My Pain His Pleasure

By Yellow Stang

Published on Jun 15, 2017

Gay

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My Pain, His Pleasure

Note: The story contains unprotected sex, I'm not an advocate for unprotected sex, but excluded from story for your reading enjoyment.

I'm following him up the stairs. It's hard to walk upright with a humbler attached to your balls from behind. I basically crawling up the stairs. I'm wearing the humbler, wrist restraints and ankle restraints. It's what I'm allowed to wear for the weekend. Once we reach the top, he tells to stand. I try as best as I can, the humbler is keeping me from standing upright, but I'm not allow to crawl over on my hands and knees. I didn't move fast enough, and he slaps my nuts. I suppress the response, as I'm not allowed to communicate unless instructed to. I do my best to walk to the area he wants me. I didn't get there quick enough and he slaps my balls a few more times.

He reaches in his pocket for the key, he unlocks the humbler from my nuts. He swiftly grabs my wrist and raising it the rafters. He locks my restrained wrist into place during his attack. He grabs me balls and squeezes, asking for my other wrist. My balls feel his hand tighten its grip and I volunteer the other wrist to be lock into place. I'm standing spread eagle, naked and vulnerable. He squeezes my balls even more and tells me to spread my legs even further apart. With one hands on my balls, he uses the other hand to secure the spreader bar to the ankle restraint. Once he gets it locked in, he leaves go of my balls temporarily, he switches hands and before I could feel relief, my balls are in his other hand, and the one that was previously around my balls are attaching the spreader bar to the other ankle.

My ankles are spread apart about two feet. My arms are spread up and to both sides to the rafters in his overheated attic. He quickly gets behind to secure the spreader bar to an eye hook in the floor. I feel the sweat starting to build from the heat. Once my first leg is secure, he quickly moves over to the other, and secures the other side to the other eye hook.

He wheels his tool cart closer to me. Looking serious, he picks up a crop. He holds it on hand and runs his other hand down the shaft to the tip. He turns and touches the tip of the crop just below my neck. He runs the tip of the crop down my chest, stomach and thighs. He brings it back up and rests it on my balls. While placing the tip of the crop on my balls, he looks into my eyes, matter-of-factly, asks me to pick a number between five and ten. I sigh that it's not a high number this time.

I quickly reply, "Eight sir."

He takes a few steps back, looking directly at his target, my balls. He rises the crop up to my chin and tells I need to count each time he hits my balls. I gulp. At least I don't have to count in German this time. Last time I messed up and we had to start all over from the beginning. I take a deep breath and try to put my mind into another mind space.

He removed the crop from my chin, and swings toward to his left shoulder. He concentrates on his target. He swings.

The first smack on my balls, and I hear the thud feeling mild pain.

I let out my breath and shout, "One Sir."

My balls are still stinging from the smack. He touches the crop to my chin again, and traces down my neck, and between my pecs around my left nipple. Swiftly he pulls the crop back and quick aims for the target again. I breathe in for the next attack on my boys.

Then a smack on my balls, he hit in the same place and pain is burning my balls and racing through my body.

I gulp and breathe out as I respond, "Two Sir." Quickly breathing in.

Smack.

Breathing out, "Three Sir." Quickly breathing in.

Smack.

Biting my lip and I respond "Four Sir." I take a deep breath.

He walks around my backside and runs the tip of the crop on my ass. He then moves to the base of neck and runs it down my spine.

I'm waiting to feel the next smack. Anticipating the pain, but trying to block it the same time. I take another deep breathe.

He runs the crop between my legs from behind. I close my eye and tense.

Smack, the pain on ball intense.

Hoarsely I count, "Five Sir.'

My balls are aching, but my cock is hard. I'm waiting for the next smack.

He walks back in front of me. Runs his hand glove over my chest and pinches my nipple. I'm breathing quickly and take a deep breathe.

Smack. He somehow manage to hit both nuts at the same time.

I bellow, "Six Sir."

No sooner than the words came out of my mouth. Smack. More pain on top of the previous pain.

I yell, "Arrgggh, Seven Sir"

He hit in the same place as previous and it's sending up pain up my core, I'm trying not to move from the pain.

I'm thinking one more smack in my head when he announces, that he doesn't remember what number I said. I look into his eyes.

He said, "I think you said ten," without showing any facial expressions.

