Poor Little Cassie - Cover

Poor Little Cassie

Copyright© 2021 by Demonhead

Chapter 51: The Rich Guy

Fiction Sex Story: Chapter 51: The Rich Guy - 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 opened my eyes and looked around. I was in the apartment, God, I missed this place. I was laying on the couch where I talked to Marcus the first day I met him. He told me about his test, how girls tried to take his massive cock in all three holes. I was the first one to complete the test, but he didn’t love me for that. He loved me because I made him laugh. I heard that laugh and I saw him walk in the door. I sat up, expecting him to see me and come over and hug me.

He was carrying a bag of groceries and a tall brunette girl followed him. She was holding a bottle of wine and she was gorgeous. She was almost as tall as him and her tan legs looked like they were a mile long. She was wearing small white shorts that made her ass pop out. Her breasts were large and were fighting to escape her halter top. Her hair was long and almost black. She looked like a model or a beauty queen or both. I felt my heart slowly start to break as she laughed and put the wine on the counter.

I watched them cook dinner and make each other laugh the entire time. That was my laugh, she was stealing it. I started to cry and pulled my legs up and wrapped my arms around them. I could not expect him to wait forever, I have no idea how long I have been gone. He was young and very handsome. He was also a great catch as he was most likely going to be a professional athlete. He was also probably the hottest guy on campus at the moment. I could smell the sauce and saw him put on a pot of spaghetti.

They ate dinner and drank wine. It looked like he was having a wonderful time and I was happy for him. She looked like a nice girl; she was definitely pretty enough for him. She would look good on his arm as he went on with his life. I could see her with him at the football games. I could see her sitting in the audience as he was interviewed. I could see her hugging him when it was announced that he was drafted. I would just have to be a memory for him hopefully. The little blonde girl that talked him into going to a tiny college. I would just spend my life in hotel rooms or movie sets taking cocks in all my holes until I got too old, and no one wanted to pay anymore.

I saw an image of my tired body dancing around a pole in a smoky, smelly room with a lot of overweight guys holding out dollar bills. The sadness flowed through me like I was in a shower. A shower of sadness, that was a nice thought. They finished eating and I watched them wash the dishes and toss water on each other. His laugh was still special, and I loved the way it bounced off these walls. He wiped his hands on a towel and turned to her. She held out her hand and he took it. She walked into the living room with him behind her.

I scooted to the end of the couch as they sat down. He was in the middle, and she was to his left. I could see his huge arms and I wanted to reach out and touch them. The arms that held me and carried me. She put her hand on his cheek and turned his face towards her. I really did not want to watch this, but I could not move.

“Thank you for this, I needed to laugh.” He said and she nodded.

“Do you want to talk about it?” She said and he lowered his head.

“I don’t know. I have never been this sad. My whole life I felt like I had what I needed, even growing up poor my momma made sure of that. Now it looks from the outside like I have everything, but it is not enough. Not even close.” He said and looked up at her.

He was crying. My giant man was crying. What did she do to make him so sad?

“I understand. You have to hold on, you don’t know anything yet.” She said and put her arm around him.

“I know, I am trying but she has been gone for so long.” He said and I looked up at him.

“I know baby but from what you have told me she is a fighter. You have to have faith.” She said and he put his hand on her arm. I felt my heart leap and the tears ran down my cheeks.

“Thank you. She is a fighter; she is a tiny thing, but I have never met a stronger girl. She was so brave; I had a feeling she was in trouble. I should have done something; I was just thinking about myself and now I have lost her.” He said and I heard him start to cry hard.

She held him while he cried, and I cried along with him. He looked so sad. He was waiting for me, and she was helping him. I wanted to hug her too now. He cried for a while, and I sat and watched him. My heart was hurting, it was like I couldn’t get a good breath. I missed him so much. I heard a noise and I saw Becky walking in the door. She walked around the table and then into the living room. Neither of them looked up at her as she walked by.

“Why are you always naked?” I said as she stood next to me.

“I could ask you the same thing.” She said and I looked down. Shit, I really have forgotten how to wear clothes.

“Come on pretty girl, you don’t need to watch any more of this.” She said and held out her hand.

