Poor Little Cassie - Cover

Poor Little Cassie

Copyright© 2021 by Demonhead

Chapter 47: The day

Fiction Sex Story: Chapter 47: The day - Young virgin is taken advantage of by plumbers and then it only gets worse. She has many adventures and not all of them pleasant.

Caution: This Fiction Sex Story contains strong sexual content, including mt/ft   Ma/ft   Fa/Fa   ft/ft   Fa/ft   Mult   Coercion   Drunk/Drugged   NonConsensual   Rape   Reluctant   Slavery   Lesbian   School   Incest   Mother   Brother   Father   Daughter   BDSM   MaleDom   Humiliation   Light Bond   Rough   Snuff   Spanking   Torture   Gang Bang   Interracial   Black Male   White Female   Anal Sex   Bestiality   Double Penetration   Exhibitionism   First   Facial   Fisting   Food   Oral Sex   Voyeurism   Water Sports   Teacher/Student   Cannibalism   Nudism   Prostitution  

I felt someone touch my shoulder and I opened my eyes. I turned and saw black food guy standing next to the bed holding his cock. The light from the window was streaming across the room. I must have been really tired. I rubbed my eyes and looked at him.

“Sorry, but we can’t leave until ... well, you know.” He said and I saw the same guys from last night standing behind him. Jennifer and Beth were still sleeping.

“Ok.” I said and slipped out of bed. I saw Jennifer snuggle up to Beth and let out a sigh without opening her eyes. Beth was still sound asleep, she had to be exhausted after her day in hell.

I stood up and walked over to the table. I saw the three plates on the table, they smelled good. I put my hands on the table and bent over, putting my arms flat and resting my head on them.

“Ass, please.” I said and black food guy moved behind me.

I felt him spread lube and I hoped some of it would last for the rest of the day. His cock touched me and then slid into my ass. I remembered when Marcus did this for the first time. It was an event and I remember it being very difficult. Now this cock was not as big as Marcus, but it was close, and it was now just moving in with no issue. Was I permanently stretched out? Would Marcus want a worn-out whore? I felt a tear hit my arm as I started crying softly. I was so scared about today. I had pushed it back for a while but now the fear was strong. Would I survive? If I did, how badly would I be hurt. I thought of that poor girl in the small hospital with the tubes all in her. The anticipation was horrible, I sort of wished they would just come in and grab me and throw me in a room with the 30 guys and get it over with.

“Does this little chick take it in the ass every day?” I heard one of the other guys say.

“No, I know what she is doing, she has a rough assignment later today and she is trying to get prepared.” Black food guy said, and I realized he was being gentle as he fucked me in the butt.

“Do you think it will help?” The guy said.

“I hope so.” Black food guy said.

“You guys have a sweet deal here; they are fucking hot.” The guy said and I figured he must be Beth’s food guy.

“Lighten up dude, these girls are Victor’s special projects, and I am assuming since your girl is in here then she must have some importance now.” Black food guy said.

“Her? Please, she is just a common whore, they will just send her to the hotel until she is used up then she will be processed. I do like her ass though, I put a bid in for a cut when the time comes.” The guy said and I turned to look at him.

He had dark hair, and it was short. He wore frame glasses, and I could tell he was very hairy, I saw the hair sticking out under his shirt. He looked like an asshole, and it was obvious from his comments that looks were not deceiving.

“I am just saying dude, the only reason this other guy is here is that his predecessor was a little rough on them. All of a sudden, he just disappeared.” Black food guy said and pushed into my ass a little deeper.

I felt his cock throb in my ass, and I took more of my skin medicine. I was going to have great skin for a long time if any of that is true. He pulled out and I saw Beth’s food guy walk towards the bed. I grabbed his arm, and he looked back at me.

“Leave her alone, I will pay you.” I said and he grabbed me by the throat and pushed my head down on the table. I made a gurgling noise as he squeezed.

“Since when does a whore give orders? Neal, what do you have going on in here?” He said and I grabbed his wrists, trying to breathe.

“Toby, let her go. You really don’t want to do that.” Black food guy said, and the man let go of my throat. I coughed and tried to catch my breath. I stood up and looked at the asshole, clearing my throat. He had a smirk on his face.