I quickly answer, "Yes Sir".

Knowing I'm now going to get three more smacks on my aching balls.

He devilishly runs the crop from my neck down my chest and stomach, and smack. This time it was hard, I feel the pain, I'm trying to concentrate on something else and not double over from the pain, even though I can't as I'm restraint spread eagle in front of him.

I count with a tremor in my voice, "Eight Sir."

The next one was even harder. Smack. He pain, I'm trying to clear my head.

I stammer from the pain, "NNN Nine Sir"

Smack, Smack.

Jerking my body from the unexpected, I cry out "Ten Sir."

He finally smiles and walks over to me. Placing the strap of the crop around my raging cock.

He says, "You such a good boi". He bends down and lick on my nipple.

I respond with, "Thank you, Sir."

My balls are aching, but I know this isn't over. He removed the crop from my cock and places it back on the tool cart. His hand moving over different toys trying to decide next. After mulling over his choice for a few long seconds, he reaches for the flogger.

He smiles as he walks over to me. Runs the strands of the flogger though his other hand.

He says, "Let me introduce you to the next session." He pulls out an envelope from his back pocket and tells me he's pulling out three numbers from the envelope. "Whatever the highest number I pick out, will be the number times I'm going to use this on you. If you're lucky and I pick out one, two and three, then you'll only get three strikes. But since there isn't a piece of paper with three in the envelope, guess you won't be so lucky."

He pulls out the first number and holds it up to me, and asks me to read it out loud.

"Seven Sir."

He places the piece of paper on his tool cart, reaches in the envelope and pulls out number. He turns the piece of paper towards me to read.

"Fifteen Sir."

He replies, "Hmmm, I'm picking low numbers, well see about that."

An evil smile comes across his face. The most emotion I see all night.

He picks the next number from the envelope and holds it for me to read.

With some relief, I exclaim, "Ten Sir."

He looks at me, and said, "That is 32. I like that number."

I reply, "Yes Sir". Know that he would somehow make it a higher number.

He moves behind me, and stands for a while. I'm waiting to feel to flogger hit my body. He runs over my shoulders down my sides and over my ass. After a moment he moves over to his tool car and picks up a black Lycra hood.

He places it on my head and adjusts to make sure the padded built in blind fold his covering my eyes and asks if I can see.

"No, Sir."

I have a feeling he's standing in front of me testing to see if I can see and flinch. But since I can't see, I have no idea what he is doing.

I hear him walk around me. I feel the strands of the leather caressing my body. On my back, my ass, chest, thighs, cock and balls.

I hear him take a few steps, I hear him pick something up from tool cart. He walks over to me. I'm anticipating the first hit to my body. He's behind me, and I feel something going around my neck. I fits it snuggle around my neck and buckles it into place.

I'm anticipating that first strike. He walks around the back, and smack, I feel the sting where the tips of the leather hit my body. I react, tensing up. But right after the sting, I feel the endorphins kick in and feel a cooling sensation.

As my back was stinging, I yelled out, "One Sir."

He hit me ten times in a row. I'm feeling the sings and endorphins. I'm enjoying the pain. And know my cock is reacting to this stimulation.

I count, out loud, to eleven as he was flogging my back. Feeling the stings and endorphins with each contact of the leather against my body.

He walks around the front and tell me he likes my chest. As soon as the words came out. I'm feeling sting across my chest. I'm tensing feeling each sting one right after another and the endorphins that follow.

I count from twelve to nineteen at load. This pain is making me feel alive, and it's turning almost into the pleasure for me. The adrenalin is kicking it up a notch.

He quickly hits my thighs alternating between left and right. I'm feeling the stings and the endorphins. I'm tensing and trying to stand while I'm taking the impact on my body.

I attempt to count every time the leather snaps against my body, quickly from twenty to twenty-eight.

Me moves to my back, and hits my harder three more times. I feel a more intense pain and the adrenalin racing through my body.

Loudly I'm counting," Twenty-nine Sir, Thirty Sir, Thirty one, Sir."

I hear him walk in front of me. I hear the smack feel the stings in my balls. This one was hard and it hurt. I try to double over, but the chains prevent this from happening, my legs muscles and pulling on the ropes that are securing the spreader bar.

I yell out, "Thirty two sir."

