I had never had anal sex before and I had no idea what to expect. Mr. Powers laid in front of me and put his cock back to my mouth.
“Lick it clean,” he demanded.
I started licking Mr. Powers dick up and down. I sucked hard on the tip, drawing up any remaining cum that was still inside of him.
Jack’s tip was inside of my ass and I heard him grunt hard as he pushed, forcing his way in. I felt a deep pressure and then it was a combination of pain and pleasure. He was all the way inside of me and fucking me hard.
“Oh my god!!!” I cried out.
I felt myself start to climax again. It felt different than anything I had ever felt before and I loved it. I started sucking Mr. Powers’ dick harder and faster in order to help release the tension that was building inside of me.
Jack grabbed my hips hard and pushed all of his weight into me. His cock couldn’t go any further and as he fucked me, I could feel his balls slapping up against my wet pussy. In between thrusts, Jack would slap my ass hard, causing a painful yet pleasurable sting.
“You’re just a little whore aren’t you?” Jack said, between gritted teeth.
I didn’t respond right away, so Jack said started fucking me even harder.
“Say it, Maddy. Tell me that you’re just a stupid little whore,” Jack said, between grunts.
I had to play along, so I said, “Yeah, I’m a little whore.”
“Louder!” Jack said, forcing his dick even harder into me.
The pleasure was making me dizzy and it was all I could do to yell out, “I’m just a stupid, fucking whore!!!”
“Good girl,” Jack said, still pounding me hard.
The wave of sensation that was going through my body was almost too much to handle, and it was causing me to tremble.
Jack started fucking me faster and then squeezed my hips hard as he pulled me firmly towards him.
“I’m cumming!” Jack said.
I thought he was going to pull out, but he didn’t. Instead, he pushed in hard and squirted everything he had inside of my ass. I had tingles shooting up my entire body and I was loving every second of it. He thrust again once more and then pulled out, his hot sperm leaking out of my ass and onto my pussy.
“Oh my God,” I said, as I collapsed onto the bed, overwhelmed with the pleasure of several orgasms.
Jack laid down next to me and I was sandwiched between the two men. Mr. Powers was stroking my hair as he said, “See, that wasn’t so bad.”
I looked up at him and it was only then that I realized how sore I was from having Jack inside of me.
“No, Daddy,” I said, forcing a smile. “That wasn’t too bad at all.”
I laid my head down on his chest and fell asleep. By the time I awoke, Mr. Powers and Jack were gone. My dress was still pulled up over my breasts and my ripped panties were laying on the foot of the bed.
I reached down and touched my pussy and ass, which still had the remnants of Mr. Powers’ and Jack’s cum around it. I was sore, but it was the great kind of sore. It was the kind of hard earned sore that reminded me of the cost of the lifestyle that I was living.
A satisfied smiled came on my face as I got up and took my dress off and hopped in the shower.
“Nothing is free, Maddy.”
Mr. Powers’ words were echoing in my head.
My Sorority Initiation
It was the middle of summer and I had finally received my college acceptance letter in the mail. I had recently graduated high school and had been sending applications all over the state for different colleges.
I walked into the front door of my parent’s house, yelling excitedly, “I got in, guys! Mom! Dad! The university accepted my application!!!”
My parents ran down the stairs and gave me a big hug.
“Nicole, we are so proud of you!” my dad said as he squeezed me tight. “I love you so much and I know that you’ll be successful. I do wish you had gotten into the more religious oriented school that you applied to, but the university will be great for you, too. We are so proud of you, honey.”
My parents were very religious and therefore, I was as well. I had gone to a very prestigious and religious private high school. My parents really wanted me to go to a private college that was built around our religion, but I didn’t get accepted because my grades weren’t quite good enough.
I was a little bit disappointed because most of my friends that I had met during church camp that summer would be attending the private college. I wasn’t going to let it get me down, though, because the university that I was going to attend had something that the private school did not; a very exclusive sorority that I wanted to be a part of.
It had been my goal ever since I was a little girl to become part of a sorority. I really liked the idea of sisterhood and having close friends that all strived for achievement and success in school. Academic success was very important to my family and I really wanted to make my parents proud.
I had heard a lot of rumors about what can go on in sorority houses, with drinking and guys. But this sorority was supposed to be different. They focused solely on academics and to keep your sisterhood there, you had to maintain a 3.8 grade average. The academics were what I was most excited about. I had no interest in partying and hooking up with guys. I had never even kissed a boy before, let alone had sex, but I didn’t mind. My focus was on succeeding in school and it was all that I was worried about. Besides, I was going to wait to have sex until I was married. College was supposed to be my time to study hard and succeed, not fool around and make mistakes.
***
I hopped into my parent’s mini van with my suitcases full of clothes. I was so nervous about moving away for the first time and I immediately started to miss my house and my old bedroom as we pulled out of the driveway. I hadn’t spent much time away from home except for the bible camps I used to attend during the summer when I was a kid.
My dad turned back and looked at me from the driver seat and said, “You’re going to do great, honey. Make us proud! You’ll have to call often, because your mom and I are going to miss you a lot!”
