Becoming A Woman Chapter One

(Part 1 from 1)

CHAPTER ONE: HAPPY BIRTHDAY TO ME 

Please, allow me to introduce myself. My name is Cassandra Kincaid and I am here to tell you the story of my senior year in High School. Now I am sure that when you look back on your senior year in High School you may think of the friends you had and the good times that were shared between them. However, when I look back on my senior year I realize that it was a nine month process that transformed me from the shy, vulnerable, naive girl I was to the confident, powerful, and successful woman I am today.

To give you a better idea of who you will be fantasizing about, and yes I will enter your dreams, I’m going to give you a brief description of myself. I stand tall at five foot eight inches and only weigh a buck thirty five, give or take a few pounds. I have emerald green eyes and long silky brunette hair that ends just above my nipples which comfortably fit into a C cup.

On August 16th, exactly one month before my eighteenth birthday an uncontrollable chain of events was set into motion so let us start there, shall we? It all starts with a phone call I received from my cousin Amanda, who is a little over three years older than me. She’s a few inches shorter than I am and weighs about fifteen more pounds than I do, but her mesmerizing blue eyes, D sized breasts, and natural blonde lochs make her a perfect candidate for the girl next door.

We have always been really close and I consider her more of a confidante that a cousin. She was the one by my side at the first adult party I attended, taught me how to handle myself if a guy decided to get a little rough, and introduced me to Dennis, my cherry popping first love, and is always there to offer advice regardless of how simple the problem was to solve.

During our conversation she told me that I needed to prepare myself for a “special test of womanhood” which I would be given the night of my party and the details would become more apparent in due time. I knew immediately that she had planned to get my mind working and would leave me to ponder what this “special test” would consist of, so I decided to ask my best friend Tiffers to see if she had any ideas.

Tiffany “Tiffers” Bombay was simply a knockout and was as close to perfect as you were going to find in Antonaccio. She measured up at five foot six inches tall and weighed only one hundred fifteen pounds with shoulder length fiery red hair that always looked like she just stepped out of the hair solon. However, it was by far the perfectly round melons she had under her baby tees that kept the men salivating like a pack of dogs outside a meat market.

Unfortunately, for the men of this town very few have had the pleasure of satisfying my dear friend Tiffers and there is a very logical reason for that…let’s just say she putts from the other side of the green. I myself have had no problems with the fact that she prefers Taco Johns over Coney Joes. I made a couple of promises to her the night she confided in me about her little secret. I told her that it wouldn’t affect our friendship and that I wouldn’t tell anyone until she was ready to let everyone know she plays with a different set of clubs.

Over the course of the following month I had spoken a lot with my best friend Tiffers about what the “special test” might be all about and found myself becoming attracted to her in a whole new way. I began to wonder if I was starting to have a physical attraction towards my best friend, but convinced myself that it was just because we were working together to solve a common problem and left it at that. 

The afternoon of my birthday Tiffers told me at school that Amanda had rented out the honeymoon suite at the Dew Drop Inn for my real party. The time at my family get together seemed to drag on and finally at half past ten I told everyone that I had a prior engagement that I needed to get to and at a quarter to eleven I was out the door at last.

I made it across town in record time and was met at the door by Amanda who handed me a Corona with lemon and a shot of Jose, my favorite drinking buddy. After taking the shot she kept me intrigued by giving me a hug and whispering in my ear that my “special test” would come much later in the evening. The whole night Tiffers and I kept exchanging glances and light giggles as the thought of my “special test” soon occupied my mind completely.

The party finally started to end around half past two and I noticed that Tiffers was the last one to leave. I told Amanda that I was going to walk her down to her vintage 1964½ cherry red convertible Mustang and would be back up to take my test in a few minutes. As we headed down the hallway towards the exit we made a small talk and I reassured her that I was going to be fine and I was in really good hands with my cousin.

We slowly made our way out to her car and I could feel an unknown tension between us that I had never felt before and began to get a little worried. She was about to get in her car when she suddenly stopped and said “I would like to give you a special gift for your birthday.” I was in the process of asking her what it was before she cut me off by suddenly pressing the softest lips I’d ever felt against mine and giving me a tender kiss. After we had separated she wished me a happy birthday, hopped in her Mustang, and drove off. 

On my way back up to the room I found myself no longer thinking of my “special test” but instead thinking of my special gift. I arrived back to the room and found Amanda was already dressed in her night clothes and was patiently waiting for me in the bedroom. When I finally entered the bedroom she handed me a night mask and told me to put it on and go lie down on the bed.


I started to say something but she cut me off and told me that if I had any hopes of passing I needed to trust my teacher, because she would personally help me out with any questions I might have for her along the way. I nervously crawled onto the bed, and hesitated before putting her little mask over my eyes. She crawled next to me and whispered in my ear that trust was a very important part to this little test and when it was over I would not regret my decision.