He walks up to me and starts kissing me through the hood. I feel his tongue explore my mouth, kissing me deeply. His one hand is on my chest the other is on my ass. He suddenly stops kissing, I feel him removed his hands from my body. He reaches up and removes the mask. I'm sweaty and I feel the abuse he did on my body. Today wasn't a long session.

He's reaffirming I'm doing well.

He grabs me cock and says," I see he's enjoying it, and I'm seeing you're are pain pig. You know that makes me happy. You want to make sir happy?"

I quickly reply, "Yes, Sir."

He bends down and unlocks the spreader bar from between my legs. He hooks a chain to the D-ring on my collar. I'm standing there with my arms still locked in place to the rafters. He walks over to the tool cart and picks up something that sounds like a chain and something else that I couldn't make out from the sound.

He's holding something in his hand and he reaches for my nipple. He gives a little squeeze. With his other hand he puts a butterfly clamp onto my nipple, right behind the nub. It's biting in hard. He tugs on it, and I squirm a little from the pain.

He reaches for the other nipple and does the same thing. Both of my nipples are clamped, with a chain connecting to each clamp. He pulls on chain, I feel the clamps tighten on my nipples. I can feel the pain, but my cock is responding positively to it.

He bends down and grabs my balls and pulls them away from my body. I'm trying to stand still with my legs spread. Once he stretches my balls so far, he places a leather parachute, with three chains that connect to one point at the other end, and snaps it snuggly around my balls.

He walks to another part of the attic and picks up two small weight plates used for a dumbbell set. He places a chain through the center hole. He walks over with the weights hanging from the chain he is holding in his hands. The two small weights are clanging together as he walks toward me. He kneels down and attaches the end of the chain to the parachute chain. He eases them down, and I feel my balls being pulled down.

He unlocks my wrists from the rafters, grabs the chain that is attached to my collar and leads from his attic to his playroom in the basement.

I'm dripping in sweat, his bare chest is soaked and I follow him bowlegged with weights swinging between my legs with each step through the attic, down the flights a steps. He leads me out the back door, outside to the storm doors on the side of his house. With one hand on my leash, he reaches down and opens the storm door with the other hand. We walks down the cement, I follow, stops and unlocks the door into the basemen, then proceeds to enter with me following.

He stops to turn on some lighting, his playroom I would say was more like a dungeon, stone walls, damp and the smell of sweat and urine in the air. It's something you would see on the evening news about some criminal who liked kinky sex. They news would show you're the room, make comments, which had nothing to do with the crime he was accused of committing.

My eyes are adjusting to the dimness, not that the attic was any brighter, but the window did supply ample light when I could see.

The basement is cooler and may have been a cold cellar at one time. He leads me past the St. Andrew's cross to the sling, suspended from the floor joists. He grabs my nipple chain and pulls me down on my knees. The weights attached to my balls rest on the ground, relieving my balls from the stress of the weight. The grabs my chin and pulls it up so I'm looking up at him. He spits directly into my face, hitting the side of my nose right under my right eye. I feel the spit run down my check.

I wait for his next instruction. He removes his military boots, socks and his jeans. He is standing in front of me in a leather jock strap. He reaches down and unsnaps the front of his jock. His cock just inches from my face. He pulls my face toward his crotch and tells me to start sucking, since I was a good boi, and look him in the eyes as I`m sucking his cock. He's holding the leash in his hand, with arms crossed on his chest.

I open my mouth and take his cock into my mouth. He orders me to suck, so I start sucking. His cock is growing as I work it with my mouth. Spit is drooling out of my mouth, onto his shaft and down my chin. His cock is a nice size and looks great slick in my spit. He spits on my face again. Hits me in the eye, and then wipes my eye, so I can see. I work on his cock for about ten minutes, enjoying the texture feeling the underside of his shaft on my tongue, as I work him in and out of my throat. He suddenly withdraws his throbbing cock from my mouth.

He pulls the chain attached to me collar ordering me to stand up. As I'm standing up, my balls start feeling the tug of the weights once again. Once I'm standing in front of him, He kneels and removes the weights from my balls. He stands back up and pushes on my chest, it's my queue to get into the sling. I sit my ass on the edge, grab the chains to pull myself up and lay back. I adjust the pillow and reach up and hold on the chains supporting the sling to adjust myself.

