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When I first knew I loved crossdressing

Two Experiences: First when I was about 7 or 8 years old. I was in my Mum's bedroom and came across a pair of Navy Blue Low Heeled Pumps. I tried them on and they fit me. I loved the feeling. They looked like these.


Next experience: I was over at a family friends house around the same time and I asked her if she owned any heels and she did and showed me how high they were with her hand. I was immediately intrigued. Next thing I was going through her shoe collection with her and ended up trying on a pair of peep toe heels. They looked similar to these.


I loved the feeling yet again. I used to just stay there with those shoes on my feet for ages.

That's when I knew I loved Women's Clothing and Shoes. :)
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SW-User
@silkydrawers Yeah. I often find it strange myself that it was shoes
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SW-User
@silkydrawers Yes. As much as I love dresses etc. Shoes are my first go to. :)
Manzi · 56-60, M
Me when i was 12 with my sister panties
KarenStm · 61-69, M
@Manzi I started at 12 too with my sisters playsuit.
SW-User
@KarenStm Playsuits are so cute! I've worn one before. :)
I was five and my cousins dressed me up in a cowgirl outfit. Red skirt with white fringe and a matching vest. I had on a white blouse with puff sleeves. Topped off with a red cowboy hat and an old pair of cowboy boots. Underneath I had on ruffled red panties. I was in heaven. Mom took us downtown to see the kids matinee with a corny western. We ate dinner at a cafe near the theater. I really didn't want to get undressed tgat night but mom made me put on pajamas.
SW-User
@Txbob52 Cool. I remember when I was really young, Mum bought me a pair of red converse high tops and I just used to stare at them on my feet all the time. It made me feel quite excited at the time. Not as much though as when I discovered my Mum's shoes. I used to put them on and dance to sensual music. I absolutely loved how they felt on my feet.
suzette · 46-50, F
I love cross dressing too.
Men's clothing is so much more comfortable than women's clothing.

 
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