Poor Little Cassie
Copyright© 2021 by Demonhead
Chapter 29: Tuesday and Becky
Fiction Sex Story: Chapter 29: Tuesday and Becky - 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 woke up and looked at the clock. It was 6:30 but I was wide awake. Our first class started at 8:30 so I had time. I would have to call coach to come and get us but first I have time for a nice shower. I looked down at Jennifer and she was wrapped around me. It felt nice and I realized then that I did not dream last night. That was a relief, I did not like playing the dream lottery and wondering if I would get Marcus making love to me or Jennifer hanging from a rope.
I remembered last night and thought about Beatrice. I had shown her evidence that the man she loved and thought of as an uncle was actually a sadistic man that had been abusing me for two months, even dressing me up as Beatrice’s mom and having my family fuck me. My family, I was worried I would not be able to look at my father or brothers the same way again. I was angry with Tony for that. I slipped out from under Jennifer and walked into the bathroom.
The warm water felt wonderful, and I stood under it with my arms wrapped around me. I think I was crying, the sadness seemed constant lately and the water rushing over me hid the tears. I was not looking forward to today, Pennington had been promising that this day would be hard. He was not a nice man either and he was frustrated, I knew he was looking forward to taking out that frustration on me.
I was lost in thought, and I felt two arms move around my tummy. I looked down and saw Jennifer hugging me from behind. I felt her warm skin and her perky nipples poking me in the back. I put my arms over hers and moaned.
“I heard the shower and all I could think about was hugging you. Is that ok?” She said.
“Sweetie, it is always ok to hug me.” I said and held her arms.
“How do you feel today?” She said.
“Sad and worried.” I said.
“I am sorry Cassie; Beatrice will be ok though. She is a good friend.” She said.
“I hope so baby, I hope so.” I said and took a deep breath.
“Cassie, your brothers and daddy seemed so nice at the beach, they were a lot of fun. I don’t understand why they would act that way.” She said and I sobbed, and my legs got weak, I slowly sank to my knees in the shower.
“Cassie, I am so sorry.” Jennifer said, panicking as I knelt on the floor of the shower and cried. She moved around to the front and put her hands on my cheeks. She kissed my lips.
“I am sorry I made you sad.” She said and her face was frantic.
“Sweetie, you did not make me sad. You will never make me sad.” I said and put my arms around her.
We knelt on the floor of the shower and held each other. The water was flowing over us, and I realized this was probably a strange sight. I pulled back and looked at her cute face. I kissed her soft wet lips.
“I love you, little girl.” I said and she smiled.
“I love you so much, what are we going to do?” She said. That was an interesting question. I thought about it for a second.
“We are going to keep going, we will not let them break us. We will survive this.” I said.
“Just you and me?” She said.
“Yes, baby, just you and me.” I said and hugged her.
We got out of the shower just before our skin wrinkled. I wrapped a towel around me and picked up my phone. I dialed coach and he answered in a groggy voice.
“Coach, I need you to pick us up at my apartment.” I said.
“Cassie, why the fuck are you at your apartment?” He said.
“I had a bad weekend; can you pick us up?” I said.
“Yes, not sure if you will make first period.” He said.
“Fine, get here as soon as you can.” I said and he hung up.
I was sad about first period; Miss Clemens was the lone bright spot in my day lately among my teachers. I walked back in the bedroom and Jennifer was sliding some light blue panties up her pretty legs. I walked over and felt her tight little butt.
“These are pretty.” I said and she smiled.
“I had forgotten about these. I love them. Look what else I have.” She said and held up a white peasant blouse.
“That is cute, you will look great in that.” I said and sat on the bed. I watched her slide the blouse on over her head. She straightened the strings and then looked at me.
“I think you should go to school just like that, you will be the most popular girl in school.” I said and she jumped on my lap, straddling me.
“I am not sure I want to be that popular.” She said and kissed me. She tasted so good.
“Yeah, you are probably right.” I said and put my hands on her cute butt.
“I love this little butt.” I said and she smiled.
“I love it when you touch it. Can we stay here and kiss all day?” She said and kissed me again.
“Oh baby, I would love that, but you know that is not possible.” I said and she frowned.