“She spent 24 hours in the dungeon getting fucked because some asshole choked her, and she scratched him fighting for her life. So now her ass and pussy are red and swollen and very painful. So, if you don’t mind, I would like you to leave her alone and fuck me in the ass so I can get ready for my gangrape today, Toby.” I said and looked him straight in the eye. He looked at the other guys and then at Beth, you could see her swollen pussy easily. He looked back at me.

“Fine, bend over slut, let’s get your ass ready for your adventure.” He said and I bent over the table.

He slipped his cock into me, and he was not as big as black food guy. That was refreshing but not good for my training. I had a feeling there would be no small cocks today. I didn’t think anyone would pay 10 million to see someone get raped by small cocks. He pushed deep into me, and it felt almost comfortable. My mind wandered again as he moved his cock in and out of a hole that was not designed for fucking. This was an act that was supposed to be special, an act that if done to someone against their will would be traumatic and possibly end in years of therapy. I was bent over and taking it so I could eat breakfast.

“Neal, I see why you put up with that mouth. This ass is fucking special. Is the pussy just as good? No wonder Victor is all over this one. I will have to watch the shooting today, I heard about it, I feel honored I get to meet the star.” He said. He was not being rough at all, it was interesting. He talked like an asshole, but he was not behaving exactly the same, at least with his cock in my ass.

He grunted and helped my skin. He pulled out and sat down. I looked at the other guy and he looked at the bed. Jennifer and Beth were still sleeping. I nodded and he moved behind me. He was the gentlest of all of them. He slid in slowly and fucked me like a lover. This was nice, I closed my eyes and tried to imagine Marcus behind me. I remembered his massive hands and how he could move me around so easily. I missed him so much; I hope he likes whores.

The man grunted and pulled out. I stood up and walked over to the toilet and sat down. I looked at them as the cum ran out of my ass. I felt my bladder open, and the two white guys stood and watched me like they had never seen a girl pee before. The black guy walked to the door.

“Come on guys, we have other deliveries.” Black food guy said, and the two guys walked out. He turned to me and smiled.

“Cassie, good luck today.” He said and smiled.

“Thank you, Neal.” I said and he nodded and left. Did I have a food guy on my team?

“Cassie, it smells good. Is my new food guy here?” Jennifer said and stretched her arm over her head. She looked very sleepy.

“You do have a new food guy, he seems nice.” I said and wiped my ass and pussy. I stood up and walked to the table.

“Where is he?” She said.

“They left.” I said and lifted the metal plate. French toast, nice.

“Cassie, you didn’t have to pay them all. You don’t have to do that.” She said and sat up.

“It was fine, they were all nice, well, Beth’s food guy is kind of a dick.” I said and took a bite of French Toast. I chuckled as a memory of Lenny crossed my mind and the “Toast from France”.

“Cassie, I am going to owe you so much.” She said and climbed out of bed. Beth was still out.

“Is she ok?” I said and Jennifer looked back at her.

“I think so, she moved around a little during the night. She woke up once and smiled at me. I think she is just tired. I cannot imagine getting fucked for 24 hours, what would that be like?” She said.

“Baby, I have no idea and let’s hope we don’t ever have to find out.” I said.

“Really, but I think we may be ok since we have decent masters. Coach loves us and Victor is the boss of everyone so that is good.” She said and sat down. She lifted her metal plate.

“Yay, toast from France.” She said and I laughed. She laughed and it felt good, at least for a little while.

We finished breakfast and Beth was still sleeping. I grabbed the tube of salve and walked over to the bed. I sat down and spread her smooth legs gently. Her pussy was not as red as yesterday, this salve must be fucking magic. I squirted some on my finger and spread it softly on her swollen lips. The skin was tender, I could feel that it was still a little swollen as my finger moved over it. I squirted some more and started spreading it again.

“That feels nice.” I heard a small voice and looked at her pretty blue eyes staring at me.

“You are healing already; you are not as red as last night.” I said and continued to run my finger over her tender pussy.

“I will be sad when I am healed, this is wonderful to wake up to.” She said and smiled.

“Well, I think we could still wake you up like this even after you are healed.” I said.

“Do you think they will put me back in my room by myself when I get better?” She said and frowned.

“Let’s not think about that for right now. Just focus on my finger.” I said and she closed her eyes.

“Ok.” She said softly.

