You Know I can't say for sure way back when...

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

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M. Melissa
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You Know I can't say for sure way back when...

Post by M. Melissa »

You know I can't say for sure way back when things actually started, I can say that on a dare almost 3 years ago now my girlfriend suggested a wicked Halloween Costume.

Well that went really well but in the meantime I realized that I was very comfortable in the clothes. It was nothing spectacular. all black skirt with a black sweater. Heels and stockings and wig, pushing a stroller. It was a memorable night but ever since I have been dressing.

I think the best part is that the girlfriend loves it.

Thanks for listening
M. Melissa
Ralitsa
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Post by Ralitsa »

you are very lucky that the GF likes it, many do not. Funny how the "wicked idea" turns out to be really comfortable after all.
Many of us started out, thinking this was such a wild crazy thing, and now it just feels normal. For my own part, I can't imagine not wearing my favorite clothes now.
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Erica S
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Post by Erica S »

Melissa, I can still remember back to the late 80's, I was married to a gal we were both young. One Halloween ( cant remember how) it was decided, probably by me that I dress as a women. I had heard aobut a costume contest at a small local bar. I remember I had on a long wig, fishnet stockings, got some pumps. I think I wore a skirt and a blouse. I shaved my mustache and had my wife do my makeup. I did not shave my legs I don't think. I had a good time and my wife at the time later let me get more clothes to wear at home. I think that was an influence on what I feel now.

Erica
If the woman inside of you needs to be free, let it happen, and you can soar.
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Davita
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Post by Davita »

I used Halloween for my first day out en fem. Haven't been able to go back to the closet since. I didn't pass, but that's the good thing with Halloween; a try is good enough.
{squeezes}
Davita
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Absaroka
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Post by Absaroka »

Halloween-the crossdresser's national holiday.
everything under the sun is in tune
but the sun is eclipsed by the moon
Susan
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Post by Susan »

Absaroka wrote:Halloween-the crossdresser's national holiday.
Alas not here - its a kids holiday in the UK
Susan

I know some things.
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Leeza
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Post by Leeza »

It is a kids holiday here. Just some of the kids are closer to 100 than 5.

Leeza
Leeza
Vivian
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Post by Vivian »

my wifes first exposure to my cross dressing was when we dressed up for halloween, she said I looked like tarzan in a skirt and she was dressed as a guy and looked like her brother.
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Rikki
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Post by Rikki »

Like my baptism: Halloween in full skirts and petticoats, dancing with all the ladies at a local town party, driving home trying to find the stick shift under all those ruffles, a night I'll never forget. Until the next one two years later! The only times to present myself to the public and most likely the last, sad to say.
Be safe, Be frilled
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Michelle M
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Post by Michelle M »

All I gotta say is hold on to that GF. I think gals like her are rare.
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