I took her hand, and she helped me to my feet. I looked down at him and she was rubbing his back as he cried. Becky pulled me gently out of the room into the bedroom. I looked at the bed where he and I had made love so many times. I remembered sitting on him and telling him how old I was. I remember how mad he got, and I thought I had lost him for sure. Then the happiness when he told me he wanted to stay with me. I have never been happier than in that moment in Mr. Johnny’s office when he looked into my eyes and asked me if I wanted him.

Becky pulled me onto the bed and snuggled up next to me. She got in Jennifer’s position. She squeezed my breast and chuckled.

“What are you laughing at?” I said and looked at her.

“I have watched her get in this position with you so many times. I always wondered about it, but it is really comfortable. I understand now.” She said and ran her finger across my nipple.

“I love you.” I said.

“I love you too, pretty girl. So does that giant man in the other room.” She said.

“Yeah, I guess he does.” I said and smiled. I looked at the ceiling and my heart was full.

She squeezed my breast again and I opened my eyes. Jennifer was smiling at me and rolling my nipple in her fingers.

“Good morning, you have to tell me about that one. You were crying and then you were smiling but it looked like it ended really good.” She said.

“Yes, it was. He loves me.” I said.

“Duh, you could have asked me and not wasted a dream.” She said and I chuckled.

“It was nice to see.” I said and I sighed. I hoped with all my heart that my dream was even close to reality, but it did energize me in that it seemed so real. Everything he said sounded like him, he is waiting for me, I just know it.

“I can’t wait to meet him.” She said.

“He is going to love you.” I said and kissed her forehead.

“Why do you think so?” She said.

“Because I love you and you are the cutest girl in the world.” I said and she smiled.

She snuggled up closer to me and I put my head on hers. I felt recharged and ready to start fighting again. I saw the doctor walk over.

“Hey, how did you sleep?” She said.

“Wonderfully, I had a really nice dream.” I said and she smiled.

“I guess she worked again.” She said and I nodded.

“Yes, she did.” I said.

Neal walked up and Jennifer’s food guy followed. They put the trays down and Neal was smiling.

“What?” I said and he looked at me.

“She said you were now even for last night.” He said.

“She did it again?” I said and he nodded.

“Dammit.” I said and he laughed.

“She said you would say that. She said to tell you that you could spank her for it later.” He said and I sighed.

“She is something else.” I said.

“Yes, she is. Her tongue is fabulous, she did things down there that I am not sure anyone has ever done to me before.” He said.

“Ok, I guess I know who your favorite is now.” I said and he smiled.

“No sweetheart, you are still the one. She is very good, but I know why Victor is so obsessed.” He said.

“Thank you, Neal. Have you found a new food guy yet before she kills you.” I said and he smiled.

“Yes, he should start today at lunch. If you are in the room, you can meet him, I think you will like him.” He said.

“Sounds good. Have a nice day, Neal.” I said.

“You too Cassie. Good morning, Jennifer.” He said and turned and left. The other food guy followed him.

“I think we may have created a monster.” Jennifer said and sat up.

“Yeah, I need to get back in the room. That spanking thing sounds good, maybe you can help me with that.” I said.

“Hey, what are friends for.” She said and smiled. I thought of Becky when she said that. I hoped she was ok. I haven’t seen her in a few days, except in my dreams.

We ate our breakfast and I played with Jennifer’s boobs. She giggled a lot, I loved that. Coach came and took us to training. I felt a lot better and was able to do an hour on the treadmill. The girls worked out hard again, they were getting really strong. He showered us and then walked us back into the room. He pulled off our dresses and looked at us as we sat on the bed.

“Nice view, huh?” I said and he shook his head.

“I am not sure if I have seen a prettier view.” He said.

“You know it’s Beth’s turn to pay you.” I said and she smiled.

I moved to the edge of the bed and pulled Jennifer into my lap. I wrapped my arms around her and grabbed her breasts. I have been obsessed with them lately. Coach sat on the bed and put his arm around Beth. She leaned into him, and he moved his hand up and squeezed her right breast. It was small but fit well in his hand. I saw her nipple harden and she sighed. She looked up at him and he kissed her softly. I saw her close her eyes and I heard a little moan.