I rubbed Beth’s pussy and ass for a little longer than necessary probably. It felt nice and I wanted to extend anything nice today. I wondered what time it was. I know we were due in makeup at 11:00, I looked at the window and tried to figure out the time. I looked back at Beth, and she was smiling at me. Jennifer was smirking.

“Having fun in there?” Jennifer said and I stopped.

“What do you mean?” I said and Jennifer chuckled.

“You have been rubbing on her for about 5 minutes. Not that she is complaining.” Jennifer said.

“Oh no, I would not complain about that.” Beth said and smiled. I realized I had zoned out. I pulled my finger off her and wiped it on the sheet.

“Sorry, I guess I was daydreaming.” I said.

“More like a day nightmare, thinking about later?” Jennifer said and I nodded.

“What is happening later?” Beth said and I took a deep breath.

“Jennifer and I have to make a movie, it is going to be hard, and we are a little worried.” I said.

“You guys make movies? What kind of movies?” Beth said.

“Usually, movies about rape and the guys are not normally very nice.” I said and she gasped.

“Oh.” Beth said and I took her hand.

“I am going to have Victor leave you in here until you heal. I will have the doctor check on you every day. I will also try and keep the food guy away from you for a couple of days.” I said.

“Where will you guys be?” She said and her voice sounded scared.

“We may get hurt and be gone for a few days. You will be ok.” I said and she nodded.

“I don’t want you to get hurt. Why would they hurt you?” Beth said and I saw her eyes get glassy. Jennifer hugged her.

“It will be ok, Cassie will get us through, and we will be back with you before you know it. You just focus on getting better, ok?” Jennifer said. My little friend was acting very motherly.

“Ok, please be careful, I don’t want to lose my friends the day after I found them.” Beth said.

“We will. We have to leave in a little while, but I think we have time for a snuggle.” I said and slid next to her.

Jennifer laid down on the other side and we each started rubbing on a cute little breast. Beth sighed and closed her eyes.

“That feels so good.” Beth said. Her small nipples were rock hard.

“Beth, have you ever had to be with a girl?” I said.

“Yes, occasionally there are ladies that come to the hotel. They usually get me to lick them. They don’t do this.” She said and moaned.

“This is something you can look forward to when we get back. We will teach you a lot of cool stuff.” I said.

“I love you guys.” She said softly as we rubbed her tight little body.

We just ran our hands all over her for a while. Her skin was smooth and soft. I was looking forward to spending time with her as well. I guess that was something else for me to fight for. I thought about what was coming and I shivered.

The door opened and I saw my watcher walk in. He pulled two dresses out of the closet and slipped them on Jennifer and me. He attached the leash. I leaned over and kissed Beth on the lips gently.

“We will be back soon.” I said and she smiled.

He led us out and down the hallway towards the makeup room. We walked in and Peggy was sitting in a chair waiting. He led us to her, and she removed the collars. He turned to leave.

“Wait.” I said and he turned.

“Can you tell Victor I need to talk to him before we leave.” I said.

“I will tell him but do not be surprised if he does not come.” He said.

“Girls, I need you to take a shower and wash your hair.” Peggy said and pulled off our dresses. I took Jennifer’s hand and led her to the bathroom.

We were in the shower when Peggy stepped in. She was holding a tube and what looked like a bag attached to it.

“Cassie, bend over, I need to give you an enema, they want you clean to start with.” She said.

“What is that?” I said and she smiled.

“I am sorry then, but this may be a little scary. I will put this in your ass and pump warm water in. You will hold it and then let it go. We will do it a couple of times until you are clean.” She said.

“Well, that sounds like a lot of fun.” I said and bent over, putting my hands on the wall.

She slipped the tube into my butt, and I grunted. It was not painful just strange. I felt something warm inside me and then my belly felt like it was expanding. It felt so weird and then I felt like I had to go to the bathroom really bad.

“Hold it in until I tell you. Jennifer, can you get up on the bench.” She said and I groaned. My belly was starting to hurt.

“Okay, Cassie, squat down and let it go.” She said and I relaxed.

The fluid blasted out of me, and the relief was instant. She had the sprayer in her hand, and she rinsed me and the bottom of the shower. I stood back up and I felt a lot better.

“One more time, please.” She said and I bent over.

