My first time

[jacquelynh]

I remember my first time crossdressing.I was 7 or 8 years old when it happened,my mom had me come in her room and she had this purple dress on her bed she had my try on.I said no way at first and somehow she got me to try it on.Thought I looked cute in it.Then it was combing my hair out and then putting in clip on earrings in my ears.Did my nails and had me put on a pair of girl's panties on.My mom giggled and thought I looked cute dressed as a girl.My dad walked in and he was not too happy at all.Yelled out asking my mom what she did to me and they argued about it.He walked out to calm down and did take it off.My dad was not a good man and left when I was 9 years old.He tried to stop me from doing this and didn't work at all.I had to wait to get in girl's clothes my mom bought me when my dad was taking a nap or was leaving for work before he left when I was 9 years old.

[Kerry30Den]

Have you asked you Mom what prompted her to dress you up?  I'm curious if it was something she wanted or if it was something she saw in you that she decided to see where it went?

My aunt dressed my cousin up on a whim when he was pretty young.  She had 4 boys so I think it was a bit of seeing what it would be like to have a daughter if only for a bit.  The cousin as far as I know isn't into dressing.  In fact the aunt had some not nice things to say about me when she found out about me.  Go figure.

[Jin]

I am so sorry you had a rough introduction. I guess I was lucky, I grew up poor and usually was dressed in my older sisters outgrown clothes. It just seemed the most natural thing, to dress as she did.
I really like girls, in fact it is fun to pretend to be one! And most girls like boys, so....
It just seems natural to me for you to be attracted to males when you are dressed all slutty. Rules, are for the un-imaginative.

[tracygurlyboy]

I had much the same experience when I was about 7. My mum dressed me up in and even did my hair and put lipstick on me.
I'm not sure why she did this, but it started me on the road to crossdressing which i have never stopped

[Kerry30Den]

I am so sorry you had a rough introduction. I guess I was lucky, I grew up poor and usually was dressed in my older sisters outgrown clothes. It just seemed the most natural thing, to dress as she did.
I really like girls, in fact it is fun to pretend to be one! And most girls like boys, so....
It just seems natural to me for you to be attracted to males when you are dressed all slutty. Rules, are for the un-imaginative.

I remember in 4th grade going through this logic twist and turns.  I liked to dress up and girls wore those same things.  Girls liked boys, so was I supposed to like boys?  My mind even ventured into maybe I should try to become a girl, but the examples I saw on TV (talk shows) turned me off of that idea.  Boys never excited me, but the girls and their femininity did.  Took me years to sort out that it was perfectly ok to like girls clothing and like girls.