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Trick or Treat - Part 1: The First Trick of the Night [F28; M36] [FDom] [MSub] [Cheating] [Edging] [Orgasm Denial] [Anal Play] [Ruined Orgasm]
Author Summary
Good_Watercress7543 is in Ruined Orgasm
Post Body

Halloween is always a fun and spooky night. A time for magical things to happen. It is also a time for people to dress up and explore some of the more fun items in their life. What happens though, when the famous saying is taken more seriously. “Trick or Treat!”

Since Jake had graduated from college, he didn’t really enjoy Halloween. Even now, with a wife and three smaller kids, the idea was more of a chore for him. As it started to get darker in the streets, he walked to the closet and opened it up. There, hanging up on its own was a red, semi-elastic suit. He rolled his eyes at the costume as he pulled it from the hanger.

“Hurry up! It’s almost time for us to go around the neighborhood,” Megan, his beautiful wife, called.

“Do I really have to wear this? It’s so stupid!” Jake called back.

“Yes, it’s our family costume,” Megan called back.

It was clear that Megan was into Halloween. The house was all decorated and the costumes had been ordered and hanging in the closet months ago. Reluctantly, Jake stepped into his outfit and started to head downstairs to where his family was waiting.

“There’s my Mr. Incredible,” Megan said.

“I may be incredible, but I look like a dork!” Jake responded.

There, standing near the door was his wife in a matching red suit with a cute brown wig on her head. She was Elastigirl. The three kids had the same red outfits on and were each a member from the movie “The Incredibles.” The youngest child was strapped into a stroller while the other two had small candy bags with superhero’s printed all along the sides. Each of the kids had glow sticks that curled around their wrists, ankles and then around their necks so that they could easily be spotted in the dark.

“Who's ready to go get some candy?” Megan asked.

Jake just groaned in his normal protest of the tradition while the kids cheered loudly. Jake walked to the front door and opened it up so his wife could push the youngest out of the house. He waited for the other two children to walk out behind Megan and then closed and locked the door to the house.

Jake brought up the rear, almost dragging his feet as he walked. They walked a few houses down the street and found the first house that had its light on. His wife parked the stroller in front of the house and instructed the two older kids to head up to the house. Megan handed Jake the bag for the youngest and sent him up to collect candy for him as well. He didn’t understand why he had to go up as well. If his son wasn’t old enough to go collect the candy himself, then he shouldn’t get any. But he didn’t want to upset his wife so he begrudgingly grabbed the bag and walked up the stone pathway to the front door. As Jake made it to the door, the first door was opening.

“TRICK OR TREAT,” both of his kids yelled, so excited for candy.

The older woman and the door looked down at the kids in their outfits and brought out a bowl from the table just inside the door.

“Oh, don’t y’all look so cute!” She said to them.

The woman placed a piece of candy into each of the two kid’s bags and started to shut the door. Jake put his hand out and stopped the door from closing.

“Aren’t you a little old to be collecting candy?” The older woman said.

“It’s not for me, it’s for my youngest son,” he said dryly.

The woman didn’t really respond, but handed over a piece. Jake placed it in the bag and walked off, not saying thank you or anything else. He joined his family and they continued on.

Each house was a similar story. He would walk up with his kids, usually getting ignored and then demand candy. He would get it and then they would walk to the next house. He was not enjoying any of it, but he continued to push on.

The sixth house that they made it to, the kids ran up and rang the doorbell. The light was on inside, but as Jake walked up, he peered inside the windows and everything was so dark. Even through the small frosted window of the front door, no light could be seen. His oldest son rang the doorbell again, a little impatient. They waited another minute or so.

“Looks like no one is home, let’s keep going,” Jake said.

Jake guided his kids away from the door, happy that another one of the neighbors didn’t have to see him dressed up in the ridiculous costume. He turned around and then he heard the lock being turned behind him. He tried to hurry the kids away, but they heard as the hinges on the door squealed as it opened and turned back around. Jake let out an exasperated sigh as he turned towards the opening door.

“Trick or Treat,” the kids said again.

As Jake’s eyes made it around, he saw her. He hadn’t ever seen this woman before around the neighborhood, or he would remember. She was absolutely gorgeous with long flowing blonde hair and these eyes the color of the ocean. She was so tall and mostly from her legs, her body was nice and fit and she had ample curves in all the right places. The woman was dressed up in a sexy angel outfit, with a tiny white skirt and a white corset top with plenty of places to peek at her soft skin underneath. Jake’s face brightened as he took in every inch of her.