I had anticipated what she might have in store for me throughout the evening and after my little gift from Tiffers was not about to do anything to jeopardize it. I slipped her mask over my eyes and the room suddenly went black. She crawled next to me and reminded me that trust was very important and then informed me that I looked tense so she would give me a massage to loosen me up before she began the testing process. She guided me to an upright position and slowly took my tee shirt over my head.

She began to take my bra off and I instinctively resisted her but all she had to do was utter that one word, trust, and before I knew what had happened I was topless in front of my cousin for the first time since we were kids. I was leaning against her as she massaged my neck and shoulder muscles, and while she worked her magic I felt her hot breath, which quickly caused goose bumps all over my body.

She methodically worked her way down my spine and along my sides until she was done with my back, so she could continue to the other parts of my body. She crawled out from behind me and told me I needed to remove the rest of my clothing before she could finish loosening me up for the “special test” I would be taking in just a moment. I removed my clothes was soon lying on her bed in my birthday suit, how ironic.

She chose not to waste anytime and gently lifted my hands above my head until they were hanging off the edge of the bed. She then reminded me that trust was very important before trying to tie my wrists to the base of the headboard. I struggled until I heard her commanding voice say to me in patronizing tone that if I couldn’t trust her completely she couldn’t allow herself to give me the test. Then she asked me one last time emphasizing each syllable “Do you trust me completely?” I did what felt like the right thing to do at the time which was weakly nod my head in agreement. She then firmly tied both my hands to the center post of the bed.

After my hands were secure I felt my legs being led to the corner posts of the bed like magnets and they were quickly secured as tightly as my wrists. It appeared that I was ready for my “special test of womanhood,” but there was only one problem…Where was my teacher? It seemed like hours before I heard anything and then suddenly I felt a set of lips on mine, I knew these were not the lips of Ms. Bombay and I unexpectedly felt disappointed with that realization.

The lips that were kissing mine abruptly left and I soon felt them again on my neck, at least I thought they were the same set my lips had just touched, yet somehow they seemed…softer. They slowly began to move down my body until they found a nice little resting place squarely on my left nipple. They slowly and gently massaged my left nipple and after a few moments of pleasure they disappeared and I felt them on my right nipple.

The longer the lips stayed on my right nipple the more I began to believe that there was more than one person taking part in this seduction. After they were done with my right nipple they again left my body and headed for awaiting pussy. I expected to feel the softer set instead I felt the same set that just left my right nipple. It started by gently cleaning up all the moisture that I had already produced with their tongue before diving into my hole with full force.

I let out a soft moan and instantly knew whoever was between my legs was no amateur. As that tongue feverishly worked on the walls deep inside my pussy those lips were gently humming against my opening causing light vibrations to run through my body. As my moans were increasing in volume I felt a set of hands abruptly heave my hips off the bed and the tongue somehow went even deeper than I thought was possible while emitting even more intense vibrations.

I began to grind my pussy into the tongue and lips that were busily trying to bring me to my first “real” orgasm. I felt a tingling sensation and thought that this was going to be as close as I got until those ultra soft lips I felt at Tiffers car were suddenly pressed against mine again. She passionately kissed me slowly allowing our tongues to fully explore each others mouth. 

I felt her hands began to massage my nipples and her gentle touch alone sent me over the edge as my pussy began to release its first orgasm. Tiffers allowed me to share my glee by moving her lips to my right nipple. The lips and tongue that were between my legs continued to feverishly work on my pussy until all of my juices were distributed into its mouth.

As my body was about to go back to normal I felt the tongue and set of lips that had such an instrumental part in bringing me to my first orgasm on my own forcing me to taste my own juices. As the unknown party continued to share my juices with me I felt Tiffers soft lips gradually work their way down my body. As she neared my more than awaiting pussy, the unknown party broke out little kiss and softly whispered, “Welcome to womanhood my cousin.”

Amanda removed my night mask and told me that I was not yet done with my test, but so far my results were…orgasmic. My eyes began to focus and I saw the two women that had combined to give me my very first orgasm, but before I could say anything Tiffers was causing me to moan while showing me how talented she was at eating pussy.

Amanda knelt above me with her own pussy just inches from my face and said “The test will conclude whenever you feel completely satisfied. Tiffers and I will continue to find creative ways to push your body to orgasmic levels that you only thought existed in your wettest fantasies and only until your body can no longer handle what is being done to it. The only requirement you have is to recite the phrase, “Ma’am, may I have another?” We will know that you are completely satisfied when you can no longer deliver that phrase or you have passed out from mere exhaustion.

As soon as she was done giving her little speech Tiffers stopped eating me. I looked at her momentarily in confusion before smiling and simply stating “Ma’am, may I have another?”

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