He moved her to her back as he kissed her. He was rubbing her belly and then moved his hand up and rubbed on her breasts. She put her arms around his neck. He kept kissing her and then he moved his hand down her belly and touched her pussy. She spread her legs and moaned. He unbuckled his pants, and I jumped over and pulled them down. I pulled down his underwear and moved back to Jennifer. His cock was rock hard, he was in his nirvana, a pretty young teenager spreading her legs for him. He moved over her, and she groaned.

He sunk his cock into her slowly and she wrapped her legs around him. He started kissing her again as he stroked in and out of her. Her arms were still around his neck, and it looked like she was trying to pull him into her with her arms and legs around him. He was pumping slowly, and she was grunting as he hit bottom. It was really nice to watch. I saw him move his hand down and rub her clit. She gasped and broke the kiss. He started kissing her nipple as he rubbed her clit. He stopped moving and stayed buried in her as he manipulated her young body. She was moaning and squirming as he moved his finger over her button and sucked on her stiff nipple.

She did not last long, and she screamed as her orgasm hit her. He pulled off her clit and started pumping into her as she worked through her orgasm. She was shaking and it seemed to last longer as he powered his cock into her. He grunted and I knew he was filling her young womb. She was still shivering as he pulled out slowly. She put her hands over her face and started crying. He pulled back and looked stunned. He sat in the chair, and I moved over and hugged her. I was pretty sure I knew what just happened, it hit me right at the last minute.

“What happened, is she ok? Did I hurt her?” Coach said and pulled up his pants.

“No coach, you didn’t hurt her. I think you just took her virginity.” I said and he looked very confused.

“I don’t understand.” He said.

“Rapes don’t count.” I said and he looked like he had seen a ghost.

I heard a whimper and I saw Jennifer was crying too. Beth pulled out of my hug and scampered over to coach. She crawled into his lap, and he put his arm around her. She was sniffling but she was holding onto his arm.

“You have a new fan.” I said and smiled.

He held her for a while and then she stopped crying and looked up at him. He moved the hair off her face and smiled at her. He kissed her and she got off his lap and moved over to the bed. I put my arm around her. He stood up and straightened his clothes.

“I will be back after lunch to get you guys.” He said and left.

“Well, that was intense. I guess you liked that.” I said and looked at Beth.

“Oh yes, very much. Is that how it is supposed to work?” She said and Jennifer crawled over and sat on the other side of her.

“Yes, sweetie, that is exactly how it is supposed to work.” I said and she sighed.

“I can’t wait to have that all the time. Do you think anyone will want to do that with me all the time?” She said and Jennifer and I laughed at the same time.

“Don’t laugh at me.” She said and frowned. I kissed her on the lips softly.

“Baby, we aren’t laughing at you. We are laughing because we will have to fight off the boys for you when we get out of here. You will not ever have to worry about anyone wanting you, you are precious.” I said and Jennifer nodded. Beth looked at me and then at Jennifer.

“I love you guys; you make me feel so good. I have not felt like this since my mom died.” She said.

We both hugged her and kissed on her.

“We do need to talk about you paying the food guys in the mornings. Jennifer thinks we should spank you.” I said and I heard Jennifer gasp.

“Ok. Can you do it after lunch. I don’t want to mess up this feeling.” Beth said and Jennifer gasped again.

“Certainly, how about we just lay down and rest until lunch.” I said and moved us over and laid down.

Jennifer stayed on the other side of her, and we both wrapped ourselves around her. I closed my eyes and quickly went to sleep.

“Cassie, sweetie, it is time for lunch.” I opened my eyes and Neal was looking at me. I stretched my right arm and yawned.

“Sorry Neal, we fell asleep, the training is getting hard.” I said and he smiled. I saw Jennifer’s food guy behind him, and another black guy stepped out. I froze and stared at him. The last time I saw him he was shoving a gun in my mouth.

“Cassie, this is Travis. He requested this position, and he was available.” Neal said. Travis stepped closer. Jennifer opened her eyes and screamed. I held her and rubbed her arm. Beth woke up and she looked scared.

