Poor Little Cassie Ch. 03

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"Thanks." I said.

"Tell your father I will be down in about ten minutes." She said and turned around.

I looked at my Mom. She was wearing a short red dress. It was very pretty and her ass looked really nice. I had never thought of my Mom that way before but she was hot. I guess that is where I got my looks from. I went downstairs.

I rode in the back seat on the way to the party. I must have straightened my dress a million times. Needless to say, I was incredibly nervous. I was happy that my stocking tops couldn't be seen even when I was sitting down. Visible stocking tops would definitely be considered slutty and I did not want to feel Tony's wrath tonight.

The house we pulled up to looked like a fucking mansion! This was the house of a plumber? What the fuck was going on? I slid out of the car and he actually had a valet guy standing there. He took our keys and drove our car to God knows where. I looked up to see a brick front with numerous windows and at least two floors. We walked up the brick steps and the front door was humongous. It opened before we even got there.

"Mikey, glad you could make it." I heard Tony's voice.

He shook my Dad's hand really hard and then hugged him. I watched him hug my Mom and kiss her on the cheek. Then he looked at me. I felt like a bug in front of this guy. He looked even bigger dressed in a nice suit. He leaned over and kissed me on the forehead.

"Nice to see you again, little Cassie." He said and hugged me.

"Welcome to my home." Tony said and stepped back to let us enter.

We walked into what looked like a museum party room. The decorations were amazing and there was a huge open space in the middle, a bar on one wall, and a DJ on the other wall. There was soft music playing and about 10 people milling around. I followed my parents over to the bar. Dad handed me a drink and I took a sip. Cola, oh well, I technically wasn't legal. I looked around and Janie was right. All old people. Well, not incredibly old but all looked to be around my parent's age. I was easily the youngest one here.

"Mikey, how have you been? I feel like I haven't seen you in a year." Tony's voice.

"Well, Tony, I think it was a year. I think it was last year's Christmas party." Dad answered.

"Fuck! I guess it was. That is a shame, we must hang out more often. Especially if it means I can see more of your lovely wife. Helen, you look amazing." Tony said and took my Mom's hand and kissed it.

I watched this huge blue collar plumber acting like he was the CEO of a big company. It was a little shocking. He looked like a different guy. He didn't even look at me.

"Mikey, that is a great song playing. Take your beautiful wife out on the floor before I steal her." Tony said.

My Mom giggled and followed my Dad onto the floor. I watched them embrace and they looked like a high school couple. It was really sweet.

"Nice tits." I looked up to see Tony staring down at me.

"That is a fucking smoking hot dress, little one. You did well." He said and smiled.

I felt my legs tingle as this man stared at my young body.

"I love the way your ass looks in this. Yes, yes, you did very well." He said as he looked behind me.

"Come with me, I want to introduce you to some of my friends." He said and grabbed my hand.

He pulled me over to a crowd of guys. They were five of them, all around his age and relatively nice looking.

"Gentlemen, this lovely little creature is Cassie." He said and held my hand up, turning me slowly in front of these men.

"What do you think?" He said.

"Very nice, Tony. Who is she?" One of the men asked.

"She is Mikey's daughter." Tony answered.

"Mikey Jones? No fucking way!" the man said.

"Yes, way. She is 18 and a freshman at A&M. Cassie, this is Jim Thompson, he is my chief accountant." Tony said and motioned to the man that had spoke.

"Glad to meet you little Cassie." Jim Thompson said and shook my hand.

"And this loser is Tom Schwartz. He manages the commercial part of my business." Tony said and gave my hand to the next man.

He didn't say anything, he just raised my hand to his lips and kissed it softly. He was at least 45 and way old enough to be my Dad but my little pussy tingled just the same when he kissed my hand.

"This old fart is Jimmy Irving. He manages the landscaping part of my business." Tony said and

I looked at a handsome man with graying temples and a nice smile.

"Pleasure to meet you Cassie." He said and took my hand.

"Jimmy, is Bertrand here yet?" Tony asked.

"No, he said he would be here around 7:30." Jimmy answered.

"Good, let me know as soon as he gets here. I want to seal the deal tonight if we can." Tony said.

"Will do boss." Jimmy said.

"Cassie, these two here are Ricky and Randy Franklin. They manage the plumbing part of the business and they actually let me go out on an occasional service call now and then." He said and chuckled.