“Aww, aren’t y’all so cute,” she said in a very soft voice.

“We are the incredible and I’m collecting candy for my youngest,” Jake said with a huge smile on his face.

“That is so sweet of you to do that. When you finish up, stop back by and I will make sure to give you another treat,” the woman said, giving him a wink.

“Thank you!” Jake called back.

With a bit of wonder in his mind about what she meant, he escorted his children back to where his wife was waiting. They continued moving back down the long street, going back to the same routine of Jake not being excited to be there. About ten more minutes into it, the smallest child started to get restless and was starting to cry.

“My legs are hurting,” whined the middle child.

“I think it’s time to go back home and call it a night,” Megan said.

“But I want more candy,” exclaimed the oldest child.

“Honey, you have plenty of candy,” Megan said.

“Why can’t dad take me and y’all just go home?” The oldest kid asked.

“It’s also a school night, so it’s time to go,” Megan answered.

Jake was excited about hearing the proposition of going home. He wanted to get out of the costume and just relax. As he heard the whines and other discussion though, his mind floated back to the beautiful angel in the one house.

“I could hit up some more houses and get them more candy,” Jake blurted out.

“What?” Megan questioned.

“He wants more candy, I can see about getting more candy while they go to bed. No big deal,” Jake responded.

“But Jake, you don’t like Halloween,” Megan said puzzled.

“I don’t, but I’m willing to do this for all of y’all,” he said.

Megan was still a bit puzzled at this change of heart, but she wasn’t going to have the kids get disappointed after hearing him offer. She had the kids hand him their bags. As each child moved up to him, they gave him a hug and thanked him. He wasn’t excited about going to other houses, but he was fine accepting their praise. Megan and the kids turned around and started to walk back towards the house.

Jake, with the three bags turned around the other way and started to keep going house to house to collect more candy. The first house he got to when the door opened, they only saw him standing there and slammed the door on him without giving him a chance to speak. He stopped off at another house and got a piece for all three bags. Jake made it to five more houses till he found his loophole. There, sitting outside the doorway was a big tub of candy. He took multiple handfuls and shoved them into each kid’s bag till they were fairly full.

With the bags filled, he decided it was time to start heading back. House after house, he passed by. Each one, he felt his mood improving and the smile coming back on his face. Jake passed the driveway before it, two huge vehicles blocking his view to where he was going. His heart sank a little bit as he saw that the light to the porch was off. He pushed forward though, hoping that his treat was still available.

Jake made it up to the wooden door with the decorated and frosted glass panes. He let out a nervous breath and then pressed the button for the doorbell. He paced along the front stoop as he waited to see any signs of movement inside. He kept waiting and waiting, the nerves starting to get to him. Then, he pressed the doorbell again shaking out the jitters in his hands after he pressed it.

As he was getting ready to turn away, he saw some movement in the window of the door. His heart started to race as he watched the figure starting to walk closer and closer. Jake heard the lock as it disengaged and then the sound of the hinges as they swung open. There, again he saw the gorgeous angel standing in the doorway.

“I’m sorry honey, I’m all out of candy, that’s why the light is off,” the angel said.

At first he didn’t quite understand and his smile faded. He took another few seconds and processed the words and realized she just thought he was there for candy. With this, his smile started to curl back on his face.

“Oh, I’m here because you told me to stop back by for a treat,” Jake said.

“I didn’t realize that was you, sorry darling,” the angel replied.

The angel reached out and grabbed Jake by the hand. She pulled him inside the house and he went willingly. She shut the door and twisted the lock in place.

“I am out of most of my normal treats, so how about something a bit more special,” the angel said.

Jake just nodded his head in response. The angel pulled him along and through the fairly dark interior of the house. They went down a hallway and passed a few closed doors. They stopped in front of the third door that was on the right hand side of the hallway. She twisted the door handle and as the door opened, a dim red light emanated from inside. As he looked in, Jake could see several points drilled into the ceiling and these straps that hung from them. His mind finally put it together that he was looking at a sex swing that hung in the middle of the room which was void of anything else but that.