She filled me with warm water again and this time it was easier, knowing what to expect. I squatted and let go again afterwards. The water was clear this time. I stood up and sat on the bench while Jennifer got to have fun. Her face when the water went in the first time was priceless.

Peggy left after she was done with Jennifer, and we finished our shower. We stepped out and Peggy was there again. She was holding a squirt bottle.

“Cassie, sit on the toilet. We have to clean you out a little. Have you had sex in the last day?” Peggy said and I looked at her. I guess I had a strange look on my face.

“Ok, stupid question, sorry. Have you had any semen in your pussy in the last 24 hours?” She said.

“Yes, just once though.” I said and thought about that. My pussy had only been fucked once in the last two days, that sounded strange and then it sounded even stranger that I would think that was good.

“Ok, we will clean it out anyway. Sit back and spread your legs.” She said and I sat on the toilet and spread my legs.

She stuck the squirt bottle in my pussy and squirted water in. This did not feel nearly as weird as the water in my butt. She emptied the bottle and the liquid flowed out of my pussy.

“Ok, you are done. Jennifer, you are up.” She said.

She cleaned out Jennifer’s pussy and I thought about the last time she was fucked in the pussy. It had been a couple of days. That was so different after we were in the routine of food guys, trainer guys, and massage guys for a while. We wrapped ourselves in our towels followed her out to the chairs.

“Ok, the order is for two young schoolgirls so we will not use very much makeup.” She said and started on us.

She applied a little makeup around our eyes and then the hair lady came and put our hair up in ponytails, one for me and two for Jennifer. She put ribbons around our ponytails.

Peggy left as the lady worked on our hair and returned with clothes and shoes. We stood up and Peggy dressed us in plain white underwear. She slipped on a white shirt that buttoned up the front. The skirt was gray with a little black sprinkled in. It was pleated and came to the middle of our thighs. I looked at Jennifer and she looked like a pervert’s wet dream. Peggy slipped some small white socks on her and black loafers. Oh my, I wanted to fuck her myself. Peggy put on my shoes and socks and stepped back.

“My goodness girls, that is fucking hot in a weird creepy way.” She said.

“So, we are ready for our gangrape? We want to make sure and maximize the interest to drive up the viewer numbers.” I said and Peggy gasped.

“Girls, I am so sorry.” She said, I could tell I had made her feel bad.

“Peggy, it is ok, you did your job well.” I said.

“Yes, she did. Peggy, they look perfect.” Victor said and I looked at him.

“Thank you, sir.” Peggy said, looking nervous. I suspected Victor did not come back here too often. I saw my watcher standing near the door.

“Victor, can I speak with you for a minute?” I said and he nodded.

“I heard you wanted to see me. We can talk on the way out.” He said and held out his hand.

I took it and Jennifer grabbed my other one. He led us out of the makeup area and back into the hallway. We started to walk.

“So, Cassie, what did you need?” He said.

“Elizabeth woke up.” I said and he looked down at me.

“I heard; you have surprised me again.” He said.

“So, can I be her master?” I said and he chuckled.

“I guess so, that is what you negotiated, correct?” He said.

“Yes, sir. So now I control her assignments and her support staff?” I said and he stopped.

“Yes, how did you know that?” He said and I smiled.

“I paid attention. I want her handler to be re-assigned to Tommy.” I said.

“Ok, Tommy, you ok with that? Do you have room for another?” Victor said.

“Yes sir.” My watcher said.

“Ok, anything else my queen?” Victor said.

“Yes, I want her food guy re-assigned to Neal. Her current one if sadistic and cruel.” I said and Victor stared at me. I could feel Jennifer squeezing my hand, but I was on a roll. I figured I was walking into hell, I needed to get some things done before that.

“Also, I want her moved to our room until we can figure out how we come out of this. I want Protocol 12 activated and her pulled out of the hotel rotation until she is healed. The doctor said it could be a few days.” I said and looked at Victor. I could not tell what he was thinking, I hoped I had not pushed past my envelope. His face broke into a smile, and he laughed out loud.

“I guess you have figured out quite a bit, Cassie girl. Tommy, can you make some calls and get ... what was her name?” Victor said.

“Elizabeth, but her friends call her Beth. She is from Alabama and her parents were killed in a car accident before you guys stole her from foster care.” I said and he frowned a little.

