Poor Little Cassie – Chap 3 – The Christmas Party
Introduction:
This story is part of a series. It will make much more sense if you read them in order.
However, by Friday, I was feeling good. I was starting to go out with my friends, shopping, hanging out, etc. All the things your typical high-schooler would do on her first Christmas break.
My name is Cassie. I am normal height, about 5’5” and weigh about 105. I am a cheerleader in my prep school, a flyer to be specific and I am really good in the air. That was always my strength. I have long blonde hair and a decent body. My breasts are 36C but look really good on my little frame. My legs and ass have always been my best features. Until last Monday I was a very typical young girl. Sophomore in high school, dating a cute boy at school but had not slept with him yet, slept with no one yet actually. Almost lost my cherry in the back seat of the quarterback’s car. He dumped me after a couple more tries. He was a douchebag.
Last Monday changed my life. I woke up early to let the plumbers in and they fixed the sink and then proceeded to fuck me twice each. They came back the next day and fucked me again. Ironically, the thing that is bothering me the most is that I think I liked it. The sex was rough and raw. I felt dominated and subservient and it was incredibly exciting during the acts and then afterward as I have been masturbating to those images for four days now. I was a little worried about myself and where this could lead but I was able to calm myself down and convince myself it was a one-time thing and I was not a whore or a slut or any of those other interesting adjectives.
I was sitting on the couch in my house with my friend Janie watching a movie on Friday afternoon when my Mom came home. I heard the door and then her voice.
“Hey sweetie, I am home.” My mom’s sweet voice.
“We’re in the den.” I answered.
I heard her hang up her coat and throw her keys on the table. Then I heard her walk into the den.
“Oh, hi Janie. How are you? I haven’t seen you in months.” My mom said.
“I am good, Mrs. Jones. How are you?” Janie answered.
Janie was a cute little brunette and my best friend for the last 10 years at least. Neither of us could remember when we became friends, we just feel like we have always been together. She lives about 4 houses down from us. She is also a junior but still in the local high school. She is planning on majoring in Nursing at the University of Texas. Her entire family went there and she never even had to think about where she was going to school. I always thought she was way prettier than me, but in more of a sweet, girl next door kind of way. I was your typical blonde, blue-eyed cheerleader type.
“I am great, dear. How are your mom and dad?” Mom said.
“They are great. They just said today that they missed you guys.” Janie answered.
“I know, we get so busy we don’t even have time to go outside. What did you girls do today?” Mom asked.
“Nothing much, we went to lunch and went to the high school to visit.” I said.
“That sounds like fun. Cassie, do you have something to wear tomorrow night or do we have to go shopping?” Mom asked and my brain screeched to a halt.
I remembered lying on my kitchen table covered in cum and the plumber Tony telling me that I was going to dress up real nice for him at his Christmas party. I knew what he meant, he was very clear. He had spanked me with a yardstick for not wearing panties on Tuesday. I should have been mad, it was unintentional, I sometimes did sleep without panties and the doorbell woke me up. Really what it did was rip me out of a wonderful dream where I was going to be raped by a whole bunch of natives on a beach. What was wrong with me? My mind was reeling and I couldn’t get it back under control. I got spanked for not wearing panties? God, it hurt but it felt so good.
“Honey?” Mom’s voice again.
I snapped out of it and looked at her. She was smiling. I felt my mind refocus and I saw it in her face that she really wanted to go shopping. I thought about what I had in my closet that I could wear tomorrow. A few things came to mind but who was I to disappoint my mom.
“I have a few old things, Mom, but a new dress would be fun.” I said.
“Goodie, let’s go to the mall. Janie, do you want to come? I will treat you girls to dinner.” Mom said.
Janie looked at me and I nodded.
“Sure, Mrs. Jones, that would be fun. Let me call my Mom.” Janie answered.
We were in the car in a matter of minutes. I was sitting in the front seat turned sideways talking to Janie. I hadn’t told her about my Plumber adventures yet. I was scared of what she would think of me. I looked down at my legs. They were tan and looked good coming out of my jean shorts. They were not slutty short but most of my thighs were visible and they were a little tight but totally comfortable. Janie had jean shorts on too, we did that a lot, kinda like twins. Her legs were incredible, long and smooth. I snapped out of staring at my friend’s crotch as my Mom pulled the car into a spot.