He locks my wrists restraints to the chains and lifts my legs and places them in the stirrups. I'm spread eagle, ass hole exposed, totally vulnerable. He quickly walks to the one side and grabs a rope suspended from a joist and ties it the chain attached to the nipple clamps. He pulls the rope up, the chain from the nipple clamps rises from my chest into the air. He keeps pulling on the rope so the clamps and now pulling and biting into my nipples. I'm feeling the pain, and trying to concentrate of something other than what is happening to my nipples. He turns and spits on my forehead. Reaches towards my face and rubs his spit over my face.

He then attaches another rope to the end of the parachute and pulls that. The chains attached to the parachute rises and I feel my balls being pull away from me. Once he has them where he wants them. He ties off the rope.

Here I am on my back, nipples clamped, balls being pulled from my body and my ass hole exposed to him.

He walks over to the table and picks up some clothes pins. He attaches them to the base of my cock, just above the parachute, working up the shaft towards the space right under the head. I feel the pinching to the clothes pins, it's not very painful, just a little discomfort. He takes the back of his hand and plays with the clothes pins attached to my cock. I feel pulling and pain on my shaft as he bats them back and forth for a few minutes.

He walks back over to the table and picks up the lube. He pours some on his cock and strokes his cock for a few seconds. He pours more onto his fingers rubs some onto my hole. He places the lube in a holder on the sling. He rubs his cock against my cock, I'm feeling some pain but enjoying the cock against my ass hole. This is the action that turns me into a whore and wanting to be fucked.

He reaches down and removes one of the clothespins from my cock. As soon as he pinches the clothespin open, I feel a burning pain where the freed clothes pin was attached. Man did that hurt. Attaching them didn't hurt, but taking them off was a different story. I was trying not to concentrate on the pain. As he removes the first one, he attach it to the underside of my upper arm.

He moves the rest one right after another, throwing them on my stomach and I'm twisting and turning in pain. He places two of them on my arm and the other three on my other arm. He teases my hole by rubbing his cock around it. He's batting at the clothes pins on my arm. They hurt and he laughs when he bats one off. This doesn't stop him until he bats all the clothes pins off my arms. He looks at me and spits on my face. I moan out load, from the pain, the pleasure, the humiliation and knowing I'm going to get fucked.

He aligns his thick cock with my tight hole and shoves all the way in. I'm reeling in pain, burning in my ass and wishing he would take it out, tears form in my eye, but I'm fighting from crying. For the first time I swear, yelling out fuck. He slaps my face. Telling me he didn't give me permission to speak and spits again in my face, followed by a slap on the other side. His spit hits my eye and he lets it stay there this time. He ignores me and starts fucking my ass. It's searing in pain as he's pushing in and out and I'm twisting and turning, wanting the massive invading cock to stop. He pulls on my balls hard telling me to behave. He continues to batter ram me. The pain is stretching out through my body, right when I was ready to cry the safe word, the intense pain subsides into something more manageable. The pain is turning to pleasure, I'm enjoying his slick cock pumping in and out of my ass. He got me to the point where I all wanted was to be fucked for a while.

He tells me to look at him, I'm trying to open the eye full a spit and it's burning. He notices I'm not looking at him with both eyes. He pulls on the rope that attached to the nipple clamp, and slaps my suspended balls. More pain races through my body. My cock is standing at attention. He knows I'm loving it, even though I look like I'm in complete misery. I'm trying to stare back and ignore the burning in my eye.

He picks up his pace and fucks my ass even harder. He's pulling his cock all the way out of my hole and ramming it back in down to his balls. He keeps repeating this. When he pulls out, he comments about looking at my open hole and then I feel the cock enter back into me, where I want it. I'm twisting and moaning from what I'm feeling and can't believe how much I'm enjoying it. The pain, the fucking, the pleasure, the humiliation, all mixed together as I feel his cock stretching me open with his wild fucking.

As he is fucking, sweat is dripping off him and onto me. He looks up and spits in my face. Telling me that is what a whore deserves. This is sending me over the edge, he picks up his pace and fucks harder, spitting in face, telling me I'm a cock sucking whore who can't get enough of his cock. I'm fighting the urge to cum. I start to concentrate on the pain but that isn't helping.