I smiled back at him and said, “I’ll make you guys proud, I promise! I’m so excited to meet the other sorority girls and make some new friends! I’m nervous, but at the same time, I can’t wait.”
The drive to the college took us over three hours. As we drove through campus, I saw lots of cars parked along side the dorms, with parents unloading boxes of stuff for their kids. My heart raced with excitement, knowing it was a big step forward in my life.
We turned the corner into a neighborhood that was directly next to campus. On both sides of the street were houses, all bearing giant letters on the front, signifying which fraternity or sorority they belonged to. I noticed some empty beer bottles on the porch of one of the houses, and my heart sank a bit. I guess I knew one house that I was going to be hanging out at.
We drove two blocks and then I looked out of the car window to see a house with giant letters on the front, signifying the sorority. This would be my home for the next few years.
My heart started beating fast and my palms started to sweat.
“Well, honey, we’re here!” my mom said, excitedly.
“Yay!” I responded.
I hopped out of the car and grabbed my suitcase. I walked up to the front door of the house while my dad busily unloaded the car with all of my stuff. Before I could even ring the doorbell, the door opened.
Standing in the doorway was a pretty blonde girl with a perfect smile. She was wearing a bright pink shirt that had an image on the front of five stick figure girls all holding hands and smiling. It was the sororities’ insignia and I thought it was really cute.
“You must be Nicole! My name is Tiffany. Oh my gosh, it’s so good to actually meet you. I got your emails and your application for the sorority and I just knew that you would be a great fit.”
Tiffany was the head of the sorority and was the ultimate decision maker for just about everything. I had been
writing her emails all summer long, hoping that she would pick me to be in the sorority. Lucky for me, all of that work paid off.
She seemed nice enough but for some reason, I didn’t quite trust her. She was a little bit fake or something, I just couldn’t put my finger on it.
I held out my hand for a handshake, but she went straight in for a hug.
“We’re sisters now, silly. We don’t shake hands like business men!” she said, jokingly.
She pulled away from the hug and I smiled nervously.
“It’s good to meet you too, Tiffany. And yes, I’m Nicole, the one who bombarded you with emails all summer. I’m so excited to be here! I worked so hard to keep my grades up in high school so that I could be accepted into your sorority.”
She held open the door for me and motioned for me to come inside. As I walked in, I noticed two handsome young guys sitting on the bench near the doorway. I smiled coyly at them and before I could say a word, they introduced themselves.
“I’m Nick,” the blonde one said with a smile. “And this is my friend, Jake. We’re both frat brothers at the fraternity across the street. Welcome to your new home!”
“I’m Nicole,” I stuttered, barely able to get the words out. Both of them were gorgeous and muscular, unlike any boy I met in high school. Nick had blonde hair and bright blue eyes. Jake had thick black hair and dark eyes. Both of them were tanned to perfection and wearing bright colored muscle shirts, revealing their toned bodies.
“Where are you guys from?” I asked, trying to start a conversation.
Nick flashed a quick smile and then said, “We’re from the west coast, but we both got academic scholarships to attend here. It was hard to pass up free college.”
Jack rolled his eyes at Nick and said, “Yeah, well, some of us actually have to pay for school. You don’t have to rub it in. So, where are you from, Nicole?”
I felt my face get hot as I started to blush. I couldn’t believe that these gorgeous guys were actually showing interest in me.
“I’m from a small town that’s about three hours from here. I was so excited when I got accepted into this school. One of the main reasons I wanted to come here was because of this sorority and I couldn’t be happier that they let me in,” I said.
As I spoke, I noticed Nick staring me up and down. It felt like he was undressing me with his eyes and I could feel the attraction in the air. It was electric and unlike anything I had ever felt before. I started to blush even more.
Before I could ask any more questions, Tiffany grabbed my arm and said, “Okay, come on, Nicole. I want to show you to your new room.”
I smiled at the boys and then followed Tiffany’s lead up the stairs. The house was huge and there were a lot of bedrooms. We walked down the hall and approached an open door.
“Well, here it is,” Nicole said.
I turned into the room and immediately got excited. My parents had paid extra for me to have a room to myself and it was perfect. There was a bed, a desk and a big closet. It was everything that I needed.
My parents were right behind us, carrying my stuff.
“We’ll let you get acquainted with your new friends, honey,” my dad said. “Here’s your stuff. Call us if you need anything, Pookie.”
I blushed with the embarrassment of being called Pookie in front of my new friend.
“I love you, guys,” I said, as I gave each of them a hug. “I’ll call you soon, I promise.”
Then my parents left, leaving Tiffany and I standing in my new room.
“Well, I’ll let you get settled in a bit,” Tiffany said, with a cute smile on her face. “You let me know if you need anything. I’ll see you at 8 tonight.”
I cocked my head to the side and asked, “8 tonight? What happens at 8?”
Tiffany looked at me like I was crazy. “Initiation, silly! You didn’t think you could join the sisterhood without some sort of initiation, did you? Meet me downstairs at 8.”
She started giggling as she turned and walked out of the door.
“Tiffany, wait!” I shouted at her.
She stopped in the doorway and turned back towards me.
