Poor Little Cassie - Cover

Poor Little Cassie

Copyright© 2021 by Demonhead

Chapter 9: Special Night

Fiction Sex Story: Chapter 9: Special Night - 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   ft/ft   Fa/ft   Mult   Coercion   Drunk/Drugged   NonConsensual   Rape   Reluctant   Slavery   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   Prostitution  

I spent the next five days just trying to forget about the fact that my brothers and father all fucked me more than once at a bachelor party but didn’t know it was me. They hadn’t spoken of the party at all since that night and Mom was oblivious or didn’t care. I was able to finally wash away the rose temporary tattoo on my stomach, so all evidence of Rose was gone. I was starting to feel more like 16-year-old Cassie again, we were doing our normal family stuff. Mom was cooking great dinners, Dad was funny, and Kyle and Cory worshipped me. I was always leaning on one of them as we watched TV at night, and I loved it when they rubbed my head and played with my hair. They had been doing that since I was a little kid and it felt so right. I loved my brothers and tried to bury the fact that they both shot cum into me multiple times. I wonder what they would think of me if they found out the hot chick at the party was their little sister.

It was Thursday night, and I was in bed reading. It was around midnight and I couldn’t sleep. My current book was wonderful, so I didn’t really care. I could sleep in tomorrow anyway. My cell phone buzzed. I thought it was strange that one of my friends would call this late but hey, what the heck.

“Hello.” I said without looking at the number.

“Hey sweetheart, still awake?” Tony’s voice and I froze.

“Yes.” I said.

“Night owl, huh? I wish I could be there to relax you.” He said and chuckled.

My pussy tingled, and I cursed myself. I had to stop this. I had my whole future in front of me. I was a 16-year-old high school sophomore with an unlimited amount of potential. I could not just be Tony’s whore. I said nothing.

“Ok, baby, listen. I have a big dinner tomorrow night and I need you. I will pick you up at 6:00. I will bring your clothes. Just be all nice and clean and I will take care of the rest.” He said.

“Umm ... I have plans.” I said.

“No, you don’t. Be ready honey, 6:00 sharp.” He said and hung up.

I threw the phone onto the floor and I could feel the tears in my eyes. Damn him, why was he doing this to me? I tossed my book on the floor and curled up in my covers. My pussy was still tingling as I thought of Tony’s cock and how it stretched me out. I needed to think of something else. I went to sleep however with an image of me on all fours and Tony drilling me from behind.

“Wake up sleepyhead, it’s almost 11:00.” I heard Cory’s voice just before he jumped on me.

“Ugh, dammit Cory, I was sleeping.” I whined as he wrestled with me.

He was now sitting on my chest with my arms held over my head. My boobs were between his knees and he was looking down at them through my t-shirt.

“Wow, sis, when did you grow those?” He said.

“None of your business, now get off of me.” I said and tried to push him up.

He stayed on top of me, and I was trying to wrap my legs around him to pull him off. I knew my panties were on display, I just hoped no one would come in. He was laughing and then let go of my arms and put both of his hands in my armpits. I screamed as he tickled me. I was flailing at him with my arms and legs, but he kept tickling me. My shirt was pulling up and if he didn’t stop, I knew my boobs would come flying out. He jumped to the side and I tried to roll away from him. He tickled me harder, and I rolled back onto my back. I felt my shirt pull up more and then my boobs were out for my brother to see. He glanced over and then stopped tickling me. I pulled my shirt down immediately. His face was red, and he stood up.

“Sorry sis. Do you want some breakfast?” He said meekly.

“Yeah, are there any biscuits?” I said, trying to bring the situation back to normal.

“Nope, but I can whip some up for you.” He said and started for the door.

“No, that’s ok. You don’t have to make some.” I said and walked over to my dresser.

His eyes followed my boobs as they bounced slightly under my shirt. I looked at him and he looked down, probably to where my t-shirt barely covered my panties.

“Anything for you sis.” He said and left the room.

I watched him walk out and I scratched my thigh. Why was everything becoming sexual with me now? I was starting to hate this new Cassie. We have been having tickle fights for years and today my boobs decide to show themselves? I brushed my hair and tried to think of biscuits. I love biscuits.

I came downstairs in my sweatpants and t-shirt. Cory was carrying a plate full of biscuits to the table. I could see the steam rising from them, my mouth watered immediately.

“Look at you, cooking for your sister.” Mom said teasingly.