“Tommy, call and have Elizabeth’s assignments adjusted according to her new master’s wishes. Cassie, I will look past that last little exchange since I am sure you are nervous about today.” Victor said and he was not smiling.

“Thank you, sir.” I said and he smiled just a little.

He led us to the door to the warehouse and we walked to the big black car. We crawled into the back seat and the doctor was sitting in the seat across from us. My watcher got in and the door was closed. The car started moving and we were out of the warehouse for about 5 minutes before anyone spoke.

“I need to brief you on the details.” My watcher said and I nodded.

“The action field will be along a concrete pathway, it is relatively wide, 30 feet. It winds through a park that is very wooded. There will be three sections. The sections will be marked by a yellow line at the start and one at the end of each section. The men cannot touch you until you cross the yellow line. Once you cross the yellow line at the back of the section no one can touch you until you enter the next section.” He said.

“Can we just go around the section?” I said.

“You have to touch the inside of the section before you can proceed to the next one.” He said.

“How long do we have to stay in each section?” I said.

“Until you can get out.” He said.

“Are there any other rules we need to know?” I said.

“No, the men have no restrictions, they have been told to react accordingly. These men are highly trained, but they will also do what feels natural for the situation. The setting is two virgins wandering into gang territory, creating a highly explosive environment.” He said and I took a deep breath. I looked at the doctor.

“When are you allowed to intervene?” I said and she did not look happy.

“Not until you get out of the third section.” She said and I looked at my watcher.

“And you?” I said.

“The same.” He said.

“So, if they beat us to death inside a section that is just how it goes.” I said and the doctor looked down.

“Cassie, use your head. This is supposed to be a gangrape, not a murder. Resist as you would normally just don’t do anything to antagonize them.” My watcher said.

“So, we need to be good little rape victims.” I said and looked out the window.

“Yes, you do.” He said and Jennifer squeezed my hand.

We pulled up to a field of some sort. This did not look like a park at all. The car stopped and the door opened. My watcher got out and the doctor followed. He helped us out of the car, and we were in the middle of a huge open field. There was a helicopter sitting on a large concrete area. My watcher grabbed my hand and led us towards it. The blades were spinning slowly, and the noise was incredible. He opened the door and helped me up. I sat on a seat and there was a man there that attached my seat belt.

Everyone got strapped in, and the doors closed, the sound was not nearly as bad now. My watcher smiled.

“Never been in a helicopter?” He said and I shook my head.

“You are in for a treat.” He said and the copter lifted off the ground. I felt my stomach get left behind and then try to catch up. He laughed as he looked at me.

I looked at Jennifer and her eyes were slammed shut and she was holding the seat in a death grip. Her knuckles were white. I reached over and touched her hand. She looked at me and she was terrified. I pulled her hand off the seat and held it. She squeezed very hard. I felt my own body relax as she needed me.

“Baby, breathe, it is ok. We will be fine. It is just like a roller coaster.” I said, trying to sound calm.

“I hate roller coasters.” She said, her voice strained.

“Ok, then it is just like a water slide into a warm pool.” I said and she tried to smile.

“Thank you for trying but how long do we have to be on this thing?” She said and I looked at my watcher.

“The site is 150 miles away so we will be on this about an hour.” He said and she groaned.

“150 miles? They couldn’t find a rape park any closer that that?” I said and he laughed.

“No Cassie, that is the closest park that allows rapes on a weekday. Seriously, they needed a certain type of weather, so we need to fly to it.” He said.

“Well, I am glad this park allows rapes, I would not want us to get into any trouble.” I said and everyone except Jennifer laughed.

I closed my eyes and tried to relax. The rules sounded interesting, we had to touch the inside of the section before we could move on. They could not touch us outside the section. How could I use those rules to my advantage? We were supposed to be innocent virgins, but we could still be sassy, could I talk my way out of some abuse? What were these guys going to be like? I remembered the guys from the garage scene, they did not attack me until I pushed them. Would I be expected to push these guys? I was pretty sure this mysterious client that put a bid in for us to die did not want to just see a little sex.

I felt the helicopter slow down and I opened my eyes. The land looked way different, the trees had leaves and there was a lot of green. It looked like we were over a forest and then we started to drop. I looked down and saw a large circular piece of concrete with some yellow paint on it. The helicopter settled down and then we were on the ground. The sound lowered dramatically. My watcher opened the door and climbed out. He helped the doctor down and then lifted us out onto the ground. Jennifer looked very relieved. I saw her taking deep breaths. My watcher took my hand and led us over to the side of the landing pad.