We walked into the Mall and headed straight for my favorite store. The clothes were so cool and not real expensive. I grabbed a few dresses and headed to the dressing rooms. The rooms were a little weird in that they were right out in the open against the side wall and there was only a curtain to hide the room. The curtain wasn’t even that big, it only went down to right below my knees and up to just over my head. I could see over if I got on my tiptoes but that usually creeped me out. I closed the curtain. You had to make sure it was all the way closed, I remember once I looked up and saw a guy staring at me through the small gap in the curtain as I was pulling off my pants. That was strange. I felt my pussy tingle as I remembered that incident. I shook my head to clear it and slipped off my shorts. My panties were pink with white polka dots as was my bra. I tried on a little black dress that was adorable but it looked stupid with my bra. The straps were spaghetti and the top was soft and v-shaped. I unclasped my bra and slipped it out. The dress was very pretty and I pulled the curtain back to show my Mom. I stepped out and spun for her. The dress was very soft and flew out from my legs as I turned. It came down a little below mid-thigh but it was short enough where I would have to be careful how hard I spun. I didn’t want to cause a riot.
I tried on a few more that were less than exciting but then I slipped on a gray sweater dress. It fit my body like a glove but it didn’t feel too tight. I ran my hands down my sides and it clung to my ass nicely. I looked in the mirror and turned a little. My ass stuck out and the dress was making it look even better than usual. It was thick enough though to not show my panties. That was good, no panties at the Christmas party might be bad. I wondered if Tony would spank me in front of everyone at the party. My mind started reeling again and my pussy tingled. I opened the curtain and stepped out. My mom smiled and said the dress was incredible. I heard something and looked to my side to see three young guys staring at me. I looked back quickly at Janie. I turned around slowly for her. She smiled and leaned towards me. It looked like she wanted to whisper something to me.
“You probably should wear a bra with this one.” She whispered in my ear.
I processed her statement and looked down. My breasts looked fine without a bra, they filled out the dress well and the dress hugged them, making them look even bigger. Then I saw what Janie was talking about. My nipples were sticking straight out of the dress and were incredibly obvious. I put my hand over my boobs immediately. I heard the boys giggle and I knew I had put on quite a show for them. I stepped back in the dressing room and looked in the mirror. My nipples were obvious but looked really hot. I touched them lightly and felt a tingle run through me. I wondered if Tony would like this or if he would think it was slutty. Suddenly I realized I was considering what my plumber would think.
I pulled the dress up and over my head. I put it on the hanger and hung it on the hook. I looked at it again, it was very cool and I loved the way it looked on me. I thought it would look even cooler if I wore it with a nice bra that pushed the girls up a little more. The top was a scoop and would look even better with a little cleavage. I turned to look for my clothes and noticed movement. I then turned my head towards the curtain and looked right into the eyes of one of the young guys. They were standing about 20 feet away behind one of the displays and had a perfect view of me through the small opening I had inadvertently left between the curtain and the wall. My pussy throbbed and I froze. I looked down immediately and then reached down for my shorts.
I could feel my bare boobs hang down as I grabbed my shorts. I slipped my feet into them and slid them up my legs. They were a little tight so my boobs bounced a little as I worked them up my legs. I did not look at the opening but my nipples were now rock hard and I could feel my pussy getting wet. I slipped my bra on really slowly and then my t-shirt. I gathered all the dresses and stepped out. They boys were still there and I glanced at them. I tried to play it cool but my crotch was on fire.
“So baby, what do you think?” My mom asked.
I was thankful she spoke as it ripped my mind away from sex and spankings and nipples. I looked at her and returned to “normalcy”.
“I like the little black one but I love the gray one.” I said.
“I totally agree, they were both very cute but very grown up.” Mom said and hugged me.
“When did my baby girl get so grown up?” She said as she held me.
I know she didn’t want an answer but I would have ventured it was about the time that Tony pulled my sweatpants down and I didn’t do anything to stop him.
“Ok, let’s pay for these and get something to eat.” Mom said.
I stood behind Mom and looked around. The boys were still lingering and I looked at Janie. She smiled and nodded. She knew they were there too. I looked at her closely again and realized the boys were still there because my friend was incredibly hot even with clothes on. I guess they could be looking at my legs and ass too but together we were very “stalkable”. The fact that they also got a flash of my boobs and panties didn’t hurt. Mom finished paying and we walked out.
We had a nice dinner and headed home. I was starting to feel like a little normal teenage girl again, like not thinking about sex every fucking second. We got home and Janie and I ran upstairs to my room. I closed the door and she immediately looked at me.