The angel turned into him. Her body was inches away from him and he could feel the heat from her. It sent chills through his body. She placed her hand on his chest and slowly rubbed it in a very tender and loving way.

“Here is my offer on this Halloween evening, if you want, I can help to make you cum,” the angel offered, every word dripping in sex and seduction.

Jake didn’t ask any questions of how or anything like that. His mind was clouded in a haze, but that was most likely due to the blood he needed to really think about the offer rushing elsewhere in his body.

“That sounds like an excellent treat!” Jake said as he nodded.

“Perfect,” the angel said.

Her hands curled around his muscled shoulders and found the zipper down his back. Slowly her fingers pulled the zipper down, making the suit get looser. Once it reached a certain point, she looped her fingers into the suit and started to pull it from his body. He didn’t wear a shirt underneath the suit and his muscles were tense as she removed it. She pulled it down his arms and exposed his muscled chest and tight stomach. She paused on stripping him and placed both of her warm, soft hands on his pecs and gently rubbed him. He nearly melted at her touch as he felt his own heart fluttering.

She trailed her arms down, her hands gliding further down as they caressed the tight skin and the nice muscles underneath. Once her fingers made it back to the costume, she looped them back in and kept lightly tugging on the fabric. The stretchy material gave as it was pulled on and started to work down his ass. As she kept working the costume off, she watched the small, neatly trimmed happy trail as it led deeper beneath. Then, she started to see signs of his erection as more and more showed the lower the outfit was tugged. Finally the hard cock sprung forth from its prison and showed just how excited her touch, teasing and closeness had driven him.

Jake watched as the angel continued to strip his clothes off. She sank down to her knees as she worked the stretchy material down his thighs and calves and then one foot at a time, it was pulled free. He looked down and stared into her captivating blue eyes and saw her staring back up at him. His mind raced with fantasies of wanting to feel her big, soft, pouty lips as they kissed and enveloped his length while she was down there. He felt his dick pulse at the ideas, just the thoughts enough to excite him even more.

The angel climbed up from her knees, seeing the look of lust and want in Jake’s eyes. She walked up to him and curled her body into his. Her left hand curled around his big shoulder and rubbed gently along his neck, lightly caressing him. Her right hand went down between his legs and gripped around his cock. The soft hand gently stroked his length up and down in a nice, slow rhythm.

“How about we get you more comfortable,” the angel said.

She pushed her body into his and felt as he backed up with her. The angel continued to walk him into the dimly lit room towards the sex swing. She kept moving him till his back was pressed against the different support straps. She helped lean him back and then placed his feet into the loops. She pulled on a couple of the straps and watched as he was fully reclined, floating off the ground.

She walked over to the corner and walked back over with a bottle of clear lube. She pushed down on the top and it made a pop sound that echoed off the walls. She came back over and sank down in front of him. She held the bottle over his thick length, tipping it all the way over till a steady stream of the slick liquid started to pour out.

Jake watched as she started to pour the lube onto him. He clenched as he expected it to be freezing cold as it hit. To his surprise, it was nice and warm as it cascaded across his cock. He watched the shiny substance poured over him. He felt the slick liquid as it washed all down his length, coated his balls and then flowed down over his ass till it dripped down to the floor below. He let out a low groan as he felt the warmth dripping all along his sex.

The angel kept pouring more and more of the lube down onto him and then brought her other hand up and gripped it around his slick, thick length. Slowly, she started to pump his cock, gliding her hand up and down him so smooth and easily. She felt him trembling in her grip, his length throbbing with each deep stroke. Her other hand twisted the bottle back upright and stopped the waterfall of lube that was pouring over him. She sat the bottle down as she started to stroke him harder. Her hand squeezed tighter around him and she moved it faster along him.

She watched as his eyes closed, the ecstasy washing over him and his body just melting into the swing. The angel, using her other hand moved the strap on his foot to around his ankle and rugged on the end a bit. Then she moved her hand to the other side and did the same. The straps were tight around Jake’s ankles and he would not be able to just get out on his own since the release mechanisms for the straps were a bit more complicated.

Jake didn’t really focus on what was happening to his feet and ankles, he was more focused on the wonderful feeling of her hand pumping up and down on him. He let out several moans as he felt her hand twisting down his length to his base and then back up polishing the bulbous tip. He relaxed deeper into the swing, letting himself just enjoy the treat.

