was to prevent burglary. Shelves are filled with even more riding boots against three of four walls. It was a “try them on” room. The vast majority of leather riding boots that are sold are custom-made and in this room riding boots were stored that have arrived after custom ordering ready to be tested on and by the new happy owners.
The air in the room was filled with leather aroma. Newly crafted leather that had been shaped and joined to perfection in the form of tall, shiny riding boots. Most of the pairs were black, but there were also several pairs of brown and some more odd colors such as red and dark blue. On each side of the entrance to the room was a two-seater sofa placed. That kind of sofa that is made of leather in typical English country house style appearance with that black buttons holding the leather in place. On the floor in the middle of the room were a wooden sawhorse looking establishment about 1 meter high, designed to carry a riding saddle strapped onto it. A small stool were placed next to it to make it easier for the customer to get up and take a seat in the saddle. Aside of the wooden sawhorse stood a large floor mirror showing the entire sawhorse and the person mounted in the saddle in whole profile. In front of the wooden trunk stood another floor mirror, but of a narrower model intended to show the person in the saddle how he or she looks from the front.
"As I said on the phone," the man exclaimed, "the new custom-made leather riding boots have arrived and I thought you might want to try them out? Or well ... maybe not you then but your… eeehm … "Fuck doll" Master filled in.
"Eeh yes, I thought you might want your… fuck doll to try them? " the man continued.
"Yes that´s true for sure! It's a shame to see her get fucked in rubber riding boots, the bitch would be so much more attractive and piece of a cock tease in leather riding boots instead ” Master said. "She needs the right boot for the right situation if you know what I mean," continued Master.
"I surely understand! So, let's get started by trying out the new boots. Wait here and I'll get a saddle that I think fits well for this occasion" said the man, and disappeared out of the room. “Now fuck slut, now I'm going to make you even more fuckable. Do you understand?" said Master with a brusque voice. I nodded.
"Well, you will thank me for this, in your very own little way of course," murmured Master. Shortly thereafter a metallic sounding was heard followed by footsteps. The shopkeeper entered the room again wearing a black riding saddle complete with stirrup leathers and stirrups hitting each other while swaying beneath the saddle due to the man´s walk. He moves quickly and accustomed it to the wooden sawhorse and swung the saddle up onto it. "Okay, I'll just place and secure the saddle properly and then I will pick up the new riding boots for you… please, you have yourself a comfy seat there” the man said, making an inviting gesture to my Master in the direction to one of the leather sofas aside of the entrance. Master settled down, crossing one leg over the other.
I just stood there. I didn't dare to move and because I never thought the man would even include me in the offer to sit down in those sofas.
Now that the saddle was being securely fastened on the wooden saw horse and the man went on tighten various leather straps under the wooden sawhorse, both me and Master saw that this was not an ordinary riding saddle. Sure, it was a real and deep seat dressage saddle complete with stirrups but in the middle of the saddle, a 20 centimeter long and about 5 centimeter I diameter penis shaped dildo protruded.
"And what do we have here?" Master asked the man. The man paused for a moment and looked at Master and answered
"Special occasions like this, when trying on a pair of brand new leather riding boots, requires a special saddle." The man laughs in a delightful smile.
"I like what I see and I like the idea" replies Master and smiles back.
"How are you doing it then?" Master asked him.
“Well, you see… after 25 years in this business, I have discovered that a naked human body is the most beautiful thing in contrast to tall and rigid riding boots. So first the customer, or eeeh fuck doll, male or female, has to undress completely naked and then put on the new riding boots. When the same human body then tries these new riding boots in a riding saddle like this one, at the same time as pleasure and or pain is inflicted on it, magic surely arises!" replied the man.
“But it´s not every customer that gets this special treatment. Oh no, that´s for sure! But sometimes, from time to time, a submissive fuck toy enters the shop led in by a Master just like you to pick up a pair of newly manufactured leather riding boots. And it´s then that I choose this saddle right here.”