“One day, I want it to be possible.” She said.
“One day, we will do that.” I said.
“You promise?” She said and I nodded. She jumped off my lap and I watched her ass as she dug through the dresser. She pulled out a small pair of jean shorts. She slipped them up her long legs and she looked cute enough to eat.
I got up and walked over to my dresser, I had forgotten what clothes I left here. I found a nice pair of green panties; it would be nice to wear them again if only for a little while. I found the matching bra. I pulled out a dark blue sundress.
“Oh, Cassie, I love that. Wear that.” Jennifer said.
I slipped it on over my head and it did look nice. I may get abused today but at least I could look nice. We fixed our hair and walked downstairs to wait for coach. My blonde hair was down and straight today, and she had hers in a ponytail which fit with her cute look. We saw coach pull up and I got in the front seat. Jennifer slid in the back. Coach looked at me and I looked down to see his cock sticking up out, his sweatpants pulled down.
“Get busy, Princess, you got me out of bed early so it’s time to pay for that.” He said and I sighed.
He started driving as I started sucking his cock. I was kneeling on the front seat, so I am sure plenty of people looked down and saw the blonde girl giving head in the car. I was holding his cock and running my mouth up and down. He had his hand on my head, but he was not pushing. He groaned and filled my mouth. I swallowed all of it and sat up.
“Keep sucking until we get to school.” He said.
“Coach, that’s mean.” Jennifer said from the back seat.
“You can be quiet back there; your little pussy will get action as soon as we get to school. Your vacation is over baby, unless you girls want to have some more discussion.” He said and I leaned over and started sucking him again. He was soft but I felt him start to harden again when we pulled up to the gym.
“Coach, I need my bag, we need to go to the dorms.” Jennifer said and he turned around to look at her.
“You get your little ass into my office and bend over my desk. I have been waiting to fuck that little pussy for a week. If you are not there in position when I get there, I will beat Cassie until she bleeds, do you understand?” He said and Jennifer got out of the car and ran into the building.
“Smart girl.” He said and looked at me.
“Do you have to be so mean?” I said and he smiled.
“No, I don’t but when I am nice, I get your little smartass comments so why bother? Now you get out of the car too, that blowjob was nice but now you are going to guide my cock into your little friend.” He said and got out of the car.
I followed him into the building and down the hall to his office. I saw Willie and smiled at him, but he saw coach’s face and he didn’t say anything. I did like the memory of him fucking me on Friday in the cafeteria that flashed across my mind. We got to coach’s office and Jennifer was bent over his desk, I could tell she was crying. He slapped her across the ass, and she jumped.
“Stop crying, you have been fucked so much you probably won’t even feel it. Cassie, pull those shorts down.” He said as he dropped his sweatpants.
I stepped over and unsnapped her shorts. I unzipped them and pulled them down, they fell to her ankles. I pulled her blue panties down and they fell to her ankles as well.
“Now spread her ass cheeks, let’s see what I have been missing.” He said and I pulled her ass apart. Her little pussy and asshole were there for his viewing.
“Now Cassie, I will leave it up to you. Her pussy and you get to suck it afterwards and get it clean. Her ass and you don’t have to suck it. What will it be?” He said and I saw her flinch.
“Pussy, sir.” I said and he smiled.
“Always the sacrifice for your friend. Well, put it in.” He said and held out his cock.
I grabbed his cock and lined it up to Jennifer’s small pussy. I heard her whimper as his cock touched her. I felt my heart hurt again; my sadness was returning as I watched my friend suffer. His cock head nestled between her lips and then he grabbed her hips and drove it into her. She lifted her head and screamed. I am sure Willie heard that. I watched him fuck her brutally and then cum inside her. He pulled out and turned to me.
I took his cock in my mouth and tasted my friend. I cleaned his cock and sucked him hard again. He grabbed my head and pulled me onto his cock, driving it into my throat. I was taken by surprise, and I gagged a little at the quick invasion. He held me against him, and I couldn’t get my breath. I hadn’t taken a deep breath and my lungs were burning. I was pushing against his thighs, but he was too strong. My arms started feeling weak and then they dropped, my head was spinning, and everything was getting dark. I tried to lift my arms and then darkness came.