“Are you ready for more fun?” The angel asked.

“Yes, whatever it is, yes!” Jake responded, almost panting.

With her right hand she kept stroking his cock, up and down. She would mix up the strength she used on him, how tight her hand gripped him and the speed at which she glided her hand across his slick length. The other hand reached up and started to gently massage his balls. She rubbed and pushed on the area, feeling as his swelling rolled between her fingers. She squeezed, rubbed and tugged on the area and felt his cock twitch in response. A few more deep strokes and she started to see his tip starting to leak precum and knew he was hers for the taking.

With the one hand still stroking his length and rubbing his precum in, she moved her other hand from his balls. At first, she started to gently rub and caress the underside of his upper thigh. Then her hand worked its way to his ass cheek, squeezing and groping it as her fingers pressed into it. She kept lulling him deeper into the blissful trance, pumping his cock while rubbing and squeezing different areas.

Once he was nice and relaxed, she brought her thumb down between his cheeks. Using the lube that was still coating the area, she used the digit to rub his tight, puckered asshole. She felt him jump as she touched and rubbed the area.

“Just relax, let me take care of you,” she seductively said to him.

“Okay, I trust you,” he said, relaxing again.

The angel’s thumb continued to trace along the outside, along the rim of his asshole. Her other hand methodically pumped up and down as she kept him relaxed. After a nice little massage of his rectum, the angel then took her first finger and slowly angled it towards the hole. All oiled up with the lube, she worked it into the relaxed asshole. She felt as Jack tensed and wiggled against the swing's straps.

“What are you doing?” Jack protested.

“Just working my magic and trying to drive up the sensation for when you finally earn your release,” she answered with a devilish grin across her face.

“I think I should go,” Jack responded.

“But you haven’t given me my treat yet!” She said.

“I didn’t know you were going to be probing me,” he said.

“You said that you trusted me, and a good prostate massage while you orgasm will be that much better. Just say the word and again and I will let you out,” the angel responded.

Jack wasn’t certain about any of it, but he was also already here and her finger was already inside of him. He relaxed as much as he could as he felt the light burn of his sphincter being forced open by the finger. He nodded in response, signaling that he continued to give his consent. He laid back into the swing and just gave himself over to the gorgeous woman and wanted to let her work her magic.

The angel saw his nod and started to stroke his length again. She gave him several deep pumps before she went back to working her finger inside of him. She glided her finger in and out, thrusting it a little bit deeper with each push, but also ensuring that she applied the lube to the man’s tight hole. After a few moments, her finger had been worked in, down to the knuckle. She kept twisting and rolling the finger around as she pressed and poked against the area, trying to work against his prostate. She heard as Jake let out a louder moan.

She pulled her finger out and took her hand and rubbed it around his ass, massaging the area and also soaking her fingers with more of the slippery substance. Her hand around his cock started to stroke a bit slower, the grip a bit lighter, not wanting to push the man over the top. She heard the man almost whine at the new sensation of the touch she was giving him. She let him stay in this state for a few long moments, letting his excitement dissipate just enough before she would work him back up.

After waiting a decent amount of time, she curled her hand around the glossy, thick head and then tightened her hand around as she stroked his cock down to the base. She worked her hand back up his shaft and then as she started to work it back down, she angled two of her fingers towards his hole. As the hand slowly squeezed and slid down his cock, she pushed the two fingers inside of his tight asshole.

As a strong man, Jake had never given himself over to anyone. He liked being the one in the lead, the dominant one and yet he felt himself whimpering as her touch had lessened. Some reason, through this angel’s touch he had become dependent upon her and what she said or did to him. In this moment, he realized that he was her submissive. He didn’t want to give in to that though, he was too much of a macho, alpha to sub to a dominant woman. He didn’t fight though as he felt her drive her two fingers inside of his ass. He decided he was going to try to make himself cum on his own strength, to show her that he was not her submissive.

The angel watched as the man she was working on got a new look in his eyes. She knew right away what that look was and knew that she was going to have fun breaking this man by the end of it. She worked her two fingers deeper into him, feeling his hole stretch around them and just letting them enter inside. She pumped the fingers in and out till they were down to the knuckle as well, buried in his tight hole. Her hand kept stroking him, tight and moving a bit faster and faster. She could hear his breathing and feel the responses as his sphincter tightened around her fingers. His moans got more and more frequent as she moved her hands over both areas. She knew he was close and so she gripped as tight as she could at the base of his cock, not moving her hands any more.

