encouraged

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

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CherryLynn
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encouraged

Post by CherryLynn »

Halloween is always is a special time of the for us girls. I can still remember seeing my friend Kurt/ Kathy dressed, we were both 11, as Dorothy Gale for Halloween. He looked really cute in a dress and didn't care what the other guys thought of him. The girls made such a fuss over "her". Kathy gave me the courage to out dressed as a girl the next year.
Just starting to explore my feminine nature- am very shy meek and demure. Addicted to looking and acting ladylike. Still have so many questions about exactly who I am- have so many mixed emotions about my gender issues.
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Gwen
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Location: Wichita, Kansas

Post by Gwen »

That happened to me too at the age of 14, although it wasn't the event that hooked me on femme ideas. It was a good friend and his Mom helped him dress up pretty nicely. When I first saw him I was in love. It was cruel in a way to find out who it really was.
I started off with nothing. I still have most of it.
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CherryLynn
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Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Gwen

Young boys in skirts are so cute. really don't why i became so interested
in feminine clothing and makeup, it just happened.
Just starting to explore my feminine nature- am very shy meek and demure. Addicted to looking and acting ladylike. Still have so many questions about exactly who I am- have so many mixed emotions about my gender issues.
BrendaAnn
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Joined: Sun Jan 11, 2009 3:12 pm

Post by BrendaAnn »

I looked forward to Halloween, and I think my mom did too. Her sister and she would exchange clothes for my cousin Mary and I. Mary would get my jeans, baseball glove,hat ect, and I got to wear one of Mary's pretty dresses, wig, shoes and ect. I wore my own undies though until I managed to "borrow" a pair of Mary's panties off the clothesline. Mom would dress me up, then I'd make a stop in the bathroom to change into my borrowed panties before going out.
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Diannna
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Location: High Desert, So. Calif.

Post by Diannna »

I always looked forward to Halloween. Mentally I always wanted to dress up as a girl or at least wanted mom to want to dress me up. One year my aunt wanted to dress me up and I told her no! I guess it was some sort of guilt thing in me. I was raised Catholic, so I suppose that didn't help much in that respect either. It wasn't till my later years ( 30ish ) that I finally got the chance with my girlfriend. We went to a holloween party. She made me up pretty convincing. At that time I never enjoyed my self more. I didn't want it to end. I slept all dressed up and as the day wore on, reality slowly took over.
Hugs,
Diana
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CherryLynn
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Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Getting dolled up for Halloween was always very exciting for me and Mom enjoyed it too. She always picked out cute costumes for me- Raggey Ann, Alice in Wonderland, and even was a Geisha girl one Halloween.
Just starting to explore my feminine nature- am very shy meek and demure. Addicted to looking and acting ladylike. Still have so many questions about exactly who I am- have so many mixed emotions about my gender issues.
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Kyra
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Post by Kyra »

Hi Cherrylynn,
You know, unofficially, they call Halloween the "Crossdresser's Holiday". Being as I am, it's kinda weird that I never dressed en femme for Halloween. I dunno why, maybe I was afraid I'd out myself. Of course, I could have always toned it down to "guy in a dress". I just never had the opportunity.

Do you still go out on Halloween dressed?

Hugs,
Kyra
For once you have tasted flight you will walk the earth with your eyes turned skywards, for there you have been and there you will long to return. - Leonardo DaVinci
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CherryLynn
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Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Hi Kyra

I did stop wearing dresses for awhile but never got rid of my femmy feelings. In act My femmy side remanied as strong as ever, I guess its not good to deny who you really are.

Right now Halloween, most wonderful time of the year for us girls, is the only time that I go out en Femme. This past Halloween a female co-worker invited to her party- she even picked out my costume and did my makeup for me- I was a Serving Wench . LOVED IT.

I am very a closet girl, put on feminine clothing and makeup when I come home from work, great way for this sissy to relax and I love checking out the Tg chat rooms. Right now I am looking for the friendship and spupport of other Gurls.

Hugs, Cherry
Just starting to explore my feminine nature- am very shy meek and demure. Addicted to looking and acting ladylike. Still have so many questions about exactly who I am- have so many mixed emotions about my gender issues.
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Angela
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Location: Scotland

Post by Angela »

I wore dresses and panties as often as I could when I was a child and my Mother and sisters really used to go over the top at Halloween. I was always a mass of petticoats and friills. Other boys were pirates and spacemen, I was always a girl and I absolutely loved it!
Love

Angela
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CherryLynn
Miss Emerald Goddess
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Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Being a girl for Halloween was always such fun for this sissy. Mom always picked out such cute outfits for me, even at the age of 12 I was so very girly.
Just starting to explore my feminine nature- am very shy meek and demure. Addicted to looking and acting ladylike. Still have so many questions about exactly who I am- have so many mixed emotions about my gender issues.
Ann Stef
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Joined: Fri Sep 14, 2007 7:41 pm
Location: Space Coast - Florida

encouraged

Post by Ann Stef »

Halloween is a good time to express your true feelings on dressing up. I too, enjoyed going to a halloween party dressed as a med-evil lady, long gown and all.
Happiness is dressing to your innermost desire and feeling.
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