An Ode To My First Grade Teacher

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.

Now back then, I remember having socks that were somewhat girly (thanks mom) but out of those pairs was, you guessed it, a pair of blue knee-highs. Due to my infancy, I didn’t make an erotic connection with our common garments of choice, even on those days where we wore our knee-highs on the same day.

That is until the unthinkable happened. Ok, it was innocent but she lined up all the student in her class and proceeded to give each child a big kiss on the cheek, including me. Try that today and they are sure to slap handcuffs on you. I’ll chalk it up, though, to the post-hippie love present since it was the early 80’s.

The erotic line was now crossed and wearing blue knee-highs became the precursor to being like my teacher. The sexy young woman with blue legs.  I can remember rubbing myself on the bed (you know, infant masturbation) with a no-cum climax. The first of many to come.

I can characterize this first experience as the early days of my new-found fetish. I still had not yet liked pantyhose (we’ll get to when at a later date) but the girly socks had it’s effect. I didn’t feel like a girl but the knee-highs with a rub in the crotch was very satisfying.

Mrs Rainwater is probably retired by now. I’d just like to see her one last time, give her a real kiss and let here see how some modern, sexy blue pantyhose look on her former student crush.

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Posted in CD Diary
3 comments on “An Ode To My First Grade Teacher
  1. PaulaPlaytex says:

    I Later Found Out That My Cute History Was A Crossdresser Like Me…When The School Year Ended, We Spent A Lot Of “Girl Time Together” !!!

  2. my sister got me started by looking at me and my friend experiment to find out how to hump a girl and we would have our pants off and we would get it in between our ass cheeks and pump up and down to find out how it feels. her and her friends were able to see what was going on.

  3. I saw my sister in her room with her in nylons and underwear and I love to see what it feels like to have that on and I just wanted to do that again because it was so good for me.

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