The two guys were identical, both handsome in a rugged way. They each took a hand and kissed it.

"You were dead on boss, she is precious." Randy, or maybe Ricky said.

"Yes, she is and I am thinking of bringing her on staff. I think she could be a huge asset to us. You are majoring in business aren't you baby girl?" Tony said and looked directly at me.

I nodded. The guys all made various approval sounds and I knew my nod was taken as an acceptance of whatever Tony said. He seemed to command obedience, not just from me but from these guys too. He smiled at me with a devious look in his eyes. I shivered and felt my pussy tingle again.

"Ok, Cassie, let's get away from these pervs before they take advantage of you." Tony said and took my hand.

I looked at the guys and they were all smiling. I got a little nervous and wondered what was in store for me. Tony pulled me away and I felt five pairs of eyes move down and lock onto my ass. I followed Tony over to the bar. He moved to the bar and spoke to the bartender. She was a brunette and an absolute knockout.

"Mandy, can you whip up a drink for this lovely little lady, please?" Tony said.

"Sure boss. What'll it be?" She answered.

Tony looked back at me and I felt his eyes move slowly down my body. I felt another shiver run through me.

"Give her a Panty Drop." Tony said.

"Boss, are you sure. She looks so young." The bartender, Mandy, said.

"She is young but also very grownup. Right little Cassie?" I nodded and Tony handed me a pink drink.

I took the drink and tasted it. It was wonderful, it didn't feel like there was any alcohol in it at all. I took another big sip.

"Slow down, baby girl. We don't want you passing out just yet." Tony said and laughed.

I looked at him as I felt the wonderful drink slide down my throat. I could feel myself already relaxing. Was that his plan? To get me drunk so I would do whatever he said? I thought that was probably unnecessary as I pretty much did whatever he said anyway. Why was that, exactly? I looked at the man and he did look impressive. Rugged, athletic, and a sense of power.

"Listen sweetheart. You mingle a little and I will find you later. Enjoy yourself." Tony said and kissed me on the forehead and left.

I watched him walk away and then grab a man and shake his hand briskly. His presence was impressive. I had thought of him as a grimy, crude plumber but now I saw an executive that commanded respect and obedience. What was it with this guy?

"Little Cassie. How have you been?" I heard a familiar voice.

I turned to see Tim, my douchebag ex-boyfriend who took my cherry and then dumped me a couple of months later for the next conquest. I wondered what I ever saw in this guy. He actually looked a little dorky but I was comparing him to Tony. His eyes moved to my chest and suddenly the words came easy.

"I have been fine Tim but I see you haven't changed." I said.

"Whatever do you mean?" He said smugly.

"I mean you are still a shallow wanna-be stud who can't really look a girl in the eyes." I responded.

"Oh, I don't know, I seem to remember I looked you in the eyes as I was drilling you in my back seat." He said and laughed.

"Great, nice, like I said. Shallow and now crude." I said.

"Baby girl, don't be like that. I still have your cherry in my back pocket and that little pussy is still one of the finest I have tasted." He said and my blood crawled.

"Well, I hope you have a good memory because you don't have a prayer in hell of ever tasting it again." I said and looked him straight in the eye.

He just looked at me and I could see he was starting to look defeated.

"Anyway, your little penis is, how should I say it....lacking." I said and smiled.

He didn't respond but I could see him getting angry. I felt the power and confidence flow through me. I took another sip of my wonderful drink and I noticed my cup was almost empty.

"So little boy, I have to go and mingle with the men here. Please excuse me." I said and turned to the bar.

I listened for a snappy comeback but there was nothing. I walked up to the bar and put my empty cup on the counter. Mandy looked at me.

"Can I please have another one?" I asked.

"Are you sure?" She asked.

"Absolutely, they are wonderful." I responded.

"Yes, they are and Tony told me to give you as many as you want but I want to warn you, they are addicting and they will hit you hard later." Mandy said in a sort of whisper.

I nodded and looked at her. I wanted more, I loved the confidence it gave me. I looked back at Tim and he was standing quietly against the wall. I loved the fact that I was able to finally tell that scumbag what I thought of him and it felt great. I looked back at Mandy and smiled. She shook her head and made me another drink.

"Where is the bathroom?" I asked as she handed me another piece of pink heaven.