Master could not believe his ears, nor his eyes for that matter. "Without knowing exactly in detail what it means that you just said, I have to say that I really like what I´ve heard so far," Master said.
"I´m glad to hear that! Then I think you will find the next hour of the try on session will be of great interest to you.” the man continued.
“There we are, the saddle is strapped and secured. Then you just have to pick up the new riding boots and wear them on your beautiful fuck doll here." said the man.
"By all means, what do you want me to do?" Master asked.
"Just make sure she gets completely naked and I'll do the rest," the man replied. "You heard the man, fuck cunt. Take off those used and sloppy rubber riding boots. Now!" Master commanded.
I hadn't taken off my riding boots in three days and after long and sweaty days I knew that it would surely be difficult to get out of them as they were sucked tight around my calves. Although I had a thin layer of nylons in the form of my stay-ups between my skin and the inner lining of the riding boots.
"By all means, please use the boot jack over there," said the man, pointing to a sturdy construction with handles to hold on to for a more easy way to get the boots off of my feet and legs. Master nodded his approval to me. I walked toward the boot jack and put my right foot in the hatch of the boot jack and started trying to pull off my right riding boot. It was, as I suspect, as hard as I thought. The moisture in the boots made it difficult. I had to struggle real good, wrinkle my foot in the riding boots so the rubber of the boot shaft crumpled. The boot jack squeaked in the wood that it was made of.
After a while, my right nylon-clad leg slid out of the boot with a soft, sucking sound. I removed the boot from the boot jack and placed it on the side of it, whereupon I placed the left riding boot clad foot in the boot jack and again started to pry my foot inside of that rubber shafted riding boot. The chain from the cock cage rattled and clung to the steel pipe that enclosed my limb. My sissy slime continued to ooze in long, streams down on the floor. There was sissy slime on the boot jack and on the left riding boot too. "She's leaking like a sieve," the man commented.
"I told you. She is constantly horny” Master replied. Master was right about that. I hadn't cum in a two month period which caused the slightest bit of erotic charge to give rise to this constant stream of sissy slime.
With an equally soft and sucking sound, my left nylon-clad leg slipped out of the left riding boot. I also placed the left riding boot next to the right boot.
"Perfect. Then it's just the stay-ups and the locking device left.” said the man. With the locking device he meant the cock cage. I just couldn´t believe it! Would I finally freed from it? Would my sissy clit finally get free and get the chance to stretch itself?
"I'm really against this with the cock cage," said Master. "But you are the expert on this with trying out new riding boots so I guess we´ll let it come off then." he continued. "Off with the stay-ups" commanded Master. I slowly started rolling them down my thighs and calves to finally pull them off my feet. The nylon was damp with sweat. I put them over my rubber riding boots. "Come here your whore" Master commanded. I walked toward him where he was sitting on the leather couch. Master pulled out the key to the padlock that held my cock cage in place. He put the key in the lock and with a click it opened. He pulled out the lock and then pulled off the chrome-plated steel pipe that has kept my “manhood” locked in for so long. My horny slime was covering the inner side of the pipe when Master pulled it off. Finally, he opened the ring that was attached around the base to my ball sack and what the pipe and lock had been sealed to. What a feeling it was to be free again! Complete nude for the first time in months!
"Then we are ready to start," the man said. "Now these boots are sized according to the dimensions you gave me when you were here before," said the man as he went to one of the shelves and picked down a pair of black leather riding boots.
"They are a pair of leather riding boots in a dressage model without a zipper and with an extra high outer bow just as you wished," he continued.
The man rounded the large floor mirror and wooden sawhorse with the special saddle strapped onto it. In his hand he held a pair of 54 centimeters tall freshly manufactured dressage leather riding boots, boot shafts stiff and rigid as two horny cocks. “They are new to the game now so they will be very hard in the leather until they are broken in. They can be a little difficult to get on and even difficult to get off, but that's the only way to do it."
