cross dressing as a tomboy????

Every story begins somewhere, so tell us how you got started crossdressing. Only one (1) topic per member, please!

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Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

cross dressing as a tomboy????

Post by Jenifer F. »

I think it started when I was young. I wanted to be one of three things.. a girly girl.... a kunoichi{a.k.a a femsle ninja} or a tomboy. the thing is I may not do it now but in the future I defiantly want to switch back and fourth from dressing as a girly girl and dressing as a tomboy. one problem I am already a guy. at least physically. I was looking for a complete break down on what I need to do.. will have to wait till after my dad passes though. doctors said he has one to two years to live and that was this year. I am waiting not to strain our relationship. I am 3 years old btw.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

"*girly tomboy"
CathyAnn
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Re: cross dressing as a tomboy????

Post by CathyAnn »

Hi Jennifer. 3 years old?
Jenifer F.
Miss Silver Goddess
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Re: cross dressing as a tomboy????

Post by Jenifer F. »

32.. sorry typo...
Anthony Simon
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Re: cross dressing as a tomboy????

Post by Anthony Simon »

You could wear the clothes and do it in private and not strain the relationship.
Socrates: The highest wisdom is to know that you know nothing.

Bill and Ted: That's us, dude.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

I can't though.. ty for trying.. I live in the same house with him due to mental illness. he owns the house and we are really close to each other room wise. though from what my mom says she kind of fine eith it provided I don't take it to far.
Anthony Simon
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Re: cross dressing as a tomboy????

Post by Anthony Simon »

When he dies, you'll likely be upset. Not the greatest state to be making decisions. Do it when you're on reasonably stable mental ground.
Socrates: The highest wisdom is to know that you know nothing.

Bill and Ted: That's us, dude.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

of course... I agree. no one should be under that much mental strain while making decisions. I still like to think it will happen.
Anthony Simon
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Location: London, UK

Re: cross dressing as a tomboy????

Post by Anthony Simon »

I'm not sure it couldn't happen now if you're cautious.

There are different forms of CDing. For example, underdressing. That's when you wear women's underclothes under your guy clothes. People do it when they want to CD and not have it show. I've done it a few times (including seeing my dad once and going to his funeral).
Socrates: The highest wisdom is to know that you know nothing.

Bill and Ted: That's us, dude.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

I'm not risking it.
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KimberlyS
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Re: cross dressing as a tomboy????

Post by KimberlyS »

Jenifer the family dilemma is always in interesting one. Wish you the best of luck with your Dad.

kimberlys
Site Administrator

I am a physically male person that likes to wear feminine clothes at times.
Just trying keep a balance for my self along with keeping my wife and kids in mind.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

ty. I will.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

any advice though on how to pull this off.. the look of a tomboy.
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KimberlyS
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Re: cross dressing as a tomboy????

Post by KimberlyS »

I often pull off kind of a tomboy look. For my casual presenting a guy day I wear a lot of femme jeans unisex looking tee and femme unisex looking boots or sneakers. The only think I am missing for a tomboy look is more of a chest. It is wild how much femme attire there is that is very unisex looking depending on what else you wear it with.

I will bet you have some tomboy look in your mind that you are trying to emulate. That maybe should be a start for you.

kimberlys cd
joe in a skirt
Site Administrator

I am a physically male person that likes to wear feminine clothes at times.
Just trying keep a balance for my self along with keeping my wife and kids in mind.
Jenifer F.
Miss Silver Goddess
Posts: 26
Joined: Sun Jun 24, 2018 12:20 am

Re: cross dressing as a tomboy????

Post by Jenifer F. »

If no one minds I'll post some pics for insperAtion... They are anime pics though.
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