“Cassie, please wake up.” I heard a small voice, and I opened my eyes. Jennifer was crying and looking down at me. I reached up and took her hand. She smiled and helped me up.
“Now get the fuck out of my office.” Coach said as I sat up.
Jennifer helped me up and we walked out of his office. She led me down the hall, but my legs still felt weak. I saw someone coming and I looked up.
“Mr. Johnson, help her.” Jennifer said and Willie picked me up.
His arms were strong, and he carried me down the hall. We went into a small room, and he laid me on a couch. He looked down at me with sad eyes.
“Miss Cassie, what happened?” He said.
“Coach choked her, and she passed out.” Jennifer said and I saw anger flash in Willie’s eyes. I reached up and put it on his arm.
“Willie, I am ok, I just need some water.” I said and sat up.
“Miss, there is water in that cooler right over there.” He said and Jennifer grabbed a bottle of water. I took a huge drink and my throat felt much better.
“I feel ok now, thank you for rescuing me, Willie.” I said but he still looked angry.
“Miss Cassie, what did he do?” Willie said.
“Willie, it is ok, I will be alright. I need you to just focus on me, can you do that?” I said and he nodded.
“I am ok right now. If I need you, I will find you, ok?” I said.
“And I will be there for you.” Willie said and I smiled. I had another team member.
“I know you will Willie. Thank you.” I said and grabbed his arm. He helped me to stand, and my legs felt much better, funny how oxygen is the great healer.
“Willie, this is Jennifer.” I said and he looked at her.
“Nice to meet you, Miss Jennifer.” Willie said.
“Nice to meet you, Willie.” She said.
“Willie, we have to get to class. I will talk to you later, ok?” I said.
“Yes, Miss Cassie. You have a good day.” He said.
“You too Willie.” I said.
We walked out of his room and down the hall. I was feeling better, so I didn’t have to lean on her too much. We had 10 minutes to get to class. We walked to her dorm so she could get her backpack and then I took her to class. I hugged her in the hall.
“You have a good day, ok? I am sorry it started so crappy.” I said.
“I will try. You be careful.” She said.
“I will, I will see you at lunch.” I said and she nodded. I watched her cute butt as she walked into class, her friends all saying hello to her.
I turned and started walking to my dorm. This day was going to suck, Coach almost killed me with his cock, I knew Pennington was angry, and I was worried what else coach would do. I got my backpack out of my room and started to walk to class. The bell rang as I was walking up to the building and I sighed. I walked into the classroom and Miss Clemens was writing something on the board. She was very pretty, and she smiled as I walked in. Her smile faded as I got closer, I guess my face did not look happy. I managed a small smile and I sat at my desk.
She finished writing our assignment for class and everyone started working. She came over and knelt next to my desk. I looked at her.
“Cassie, are you ok?” She whispered and I shook my head. She frowned and took my hand. I was trying very hard not to cry, I could feel my eyes getting wet. She held my hand and stood up.
“Tyler, if I am not back in ten minutes, lead the class in discussion of the questions on page 53.” She said and helped me to my feet.
“Yes, ma’am.” Tyler said.
The class watched her walk me out and we went down the hall into the bathroom. She took my hands and I looked at her.
“He was mad this morning, right?” She said and I nodded.
“I don’t understand.” I said, not sure how much she knew.
“He is under a lot of pressure; he talks about you a lot. He knows you are struggling. His problem is that he does care for you, and he wants to help you, but he doesn’t know how.” She said.
“He has a strange way of showing it and how do you know all this?” I said. I was still not sure about her, how did she fit into all this?
“Coach is an amazing coach but not such an amazing man. His weakness is girls like you and Jennifer. Young, pretty, with limited support systems, he has always taken girls like that under his wing. The problem is that he can’t always control the outcome and that makes him angry.” She said.
“Did he help you when you were with him?” I said.
“No, not me but he did help some of my friends. We lost two girls while I was on his team. We never found out what happened to them, and coach never forgave himself. He has fought these battles for years, girls falling into the clutches of bad people and him not being able to save them all.” She said and I felt like she knew, would she help me?