“Did you see those guys staring at you while you were trying on dresses?” Janie asked.
“Um, yes. How could you miss them?” I answered.
“They liked you. Nice move with the nipples.” She said.
“I really didn’t notice them until you said something.” I said.
“Well then you need to pay more attention. Those guys were about to explode.” She said.
“It probably didn’t help that I left the curtain open a little too much.” I said and smiled.
“No fucking way, what did they see?” Janie said, her eyes now wide.
“Well, my bra was off. It was after I tried on the gray dress.” I stammered.
“They saw your tits?” Janie said, a little too loud and I held my finger to my lips.
I nodded and blushed.
“Fuck, that is so hot. No wonder they were hanging around. You are a real slut.” Janie said.
I knew she was teasing me but the slut word hit hard. I would have to be more careful, I was not supposed to act like a slut. Tony would be mad. I got angry all of a sudden at myself. I was sitting in my room with my best friend and I continued to think about what my fucking plumber thought. I wiped him out of my mind, or I tried to.
“No, you’re a slut. They were staring at you too.” I said.
“Maybe so, but I didn’t flash them my tits. Though, now I kinda wished I had. That sounds so fucking hot. What did it feel like?” Janie said to me with a serious look on her face.
I thought for a second on her question. It felt great, my pussy was in control of my mind at the time and nothing else mattered. I was a little embarrassed now when I think about it but there was no shame at the time.
“It felt wonderful, like carefree and really exciting. I can’t believe I did it.” I responded.
My friend looked at me with a strange expression. I knew she loved me and I knew the look was one of wonder and excitement. We had known each other long enough to almost read each other’s thoughts. We never fought, both of us loved the other one and every situation seemed really simple if we remembered that. I so wanted to tell her everything, tell her how I let two strangers fuck me senseless. Tell her how I liked it so much I let it happen a second time the very next day. I wanted to tell her but something held me back. Would this be the thing that she couldn’t take? Would this be the thing that changed her feelings about me? I hated this.
“Amazing, so tell me about this fancy party you are going to.” She asked.
This was my opening. This was my chance to tell her about the plumbers. Tell her all about the intense fucking, the spanking, the order about how to dress. To tell her I was deathly afraid that I will end up in the same situation at the party. What would he do to me in front of a crowd?
“I think it is a friend of my Dad’s.” I answered.
“So, an old people party? That sounds fun.” Janie said.
I laughed hard. The image of a group of old people dancing around hit my head and I laughed some more. I couldn’t stop and soon we were both rolling on the floor with tears rolling out of our eyes. I love it when we get into a laughing fit. About 10 minutes later we are both lying flat on our backs trying to get our breath back.
“You wanna have a sleepover?” I asked.
“Sure. I got nothing in the morning. I’ll call my mom.” Janie answered.
We laid there for a little while longer and then Janie called her mom. We changed into jammies, Janie wore a pair of my pajama pants and one of my t-shirts. Her boobs were a little bit bigger than mine so the shirt was pretty tight on her. She, of course, was fucking incredibly cute even in an old pair of pants and a plain white tshirt. We watched movies until around three o’clock and then fell asleep on the floor of my room. I woke up with my friend snuggled up next to me, her back to my front and my arm wrapped around her. She was so soft and warm. I held her for a few minutes and thought about the party. I was a little scared but also a little excited. I had no idea what was going to happen but remembering the look in Tony’s eyes as he fucked me and talked to my Dad at the same time I knew it was probably going to be interesting.
The next day flew by. Janie left after breakfast, I got on Facebook a while and then all of a sudden it was 4:30 and we were leaving for the party at 6:00. I ran into the bathroom to take a shower. I was trying very hard not to think about anything other than dressing up and having a good time but then I was rinsing off and the shower massage hit my pussy. I moaned and held it there, the water hitting my clit and my lips. I felt a shiver and Tony’s cock flew across my mind. Would I see it tonight? Would I feel it tonight? Was I going to get fucked tonight? I came hard and held onto the railings to keep from falling out of the tub. I turned off the water and stepped out into my soft robe, embarrassed again that I couldn’t stop thinking about that stuff.
I painted my toenails a bright pink and then started on my hair. I decided to straighten it tonight and soon it was flowing across my shoulders and hanging to the middle of my back and over my breasts in the front. It looked like silk. I ran my hands over my legs and felt stubble. Fuck, I was in such a hurry I forgot to shave my legs. I sat on the edge of the tub and started shaving, trying not to slice myself. I finished and rinsed them off. I ran my hands down my legs, they were very smooth. My fingers continued up my legs and ended up on my pussy. I ran my fingers across and felt stubble there too. I reached for the gel and then proceeded to shave my pussy completely. It also was nice and smooth when I was done.