“Girls, I am sorry. I was doing what they told me to do. I tried to do what I could to help, but I am sure you know what happens to people that don’t do what they are told. I am not like that at all, I hope you give me the opportunity to redeem myself.” He said and he did look a little sad.

“Neal, Beth will pay you today. I will pay Travis.” I said and sat up.

Jennifer got off the bed and moved over to the table. She put her hands on the table and leaned over, her food guy moved behind her and slid into her pussy. He held her hips and started fucking her with long slow strokes. She put her head on the table and closed her eyes. Neal took Beth’s hand and helped her up. He sat on the chair, and she crawled up on his lap and sat on his cock. He put his hands on her sides and held her as she moved up and down on him. Beth looked over at me and she still looked scared. I looked up at Travis.

“So, what hole do you want?” I said, trying not to be angry. He did show me kindness at the end, but he was brutal and rough during the film.

“That is up to you. I am told we just have to make sure we cover them all during the week.” He said.

“Well, that is a problem because we have no idea what day it is.” I said and he frowned.

“It is a Wednesday.” He said.

“Ok, well, I have been in the hospital, so I think the only thing I have done for Neal has been mouth. Neal, is that right?” I said.

“Cassie, you had me do your ass on Monday.” Neal said as Beth sat on his cock. I heard Jennifer moaning and I saw her food guy reaching under to fondle her breasts as he fucked her. He looked like he was being very gentle. He was a keeper.

“Thank you, Neal, I was a little out of it. Travis, I guess pussy it is.” I said and spread my legs.

“Cassie, I know we are supposed to leave our deposit in one of your holes but before that can I start to make up for my actions?” He said.

“Does that involve hitting me or anything else disgusting?” I said and he shook his head.

“No ma’am, nothing disgusting. I am hoping you will like it.” He said.

“Ok, I have to pay you so can take your payment however you want.” I said and leaned back. I looked at the ceiling and tried to figure out this fucking place yet again.

This guy threatened to shoot me in the face multiple times and raped my ass. I did remember he was not overly rough during that, but he was rough with the doctor when he fucked her. Now he was a food guy? I was in that train of thought and looking at the design of the ceiling tiles when I felt his hands on my inner thighs. I guess his cock would follow shortly, I seem to remember it was above average in size. His hands moved up and down my thighs and I did feel a tingle. That spot is very sensitive for me, Marcus loved to kiss me there.

I was thinking about my giant man again when I felt warm air on my open pussy. I opened my eyes and saw him between my legs, his face very near my pussy. His tongue touched my lips and I moaned and laid back down. Ok, let’s see how this goes. His tongue moved slowly over my open lips, it was large and felt very warm and wet on me. The tip slipped into my hole and wiggled around. I squirmed a little as it moved deeper. Beth had been in there recently, but his tongue was a lot bigger. He moved deeper and then withdrew it slowly. He licked all around my lips, like he was trying to get at all my juices. My body was heating up, this was nice.

I heard a moan and realized it was me. I opened my eyes and Beth was sitting on Neal, not moving. Jennifer was looking at me and her food guy was still inside her but not moving either. I felt like I was on stage. I looked down at him between my legs and I could not see his face. He was working hard, and my pussy was appreciating it. I laid my head back down and closed my eyes. Things were so hard in here; I deserved all the love I could get. If it came from a guy who threatened to shoot me recently so be it.

His tongue was moving all over me and then he stopped and touched my clit gently. I grunted and moved my hips as the pleasure ripped through me. I pulled my legs up and put my feet on the bed, spreading my legs more. I wanted him to keep going, he was good at this, and I needed it. His tongue flicked across my clit, and I groaned. He licked my throbbing little button, and I started squirming. I was close and it was like he knew it. His movements seemed to be in sync with my pleasure. He hesitated and licked my clit slowly and then he sucked it in his mouth. He started humming and I screamed and grabbed his head.

My body froze and then exploded in a wonderful deep orgasm. It felt like it was in my bones and my body was just a rag doll flopping around. He pulled his head out and then sunk his cock into my pussy as I was convulsing. That kicked it up a notch and I lifted my hips to try and get him deeper. He pushed me down on the bed with his hips and started drilling me hard but not rough. His cock was like a hammer, and it was driving me to a different level. I tried to get control but all I could focus on what that cock powering in and out of my sensitive pussy. I felt my orgasm settling and I relaxed a little into the bed. The cock did not slow down, and my pussy responded, staying at a constant level of pleasure.