“Miss Clemens, did coach tell you what happened to my face?” I said.
“Yes, he said it was a terrible fall at practice. He felt horrible.” She said and I felt the tears run down my cheek. I so wished she would be on my support team, but she was oblivious to it all, how did she not know what was really happening when she was so deeply involved?
“Oh sweetie.” She said and I cried into her chest. I really liked her but now she was just a nice teacher, not a trusted helper. I cried but not for the reason she thought.
“I am scared.” I said.
“I know baby, but you are special, he told me that. He thinks you can make it; you just have to stay strong.” She said.
“How do I do that?” I said.
“Lean on your friends and focus on the people that love you. Knowing you, I think you probably have a few people like that.” She said.
“Yeah, I do.” I said, not so much with friends but I was building a little support team, I just hope it was not also collapsing as we spoke.
“Ok, if you need anything, you reach out, ok?” She said and I nodded.
“Ok, let’s get back to class before Tyler takes over.” She said and I laughed.
“There she is. You have such a pretty smile.” She said and kissed my forehead.
I cleaned my face and we walked back to class. It was not lost on me that her advice was the same as the drug dealer. That was odd, they were about as different as you could be. I walked back in class and sat down. She started teaching like nothing happened. I listened to her and was sad again when the bell rang. She could not help me specifically with coach, but she was nice, and I could always use more nice people around me. I gathered my things and started to Mr. Jennings’ room.
I walked into second period, and he looked at me from his desk. He flicked his tongue at me, and I tried not to throw up. He was so gross. I sat down and looked at him. He held his hands out and then spread them. I sighed and spread my legs, pulling my dress up a little. He gave me a thumbs up and then he stood and started taking attendance. He handed out another lame worksheet and started walking around the class, hovering longer over the girls. He walked up to my desk and stopped.
“Nice view down the front of that dress, slut.” He whispered. I ignored him.
“Good to see you have panties on today, I won’t have to wipe down the seat after you leave. You are going to have a sore pussy this afternoon. Pennington has been looking forward to this day for a while, he is almost obsessed with you.” He said and laughed.
He walked on and left me alone for the rest of the period, other than looking between my legs. The bell rang and I was happy but then sad as I realized third period was here. I walked out of the class into another type of hell. I walked into the main office area and then into Pennington’s office. I sat down in the chair, not sure how this was going to work. He looked at me from over his glasses. The bell rang.
“Close the door, please.” He said calmly. I got up and closed the door, I sat back down in the chair.
“You see, I have been thinking about what I was going to do to you today. You somehow got coach to keep me away from you for two weeks. I thought about just beating you with my belt for three periods, that would be fun and take out a lot of my frustrations.” He said and I did not look up.
“But my cock is so hard it is hurting so I think I will just fuck you first and then maybe something else will come to me. Take off your clothes, all of them, I want you naked.” He said.
I stood up and took off my dress. I laid it on the chair and then took off my bra. I saw him look at my breasts and lick his lips. I slid my panties down and looked at him.
“Shoes too.” He said and I took off my sandals.
“Ok, put your clothes in here. If you are good, I may give them all back to you.” He said and opened his drawer. I dropped my clothes in and he closed the drawer. He grabbed my boob and squeezed.
“You are so fucking hot. I never thought I would have a smoking hot cheerleader in my office naked. That is like every guy’s fantasy. And to think she is a slut as well, that just adds to the fantasy.” He said and pinched my nipple. I grimaced with the pain. He held onto my nipple and twisted it. I whimpered.
“Maybe that is what I will do, I will just whip these wonderful tits. That would be lovely to see them glowing red. What do you think, you like that idea?” He said and twisted my nipple again.
“No, please, stop, it hurts.” I said softly.
“I knew you wouldn’t think it was a good idea. For now, though, get on my desk on your back. I am going to fuck you and watch these puppies bounce.” He said and I got up on his desk. He stood up and spread my legs and pulled out his cock.
“That is a beautiful sight, you have a very pretty pussy, even after it has seen so much action.” He said and rubbed his cock over my entrance.