He orders me to open my mouth, and when I do, he spits in it. Orders me to swallow. He pulls even harder on the nipple chains, pain is searing through my nipples, and my cock is raging hard. I'm feeling the pain but I'm feeling the load building in my balls. I know I can't cum unless I have his permission. I'm fighting the feeling, and he continues to pound always on my ass. The whole sling is in motion, with each thrust his cock gets buried deep in my ass, as he's pulling on the chains of the sling towards him. He is getting that look on his face, he starts panting, his head thrashing back and forth. He gets that wild look in his eyes as he pushes his cock all the way in and screams at the top of his lungs. He's releasing his seed inside me, and he's pulling harder on the nipple clamp chain. The chain yanks the clamps off my nipples, pain searing through my body as blood rushes back into my nipples. I'm trying to hold back from cumming. I almost feel my balls release, but I camp down harder to prevent that from happening and I'm winning. It's about the only thing I'm allowed to control.

His cock is still inside of me as he is coming down from his turbulent high. He grabs the chains to the sling to support himself, and where still attached his cock in my ass. I feel him soften while he's still in my ass. My ass is tightening around his cock, as I lay there in the sling, balls being pulled. My balls are still stretched. Without warning he unsnaps the parachute from my balls. The boys feel some relief. I still have to collar on, wrists locked onto the chains of the sling and my legs still up in stirrups. My just fucked hole exposed to him and feeling slippery.

He regains his composure, it's pulling his cock out from my swollen hole. It doesn't slide out but he has to pull on it to remove it from my ass. My ass is hurting as he's trying to remove his lodged member. He successfully gets it out, my ass feels vacant and used. He walks over to the shelves along the one wall and finds a vibrating bullet to put up my ass. He pushes it into my ass, his cum acting as lube. I can feel it vibrating inside me, and right at that spot.

As I'm laying back enjoying the sensation in my ass, I hear metal clanking and see he is working on dismantling something. He then lays pieces of something metallic on my stomach. He starts pulling my balls again, and he's trying to attach a metal ring that is in two pieces around my balls. He is patiently attempting to get the two pieces to align. Once they are aligned, he's screwing the two pieces together, which forms a ring around my balls. He also making sure none of my skin is in between the two pieces he is tightening the ring around my sack.

Next he brings over this cylinder looking thing with a handle attached to it. He worked my balls inside the cylinder and screws the metal ring around my balls into the top of cylinder, encasing my balls. Again he is careful joining the two pieces and making sure there is not skin between as he tightens. I can feel it pulling on my balls, but he doesn't let me bear the full weight of the ball crusher. I'm not sure I can stand with it on. He props it in the sling.

He unlocks my wrists and pulls the leash my collar. I don't want to stand because of the heavy device attached to my balls. He encourages me, by telling me I'll be in more pain if I don't get up.

I work my way out of the sling with his help, and I feel the device pulling on my balls. I'm not sure about it, but I do stand up. He's holding the device as I get up, so I don't feel the full force on my balls all at once as I'm hoping off the sling onto the floor. As I'm standing, I feel him slowly lower the device so that it hangs freely from my balls on his own. It's heavy and I feel it pulling on my abused balls.

He pulls on the leash attached to my collar and leads me to his den. I try to walk with the four pound weight attached to my balls as it's dangling between my legs. I someone manage to waddle. He heads to the storm door, and up the concrete stops. He takes me for a walk around the garage and we enter eventually enter the back door of his house. We walk through the kitchen, up the stairs to the second floor. We enter is TV room. He places me on the sofa in a normal sitting position the crusher on my balls resting on the cushion relieving the pulling pressure on my balls. He lays down with his head on my stomach. He flicks through the channels to find some do-it-yourself show. As he lays there, he occasionally turns to this side and reaches down to the handle on the device and turns. I feel something inside the device moving. He's slowly adding pressure to my balls. He tightens it to the point where he knows I'm uncomfortable and continues to watch television. During each commercial he turns the handle a little further, I feel it tighten on my balls even more.

He announces he is thirsty, then tells me to fetch him a beer. He leans forward so I can get up. I get up with the device crushing my balls and also pulling them as I waddle over to the refrigerator to get him a beer. He said faster. So I get a bottle of beer, open it and bring it back to him. He takes a swig, I sit back down and he places his head on my stomach. He watches more television.