Jake felt her stroking him, her grip felt great around his length. Each pump sent him deeper towards his release. He felt her fingers rubbing and massaging his prostate and realized how amazing it felt. Closer and closer he got to that release and then he felt her hand stop stroking and hold him tightly. He cried out as he wanted his release but then since it was being denied from him, he was going to try to bring it about by himself. Jake tried to work his hips and drive about his own pleasure. As he thrust his hips, the woman just held her hand firm against his cock at the base and he got no pleasure. He tried again, but the sex swing didn’t really allow him to get enough leverage to push hard enough.

“FUCCKKKK!” Jake screamed out.

“Just give in to me and let me guide this,” the angel said.

Jake didn’t respond to her, but deep in his mind, he knew he wasn’t going to give in. He tried to relax a bit, wanting to try to lull her into a false sense of winning. He swallowed deeply as he tried to get the angel to continue her movements. He then just nodded at her, trying to send her the understanding that she was in control, his face still and no emotion in the response.

The angel could easily read the man she had in front of her. She knew he wasn’t going to break that easily, but she slowly started to lightly stroke him again and feel him relax into her grasp. She worked the two fingers back, withdrawing them right to the entrance. Then as she started to stroke him again at a faster pace she pushed three fingers inside his ass this time. She heard him cry out as her fingers stretched his rectum. The smile curled wider across her face, knowing that even if he didn’t want to give over control, she would at least take it.

As she worked the three fingers deeper and deeper into him she continued to stroke his length. She kept pushing him deeper into ecstasy, twisting and pumping her hand up and down his shaft, and working the three fingers till they were rolling against his prostate. She felt his cock starting to throb in her hand and she knew that he was so close. She didn’t even give him the opportunity to try to fuck her hand to his release this time as she fully let go of his cock and pulled her fingers out. She watched as tremors reverberated through his length and she watched as the head started to leak, dripping more and more precum.

Jake gritted and bit his lip as he felt the fingers driving deeper into his asshole. Soon, he felt the fingers massaging against the sensitive spot and he let out a moan passed the lips he was trying to muffle it with. He balled his fists as he felt that wave about to crash over him, and then as he enjoyed the feeling of the swell building in his core, he felt it all fall away. He felt his eyes starting to tear up as his release was denied once more. An almost angered growl emitted from his throat, directed towards the woman.

“You are the only one to blame here, don’t growl at me and just give in!” The angel said.

She waited a few more moments, letting his arousal dull a bit more before beginning again. Her hand gripped back around his erection and started to move up and down it, feeling it tremble again at the sensation. This time she added another finger and aimed it towards his hole that she was slowly opening more and more. Her small hand along with the thick coating of lube in both the hole and on the hand aided the fingers piercing inside of Jake. She felt his sphincter trying to fight against her hand, but her fingers won. Her scrunched hand worked the four fingers into him as she continued to stroke his cock. Deeper and deeper her fingers sank with each movement back and forth, stretching him open wider.

The fingers rolled inside of him, as she ensured that the hole stretched a bit more open for the finale. She pumped her hand up and down his cock, sending ripples of pleasure deep inside. The angel could sense that he was getting closer to his edge and she decided to grip his cock about halfway down, not holding it too tightly that he wouldn’t be able to move. She waited to see just what he would do.

Jake tried to enjoy the feeling of her hand stroking his cock. He groaned and grunted into the almost empty room as he got closer and closer. He was desperate for his release and when the stroking stopped, he let out an agonized groan. Jake realized that her hand was still around his length and not like before. He bucked his hips and felt his cock slide through the angel’s hand and he let out another moan as his hips fell back down. He went to thrust again, but this time, her hand released and he knew that she wasn’t going to give him the release that easily.