He looked right at me and slid his cock into me in one stroke. I grunted as he bottomed out, his crotch against mine.
“How does that feel, my little cheerleader slut? You must be used to being full of cock by now. I am sorry I only have one, I know you love it when there are a lot.” He said and laughed. I just looked at him and thought of all the different ways I could hurt him if I ever got the chance.
He pulled out and slammed it back in, I grunted again. He grabbed both of my breasts and squeezed hard. I whimpered and he smiled. Why did it excite them so much to hurt me? I still do not understand that, am I paying for all those girls that laughed at him when he was in school and maybe still today? He pulled out and then slammed home again. He let go of my breasts and grabbed my legs. He spread them very wide and started fucking me hard.
“I love how far your legs spread; you have to love cheerleaders. By the way, a lot of my buddies said they loved the new uniforms. Some of them have some nice shots of you in the air, I think I can actually see your pussy in one of them. I am sure you will see plenty of those online eventually.” He said as he hammered me.
What drove these guys to want to humiliate young girls? Did that excite them? It almost seemed like he enjoyed that more than the actual fucking. He fucked me for another minute and then deposited more cum inside me. He pulled out and smiled as I laid on his desk.
“Ok, get up. Lick that up.” He said as I got up. I looked down and there was a pool of cum on his desk.
I leaned over and licked it off his desk. I stood up and he was smiling his evil smile again. He reached over and picked up his paddle. It was long with a handle around the base. He swung it around and I got a little scared.
“You know, I got to use this a lot more before all the sissy parents started raising hell about corporal punishment. I think if we swatted a few more asses, we would have a lot less problems, do you think so sweetie?” He said and looked at me.
I did not say anything, and he hit my left boob. I jumped and grabbed my breast.
“I asked you a question slut? Do your ears stop working when you have cum in you?” He said.
“No sir.” I said.
“No to you being cum-deaf or no that we should spank more kids?” he said.
“No to both sir.” I said.
“So, you don’t think spanking works?” He said.
“No sir.” I said.
“So, if I spank your ass, it will have no impact on your behavior?” he said.
“No sir.” I said.
“Ok, let’s test it out, put your hands on the desk and bend over.” He said. I got in the position, and he moved behind me.
I felt the paddle on my ass, he was rubbing it around. I was trying to stay calm, but I was really scared, he was mad, and he could do a lot of damage. My ass had just healed from last Wednesday. I felt him lean over.
“I am going to beat you for a little while. I would suggest you keep quiet or everyone in the office will run in here and see you like this. What kind of slut strips in her principal’s office? Are you going to try and be quiet, little slut?” He said in my ear.
“Yes sir.” I said.
“Good.” He said and I heard the paddle move through the air.
I bit my lip when he hit me, it sounded loud, and I was pretty sure everyone could hear that. It stung a lot and I started crying. My ass was already throbbing, and I heard the paddle again. I made a noise, but I bit my lip harder.
“I love the way your ass reddens up; it is already warm.” He said and I felt his hand on my butt.
He rubbed my butt for a few seconds and then he hit me again. I sobbed and put my head down on the desk. I was moving my legs to try and distract from the pain. He was laughing behind me as he watched me. I felt him move around and then I felt the paddle smash against my boobs as they hung down. I made another noise and started hopping on my feet. He hit my boobs again and I was crying hard now.
“Please sir, stop, I will do anything you want. Please stop hitting me.” I whimpered.
“You will do anything I want anyway, little slut.” He said and I noticed he was sitting down in his chair.
I turned my head to look at him. He was smiling at me and holding his paddle.
“I have to say I like your tits and ass with a little color. I may have to whip them every day.” He said and I cried more.
“Ok, I have a meeting, get under my desk and suck my cock for a while.” He said and moved his chair back.
I crawled under his desk, and he moved his chair back in place. I pulled out his cock and started sucking. I heard him pick up his phone.
“Miss Sparks, can you send in my 11:30, please?” He said as I held his cock in my mouth.
I heard the door open, and another person walk in.
“Barry, nice to see you again.” Mr. Pennington said.
“Vince, nice to see you as well.” The man said.
“What can I do for you, Barry?” He said.