“Cassie, the path starts right over there.” He said and knelt in front of me. I looked over to where he was pointing and saw what looked like a wide sidewalk going into some trees.

“Just like the yellow brick road, except there are 30 wizards.” I said and he laughed again.

“I don’t know how you do it.” He said.

He pulled out what looked like a backpack and put it on my back. He put one on Jennifer.

“You are supposed to be coming home from school.” He said and I nodded.

“Next time you need to ask us, these are lame.” I said and he smiled. He knelt and his face got serious.

“Listen to me, both of you.” He said and Jennifer looked at him.

“Slaps cannot hurt you badly, you need to watch for the fists. If you see a fist coming, try and move with the motion. Do not tense up and hold still, that is when the bad damage can happen. Relax and let the motion of the hit move you. Do you understand?” He said and I nodded.

“Try and avoid punches to the side, turn if you can and take it from the front. You will lose your breath, but it will not break your ribs.” He said and I felt like I was in the middle of a self-defense course.

“Lastly, it is important that when you are being attacked that you relax, I know it is hard but try and think of something that makes you feel good. Can you do that?” He said and I nodded.

“Yes, we can do that. We have been practicing that a lot.” I said and he smiled.

He hugged me and I felt his arms squeeze me a little more than usual. I put my hands on his shoulders. He pulled back and looked at me.

“I will be waiting for you at the end of the last section. As soon as you touch that last yellow line it will be over, and I will be there. Just make it to me, ok?” He said and I nodded. His eyes were a little wet.

“That would be the plan.” I said and he stood up.

“Girls, I need to do one last thing.” The doctor said and knelt.

“Are you going to teach us how to heal ourselves?” I said and she smiled.

“No, I just need to insert these.” She said and held up what looked like red pills.

“What are those?” I said.

“Blood capsules, I am going to insert one in your pussy and one in your ass. The client wants a lot of blood.” She said and frowned.

“That is ok, I understand.” I said and spread my legs.

She reached under my skirt, pulled my panties aside and slid her finger and the pill deep into my pussy. I grunted a little.

“Sorry, did that hurt?” She said and pulled out her finger.

“No, doc, you are fine. There will a lot more things going in there in a few minutes that will hurt much more than that.” I said and put my hand on her shoulder.

“I am so sorry girls; this is so wrong.” She said.

“But we get to be movie stars.” I said and smiled. She shook her head.

She put her hands back under my skirt and slid a capsule into my ass. She put my panties back in place and then moved over to Jennifer. Once Jennifer was loaded with virginity, I took her hand.

“You ready?” I said and she nodded.

“We will see you guys at the end. Make sure you have a lot of salve.” I said and the doctor laughed, I saw tears running down her cheeks as she laughed.

I turned and led Jennifer to the path. It was a wide concrete walkway with woods on both sides. The woods were thick and made the path seem almost dark. The sun was still up in the middle of the sky, so I suspected it was around 1:00 or so. We walked around a curve and there was a group of guys milling around. I pulled Jennifer back around the curve.

“Listen, you do not fight them. Scream and yell all you want but do not hit them or kick them. Do you understand?” I said and she nodded.

“What are you going to do?” She said softly.

“I am not sure yet, but I do not want you to get hurt. They will fuck you and they will be brutal, if we can just keep it at that then you can recover easily. Let’s get through the first section and we will decide what to do next.” I said.

“Ok, Cassie, I love you.” She said and my heart leaped. I hugged her and then took a deep breath.

I took her hand and led her around the curve. I saw the two camera men standing on each side of the path and they picked us up as we rounded the corner. The guys saw us as well and one of them pointed and hit another one. They were big as I suspected, I saw lots of tattoos and gold necklaces. Most of them were black, I saw two white guys and a Mexican one. I heard them as we got closer.

“Hey, look what we have here. Some sweet white meat. Is it already lunch time?” I heard one of the black ones say. Jennifer squeezed my hand. I saw the yellow line on the concrete as we approached.

“Hey, little mamas, what are you doing walking through our park?” Another guy said as we walked up to the line. They were on the other side of it but not making it too obvious that they couldn’t touch us yet.

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