I glanced at the clock and it was 5:45. Now it was getting late and I needed to hurry. I ran into my room and started digging through my underwear drawer. Tony’s words ran through my head. Cute, innocent, young. What would he want? I was starting to freak out a bit. My fingers felt something silky and I pulled out my black silk bra. I held it and it did have a little padding so it would give me a little more cleavage than usual. There were matching panties and they were not thongs. It really was a cute set and it was very formal. I thought it would go good with the gray dress. I slipped the panties up my legs and they fit nice and tight. I turned to see my ass looking really nice. I slipped on the bra and adjusted my boobs. I looked in the mirror and they looked sweet. The bra was shiny and pretty and my cleavage was intense. I pulled my robe back on and went to get my dress.
Mom still had it in her room and I saw it on the bed. I opened the bag and pulled it out.
“Honey, are you going to wear the gray one?” I heard my Mom’s voice.
“Yeah, I really like it.” I answered.
“Me too. It looks really nice on you.” Mom said and turned back to work on her own hair.
I went back into my room and slipped on the dress. I looked in the mirror and I was stunning. My boobs were just right there but not too slutty looking. Actually they looked nice and a little reserved. The top could be cut way lower and I really could push them up a lot more. Yes, this was nice. Very innocent. The dress came down to about 4-5 inches above my knees. I looked down at my pink toes and tried to think of what shoes to wear. I decided on a pair of black pumps and slipped them on. I thought I looked good. I walked out of my room and went into Mom’s room.
“What do you think?” I said.
She turned around and her eyes smiled. She made a twirling motion and I spun for her slowly.
“Baby, you look precious. The top is just right. When did you grow boobs?” She said and smiled.
“Mom!” I said, trying not to laugh.
“Are the shoes ok?” I said and held out a leg.
“Yes, they are fine. The only thing I would say is to try and put on some hose. Your legs are beautiful but I think it may put the finishing touches on the formal look.” Mom said.
I looked down and she was right. My legs were pretty but the dress and shoes were very formal and my bare legs gave it a sort of casual look. I scampered back to my room. I dug around in my drawers some more and the only thing I could find was a pair of nude pantyhose and a pair of black stockings. I held the pantyhose next to my leg and then the black. I thought the black might look better so I slipped on the stockings. The tops were the kind that clung to your thighs without garters, they were about 3 inches thick and were lace. I stood up and let my dress fall down. My legs looked nicer now. The dress came well below the tops of the stockings so you couldn’t really tell if they were pantyhose or stockings. I walked back to my Mom’s room.
“Perfect. That is adorable. You look very nice. You are so pretty.” My mom said and made me blush.
“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 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 16 and enrolled in a fancy prep school. 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 studying 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 tried to take my cherry and then dumped me 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 you were spread eagle 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 panties in my desk 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 and 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 waning 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 are probably one of those popular girls, aren’t you? The kind whose shit didn’t stink? The kind that the boys are scared of and don’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 middle school and how I acted. I guess I was that kind of girl. I had a fresh start in prep school 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.
“I have to say my lacking penis looked pretty good shoved in that pretty mouth. How did that cum taste, sweetheart?” Tim said and laughed.
I didn’t say anything. I sat back on my heels.
“Seems there are prayers in hell.” Tim said and grabbed my hair.
He ripped my head up and his eyes were glaring.
“Now clean off my cock before I put it away.” Tim said and shoved his softening cock towards my face.
I opened my mouth and sucked him in. I sucked up and down, cleaning his cum and my own juices off of him. He pulled it away and tucked it back in his pants. He looked down at me and laughed and then turned and walked away. I lowered my head and tried not to cry.
“Get up sweetie. You are gonna tear your hose.” Tony’s voice.
I got to my feet and pulled up my panties. I straightened my dress and tried to look like nothing had happened.
“That’s better. Back to clean and innocent. I like it and by the way, nice panties. They go well with the stockings and the dress. You did really good with the clothes tonight baby.” Tony said.
I leaned back on the railing and tried to relax. I took another big drink and felt it warm my tummy. Tony was looking at his phone and texting, I thought. I looked out over the horizon and wondered what else was going to happen tonight.