"Being difficult to get rid of is no problem whatsoever," Master replied.
“The idea is that they should not be taken off. Not in any case, not unnecessary if I say so,” Master continued.
"I understand," the man replied, smiling. "Then I want you to start with the right riding boot," the man told me. "You can use these boot hooks and you´ll see that it will be easier," he continued, holding out two steel hooks with wooden handles. I attached the hooks to the two straps on the inside of the boot shaft and then I stuck my right foot into the boot and started pulling it onto my foot and leg. The man was right. The boot was very tight and hard. However, Master didn´t want to ruin the look of the riding boots by ordering them with zippers.
The zippers would also rub against his body the times he fucked me and the boots would come into direct contact and harm him and he did not want to risk that. After a few minutes of pulling and struggling, the whole foot and calf slipped into the stiff boot with a hissing sound. Like the riding boot wrapped itself around my leg to never let go of it again. That's how it felt.
"Look, yes, then we'll repeat the procedure with the left boot," said the man. I unfastened the boot pullers from the right boot that were now in place to repeat the maneuver with the left one. It took about the same amount of time before the hissing sound was heard and my foot landed at the bottom of the boot and that stiff leather boot shaft squeezed tight around my left calf.
"So, very well then, the riding boots are in place!" said the man. "Well what do you think?" he said, wondering, looking at Master.
Master sat on the couch as in the trance. The sight of me, his submissive sissy fuck doll in these new leather dressage riding boots with the hard leather shafts made him mute for a while. "They are absolutely wonderful!" he exclaimed after a w hile. "They seem to fit perfectly well too?" he wondered.
"That's what we need to find out now," the man replied.
"Then you can climb up and sit here," he said, pointing to the saddle with the dildo. “As you may have already figured out, you´ll have to mount the saddle and let the dildo slide into your sissy pussy. The reason for that I will tell you once you are in place. So ... please!" said the man, gesticulating to me to go up to the wooden sawhorse and saddle. "Step up with your left foot on the small stool first and then move your right leg over the saddle. Then place your right foot in the stirrup." he continued.
I did as he said and placed my left riding booted foot on the little stool. The high and stiff boot shaft pressed hard against the back of my thigh as I angled my leg to place my foot on the stool. I pushed away and stood with all my weight on my left leg while I then swung my right leg over the saddle and the dildo.
"Good good! And then place the right foot in the stirrup there," said the man. I found the stirrup and got my right riding boot-clad foot into it.
"Move your body weight on the right foot in the stirrup now and place your left foot in the left stirrup," the man continued. While I did as he said, Master had stood up to look better. One could easily see a pulsating hard cock inside his pants. He really liked what he saw.
"Very good! Just stay there for a little while now," the man told me. He was quick to pick up a jar and unscrew the lid. With one hand he picked up a lump of white cloth which turned out to be lubricant. With his hand, he smeared the lube onto the dildo that sticking out of the deepest part of the dressage saddle.
“There, now it's ready for you. Now you just sit down and let the dildo press itself into your pussy as you sink down to the bottom of the saddle. It is a dressage saddle to get as a deep seat as possible and for the dildos to get into you as far as possible, ”the man said.
I couldn't believe this! Why would I need to sit on a dildo to try on a pair of new riding boots?
However, I did as the man said. Master was present and I didn´t want to disappoint him. I also knew what to expect if I didn't do as I was told. I sat down slowly until I felt the head of the dildo make contact with my skin between my nut sack and my sissy cunt. I had to adjust my position to get the dildos to find the very entrance to my pussy. Once properly positioned, I started to slide slowly down onto the dildo. The remains of Master´s two hour-old sperm in combination with my freshly fucked cunt hole and lubricated dildo, caused the dildos to distinctly slide into me with quite ease as I sank deeper and deeper into the saddle.