Cory just shrugged and went back into the kitchen.

“I think it’s cute.” She said and sat down.

We each ate a warm biscuit.

“Honey, Daddy and I are going out to dinner and a movie tonight. Do you have any plans?” Mom said.

I looked up at her.

“Yeah, I was going to do something with Janie.” I said.

“Oh, that’s good. What are you guys going to do?” she said.

“I don’t know, maybe the mall or a movie.” I said.

“Good, you go back to school in another week, you need to enjoy yourself a little.” She said.

I realized then that she was right. My vacation was almost over. I had to go back to school. Part of me was a little sad but part of me was doing the dance of joy. I thought about my boyfriend in school. When I left, I was considering sleeping with him. He was going to be my first. Well, that has changed a little. Now he would just be on a long list of guys that had fucked Cassie. I ate another biscuit to try and wash away the sadness.

The day flew by. I swam a little, then laid out. Cory and Kyle swam with me for a little while but then they left to go over to Kenny’s. They said they would be out late. Fuck! How did Tony do that? How was it that I was always alone when he came to get me? Damn him. I went inside about 4:30 and went upstairs to get cleaned up. I took a long shower and shaved my legs. After I finished my legs, I ran my hand over my pussy. I could feel a little stubble. I shaved my pussy smooth. I felt a little tinge of weird pride when it hit me that Tony would like that. Why did I immediately assume he would touch my pussy tonight? Who was I kidding? My pussy was going to be full of cum tonight no matter what I did. I stepped out of the shower and dried my long blonde hair.

I straightened my hair so now it hung down to the tops of my breasts. I slipped on my robe and walked out. My Mom was coming out of her room, tying a belt on her red dress.

“Hi honey, we are going to leave in a few minutes. We have a reservation for 6:00.” She said and straightened her dress.

She looked pretty. I smiled at her.

“Are you going to be ok? Do you need any money?” She said.

“Nope, I am good.” I said.

Money? What whore needs money? I would be lucky if Tony didn’t start charging flat out for my services tonight. I shivered at that thought. What was he going to do to me tonight? I took a deep breath and hugged my Mom. She kissed me on the forehead and scampered down the stairs. I walked into my room.

I opened my dresser drawer and wondered what underwear I wanted to wear. I picked up a pile and they all felt so soft and frilly. My underwear collection had definitely taken a turn for the better since Tony started fucking me. I picked out a green lace bra and panty set.

I sat on my bed and slipped on my panties. They fit me snug, and I knew my ass looked great in them. I took off my robe and put on my bra. The lace was sheer, and you could see my nipples through the material. I adjusted it and my cleavage was nice. The bra pushed the girls together a little and created a deep cleavage that Tony would really like. Again, the sadness flowed over me as I realized my first thoughts were of pleasing my abuser. I slipped on heavy t-shirt and sweatpants. I walked downstairs just as Mom and Dad were leaving.

“Bye.” I said as I got to the bottom of the stairs.

“Oh, bye honey.” Mom said and scurried over for another hug.

She smelled really good. Daddy came over and hugged me tight. I felt my boobs squeeze against his chest. He smelled good too. I stayed strong until they left and then I felt the tears run down my cheeks as I remembered again what my Daddy said to me at the party.

I know he didn’t know it was me, but he called me a whore. There is something about looking in your Daddy’s eyes as he calls you a whore, whether he knows it is you or not. I curled up on the couch and fell asleep.

The doorbell woke me. I got up slowly, wiping my eyes. I walked over and opened the door. Tony was there holding a bag and a dress. He walked in and I closed the door behind him. He laid the dress over the back of the couch and put the bag down on the couch.

“How are you sweetie?” He said.

“Fine.” I said.

He could tell I wasn’t all that excited to see him. He walked over and put his arms around me. I looked up at him. He smiled and then put his hands around my face and kissed me softly. He was a good kisser, I must admit. He pulled back and then kissed me again, this time his tongue snaked into my mouth. His hands moved down the side of my body and grabbed my ass. He squeezed me while he was kissing me hard. I felt my body responding. Damn him. I put my arms around his neck.

“That’s my girl. Now let’s get you dressed.” He said and left me breathing hard in the middle of my living room.

He opened the bag and pulled out a small package. He turned to me.

“Get out of those clothes so we can get going.” He said and sat down on the couch.

