The First Photo of Me Crossdressing

I think when this photo was taken I was 16.  I could be off a bit, but that is what makes the most sense to me at this point considering my history.

Can I first point out, what am I doing with my hand?  What is that, the supposed gesture of a real girl?  Okay and secondly, what is that look on my face?  Again, the expression that I thought a real girl would make?  OMG, hilarious!

Oh and one more thing, that was my real hair!  Wow, a photo of me, as a female, with my real hair!  Crazy!

Okay, so I was pondering some of my earliest experiences cross dressing and this occasion was the earliest time that I could think of.  And then, it occurred to me that Jules and I just might have some photos of the experience.  And low and behold, I found it!  It was pretty exciting for me actually.

The photo in question was taken on Halloween in 1987.  I had suggested that Jules and I dress as each other for a party we had.  She was a little unsure, but I convinced her.  I wish we had a picture of the two of us together, but I could not find one.  It probably exists somewhere.

I didn't really think much of me suggesting that we dress as each other.  I so wish I would have understood that dressing as a girl, or at least a mix of genders, was something that I wanted to do all of the time, and not just for Halloween.  Oh well.  Regardless, I thought it was just a quirky costume and that it was just for laughs. Ah... the naivete of youth!

Before I found it, I thought that I would look better as a girl back then, but I think age has taught me something about how to present myself.  Ah... what 26 years will do for you!

Love you.

I wish I loved myself earlier.