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I Am a Teenage Crossdresser

Now Someone Knows!

By: deleted
Written on September 30th, 2012
By: deleted
Age: 26-30
2,865 people have read this story

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48 responses
  • roxanna105

    Stay in panties try wearing heels and love the girl in the mirror

    Roxanna

    3 days ago
    2 likes
  • silkennylonsecrets

    You should wear whatever strikes your fancy! Me of course my mom didn't, would have probably freaked if I had come out. But my dressing was more of a comfort/sexual nature and I only wore her silky lingerie, nighties, slip, robes and panties being my faves. Good luck!

    Dec 11, 2012
    1 like
  • Nicolefrey18

    Hi Ashley
    You are so lucky having such a supportive Mom

    Dec 11, 2012
    1 like
  • Charlez16

    I'm glad for you my mom only knows that I crossdressed once but I'm going to tell her soon and hope for the best and just keep on being yourself and not what people want you to be good luck!!

    Dec 9, 2012
    2 likes
  • lisaree13

    Wow Ashley, you have the coolest mom on the planet. You are one lucky girl.... Just hope that your dad understands as well .Wish you all the best dear.

    Dec 9, 2012
    1 like
  • whejay

    Can we be friends

    Dec 4, 2012
    1 like
  • AlexisKrasivyy

    I am so jealous!

    Dec 2, 2012
    2 likes
  • frankincense10

    Your story made me want to cr. I have an understanding Mum myself, and I know the wonderful feelings you must have had when she hugged you close and told you it was okay. Thanks for sharing it has made my day, Frankencense

    Dec 2, 2012
    1 like
  • suzanne222

    Get used to wearing high heels. Even if your Mom's shoes are too small. Take a pair she doesnt wear anymore, or a pair of sandals [easier to squeeze into!]. Put them on first thing and keep them on all day. At your age, my moms shoe size was 2 sizes smaller than mine. But she had 3 pair of heels she never wore which I went steady with... LOL!

    Nov 28, 2012
    1 like
  • Ready4You

    your mom sounds awesome! I really like leotards and one piece swimsuits they feel amazing

    Nov 12, 2012
    1 like
  • GSteven51

    Go for it and enjoy. I would talk with your mom on the idea of wearing your feminine undergarments on all the days that you do not have to change for athletics at school. i wore my panties, bra, garter belt and nylons under my male school clothes almost everyday as a teen.

    Oct 20, 2012
    1 like
  • Titanides

    OKay, first off, your mother is wonderful...I hope I can be that kind of mother to my sons...try EVERYTHING since she's given you the go ahead...what about make up? that's a LOT of fun! I'm a woman and I first wore full make up on my wedding day (I was 28)...youtube is AMAZING for makeup vids!!! That's how I began to learn...still, be careful you don't have your dad walk in on you...not because you're hiding stuff from him but because dads are a lot tougher with their sons...make sure you find a way to ease him into it! You'll be fine with your mom on your side.

    Oct 7, 2012
    2 likes
  • Babygirl457b

    I think it's cool that you like to cross dress and you have an awesome mom

    Oct 7, 2012
    3 likes
  • Religulous

    "Anyone have any ideas to what else I should WEAR AND DO while they are gone???????"
    Maybe not being a label... kind of the most sexiest things at the moments..

    Oct 6, 2012
    1 like
  • amimaxxahere

    i`ve never known a crossdresser personally
    and i`ve never had such a desire either
    im a girl,22
    can you give me an idea why anyone is so?:)
    asking just because i don`t know

    Oct 6, 2012
    1 like
  • clovershot

    You are so lucky to have an understanding mother. If I ever have a child who is gay or who is a cross dresser or something like that, I hope that I will do the same things she did.
    And as a woman, I think that women's clothes are just SO exciting. Good for you mate :)
    Do you know Eddie Izzard? He's a cross-dressing comedian. Absolutely hilarious, and he makes being a bloke in women's clothing a bit sexy ;)

    Oct 6, 2012
    2 likes
  • JacquieTG

    Your mom sounds amazing. I'm totally happy for you.

    Oct 6, 2012
    2 likes
  • ilovenellyxoxo

    you're mom is AWESOME :-D

    Oct 5, 2012
    1 like
  • lisaree13

    Wow ..you have a great and understanding mom.Wish you all the best.Enjoy.

    Oct 5, 2012
    2 likes
  • kaylie26

    Its awesome that your mom actually wants to be a part of your crossdressing! Not everyone is as lucky as you!:)

    Oct 5, 2012
    1 like
  • demiL

    I don't understand what a cross dresser is? Like do you just like to wear girl clothes sometimes? and where do you wear them?

    Oct 4, 2012
    2 likes
    • lisaree13

      Lots of us are regular guys no different than most ..but we have a compulsion to wear womens clothes sometimes. Something just triggers us and its different for each individual.Some to releave stress and some get a sexual thrill while others feel its just the way they are. and some to just escape reailty to be a different person for a change.there are asa mny reasons as rhere are types of people that do from judges and politicians to mechanics and construction workers...you name it.But as to the question of Why??.....
      It beats the hell out of me, I dont have a clue and I am one. as to where to wear them some go out in public to be accepted as women and others dress in private only and never tell another soul.It depends on the man you still are or the woman you want to be.

      Oct 5, 2012
      1 like
  • YoungAnalReciever

    You are a lucky young man to have a mum like that, I have met other cross dressers that are straight, even I love to wear the sexy lingerie (panties) as they are more comfy then the blokes undies, best of luck for the future

    Oct 4, 2012
    2 likes
  • SophiesSecretRoom

    It's really good that your mum is supporting you. It's good you don't have to hide it, from her anyway. I hope you keep getting that support!

    Oct 4, 2012
    2 likes
  • highsockssissy

    So glad for you that your mom is supportive!

    Oct 4, 2012
    2 likes
  • NANOHORIZON

    I know a transgender girl, it would seem there are a lot more people like this, but I think society is just becoming more accepting.

    Oct 4, 2012
    2 likes
  • chintoo2

    u also having perfect mother just like others
    and i m waiting your pictures while in that dress

    Oct 4, 2012
    2 likes
  • chintoo2

    u also having perfect mother just like others
    and i m waiting your pictures while in that dress

    Oct 4, 2012
    2 likes
  • darlene34b

    that's great! all mothers should be like yours!

    Oct 3, 2012
    2 likes
  • tinkxxxxxx

    that is so awesome!! I myself am a mom and i always told my boys that if they ever thought they were cross dressers or even gay, I would support them no matter what! I would be just like your mom because our kids are everything and we can appreciate what our kids choices are!!

    Oct 3, 2012
    4 likes
    • lindabo99

      That is so nice that you have a true understanding and love for your children.

      Oct 3, 2012
      1 like
    • Unistud1

      it is really great how much you love your kids. i wish my mom was more supportive. your kids are lucky to have you.

      Oct 4, 2012
      1 like
  • pantylover84

    your story an insptration to us all, pleas add me.

    Oct 3, 2012
    2 likes

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