what was the sensation the very first time you cross dressed

[Jess42]

well, mines got quite a bit shorter since HRT

It used to get me laughed at all the time, especially during PE. And not to mention Basic Training and AIT in the military. I tried to take showers after the shower time or at least one of the last ones in line. AIT wasn't that bad 'cause I could take a shower after everyone else went their bunks to sleep. During the rest of the four year, no problem. Private bathrooms in the barracks. Unless we went to NTC at FT Irwin and then the same deal as AIT, after everyone went to sleep in tent city. Yeah it was a little embarrassing. But now, thank God.

[Asniceasme]

It just felt right for me when I got my first chance, and I have chased that feeling since.

I have a somewhat love hate relationship with crossdressing though, it feels right, but only as long as I don't catch a glimpse of myself doing it, then it reminds me of just how much of the journey to womanhood is still left.

I am the same...I try to avoid the mirrors in my house when I am dressed, because I don't want to be reminded of what needs to be done.

[Sarah84]

I felt horny.

I no longer feel that way when I wear female clothes since starting HRT.

It was the same for me. And this caused that I was confused for many years. Now on HRT I don't feel any major arousal anymore, it just feels good and normal.

[Phoenix_2812]

Let me just hop into my phonebox and see what happened when I first crossdressed.

I was about 6 when I first tried wearing girl's clothes. I don't really remember experiencing any kind of sexual pleasure while wearing the clothes. I've never "played" with myself, either. Wearing skirts or dresses for me is not much different to wearing shorts and trousers.

[stephaniec]

It was the same for me. And this caused that I was confused for many years. Now on HRT I don't feel any major arousal anymore, it just feels good and normal.

it seems HRT does an amazing job of untwisting the brain back to normal

[Kimberley Beauregard]

It felt very euphoric.

Now, I briefly feel horny followed by comfort.  It feels quite normal to me.

[Jenny07]

I felt confused.

I was 4ish and dressed as my mum knew.
It didn't make sense what was wrong and why. It felt so normal.
I usually cried as I was forced to put on boy clothes. It still is a very strong memory and awful.
Hated wearing pants early on.

Things changed when I was 9. It could have been wonderful but alas.

[Mikaela_]

I felt euphoria, comfortable happy, and nervous incase someone will see me

[stephaniec]

I felt euphoria, comfortable happy, and nervous incase someone will see me

the fear my sister would catch me  with her dress on

[Cin]

"What is wrong with me?" is what I thought to myself, and I was pretty disgusted later.

My urge was so strong that night, that I stole my mom's clothes from right under her nose while she was sleeping. I realized that the urge was really strong, and I risked getting caught just to see how it felt.

I was 14-15, I thought I looked pretty good, I had a huge mirror in my room. lol.

I quietly put her clothes back where it belonged.

I felt like I was possessed by a female demon that night. At least that's what I thought the next day.

[Carrie Liz]

Depression. Because whenever I put on anything feminine, it didn't make me look female like I wanted to look, it just made me look like a cross-dresser.

It's always been very physical for me. If I could have actually looked female while doing it, maybe I would have done it more, but with my hideous massive pre-transition body, I didn't even bother. For me, it was always about actually being a girl, not just dressing up like a girl.

I'd maybe cross-dressed once before I started hormones.

I was much more likely to do things like tape certain genital anatomy to my body so that I could experience, even for a short painful time, the feeling of looking down and seeing an flat pubis, or sticking water balloons in my shirt to give myself fake boobs. An the first time I did those, they felt VERY good. I did that a hell of a lot. Because even though it was painful, it let me feel whole for just a few short hours.

[Foxglove]

I don't remember.  I was too young to feel anything at all.  There was a dress lying around, I put it on without even thinking about it.  I didn't really know what I was doing.

I soon found out what I was doing--something very, very bad.  It was made clear to me that I would never, ever, ever do that again.  So of course I never did.  I always obeyed my parents.

[stephaniec]

I don't remember.  I was too young to feel anything at all.  There was a dress lying around, I put it on without even thinking about it.  I didn't really know what I was doing.

I soon found out what I was doing--something very, very bad.  It was made clear to me that I would never, ever, ever do that again.  So of course I never did.  I always obeyed my parents.

wow

[alabamagirl]

I don't remember.  I was too young to feel anything at all.  There was a dress lying around, I put it on without even thinking about it.  I didn't really know what I was doing.

I soon found out what I was doing--something very, very bad.  It was made clear to me that I would never, ever, ever do that again.  So of course I never did.  I always obeyed my parents.

*sigh*

Sounds a lot like my childhood. I was too scared of my dad's reaction to dress or do anything feminine even in secret.

[stephaniec]

I was pretty lucky, my parents knew , but never confronted me

[JohannaJohn]

I felt horny.

I no longer feel that way when I wear female clothes since starting HRT.

THIS.

[JohannaJohn]

But also...

EUPHORIA.

The first time I can remember, was about age 13 visiting at my aunt's house in another city.

My aunt had big beautiful breasts, and I wanted to have those, too.

I slept many times in one of the bedrooms of her big house, where she had lots of spare female "goodies" such as extra bras.

I now confess, I tried them on many times.

I slept much or most of the nights wearing them.

I was scared to death she would wake up, and find me sleeping in her bras.

She was an early riser, at usually 5 am.  So I always need to wake up very early, carefully take her bra off that I had been sleeping in, and try to fold it and put it back in the dresser drawer in a way that, I desperately hoped, she wouldn't notice.

Was I successful in my stealth?  I never lied to hier, she never asked, so maybe she never knew.

Or maybe she DID know, but just said nothing.

Who knows?

To me, breasts are the ESSENCE of physical femininity.

It is really quite simple:

1) Girls have breasts.

2) Men don't have breasts (other than ugly MOOBS sometimes).

NOW I HAVE MY OWN BREASTS.  My female boss at the University was staring at my breasts about 75% of the time she was talking to me this morning, for a good solid 3 minutes.

[Jess42]

It is really quite simple:

1) Girls have breasts.

2) Men don't have breasts (other than ugly MOOBS sometimes).

NOW I HAVE MY OWN BREASTS.  My female boss at the University was staring at my breasts about 75% of the time she was talking to me this morning, for a good solid 3 minutes.

I have breasts not MOOBS. I have had them since I was in my early teens. The Dr. that did diagnose the Gynecomastia said that he could give me testosterone, which I really don't think I could have handled or have surgery to remove them. Hmmm.. I didn't think so. So I kept them.

Female boss staring at your breasts. Isn't that sexual harassment? Or for us gender elation?

[JohannaJohn]

I have breasts not MOOBS. I have had them since I was in my early teens. The Dr. that did diagnose the Gynecomastia said that he could give me testosterone, which I really don't think I could have handled or have surgery to remove them. Hmmm.. I didn't think so. So I kept them.

Female boss staring at your breasts. Isn't that sexual harassment? Or for us gender elation?

GENDER ELATION!!!!!

Johanna.
FEMALE.

[Evelyn K]

I have breasts not MOOBS. I have had them since I was in my early teens. The Dr. that did diagnose the Gynecomastia said that he could give me testosterone, which I really don't think I could have handled or have surgery to remove them. Hmmm.. I didn't think so. So I kept them.

Female boss staring at your breasts. Isn't that sexual harassment? Or for us gender elation?

Or depending on the beard shadow or mustache - just straight up queer?