In the end, my buttocks had direct contact with the leather of the deep dressage saddle.
“It went as well as that. You are not a direct virgin in the back, it seems” commented the man. I blushed. Master laughed and filled in with “No not directly. I fucked him just a couple of hours ago and have been doing so for the past six months. So no, she's not a beginner." he laughed.
In front of me I had the floor mirror. There I saw myself sitting deep in a dressage saddle with two gleaming and shiny leather dressage riding boots covering and hugging my legs in each stirrup. What a sight! To see myself sitting riding booted in the saddle and knowing, and, for sure feeling, that I had a 20 x 5 cm dildo shoved right up my sissy cunt made the whole situation feel so unreal! The sight made me even hornier! I could feel my cock starting to stiffen and rise. Something it haven´t been able to do for months! I checked the large floor mirror on the side of the wooden sawhorse with the dressage saddle and myself in it.
What an incredible sight! Me, completely naked except for these tall leather dressage riding boots made of that shiny black and stiff leather over my feet and calves! With a perfect fit over the calf and the extra dressage cut bow that went up over the side of my knee-cap! My stiff cock was sticking up over the height of my thighs with a glossy and wet sissy clit peeking out in the open air as the foreskin went backwards by all the horny pre cum that for sure were oozing out. And once again the knowledge that I have a dildo deep up inside of me while I have these beautiful leather dressage riding boots on me!
"Just so beautiful!" exclaimed the man, who, too, had begun to show a big cock in his pants.
"Wonderful" Master gasped, truly excited about the whole scene in front of him.
"Now for the try-on itself," said the man. "First I need to strap the fuck doll in tightly so that she is fastened deep and secure in the saddle so she can't get up." he continued as he picked up two sturdy leather straps. He fastened these around my thighs and then anchored them to the sides of the wooden sawhorse. The leather straps prevented me from raising myself up from my deep seat.
"So now we are ready for the real test," the man said in a hoarse voice, almost like he finally made it in his pants. He picked up a small control box with two power cables hanging from it. He connected these to two connectors at the back of the dressage saddle. Neither I nor Master had noticed these connectors considering everything else that had happened since we stepped into the room.
"Here we go!" the man continued, then pressed a button on the control box that began to illuminate. On the same box sat an adjustable steering wheel that he slowly began to turn to the right. This caused electric shocks to shoot up through the dildo and up into my filled and stretched hole. The first two currents felt a little bit tingling, but the third was more of a fiery nature. I felt my ring muscle tighten around the dildo as the shock came. The electrical currents became stronger. The shocks were not regular but came in irregular form and at different intensity. As a result, I moved in the saddle where I was sitting. Strong electric shocks made me scream and knock out my legs. Of course, the whole thing was part the test.
The man wanted to get me to kick as much as possible with my leather riding booted legs to enjoy the scene of me strapped into the dressage saddle without any opportunity to get loose.
"Maybe we should take and use the handcuffs you had with you," he told Master. Master was not late in following the advice, after which he picked them up and cuffed my arms behind my back. Shock after shock shot up inside me, my ring muscle clamped tightly around the dildo to squeeze it out, to get that stinging cruel device out of me but it was obviously worthless attempts. Strong electrical currents shot up, I screamed and kicked frantically with my riding booted legs. My sissy clit was so hard with horny slime flowing out of it. It started to splash with my kicks and the pulsating electro shocks. The man turned up the current even more and my kicks and screams became more and more intense. The man assured Master that the basement was soundproofed to the outside world so the only risk that anyone would notice anything about what was going on downstairs in the basement of the equestrian apparel shop was if someone were to get a peek through the windows. But that never happened, he assured.
Soon Master was standing with his rock-hard Dom-cock in his hand, wanking hard. The man had put away the control box and he too picked out his cock and stood and jerked it. Both men loved what they saw.
