I Wear Dresses and Skirts Stories of Experiences

Sometimes I like to wear jeans and some boy stuff and other times I'll put on a nice dress. I really don't think about it that much, I'm not obsessed with the whole thing.  Clothes don't make the person, the person makes the clothes.

No, I wasn't wearing a dress or skirt (I only wish! Yes, I am a crossdresser). I was leaving the office last night and riding the elevator when a young lady got on a few floors below mine. She was beautiful- pretty face, soft wavy...

I can't help feeling that lovely long skirts and dresses, all the way down (ankle length), is just a clear symbol of femininity as much as other physical factors.

Whenever I see certain billowing and creatively decorated such garments...

I want female clothes . I'm only 12 my mom its to fat. My dad hates gay. Can anyone help me.
P.S I'm a boy

The other day I was asked by my wife to go with her to a mall nearby, she wanted to go looking at the new spring fashions, she initially said she was looking for a dress, yeah right, that meant new capris, maybe even a skort. She also...

Wearing dresses and skirts, brings out the lady side of me, more than not wearing them. I don't own many, but the ones I do own, I love them! However, in England, we don't really have a lot of summery weather so they have been in my...

I'm wearing my newest dress. Black with pink roses, above the knee with spaghetti straps.

It's so pretty. I may go out tonight wearing it.

Pants and shorts are hot and sweaty, I prefer the cool air across my skin when wearing a dress or skirt.

I'm a man who likes to feel feminine sometimes and dress up as a woman. I love panties and stockings and high heels, and skirts and dresses are part of that.
But I wish I could also wear skirts and dresses when I'm presenting as a man...

I love to wear dresses and skirts they make me feel so feminine

I don't own a pair of pants.
I wear my dresses & skirts all year long.
Rain, snowing or hot or cold
I wear my dresses & skirts like a lady should.
I don't mine if you wonder why that lady wears dresses & skirts
all the time.
I am a...

Even when I was a little girl I liked wearing dresses and sjirts and blouses. I didn't like wearing pants or even koulots (sp?). It didn't bother me if boys looked up my dress or skirt in fact I loved it and I would usually wet my...

I will wear dresses and skirts everyday no matter what and not even own a pair of pants when I get a sexchange and become the woman I have always wanted to be, especiall with pantyhose and high heel pumps, I love the feeling these...

I love new dresses. When I was little I would get a new dress for Easter. I would twirl around and around.

Still even now a new dress makes me feel the same way. Feminine and pretty. A nice skirt and a nice top, with heels, always...

So I was out shopping with the wife and she asked me if I wanted a summer dress for around the house. I very much did so we stopped by a couple racks and I found one that I really liked. She made me try it on and truthfully I didn't...

I think, along with the rest of my cross dressing, there are several aspects I enjoy to wearing a skirt or a dress. The first is that as soon as I'm in female clothes; whether a full 'outfit', or just panties/bra/underwear, under my...

Dresses and skirts are gorgeous, but I love really full-skirted ones, and have a hankering after 50's petticoats. Long dresses and skirts are beautiful when walking down stairs, with the hem following about 3 or 4 steps behind!

The summers in England don't feel like summers. Springs aren't much better. But when we do get a best wave I love to wear gorgeous dresses and long flowing skirts. Which then help keep me cool and happy.

I mainly wear them to church, on dates, or to special events. Jeans/slacks are much more comfortable, but...I would gladly wear them everyday if I was in a relationship with someone who wanted me to!  That would make me feel pretty...

I love weairing dressing it makes me fill like a girl love short skirts and tight dresses love everything a girl can wear