When did it start?

Every story begins somewhere, so tell us how you got started crossdressing. Only one (1) topic per member, please!

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Elwyn
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Joined: Fri Jul 23, 2010 1:08 am
Location: Australia

When did it start?

Post by Elwyn »

I am 61yo now, but I can remember as a very young boy about 10yo I think, trying on my Mums panties when I was alone. My sister was 2 years older than me and when she was out I would sometimes wear her clothes. Nobody ever knew and I kept it a secret.

I have always liked girls clothes because they looked so soft and pretty. I see so many clothes in the stores now and I just wish I could wear them.
I became very much more interested recently when I came onto a website about young 'Janeboys', and it really blew my mind. The pictures of young boys dressed in party dresses and other very cute dresses and skirts got me going. My wardrobe now consists of a couple of nice little skirts and dresses, and I also have 2 pairs of 'maryjane' soes and the required white socks. I also have 2 nice white blouses and a short tutu style petticoat to wear.

I love to wear the skirts with the petticoat, it feels wonderful, and even with the short skirts it is nice.
I can only dress up once a week due to my home life, but I really love it when I do it.
If my Kilt was a skirt, I would have panties on.
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Karren Hutton
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Post by Karren Hutton »

Welcome Elwyn! Amazing how there so many similarities in how we started.. And getting to dress every week would be a dream for me.. Sigh..
Proud member of the National Sarcasm Society... Like we need your support!!

I reject your reality and substitute my own!
Andrea Elise
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Post by Andrea Elise »

I was about four years old. My mother had told me I had to take a nap and as I lay in the bed I could see my sisters peach chiffon dress in the closet.

I had to wear it! When my mother came to check on me she saw what I was wearing and sternly told me to take it off and go to sleep.

I was too young to know it was taboo. Too young to realize I needed to hide what I had chosen to wear.

So, I was "outed" to mom at the very start. There were many more incidents of getting caught and the remark was always "That's not right! They put people away for that, you know!" and then it was never mentioned again until the next time.

:lol: Andrea
And it feels like me...On a good day
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Karren Hutton
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Joined: Thu Feb 22, 2007 10:36 pm
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Post by Karren Hutton »

I guess at 4 we don't know those things but by 7 I must have known it wasn't acceptable because I got really good at borrowing and not getting caught! Lol.
Proud member of the National Sarcasm Society... Like we need your support!!

I reject your reality and substitute my own!
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