I kicked and screamed in my new 54 cm high dressage model leather riding boots and struggled with all my strength to somehow get away from the electric dildo that repeatedly made me perform even more kicking movements. The man knew it. Master imagined it. After about 20 minutes of wild electric shocks right up my sissy cunt, I shot out the biggest sperm charge I had ever pumped out of me! And that completely without even touching my cock. It spurted out with such force as I screamed and kicked in my leather riding boots that it hit the floor mirror standing in front of me. When I had finished cumming and was completely emptied as the last drops of sissy slime had left my body, my torture continued. I screamed and I kicked and couldn't help but really wanted this to end.
Master and the man saw my agony over that I was totally dried out of cum and could no longer feel an approaching stimulation of the electric shocks. That made them even hornier and so they stroked their cocks even faster. They walked slowly towards me from each side where I was strapped down and kicking. They caught a single-sided riding boot-clad leg that they held firmly in one hand. They had to hold on tight to overpower my kicks.
The electric shocks continued to shoot into me. Almost at the same time, Master and the man shot their insanely heavy loads of thick and creamy white goo all over my new leather dressage riding boots.
Although Master had come twice earlier that day, one time in my sissy cunt and time in my sissy mouth, he sprayed a large amount of semen all over the boot shaft. The man on the other side sprayed his gooey sperm as well. Spurts after spurts splashed onto the stiff polished leather and slowly began to run down the boot shafts. The man grabbed hold of the control box and turned off the power. I sank fully weak and soft deep into the dressage saddle and the dildo filled me totally. Master and the man were still holding one of my riding booted legs each as they squeezed out of their last drops of sperm that dripped down the boot shaft. The first cum loads had started do drool down at the foot of the boots and started to drip down on the floor from the black leathered toes of them.
"Oh my goodness!" exclaimed the man. Master couldn't believe what he had just been through. They let go of my riding boot lined legs and then fell down to each side of the saddle completely spent.
"Wow!" Master said once more. "You really know how to try out a pair of new riding boots!" “Yepp, as I said! After 25 years in the business!” said the man, laughing.
They both let their thick white creamy sperm loads run along my new leather dressage riding boots. They liked what they saw. I was completely exhausted and happy that everything was over. And that I had been permitted to squirt! The man unfastened the leather straps that held me in the saddle and ordered me to step off. The 20 x 5 centimeter dildo pulled out with an audible plop as it left my sissy cunt. With trembling legs, I stood on the side of the wooden sawhorse and saddle. Sperm ran down on both my new leather riding boots.
"The new boots fits just fine," the man noted.
"Thanks it seems so!" Master replied, taking the man's hand to shake it. "What do I owe you for the boots?"
"Well… let me put it this way… the first break in session is done." the man said, smiling.
"Ah, I understand! Then I'll make sure to pay back the rest on other occasions.” Master said. "That sounds good," the man replied with a grin.
Before we left the basement, Master provided me with my cock cage again with the attached chain and after that forced me to lick up all the sperm that had flew in that room, both my Master´s sperm and the shop owner´s. Even my own sissy slime that had splattered and run down on the floor front mirror were mine to lick up. Master called it a special treat for my good performance and that show I put on display for the two men.
The opportunity to cum this way again felt now very distant. Maybe I never would be allowed to cum again? My rubber riding boots and stay-ups were picked up by my Master´s one hand and the chain to the cock cage in the other. With the same hard jerk he made me start walking up the stairs again in my new stiff, hard and shiny leather dressage riding boots hugging my calves and digging into the back of my knees while climbing the stairs. Still with rich cum stains of the boot shafts that were starting to dry.
Once out on the street, Master led me into the horse transport again to once again make me lean forward so he could fold down the steel shackle and lock it into position, attach the chain to the ring in the floor and tie my sperm loaded, new leather dressage riding boots with the wide leather strap . "Keep the balance tidy, we´re going home." he said before stepping out of the horse transport and folding up the ramp and locking it once more.
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