"Just around the corner, first door on your right." She responded.

"Thanks." I said and started in that direction.

I noticed Tony and the group of guys he had introduced me to talking near the staircase. They didn't see me as I walked around the corner. I went in the bathroom and peed like a racehorse. I didn't realize how bad I needed to go until I sat down. I finished and stood in front of the mirror. I thought I looked incredible. My boobs were really pretty as just enough cleavage was showing to look nice without being slutty and my ass looked awesome in the tight dress. I ran my hands down my sides and across my ass. I fluffed my long blonde hair and then went back to the party.

I walked the other way around the stairs and then heard Tony's voice.

"Yeah, she is special, isn't she?" He said.

I froze against the wall. I was just around the corner from them but they couldn't see me.

"Even nicer than her Mom." Tony's voice again.

"You nailed the Mom too?" One of the guys, sounded like one of the twins.

"Oh yeah, I have been hitting that since high school. I took her cherry when she was a junior and have been pretty much getting it once or twice a week since." Tony said and I felt my chest tighten.

"No fucking way! She's married." One of the twins again and I heard Tony laugh.

"Mikey actually invited me to the wedding. I nailed her in the back right before she walked down the aisle and then again at the reception before they left for their honeymoon. I have to admit that was pretty cool." Tony again.

"Son of a bitch, you have got to be kidding." The twin said.

"Nope, with the amount of cum I have dumped into that bitch over the years I am surprised she only has three kids." Tony said and laughed.

"You're not saying those kids are yours?" The twins and my heart stopped.

"Not sure, I think the first one's mine for sure. Look at him, all state in football and baseball. Mikey doesn't have the genes to make something like that. The second one and our little Cassie are probably Mikey's, they are way too pretty to be mine." Tony said and laughed again.

The other guys all started laughing and I felt my eyes welling up with tears. This guy was fucking my Mom and he could be my brother's father and my father for that matter. I was having trouble breathing. I tried to close my eyes and focus to try and calm down. I took another big sip of my drink.

"So how does the daughter compare to the Mom?" I heard one of the other guys ask.

"You know, that's a funny thing. The Mom was fine when she was young, nice and tight and initially loved the sex. I got tired of her bullshit after a while but I kept hitting the pussy. Since I dumped her she has always fought me. She always loses ands up with a cunt full of cum but she always fights. The daughter is young and tight but she just spreads her legs at the drop of a hat. It is like she is a little robot and does whatever I say. It is kinda cool. You guys will see eventually. I plan on bringing her into the office. We can use a sweet piece of trim like that. It will be good for business if you know what I mean." Tony said and my tears ran down my cheeks.

I felt cheap and useless. I felt like a whore and I felt horrible for my Mom. She has basically been getting raped for over 20 years. Why didn't she do anything? Was my brother really Tony's son? Was I his daughter? Had my father fucked me three times? My little mind was racing and I felt numb. I downed the rest of my drink and walked back the way I came. I went right to the bar and put my cup back on the counter. Mandy looked at me and immediately filled my cup without a word. I took my full drink and walked out onto the deck.

The fresh air felt great on my wet face. I wiped my tears off my cheeks with my napkin and leaned over the railing. The view was nice. The wind was soft and moved my hair around my face. I felt myself calming down. I looked at the deck and it was huge. It walked around the corner and the deck wrapped around the back of the house. I went to the end and I was unable to even see the doors anymore. There was another slider that looked to go into a bedroom but the room was dark. I walked back and leaned on the section of railing that allowed me to see into the big room but no one could really see me. Well, I guess if they looked they could see my face but I was pretty well hidden.

I stared at the room. It was much fuller than when we arrived. There were a lot of people but again most of them were much older than me. I smiled when I remembered Janie's comment about an old people party. I thought of my close friend and how I wanted her here so bad right now. I needed a hug.

The door slid open and I glanced over. Tony walked out and closed the door behind him. He walked over slowly and leaned over the railing just a few feet away. He was just around the corner from me and he looked right at me.

"How are we doing, baby girl?" He asked.

"Fine." I said, tersely.

"Well, that is good. I have big plans for you tonight. Are you enjoying your drink?" He said and his eyes looked right into me.

I felt my resistance waining and I nodded meekly.

