THE OFFICIAL: What were the first items you wore?

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

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Erin P
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Joined: Thu Sep 18, 2008 3:54 pm
Location: Hampshire UK

Post by Erin P »

I secretly wore one of my mothers body suits and some of her stockings when I was about 15.
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Jazzmine
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Joined: Thu Sep 18, 2008 5:55 am
Location: New Zealand

First Time

Post by Jazzmine »

First time was when I was 8 and fell in a fish pond at a friends house -was told to wear girls underwear since that's all they had that would fit.

Apart from enjoying wearing them it didn't mean too much to me, but a year and half later I remembered the nice feeling when I found a stash of my mother's old underclothes. I tried on some underwear, pantyhose and a full slip, found some high heels and wanted right then to be a woman when I grew up. I thought if I could secretly wear the clothes and wished hard enough, I would change into a girl. I used to wear the clothes in bed at night time hoping I would wake up a girl.

When puberty hit I felt obsessed with wanting to be a girl. It was so strong I spent every moment home-alone in woman's under-garments. I even got some pantyhose and cut the legs below thighs off so I could secretly wear them under my shorts.

Being pragmatic I decided my mental health was going to suffer unless I just got on with being a male. Which I did very successfully - good at sports and being the macho man. No regrets either. I enjoy being a hetero male because I'm in love with a beautiful woman and I love loving her. However I do have needs of my own which is expression for my femme self and I enjoy every second of that to!
Hugs Jazzmine
Happy as a male but happier in a skirt.
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Tammy R
Miss Silver Goddess
Posts: 28
Joined: Sat May 17, 2008 4:55 pm
Location: Kalamazoo Michigan

Post by Tammy R »

A pair of my older sister's nylon tricot panties. Instantly hooked for life. Wasn't long before I discovered the joys of nylons and nighties.

It is my belief that feminine clothing is a trap waiting for any unsuspecting boy. The soft sensuous clothing that women wear seems appealing enough, but once that threshold is crossed and he feels just how exciting those fabrics can feel it's all over.
Tammy
LeAnnL
Miss Silver Goddess
Posts: 30
Joined: Tue Sep 09, 2008 1:12 am
Location: Western WA

I lost my post here where is it?

Post by LeAnnL »

help
LeAnnL so why am i here:guy in a dress and happily married
LeAnnL
Miss Silver Goddess
Posts: 30
Joined: Tue Sep 09, 2008 1:12 am
Location: Western WA

Jazzmine

Post by LeAnnL »

Thanks for sharing. rite on been there done that
LeAnnL so why am i here:guy in a dress and happily married
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CherryLynn
Miss Emerald Goddess
Posts: 207
Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

I loved trying on my older sister's things- panties. bras. I was in dream when I found her old girl scout uniform and put that on. I then went into the bathroom and painted my face with foundation and lipstick. My sister Pam finally told me that she knew what I was doing. She gave me some things as hand me downs.
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.
Rei
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Joined: Wed Nov 15, 2006 6:07 pm
Location: Las Vegas, NV

Post by Rei »

Having boobs, I was 11 and boys made fun of me telling me I needed to wear a bra. One day I took their advice. I tried on my mother's white 34B Playtex 18 Hour bra. ..^.. It fit and I was hooked !
I am a plus size gal who grew up in NJ. I started dressing up when I was 11. I am now 50
I am lucky enough to have natural 44C breasts.
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CherryLynn
Miss Emerald Goddess
Posts: 207
Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Yes Rei

I still remember putting on my 1st bra- it was my older Sister's.
Had to fill out with her nylons .
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.
Henriette
Miss Crystal Goddess
Posts: 16
Joined: Wed Oct 29, 2008 3:46 pm
Location: South Africa

Post by Henriette »

The first thing was high heels, my mothers red high heel sandals. That hooked me. The first heels I bought for myself was at age 15, when I got a pair of white sandals, with a 3 inch heel. After that, bra's and panties followed. And the rest is history
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Leeza
Miss Ruby Goddess
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Joined: Tue Mar 18, 2008 4:46 pm
Location: McCook, Nebraska
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Post by Leeza »

I believe the first thing I put on was a bra on a cool day and went bicycle riding. What a reilif - my nipples didn't hurt from the cold and I was hooked. I was about 13 at the time.

Leeza
Leeza
Billie Earls
Miss Crystal Goddess
Posts: 19
Joined: Tue Nov 18, 2008 1:45 pm
Location: Iowa

Post by Billie Earls »

Panties that belong to my mother. I did that until I went into the service. Then after the service I wore my wife's panties and other garments. I have purchased my own things and kept them secretly. Every once in a while I will purge, from guilt maybe, but then start up again. Panties are the easiest things to hid and wear when you don't want to get caught.
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Danielle_Wayne
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Joined: Sat Aug 09, 2008 1:53 pm
Location: Kansas
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Post by Danielle_Wayne »

It was my mothers bra and pantyhose and skirt. I was about 10. Will never forget the feeling it gave me and that feeling has been with me ever since. Have tried to hide/foget about it a time or two, but it is always there. So now I embrace Danielle.
Looking to make friends and chat with people with the same intrests
BrendaAnn
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Joined: Sun Jan 11, 2009 3:12 pm

Post by BrendaAnn »

The first things I wore was a pair of my mom's panties and one of her bras. A close second was having her dress me up in one of my cousins dresses, lacy socks, shoes and a wig for Halloween. Both were at 12 years old. I was hooked after those incidents. My mom dressed me as a girl each Halloween for the next 2 years after that first time.
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CherryLynn
Miss Emerald Goddess
Posts: 207
Joined: Sun Jul 20, 2008 2:20 am
Location: New Jersey

Post by CherryLynn »

Some of my fav memories are of Mom dolling me up for halloween. I was 12 ,when She brought up idea of me a girl for halloween. She turned me into Alice in Wonderland- blue dress, white hose, maryjane shoes, pinafore and of course a blonde wig. I loved every minute of it.
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.
MissSophie
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Posts: 7
Joined: Sun Dec 07, 2008 5:43 pm
Location: Upstate New York

Post by MissSophie »

this first thing i ever wore was my mothers satin vanity fair underwire bra, white 38dd, i remember sneaking into her bedroom once day when i was 10 when she went down to the corner store. it all basically grew from that
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