He asks for another beer and I get up and get him another. Again when I return, he tightens the device on my balls. He then tells me to stand up next to the sofa. I stand next to the sofa, hold his beer until he reaches for it and feel the weight of the device pull on my balls. He told me the next party he is holding, I'll be bartending and wearing it. Guest will be able to tighten during the night. I'll be wearing also be wearing a bow tie so I'm not completely naked.

I stand there for remaining time, while he watches television. Once the shows he wants to watch are over. He instructs me to sit down next to him. He takes a nipple in his mouth, telling me how much he loves my chest. My cock starts expanding. He spits in his hand and starts jerking in a corkscrew motion on my cock. I respond to his hand and start to move around. He smiles and suddenly stops. He tightens the ball crusher on my cock.

His energy must have returned, he gets up, walks into the kitchen and gets allen wrenches from a drawer. Kneels in front of me and removes the ball crusher from my balls. I feel the relief. He disappears for about a minute and comes back with some small bean bags and another device. This device is another ball crusher, it has two halves that are hinged together, and both halves have holes in them, the bottom with a larger hole for cock as well as balls and top half with smaller for a cock. The bottom half has two bolts, about an inch from the base are safety nuts to prevent the top half from closing completely. The bolts go through aligning holes in the top, and then get bolted together.

As I'm standing, he places the device in front of my cock, and tells to hold on to the top part of it. He works my balls and then my cock through the first hole. He pushes it back further so that my balls are all the way through and are hanging. He then grabs the top part which I'm holding, closes the device and feeds my cock through the second hole. He aligns the bolts and adjust the safety bolts to a position he likes. Now that his has it closed, he places nuts the bolts, my balls getting squashed between the two pieces. There is some play between the top piece and the bottom base, but they are holding my balls in place. He helps me down to the floor. I'm sitting and he is spreading my legs, he tells me to lean back on my arms. He checks the ball crusher again to make sure they are in the right place.

He walks over to the coffee table and grabs his beer and a bean bag. With the beer in one hand, he tosses the bean bag underhand at the device. The bean bag hits the device and I feel my balls getting crushed from the blow. He laughs as I try not to respond to this torture and humiliation. He sets his beer down and gathers the remaining bean bags.

One by one, he aims for the device, the goal is to hit the top piece so that it crushes my balls between the top and bottom piece. The pain isn't too bad when he tosses underhand. He's also very accurate at aiming.

He mentions, he needs away to keep score and what is a point. He proceeds to tell me the idea of his game, how he and a buddy with be playing bean bag toss, the idea is hit the device so that it crushes my balls when it hits the top piece. The game his pleasure, my pain. There will be another guy on the other end of the room, wearing the same contraption. It's like playing bean toss, quoits or horseshoes as we torture your balls will playing bean bag toss. I guess the bag that's closest to your cock gets the point. Of course there are 21 points. He's smiling from the idea.

I'm thinking, his devious mind and the way he counts it will be higher than twenty points. But I don't speak without permission.

He picks up his beer, takes another swig, and walks over and picks up the bean bags. When he has them all in his hand, the steps on the top piece to squish my balls even more. He walks back to where he was standing, and this time throws the bean bags overhand with a little more force. He's very accurate at hitting the top piece and I'm feeling the pain in my balls with each blow.

Again, he takes another swig, walks over retrieves the bean bags, steps on the crusher again. He walks back and proceeds to toss them at my balls again. I'm grimacing in pain as he throws each round just a little harder.

Once I cried out in pain he stops, and said he's good. He walks over and loosens the nuts on the bolts. I'm relieved. He stands up, while I'm still standing there and places he foot against my balls, He steps down so I feel he's in charge of my boys.

He pulls the leash and tells me to follow him on all fours. He leads me a room. He removes the leash, tells me to get into the dog cage. At first I didn't want to go, and walks over to the corner to get a cane. I start moving towards the cage and he orders me to stop. I stop and he strikes my ass with the cane. Tears well up in my eyes. He then repeats get in the cage. I crawl over to the cage and he shuts the door behind me. He locks the cage door. He orders me to put my wrists together and close to the outside of the change. He makes some adjustments and locks both restraints together on the outside of the cage. With my wrists locked together, there is no way I can touch myself. He walks towards the door and says good night and turns out the light. The door closes.

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