“What does the initiation usually involve?” I said. “It doesn’t involve alcohol or anything like that, does it? I don’t drink...”
Tiffany strolled back up to me and gave me a quick hug.
“Don’t worry, Nicole. Nobody will make you drinking anything,” she said, assuredly.
My stomach sank. I wasn’t told about any initiation.
What could it be? I asked myself.
Before I could ask Tiffany to clarify, she was out the door and skipping down the hallway.
I turned back into my bedroom and shut the door. I started having second thoughts about if I had applied to the right sorority. Something about Nicole made me feel nervous and uneasy. The thought of some mysterious initiation wasn’t making me feel much better, either.
Snap out of it, Nicole. You’ll be fine. I’m sure that the initiation is just something silly anyway, I told myself, trying to ease the butterflies in my stomach.
I took a look around my new room and noticed my unpacked boxes stacked in the corner. I decided that it was a good time to unpack and get organized.
I started pulling out all of my clothes that my mom had just bought for me. My body had been changing a lot lately and none of my old clothes fit, so my mom took me on a big shopping spree at the mall.
I stripped down into just my bra and panties and looked at myself in the tall mirror that was hung on the outside of the bathroom door. My light brown hair was hanging down loosely over my shoulders and I decided to put it up in a ponytail. I was always told that I looked cute when my hair was up.
I turned to the side and noticed how big my breasts had gotten over the previous months. My puffy nipples pushed out on my thin bra, making a noticeable little bump. My breasts weren’t the only things that had gotten bigger since high school, though. My hips had grown outward as well and I was starting to look a lot more like a woman.
I turned back towards my bed that was covered in clothes. I needed to decide what I should wear that night. My eyes scanned over the bed and stopped on a little brown skirt that I had picked out with my mom.
Perfect! I thought.
I didn’t want to look like a slut when I met all of my new friends that night, but I didn’t want to look like a total prude either. The skirt was the perfect length, coming down to just below my butt, revealing my thin and athletic legs.
I decided to wear my brown pumps with it. They looked really good with the skirt and I was always looking for an excuse to wear them. Then I threw on a white blouse, which slipped nicely over my breasts. I decided to not wear a bra because it made the shirt not fit as well.
My developing boobs pushed out firmly on the cloth of the shirt, and caused some nice cleavage to show at the top.
Then, I threw on a few pieces of jewelry and took another look in the mirror. I spun in a circle, causing the tight skirt to slide up my legs a bit. It raised the skirt up just enough to expose my white cotton panties that were clinging tight to my little butt. I blushed when I saw what had happened and pulled the skirt back down.
My worries about the initiation faded and I actually started to get excited about the night ahead. I hadn’t made any new friends for some time and I couldn’t wait to start mingling at the initiation party.
***
The time passed by quickly in my room and soon it was time for me to head downstairs. I took one last look in the mirror. I made sure my ponytail was pulled back tight and that it still looked good. Then I sprayed on some of my fruity smelling perfume and walked towards the door.
I put my hand on the doorknob, but before I opened it, I took a long deep breath. The butterflies had come back into my stomach and I realized just how nervous I was. It was more than the initiation, though, that was making me nervous. Just being in college and away from my parents was a huge step for me.
I turned t
he doorknob and headed into the hallway. As I walked down the stairs towards the main room I saw Tiffany standing there. She was wearing tight blue cotton shorts that showed the bottom of her butt and the same tight pink t-shirt she was wearing before. I immediately felt overdressed.
“Hi!” Tiffany called out, as soon as she noticed me.
I smiled at her and walked down the stairs. She ran up and gave me a hug and then said, “Well, are you ready?”
My heart was racing and the palms of my hands were starting to get sweaty.
“I’m not sure what I’m supposed to be ready for,” I responded. “But yes, I’m ready to be an official member of this sorority, if that’s what you mean.”
Tiffany smiled at me and then took my hand.
“Let’s get going then!” she said, excitedly.
I followed her lead down to the end of the hallway. We passed by some other rooms that had their doors open and I noticed some of the other sorority girls inside. Tiffany was walking quickly, though, so I didn’t have a chance to introduce myself to them. I just smiled and waived as we moved quickly down the hallway. I was hoping that I would be able to make a good first impression, but Tiffany wasn’t giving me that chance.
We neared the end of the hallway and came to a door at the very end. Before we opened the door, Tiffany stopped and looked at me and said, “Just do what you’re told and have fun. I think you’re going to love it.”
The look of confusion in my eyes must have been obvious. My heart was racing even faster than before and I couldn’t even think of what to say to her. So, I just said, “Okay.”
She opened the door and we stepped inside. I expected there to be some party going on and a bunch of girls welcoming me to the sorority. It was definitely not what I expected.
It was just a large bedroom with some boxes stacked in the corner. It didn’t look like anyone stayed there. There were no pictures on the wall and no clothes in the closet. The blinds on the windows were closed and the only light in the room was coming from a couple of candles sitting on the windowsill.
I only noticed 3 other girls standing inside. I assumed they were high up in the sorority hierarchy.
Tiffany Madison's MFM Collection Page 3