I heard him grunt and I opened my eyes to see his face scrunched as he pushed down against me. I felt his cock pulse and I knew I was getting more of his skin medicine. He pulled out slowly and sat down on his legs on the floor. I looked and my friends were staring at me, their mouths hanging open.

“Wow, I think I like your new food guy.” Beth said and Neal laughed. He started lifting her up and down on his cock as she stared at me.

Jennifer groaned again as her food guy started again. He did not last long and pulled out of her, his cum leaking down her leg. Neal pulled Beth down hard and filled her up shortly after that. Everyone had been paid. The guys stood up and dressed. Neal smiled at me, and they all left. Jennifer walked over and got some toilet paper. She wiped her legs and pussy and then knelt between my still open legs. She cleaned me carefully.

“That was something, did it feel as good as it looked?” She said and smiled.

“Yeah, I think it did. I guess we have a new food guy.” I said.

“Can I borrow him for dinner?” Beth said.

“You, little girl, are scheduled for a spanking after we finish lunch.” I said and sat up.

“Goodie, I can’t wait.” Beth said and lifted the metal cover.

“Ham sandwiches.” She said and rubbed her tummy. She was still amazed at the food level in this room.

We ate our lunch, and we were all full and satisfied. I laid down and Jennifer scooted next to me. Beth was still at the table finishing her chips and drink.

“Cassie, what do you think our next movie will be?” Jennifer said.

“I don’t know sweetie; I think Victor may be a little mad at me. I was sort of short with him after he put the doctor in our last one.” I said and she sighed.

“That was not right, she is a wonderful doctor. She didn’t deserve that.” Jennifer said.

“I know but I guess she got angry at him about how much he was using us and said some things to him. Victor said she should have been in the dungeon.” I said.

“Oh.” Jennifer said.

“How is she doing now?” Beth said.

“I think she has recovered. She seems fine now. She said she wants to be our doctor when we get out.” I said and Beth looked at me.

“Do you think we can get out?” Beth said.

“That is the goal, I just need to find a weakness and see if I can figure out something.” I said.

“You will, you are really smart.” Jennifer said.

“Thank you, sweetie, your confidence helps me.” I said.

“And my kisses?” She said.

“Yes, those help a lot too.” I said and she giggled.

“I have some of those too.” Beth said and I looked at her. She was chewing on a chip and looking very cute. Her eyes were so bright and blue, and her face was perfect, like you would see in a clothing catalog with a pretty dress on.

“I love those, but you know what I love more?” I said.

“What?” She said and took a drink of milk.

“Your tight little butt and how it will look after a nice spanking.” I said and sat up.

She put her milk down and I jumped up and grabbed her. I put my arms around her, and she squealed. I picked her up and threw her on the bed. Jennifer grabbed her and flipped her on her belly. She laid across her back and Beth started kicking her legs and struggling. Her butt was right there, and I swatted it with my hand. She squealed and kept kicking. I spanked her again and she whimpered.

“Look how nice and pink her cheeks are.” I said and rubbed her firm butt.

I felt her relax and I popped her again. She squealed and started to struggle again. I rubbed her cheeks again and felt the heat coming from between her legs. I moved my hand down and she spread her legs a little. I popped her again and she spread her legs a little more. I slid my hand over her warm cheeks and then down to her pussy. It was soaked and hot to the touch. I pulled my hand back and swatted her again. She moaned and moved her hips. Jennifer got off her and she swatted her butt. Beth moaned and I slid my hand down to her pussy. I slid a finger inside and she was wet, I was pretty sure some of this was Neal but not all of it. She was very excited. I pulled out my finger and touched her clit. She whimpered and Jennifer spanked her again.

Beth groaned and started to shake in our arms. We held her and popped her butt gently a couple more times. She settled down and we flipped her over. Her face was flushed red, and her breathing was slow and deep. She smiled a little.

“Sorry.” She said softly.

“Baby don’t apologize. That was hot.” I said.