“Well, Vince, I have an issue with the schedule for the boys basketball games.” He said.
I sucked Mr. Pennington’s cock as he talked about gym schedules and school board policies. The meeting lasted 30 minutes I think and then I heard the man leave. My mouth was getting tired. I felt him pull his chair back and look at me.
“So, slut, I will give you a choice. You can keep sucking my cock or I can fuck you in the ass. The catch is that if you do not make me cum in the next three minutes, I will give you three more swats.” He said and I looked at his cock. It was wet with my saliva and hard again. Could I get him off in three minutes? He would be fighting against it; I knew he wanted to hit me. I looked up at him.
“Sir, will you fuck me in the ass?” I said and he smiled.
“Good choice, little slut.” He said and helped me up. I bent over his desk, and I felt him behind me.
“Spread your cheeks for me. I need to see my target.” He said and I groaned.
I reached behind and pulled my cheeks apart.
“That is a lovely sight. I need a little lube first.” He said and slid his cock into my pussy.
He moved his cock around and then pulled it out and put it against my ass. I felt him start to push and I tried to relax.
“I love this ass.” He said and I felt him move in a few inches. I grunted.
He kept pushing and he buried himself in my ass. I took deep breaths and tried not to clinch. He pulled almost out and then drove in again. He grabbed my hips and started to power into me. I held the sides of the desk; my body was moving as he fucked me. He got into a rhythm, and he kept it up for at least five minutes. I was staring at the clock on the wall. I saw the hands move and then I heard the bell ring for the end of third period. I thought about Jennifer waiting for me at the lunch table. She would know what was happening and she would be sad.
“I am sorry you will be missing lunch; I will give you a little bit of protein in a minute.” He said and kept fucking me.
He kept it up for another three minutes and then he pulled out and grabbed me. He pulled me off the desk and onto the floor. He jammed his cock into my mouth.
“Suck your ass off my cock, slut.” He said and started fucking my face.
I felt his cock hitting the back of my mouth and then he groaned and stopped. He fired a huge load into my mouth, and I swallowed. He shot two more quickly and I tried to swallow but some of it snuck out around his cock and ran down my chin. He pulled out and a fourth load hit my eye. He sat down and his cock was limp and sitting on his leg.
“I wish I could stay hard all day; I would fuck you unconscious.” He said and looked at me kneeling on his floor, his cum running off my chin. He pushed his cock back in his pants and buckled them.
“I am going to get something to eat. You will stay under my desk until I return. The drawers will be locked so if you leave you will leave naked. However, if you leave, I will hit you once for every minute it takes me to find you. Do you understand?” he said.
“Yes sir.” I said and crawled under his desk.
He stood up and left his office. I laid down and curled up. It was cold on his floor, but I was too numb to feel much. I wiped the cum out of my eye and blinked a few times. How did I end up here? Two months ago, I was a normal girl on her Christmas break. Tony walked into my house and now I am lying naked on the floor under my assistant principal’s desk. I was not sure what was going to happen next, and it scared me. I didn’t know if I could protect Jennifer, coach fucked her brutally in his office this morning and I couldn’t do anything about it.
People keep telling me to fight but how do I do that? I can’t hurt them, if I tried to fight them, they would beat me worse. I think Pennington enjoyed beating me more than fucking me. How do I do anything about the movie people? They kill people, how do I stop that from happening? Fred said to make myself marketable, does that mean be a good rape victim? Make the old perverts happy as I am being raped? How long could I keep that up? Would Jennifer be able to do that? I could feel myself sinking into hopelessness. It was a deep hole, and I was sliding into it.
I could see him, but he could not see me. I tried to scream but no sound came out of my mouth. Marcus looked frightened, I did not like seeing him that way. He was my strong giant that would protect me. Why couldn’t he see me? He got closer and then I saw him stop and pick something up. It was a girl, and her body was small and limp in his arms. Her long dark hair hung down and her arm was hanging as he stood up. I noticed her feet, they were small and cute, she had pink polish on her toes. My eyes followed up her legs and there was blue material gathered around her thighs. I could see blood running down the inside of her thighs. I looked farther up, and her chest was red. I saw Marcus crying as he held her.
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