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Crossdressing - where do I start?!

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Posts: 1445
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(@cdh)
Famed Member     Seattle, Washington, United States of America
Joined: 12 years ago

To the good ladies of Crossdresser Heaven - welcome! 🙂
I've shared many thoughts on learning to crossdress on Crossdresser Heaven, yet I keep coming back to the most important aspect - unleash your inner woman.

Be who you are, truly inside - so much of how we are perceived is people looking to see the spirit inside of us.
Are we fearful and ashamed? Or are we confident and approachable?

Where do you start when crossdressing?

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Posts: 216
(@millieteases)
Estimable Member     Virginia, United States of America
Joined: 9 years ago

What a wonderful approach. I do start by acknowledging my feminine persona. And then...

There are the days when a pair of panties or a cami alone under my clothes is enough or all that is appropriate considering what I have to do that day. Other days I can fully underdress - hose, panties, bra, cami or other frilly, wonderful things. (I really want a silky underwear romper, but just haven't been able to find one that fits my plus-size figure.)

And then there are the few times when I can fully dress and go out. And those are the times when I have to start with acknowledging my feminine self and reminding myself that I am in part creating and illusion for those who view me as well as satisfying my desire to be my feminine self. And I really, really, really have to be myself - be Millie - on those days because the male part of me is still a bit afraid of letting go and being completely who I am.

And that is one of the many reasons why I am here, and why being able to share my journey with others like me is so important.

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Posts: 1445
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Topic starter
(@cdh)
Famed Member     Seattle, Washington, United States of America
Joined: 12 years ago

I love your thought that sometimes just a pair of panties and a cami is enough. I think sometimes pacing is the most important part of the race.

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Posts: 112
(@darcy)
Estimable Member     Seattle / Tacoma, WA, United States of America
Joined: 9 years ago

For those that are closeted, it is quite difficult to figure out sizing conversions and what to buy that works. I started off with panties and quickly found that bikini panties do not work well but because of my shape I have to wear hipsters. The next thing I found was a <span id="Bralettes & Bandeaus" class="BRA_FEATURES">bralette </span>that was kind of fun but way too small so I had to get bra extenders. Sadly they don't make that style anymore and never did in my size.

I did some searching and started looking at tank top type shirts and took a closer look at camisoles. It took some digging but did find some I like. So when I can't dress at least I have my cami's, panties, and stockings (knee high, thigh high, and panty hose). Knee highs are great for just throwing something on to drop my feet into tennis shoes.

Of course getting your nails done is a very good starting point. Pedicure and paint is all it takes. You can do a manicure as well, and if you go with polish you may want to do clear. Gel is great stuff, but man is it shiny!!!

Remember - enjoy the little things.

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(@Anonymous)
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Joined: 1 second ago

I mainly start with my mood,what do I feel like and what am I going to be doing.Somedays I just like to play ad before I'm done I've got half my closet emptied.The first thing I enjoy though is to put on my panties,bra and stockings,that just relaxes and sets the whole mood for the day.I do enjoy underdressing and getting caught,it can be funny to see who's more embarrassed,you or the person who catches you.I had to go to physio therapy the other day and was going out afterward so I had my undergarments on and the therapist Jaquie got me on the table to work on my shoulder she felt my bra.I could see the puzzled look on her face and I finally turned to her and said,'yes,I'm wearing a bra'.She was a little taken back and then she started to laugh and started giving me tips on the proper way to wear a bra and maintain good posture.She's a super nice girl and now when I go in she asks if I have anymore surprises for her.That's wha I think,you have to embrace and enjoy who you are and to hell with what the world thinks,life's to short.ENJOY LOL Heather

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