So who is Jessie?


Well first things first, Jessie is my pen name but is the feminine version of my middle name.  I have a girlfriend of 12 years and a German Shepherd cross, they are both fully aware of my crossdressing though only the girlfriend is able to contextualize it.  I’m in my late 30’s and live on the Canadian Prairies.  I have a love for Politics (Liberal), Sci-fi (Dr. Who) and have Bachelor of Arts with Honours in Sociology where I studied sex gender and sexuality.  My honours paper was actually on how sexual subcultures create community online, I talked out BDSM don’t worry this wasn’t all a research project.

Now for the nitty gritty, for 25 years I identified as a Heterosexual Male Crossdresser.  While I was ok with that the power of the woman inside of me has finally been to strong to overcome.  As such I am now a Heterosexual Male Bigender woman.  What does that all mean? I am male, I was born male.  I am heterosexual as in I am attracted to women.  Bigender I have two genders, I am a Man and I am a Woman depending on the day. And finally if I am bigender why is woman on the end?  Because while I am a man most of my life is spent living as a woman.  

When did I start Crossdressing?  I have always crosssdressed I remember as a toddler putting on frilly little dresses and running around.  Borrowing my mom’s and sister’s clothes growing up and always playing with the dresses and purses in the dress up box.  In high school I finally had the guts to buy my own pair of panties, a bras and a slip which was likely the most stressful moment of my high school life in retrospect.  Since that point I have over all intensified my crossdressing to the point now where I no longer really see it as crossdressing, just dressing.  I use the word overall as I have found over the years that I have gone through phases of how often I dress and there would be times I would go all hard core then leave it for a very long time.  I have never purged, I have packed away but never have I purged for a few reasons:

  • I love my feminine clothes
  • I knew I would do it again
  • I knew that purging would just lead to shopping
  • Bras are expensive
  • Buying women’s clothing is not the least stressful thing to do

So that is Jessie in a Nutshell 

4 thoughts on “So who is Jessie?

  1. The only thing that comes to my mind about this title is “New Girl”,but apart from that just wanted to say hello 🙂

  2. I’m a man in his late twenties, and I practice every day crosdressing confidential.
    The tendency towards women’s clothing lasts from childhood.
    There was a lot of depression and frustration why I but with time I have come to terms with it.
    I’ve always been fascinated with femininity.
    When I started wearing women’s clothes did not have the internet but later when I got it, I realized that I’m not the only one.

    In public I’m in male mode and when I come home from work wear women’s clothing such as dresses, skirts, lingerie, high heels and a wig.
    Fully understand.
    What does the future who knows.

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