This topic contains 9 replies, has 10 voices, and was last updated by  Michelle Newman 5 months ago.

  • Creator
  • #142925

    Mattilyn Grace
    Registered On: January 13, 2019
    Topics: 1
    Replies: 0
    Has thanked: 1 time
    Been thanked: 0 times

    hello there I’m new to this I’ve never dressed up before, well at least not for anyone to see, and I was wondering if I could get some tips like a do’s and don’ts so I don’t make all of us look bad. I most likely won’t be going out in public dressed up, I’ll be saving it for the bedroom ;), but just in case I have to I need some advice for a rookie. Thanks!!



  • Author
  • #143621
     Michelle Newman 
    Registered On: June 22, 2017
    Topics: 2
    Replies: 752
    Has thanked: 0 times
    Been thanked: 300 times

    Welcome Mattilyn!

    1 user thanked author for this post.
  • #143168
     Stephanie Flowers 
    Registered On: June 26, 2017
    Topics: 10
    Replies: 2221
    Has thanked: 1387 times
    Been thanked: 1299 times

    Mattilyn happy to welcome you and being excited about this you have certainly started this journey right.   From someone just starting to the well experience everyone here enjoys the support and acceptance that is truly unique. Be free to express yourself with many like yourself and with no judgements. If your only dressing in the bedroom enjoy doing it all. Do what makes you the most happy. There’s no boundaries on where you want to go be true to yourself and express your true feelings. But never say never maybe a day will come and that door will open and out you will go .I thought the same thing and then we’ll it just happen. When you learn and understand more have the support of many  the possibilities are endless . Love to chat and share stories and make new friendships.  So get comfortable and enjoy being part of a special place that really cares about everyone that passes through our doors. Very nice meeting you.


    Stephanie 🌹

  • #143114
     Bren Whyme 
    Registered On: November 30, 2018
    Topics: 18
    Replies: 118
    Has thanked: 37 times
    Been thanked: 208 times

    Welcome Mattilyn

    Hi Sweetie and We!come to CDH!! You are definitely in the right place as there is endless resources that begin right here for someone new to crossdressing. I agree, wear what feels good and if your only wearing it in the bedroom your certainly not making anyone look bad. I returned to cross dressing about a month ago after a 23 year absence and I feel that I am re-learning the art of transformation. Ask yourself, Are you dressing only in the bedroom for gratification or do you eventually want to walk in public enemy femme.  I f your  staying indoors, then anything goes, do what feels good. If you intend to walk in public, you ‘ok probably want to learn to “blend” in with other woman wherever you’ll be. I recommend “Stepping out Secrets Program, it’s very on-demand and provides a great foundation you can work from to transform yourself if create the illusion of a woman. I have been working this program for several weeks and have come a long way in a short period of time. Complete transformation is definitely an art that takes time, dedication and work to perfect, but if you want to play, start with what feels good. If I can ever help, just give a shout.

    Hugs, Bren

  • #143113
     Laura Lovett 
    Registered On: November 18, 2018
    Topics: 12
    Replies: 429
    Has thanked: 457 times
    Been thanked: 566 times

    Welcome, Mattilyn!

    Like Bobbi said, there are no rules!

    How you dress is how you express yourself, and it’s a fun journey into uncharted territory .

    You are an artist, creating an image that as yet only exists somewhere deep inside you. Maybe, like a prolific songwriter, sculptor, storyteller or painter, you have many creations waiting to be formed.

    To my mind, dressing in private is the best way to learn what works for you and what doesn’t, but it’s like the “people writing songs that voices never shared” in “Sound of Silence” by Simon and Garfunkel.

    Sooner or later you’ll probably want to share your creations – and why not!

    Love Laura

  • #143021
    Registered On: May 20, 2017
    Topics: 9
    Replies: 360
    Has thanked: 151 times
    Been thanked: 313 times

    I dressed in secret in my mother’s skirts and dresses from age 12 or 13 and later in my wife’s clothes until starting on my own wardrobe. Thus I had a good idea about what styles I liked and looked good in. For makeup I had seen my younger sisters do all the classical mistakes and actually managed quite well from the beginning. However some lessons at  a makeup counter and a beauty salon greatly improved my skills, as did a professional makeover and photo shoot at Model House Stockholm in 2016.

    My recommendation is don’t be afraid to ask professionals for help. They have probably seen it before and most large chains have policies for treating transgender customers. And after all, their job is to sell the clothes, makeup and accessories, not to be picky about who buys what.




  • #143015
     fiona moss 
    Registered On: October 7, 2018
    Topics: 287
    Replies: 1026
    Has thanked: 2306 times
    Been thanked: 1649 times

    Hiya Mattilyn. Thankyou very much for joining CDH! you are in the right place here with plenty of help and support from our many friendly members!

    Where do you start? well! at the beginning of course! (only kidding)! I’m with Bobbi on this one. Dress how you feel! ask yourself, what look do I want to accomplish? a good trick, is to see what other girls are wearing, it will give you some good ideas. Clothes wise, there are lots of combinations, do you like skirts or pants, or both! what type? colour? etc. Experimentation is the keyword. Look at it as going back to school, only this time you are enjoying the lessons!

    Its lovely to have you here Mattilyn, any problems or questions, please dont hesitate to message me and I will do my upmost to try to help 🙂

    Fiona xxx

  • #142969
     Michelle Liefde 
    Registered On: May 27, 2018
    Topics: 40
    Replies: 881
    Has thanked: 1009 times
    Been thanked: 709 times

    Hi Mattilyn and welcome to CDH! There are some great articles, forum posts etc here that can help you out as well as chatting with other members of our community.  In terms of starting out, one thing you can do is see how women around you or on media and get a sense of what  you may like your style to be. Otherwise, have fun trying on different looks and don’t worry about being perfect the first time, it is a learning process and practice will help from walking in heels to putting on mascara.



  • #142944
    Registered On: September 13, 2018
    Topics: 8
    Replies: 592
    Has thanked: 527 times
    Been thanked: 763 times

    Rule 1:  There are no rules!  Wear what makes you feel good!
    A word of caution:  Leggings are NOT pants!  If you wear leggings, wear a top that covers your ass completely. Otherwise, people will say “Look, here comes Matti’s junk!”.  LOL
    Seriously darling, wear what you want, & have a good time.
    Makeup only comes from trial & error.  Burlington, Ross, Marshall’s, & TJ Maxx are great resources for dresses, skirts, tops, bras, panties, Etc.  They’re dirt cheap!
    Payless shoes is a great resource for shoes!  Good luck!  🙂

  • #142943
     Michelle Nelson 
    Registered On: December 15, 2017
    Topics: 3
    Replies: 11
    Has thanked: 36 times
    Been thanked: 66 times

    I was told to dress your age. I’m in my late 30’s so I should dress like a woman I her late 30’s. I’ve worn clothes that were made for a teen age girl and though it is fun to try that stuff on I feel more confident and even more feminine when I dress my age.

    I do my shopping online. I’m to nervous to go shopping dressed as a woman. Lots of good stuff out there.

    Hope that helps.

    Good luck girl 💜

You must be logged in to reply to this topic.

Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials


Forgot your details?

Create Account