“I am sorry that I got so excited. My daddy used to spank me, not on my bare butt. It hurt but I would have to run up to my room right after. They thought I was crying but I was touching myself, those were the best orgasms. I was always ashamed that I reacted that way.” She said and I kissed her.

“Do not be ashamed. That is perfectly normal, some people get excited with stuff like that.” I said and she smiled.

“Thanks, if I pay all the guys again will you spank me again?” She said and I laughed.

“Honey, you can have a spanking any time you want. You don’t have to do anything.” I said.

“Cool, but I may pay them again until you are fully healed and can move back in here.” She said.

“Thank you. That is very sweet, but you don’t need to.” I said.

“It’s ok, I kind of like it. Now that there are three of them it will be easier on Neal.” She said.

“You are a crazy little girl.” I said.

I heard the door open and coach walked in. He looked at us and shook his head. He knew something just happened and his imagination was probably pretty close to reality.

“You guys ready for more training?” He said and pulled out three dresses.

He slipped the dresses on us but not before he got another good look at his three naked girls. He attached the leash and led us out of the room. It looked a little different with him leading three of us. We did pass another person leading a tall blond girl. He looked at coach and smiled. I guess having three is a sign of respect.

We had a good workout and a nice shower. Coach led us back to our room and he fucked me from behind as I knelt on the bed. He did like that position; I remember being bent over his desk a lot back at school. He finished and pulled out. Jennifer grabbed some toilet paper and cleaned me. I sat on the bed.

“Cassie, you need to go back. The doctor told me to bring you after training.” He said and put his cock back in his pants.

“Ok.” I said and stood up. I pulled Beth up and hugged her, loving the way her body felt against mine.

“Will you be ok by yourself another night?” I said and she smiled.

“I will be fine, just knowing you guys will be back is enough to get me through anything.” She said and I kissed her forehead.

“Strong girl.” I whispered and she hugged me. I turned and hugged Jennifer quickly.

“I will see you soon.” I said and she nodded.

Coach put a dress on me and attached the leash. He led me out and we walked to the hospital. We walked in and I noticed there were three more girls in the beds. The girl that was hurt really bad was still there so now there were four not counting me. The new ones were all awake and smiled at me when I walked in. There were various casts and bandages on them. One of them had a black eye. The reality of girls getting raped and beaten slapped me in the face again. Coach led me to my bed and pulled off my dress.

“Coach, I can’t figure out how to get out of here. Is it even possible? Has anyone ever gotten away?” I said and he frowned.

“Cassie, if anyone can figure it out it is you.” He said and helped me into bed.

“Coach, you didn’t answer my question.” I said.

“No Cassie, no one has ever escaped. Once they are here, they never leave.” He said.

“What happens when they get too old to make movies or meet clients.” I said and he paused.

“That doesn’t happen, no one has ever made it past 19.” He said and my heart sank. He must have sensed my sadness. He sat on my bed and rubbed my forehead.

“Cassie do not give up. Keep fighting and keep watching. I believe in you; you will make it out.” He said. He sounded a lot like Becky.

“I will coach, thank you for being on my team.” I said and I smiled.

“I always gravitate to the winners.” He said and stood up. He leaned over and kissed me softly and left.

I watched him walk away and I thought about everything that has happened to get us here. It was like a movie in itself or a really long book. I wondered how many chapters were left in this book. I hope it has a happy ending, but I was starting to worry about that. I was staring at the ceiling and letting my mind process anything it wanted.

“Cassie, are you ok?” I heard her voice. I looked at the doctor.

“Yes, doc, just relaxing and thinking.” I said.

“How are you feeling?” She said.

“Doc, I am feeling pretty good. My shoulder doesn’t hurt unless I try to use my arm a lot. My ribs are sore, but they do not hurt anymore when I breathe.” I said.

“That is great, you are an incredibly fast healer.” She said.

“Maybe you are an incredibly good doctor.” I said and she smiled.

“I don’t know about that.” She said and started messing with my tubing and the equipment.

“Doc, you saved my life on a remote piece of concrete with only your bag. I would say that is pretty incredible.” I said.

“You are so good at that, no wonder you have so many people flocking around you.” She said.

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