I slowly pulled my t-shirt over my head. He whistled when he saw my bra. I pulled my sweatpants down and then stood in front of him in my bra and panties. He reached out and I stepped into his arms. He pulled me closer and kissed my belly.

“So pretty and soft.” He said, and I felt a tingle in my pussy.

He ran his hands up and down the sides of my legs. His touch was electric, and I hated it. Why was I such a limp rag in his presence? I was smart and pretty with a bright future. Why did I not have enough pride to tell him to fuck off and leave me alone? I sucked in a deep breath to say something and then his fingers ran lightly over my ass and my pussy almost screamed in delight. My breath left my body slowly.

“Ok, baby, let’s get you dressed before we are late.” He said and leaned back on the couch.

I looked over at the dress and then noticed movement and looked back at Tony. He was opening a small box and pulled out some black silky material. He held it up and I noticed it was stockings. He held them out to me, and I took them. The material was incredibly soft, and I sat down on the ottoman. I slipped one of them on my right leg while Tony was watching intently. I pulled it up tight on my thigh and then slipped on the other one. I stood up and noticed they had a small black line up the back of my leg. It gave them a small kind of slutty look and I felt my pussy shiver again. Dammit! I was getting angry with myself now. Was I just a whore who would respond to anything any man did just to get some cock in my cunt? I sat down on the ottoman again and sighed deeply.

“Ok, baby girl, let’s get this on you and get out of here.” Tony said, and I looked up to see him holding a little black dress.

I stood and took the dress from him. It was beautiful. I slipped it over my head and let if fall over me. It landed around mid-thigh so most of my pretty legs were displayed. The waist was fitting, and I felt it hugging my ass. The material was soft and stretchy, and the top was a scoop neck that opened almost down to my bra. My boobs were perfectly framed in the opening but still classy as no bra could be seen. The straps on my shoulders were wide but still showed a lot of skin on my fit shoulders. I did look nice I had to admit. Tony whistled and then walked to the door. I watched him open the door and hold it open.

I looked down and noticed a pair of black heels next to the chair. I must have missed that. I slipped my feet into the heels and of course they fit perfectly. Damn him! They felt great and put the final touch on my little “fuck me” outfit. I walked slowly past Tony as I felt his eyes burrowing into my body.

There was a long black car sitting in front of my house and a humongous black man holding the door open. I did not recognize him. How many people did Tony have working for him? He had a nice smile as I climbed in the car. My dress pulled up slightly and I wondered how much thigh he saw as I slid onto the soft seat. He closed the door, and it was almost dark in the car. The windows were tinted and then I looked out at my neighborhood and wondered how many of my neighbors saw me climbing into this car. Would they tell my folks? I got a little worried and scared and then I felt Tony slide in next to me.

He said something to the driver, and we took off. He was looking at his phone and then he spoke.

“Nothing special tonight baby girl. Just hang onto my arm and look pretty. You ok with that?” He said and looked at me.

I nodded and felt suddenly like a piece of meat. I looked out the window and thought about what my life was like now. Was this how my mom fell into this with Tony? At least she fought him at first instead of just spreading her legs like her slutty daughter. Another wave of low self-worth swept through my chest. I took a deep breath and tried to think of what to do. We were on the expressway now and speeding through downtown. I wondered where we were going. This seemed harmless so far. Maybe Tony wouldn’t do anything too bad tonight?

“Whatcha thinking about sweetie?” Tony said in a soft voice.

“Nothing.” I said, not lying.

“Excited about going back to school?” He asked.

“Yes.” I said, again not lying.

I thought about that for a moment. No Tony at school. I could be a normal teenager again with a normal boyfriend and classes. I could take control of my life again. I felt a little better all of a sudden. I felt a little stronger and more determined to get my life back.

“That is good, school is a great steppingstone to life. You will do wonderful.” He said and looked back at his phone.

I looked at him and made a decision. I would tell him tonight that this was the last time I would do this. He did not own me. I was my own person. I would take back control. I knew he could tell my family things that would embarrass me greatly, but I knew they loved me, and I would be ok. I felt free, released and a big smile ran across my face. I looked back out the window and the world looked brighter now.

We pulled off the road into a parking lot. It was a restaurant, a nice one. We pulled up to the front and a valet opened my door and held out his hand. I took it and slipped out a leg and saw his eyes light up. I was a little surprised, I was sure he saw much nicer women than me slide out of cars in front of this place. I stood up and straightened my dress. He was smiling and still holding my hand. Tony walked around the car.

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