My first memories were blue
My first memories were blue (Flickr: Sumlin)

I’ll be so kind to admit it right now. I’m in my late thirties and, using my sharp math skills, have spent the better part of thirty years as a crossdresser. Even as a lot of time has passed since my first days across the border, I’ve always found myself trying to recall those first moments that would bend my gender the rest of the way.

No, I didn’t raid my mother’s drawer of bras and pantyhose. No, no one decided they would have some cruel fun, dress me all girly and proceed to laugh at me.

It actually can be traced back to first grade in grammar school and my beloved teacher, Mrs Rainwater. I can vaguely remember what she looked like. Things like her youthful face and short curly hair.

I remember one detail about her rather vividly and something that bonded me to her back then. She always wore blue knee-high socks on some days and on other days, blue pantyhose.

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My 2nd favorite heels, Danskins
My 2nd favorite heels, Danskins

In case you haven’t guessed already, I get my jollys off of slipping on pantyhose and lingerie. Aw, hell, I go all out with makeup, wigs, heels, the whole bit. Nothing too suprising.

But apparently you must too if you’re sitting there reading this. Great! Nice to meet other crossdressers, tv’s, tgirls or just that girly boy with a pair of hose waiting for him underneath his pillow.

As for myself, I can trace back my infancy years of feminine crossover to stealing my sister’s knee high socks and happily masturbating (while, amusingly, not really knowing what “masturbation” meant at the time). Then it slowly progressed in my wee teens to actually buying Leggs pantyhose myself under the guise that “it was for my mom.”

By fifteen, my inner Sheery really came through and I actually bought my first camisole and panty set from JC Penney (I know, don’t laugh) which was the most nerve wracking, yet insanely exciting, experience I had ever had. I threw in some of the “premium” Hanes pantyhose while I was at it because, hey, if you are going to appear like a teeny bopper CD, then you might as well do it right.

Then came the best part later that evening. Putting on the pantyhose (no tighty whities on this time) then slipping on that turquoise camisole and panties. The climax I had shortly after was no where near the ones I would have with intercourse in my later years. Not that the future intercourse was average but I think I came on the ceiling that night.

From then on, I’ve never looked back.

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Me and my black Danskins
Me and my black Danskins

Hello and thanks for paying a visit to the Confessions!

As for me, I’m Sheery, a still-in-the-closet crossdresser who is tired of keeping this life long secret forever. What’s the fun in that? Despite my extreme timidness of exposing my alter ego, I’ve slowly been trying to incorporate my feminine ass into the world we like to refer as transgenedered.

Long story short, I’ve been a crossdresser for, oh, as long as I can remember. I guess you can say I’ve progressed from just slipping on a pair of hose to trying out a bra with it to now going the full cover of a women. And loving it too!

Sadly, there is only so much fun that can be had when there is only yourself to look at and admire in the mirror.

So now, I find there is a whole world out there of sexy crossdressers and TV’s that I want to reach out to, not to mention, maybe one day give in to my “lesbian” side and explore the boundaries of my femininity that’s never before been crossed.

So slip on your favorite tights, maybe a lacey babydoll, prop yourself up in those stilletos, then add a little lipstick and stay tuned. You’ll see nothing here but erotic thoughts, news and other interesting stuff happening in TV land. Though with a primary focus on the erotic thoughts 😉