"Good, good. You keep drinking that, it will make you feel much better. Now, I owe one of my employees a little Christmas bonus and I decided you are going to help me pay him. So, in a couple of minutes you may feel something behind you. You will not move or turn around. You will keep talking to me and looking at me. Do you understand?" He said.

I looked at this man. He looked dangerous and calm at the same time. I wanted to tell him to just fuck off but then I thought of getting spanked in front of everyone at the party. I thought of my Mom and what he had put her through. I wanted to hit him but that really scared me. I did not want to see his reaction if I did that.

I nodded.

"Good girl. Isn't this a lovely night?" He said and looked out over the horizon.

I felt something touch my ass. I flinched but I did not turn around.

"Baby girl, I asked you a question. Isn't this a lovely night?" He said and looked at me.

It was a hand on my ass and it moved over it and squeezed my cheek.

"Yes, it is nice." I responded.

"The breeze is lovely." He said.

I felt my dress being lifted slowly. I held my breath. It was lifted up and I felt it bunch on my back. Tony looked at me.

"Yes, the breeze is nice." I said.

The hands touched my ass over my panties. They ran over my ass and then down my thighs a little ways.

"I love this deck. It is my favorite part of the house." Tony said.

My panties were being pulled down slowly and they ended up at my knees. They stopped and then I felt them slide down to my ankles.

"Do you agree, baby?" Tony said and looked at me.

The hand was now on my bare ass. It moved over my cheeks and then down the crack of my ass slowly. My body was starting to respond, I felt my pussy tingle.

"Yes." I said in a little voice.

"Baby, you are going to have to learn how to concentrate." Tony said and laughed.

The hand moved down my thigh and touched the top of my stocking. It moved back up my inner thigh and moved up to touch my pussy. I flinched and a finger ran through my lips and back up to my ass. I closed my eyes. I heard a zipper and I flinched again. I opened my eyes and looked at Tony. He smiled at me.

I felt something warm touch my ass and then something slide between my legs. I took a deep breath and then a cock slipped into my pussy. It was not nearly as large as Tony's, much less Hank's. I felt his crotch touch my ass and then he pulled back slowly. He started to fuck me slowly.

"That a girl. You are a special little one but you knew that didn't you?" Tony said as the unknown cock moved in and out of my young pussy.

I tried to think of who this could be. Was it one of the guys that Tony introduced me to? He said they would find out about me. Was I going to get fucked by everyone in the company?

"A sweet little innocent schoolgirl. A little blonde hottie bouncing around campus. You were probably one of those popular girls in high school, weren't you? The kind whose shit didn't stink? The kind that the boys were scared of and didn't even dare talk to you?" Tony said to me as I was getting fucked on his deck.

"Are you that kind of girl, baby? That stuck-up intimidating chick?" Tony said.

I thought about his question. I thought about high school and how I acted. I guess I was that kind of girl. I had a fresh start in college but I may have been going down the same path. I hung out with my cheerleader friends and we did laugh and make fun of the math majors. I kind of felt a little embarrassed.

"Well, baby girl. Are you?" Tony said, his face getting a little frustrated.

"Yes." I answered meekly.

The cock was picking up speed. I felt him hitting my ass as he bottomed out in my pussy. I was trying not to move too much but the force of the fucking was starting to make me move a little.

"Well, we will help you with that. We will make you appreciate the rest of the planet for a change. We are going to start now. I really don't want your little cunt overflowing with cum yet so you are going to turn around in a minute and swallow the cock that is currently plowing you. You will then make sure nothing gets on that pretty dress. Do you understand?" Tony said.

I nodded. The cock was moving kind of fast now. It felt like he was going to cum soon. I looked at Tony. I felt a hand grab my hair. The hand pulled me back and then turned me and pushed me down hard. My hair was flying around and my knees hit the wood of the deck. I squealed a little and then the cock slammed into my mouth. I tried to relax but the cock ran all the way to the back of my throat immediately. I felt his hair tickle my nose but his cock did not go down my throat. This confirmed my theory that he wasn't that big.

He held himself deep in my mouth and then a big blast of cum hit the back of my throat. I swallowed immediately and got most of it down. He came again and I gathered it in my mouth and swallowed again. I kept my lips tight around his cock to try and not let anything escape. I felt the cock starting to soften and I swallowed again. He pulled out and I clamped my lips tight. I swallowed again to clear my mouth. I looked up and I froze. Tim was staring down at me.