Join the best erotica focused adult social network now
Login
JessieCD
2 weeks ago
Fluid Gender questioning, 52
0 miles · Minnesota

Stories

Series

Chapter 1: The Question of Taking the Pill

Jessie explores the question of, "If you could take a pill to become the opposite sex, would you?"

If you could take a pill that would permanently change you to the opposite sex, would you take it? Few people would state an immediate yes to jump on the chance to take a pill that would change their gender forever. Most of which either knew at a very you...

An Unexpected Surprise

Now that Jessie coupled with her step brother, what is in Jessie's future?

A long overdue sequel to my stories "Mistaken Identity" (Ch. 1) and "The Coupling" (Ch. 2).    I couldn’t believe the turn in events.  Here I was in the kitchen, half-naked, juices from our coupling dribbling down my thighs, and it wasn’t my dream man Joh...

My Third Time

After Jessie confesses her love for Kasey, what happens next?

After Kasey and I made love the second time, I seriously started to question what I wanted to do with my life.  I really hated the fact that I had this male appendage, yet the last two nights with Kasey made for a convincing reason not to get rid of it an...

My Second Time

Now that Jessie lost her virginity, what happens next?

Never in my wildest dreams would I have thought that my first time would have been with a woman.  I was born a genetic male, but growing up, I always knew that my body didn’t match who I am.  My early life was miserable as I was always ridiculed by my cla...

My first time

Now that Jessie has entered college, what will happen?

It was my eighteenth year, and I was ready to start my new adventure.  It was really sad to see the summer go so quickly, but I also realized that a whole new life was in front of me.  My bags were packed with my belongings and I was ready to get out of t...

The Coupling

After a Mistaken Identity (see story of same title), Jessie plots to take on the neighbor.

About six weeks after our unusual family event this one fateful summer day, I woke up to get ready to go to my classes at the local college.  Normally, my mother is up and going, but today was different.  She was nowhere to be found.  I always give my mot...

The Cherry Stem Girl Chapter 1

Jessie has a talent that only her best friend knows. Until now...

“Hey Jessie!  I want to see you do that trick!”“What trick?” I replied.  I was pretty sure what my friend Alicia had in mind.Alicia looked at me with a sly little grin, “You know what trick.  Come on.  Show us how talented you are!”I gave her a teasing fr...

All I want for Christmas

Christmas is coming, and Jessie finally knows what she wants.

All I want for Christmas… It was only three days until Christmas, and I was madly going store to store, shopping for my fiancée Brad. I was on the verge of giving up for the day as he was incredibly difficult to shop for, unlike me who loved anything spar...

Mistaken Identity

One day of mistaken identity yields a life time memory.

I was eighteen and in my senior year of high school. That entire first half of the year was all about my girl friends talking about all of the hot looking boys on the football team and how my friends would want to date and have sex with them. Towards Marc...

Jessie's Path

A true story of the Path that Jessie took.

One’s path in life has three primary sections. The first one is what made a person who they are. Everything from their parent’s genetics, to how they were raised, the environment they grew up in, and any uncontrollable outside influences causing a life ch...

Jessie's Fantasy Chapter 8: A New Beginning

Jessie finishes having fun with her male friends, So what does Tracy have in store for her?

I sat in stunned silence after the love of my life gave up my little secret to all of my friends. After losing a bet with John, I had to dress up as a woman and try to hook up with a guy as payment. Tracy and her friends did such a good job making me look...

Jessie's Fantasy Chapter 7: The Tables Got Turned

Now that Jessie decided to turn the tables, how will she handle all of her friends?

Here I was, getting my boy pussy plowed by my good friend Scott, when Mark decides that he needs to call Jesse, the male me. As he was starting to dial my phone number I realized that I never turned the ringer to vibrate after we left the night club. I wa...

Jessie's Fantasy Chapter 5: Afterthoughts

Now that Jessie fooled a male friend, what is in store for our heroine?

After Tracy mouthed, “I love you” to me, I knew right then and there that Tracy not only loved me as a male but also me as Jessie. I could feel my cheeks get warm and flushed from her comment and my thoughts. This was turning out to be the best day of my...