The woman had released her hand from him, not allowing him to send himself over the edge. She knew that he still felt like he could take control and this proved it. She worked her four fingers back out of him. She bent down and looked into his hole as it still had a bit of a gape. The angel continued to take her time, teasing him and letting him suffer right at the edge, unable to get his release. Then she took both hands and spread his ass cheeks apart and spit right into his hole. With one hand she pushed two fingers inside and spread the saliva around. The other hand, she grabbed the bottle of lube again. She brought it back up over his cock and poured the clear liquid down on his length. The woman watched as the substance cascaded down his cock and then flowed over his balls. Then she felt as it made contact with her fingers and hand.

She bathed her hand in the lube and used it to coat her entire hand in it. She sat the bottle of lube back down. Then the angel brought her smooth hand back up and started to stroke him again. She pumped her hand nice and hard against his length. As she did this, she started to work her fingers from her other hand back into his asshole. She pushed the four in that she had worked in before and then added her thumb into it. She heard Jake howl out as she kept stretching him more and more. She worked the hand deeper, twisting, pulling and pushing, using the lube to help it glide inside of him. Each movement going further in. After a few more minutes, she gave another big push and felt his asshole open up and suck her hand inside. With her fist inside of his asshole she was more than happy to finish with him.

“Okay, here’s the finale. Don’t worry, I’m going to let you cum this time,” the woman said.

Jake felt the hand inside of him, twisting and working his insides open more and more. He heard her statement and tried his best to relax. He felt her hand diligently stroking his cock and started to moan out since the promise of his release. More and more he felt his pleasure growing, getting ready to wash over him.

“I’m going to cum, Fuck!” Jake exclaimed.

“That’s it, go ahead and cum!” She responded.

With that, the angel kept stroking his cock, up and down using the lube to help keep up the speed on his length. She knew he was getting closer as she could feel him tightening around her other hand. She felt his cock starting to throb and knew he was on the cusp of his eruption. Then she pulled her hand away, knowing that he had already passed the point of no return. She used two fingers to point his cock back towards him. She could feel his cock pulsing as it worked to try to expel his load. Without the pleasure and sensation pumping his cock though, there wasn’t enough to help him finish all the way. She watched as his cock twitched and sputtered as it just leaked and lightly sprayed the diminished load onto his stomach. After his cock stopped moving, she let go and stood up.

“That’s what you deserve for being a Halloween grouch and also not giving over control,” she said.

Jake was upset, she had just ruined his orgasm. His balls were hurting and still so full but he was so sensitive down there. He heard what she said and grimaced. He thought he had been sly with his initial approach, but apparently he had been found out.

After a few more moments, the woman undid the straps that had been tightened around his ankles and then helped get them from his feet so he could get out. She watched as Jake climbed to his feet. She handed him the costume and waited for him to put it back on so he could leave her house. She walked him back to the door and shut it after he was on the outside.

Humiliated and defeated, Jake walked back with the three full bags of candy to his house. By the time he got home, everything was silent. He sat the bags on the dining room table and then snuck off to him and his wife’s room. She was already asleep so he quietly got out of the costume and placed it in the dirty laundry hamper. Then he climbed into the shower and stood there for a long moment.

He climbed into bed and curled up against his wife. As he laid there, he thought about everything that happened and for some reason he was getting a bit turned on by the feeling of giving over the control like he was forced to that evening. Jake forced the thought out of his mind and slowly he drifted off to sleep.

Both his kids and his wife were surprised by the plethora of candy that he had collected. The kids seemed happy to see so much candy available to them. Megan seemed surprised just to know that he had spent that much effort on a holiday he seemed to despise. He wasn’t going to be the one to spoil the illusion that he had just gotten lucky with the free-for-all that he found and then what also took that amount of time for him to get home.

About a week later, Jake was out for a jog in the late afternoon. He was running around his neighborhood. As he was coming back down his street, he was looking out to see if he could see the woman he had met the other night. As he got to the house, he saw an older couple that was unloading a car. They looked like they were getting home from a trip. He stopped as he got close.

“Hey, I just live a couple houses down. Are y’all here to visit your daughter?” Jake said.

“Nope, we have owned this house for six years now and we don’t have any children. Why do you ask?” The man said.

“Oh, umm… I must have the wrong house, sorry to bother you!” Jake replied quite perplexed.

An unsettling chill went down Jake’s spine as he started to jog away. He was certain that was the right house, but even more confused on who it was he had interacted with the other night. Each time after that he passed the house, he was reminded of that evening and left with the curiosity of ever trying to figure out who it was.

-The End-

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