What Is Your Crossdressing Personality?

Last night my wife and I were watching the episode of Boston Legal where Clarence – the otherwise shy unassuming lawyer who enjoys crossdressing in his spare time – enters a singing competition as his alter ego Clarice. We watched the dramatic transformation – his feminine persona shone radiantly with confidence when she set foot on stage. Singing, dancing and shaking her booty with freewheeling abandon. As if crossdressing psychology had dazzled her mind and switched her personality.

After the show my wife asked me a question which got me thinking about my crossdressing personality. Am I more confident and outgoing when dressed as Vanessa? Does my personality change in ways not easily explained by being more feminine?

What is your crossdressing personality?

What is your crossdressing personality?

What Is My Crossdressing Personality?

When I put on my makeup, heels and hose I become more feminine, more outgoing, more confident, more excitable, less contemplative, less uncertain and more open to being vulnerable. When I’m in male mode I’m constantly worried about what people will think of me. I try to be perfect, to not offend anyone, I shape who I am to fit into the person I believe others want me to be.  When the transvestite inside of me comes out I realize that I’ve probably already offended some people. I don’t mold myself to their expectations, but find myself free to be who I am inside.

It’s a strange balance. I find myself less interested in what others think about me and more interested in them. Even a light dusting of makeup and a feminine mindset will find me chatting with cashiers in the checkout line, willing to share a piece of my day and eager to hear a bit more about theirs.

In truth I like who I am when I’m crossdressed. I think that if there was socially acceptable cross dressing more people would feel comfortable expressing a different side of themselves. We may even find that crossdressing psychology is sometimes the best kind of psychology.

What Is Your Crossdressing Personality?

Does your experience mirror mine? Think about what it’s like when you’re the woman of your dreams. Who do you become when you’re dressed?

P.S. When you’re crossdressed be fabulous on the inside and the outside! Learn how to dress and act like a woman!

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About the Author

A woman living in Seattle, enjoying the freedom to be who she is every moment of her life!

89 Enlightened Replies

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  1. stevie says:

    looking for a g g in okc area that would like to meet an artest type crossdresser !

  2. Diana says:

    Would love for someone to get togeather and dress up with in San antonio Tx

  3. looking for help on my first date as a crossdresser with a man ginger

    • Antome says:

      Then there is a bladerunning balance between the respect you owe to the man you date and your need to pass as woman. Does him know? And what are your intention with him, are you only interested in girls, boys or both?

  4. will says:

    crossdresser in Portland, Or, who would like to dance and date a witty and debonair man. Kisses,Jilliian http://www.jillian._essence.com

  5. avalana says:

    hi i’ve been dressing as a girl since i was 3yrs old i also had boy clothes,which i was told to wear at times,however,the older i got ,the more i prefered the girl clothes..they were (are) way more comfortable ,at least to me! i’ve worn nothing but panties for 30+ yrs,all my jeans are misses sz 5/6,and it be a rare day when i’m not wearing a bra w/forms…90+days now,and nobody has noticed…sweet…i can only hope that white america will become more relaxed in their ideas and their notions as to “whats correct”or “whats right”to wear. i myself am starting to get weary of the stigma of wearing nought but girl clothes,they fit me better,and feel WAY better than “boy clothes” although that does bring to mind an article in tapestry called “over bra and panties,what” when you consider what gg’s wear, over their bras and panties,it would seem that all is fair game,if you are wearing a bra and panties(and they need not match,mine don’t at the moment) it doesn’t seem to matter what you’re wearing,as along as it fits and feels good..please enjoy your whimsey’s and keep your faith…peace,avalana

  6. Tammy says:

    I dress to satisfy how I feel. I don’t care what anyone elce thinks I know i feel good. They have there own hang up . They are more tense then we are. I don’t try to chase anyone I just want to be myself and share my life stile with my lovely wife that knows me and loves me for who I am. I just wish every one had the chance to do something thay always wanted to do and enjoy it like we do.
    clothes are clothes mens wemons or what ever. They are made to be wore. So I’m waring my clothes my way and it makes me happy. When I bye my clothes nothing is said about what I bye. When my wife bye mens clothes nothing is said to her eather so who cares what we ware as long as we are decent .

  7. Judith says:

    I dress like a man b/c that’s what society demands of my physical body type. I cross dress when I can because that is what my personality prefers. But I don’t want to abandon the man. I enjoy who I am … All of who I Am.

  8. pri says:

    hi ladies. my name is bianca I’m from south africa, I’m of indian decent. very new to this but I’m absolutely in love with it… whatsapp me ;) zero,seven,two,eight,seven,eight,nine,three,five,three;) I’m very very naughty so don’t be shy mwa

  9. Cindy Tavelle says:

    Hello, I’m a sexy hot cd in Durban South Africa. Ive been placing ads in many websites to find othe cd’s here in Durban. With no luck at all. If there are legit cd’s here in Durban, please find me. Hugz …Cindy.

  10. danielle says:

    hi all.im from Richards bay,South Africa….im a born crossdresser,who only ever wear panties,and crossdress fully when im alone….id like to know if there s any others in my area

  11. Sarah says:

    Hi, I am a CD in JHB would love to chat. shiplake@hotmail.co.uk

  12. Vanessa Law says:

    Hey Danielle, I just got a comment from Sarah who is in Johannesburg (see the post Where do I find Crossdressing Support)>.

  13. Kandi Gurl says:

    Hi Danielle, I guess it is very hot there in Richards Bay and you have the appropriate clothing. Aren’t summer clothes great. I am very new to this an have a limited supply of good womens wear. But will be rapidly expanding my wardrobe as I am so excited about finally breaking out of a life long straight jacket that I just want to dress up all the time. Today I am in my male clothes but Kandi, like you is underneath my Levis with a very beuatiful black thong pantie with detailing on it that fits snugly – yummy. Take care – - Kandy

  14. sweets says:

    hi there .. im a cd from durban … would love to talk

  15. Sonis sue says:

    home and hello i am from richards bay and i m a cd.Only dress at home but would love to meet other cd’s from the rbay area…would love to hear from u…whats app…0834479604 or sms will do…..mwazzz

  16. Kandi Gurl says:

    Hi, Kandi Gurl loves to dress up. I live in Joburg. Would love to chat more and maybe meet and hang out and dress up and chat and maybe more. Kandi Gurl is a bit horny but can also be a good friend.

  17. danielle says:

    thank you sweety..0832063349

  18. Sarah says:

    Hi Kandi Gurl.
    I am in JHB too!!!
    Looking forward to hearing from you.

  19. Sarah says:

    Hi Kandi,
    Thanks for the prompt message. I am a white guy 49 and I live in Fourways. I have had this urge to dress for many years and recently it became quite a regular regime for me to dress every day. I had a break from it and gave all my clothes and sexy shoes away but the lure of dressing is becoming strong again. I would love your comments on some of my pics and would love to spend some time dressing in company, posing etc. Please feel free to email me on shiplake@hotmail.co.uk. Good luck with the dress!!!

  20. Kentridge says:

    Hi I’m from Jhb as well, would love to keep in touch. Email KentridgeWillyman@gmail.com

  21. Kandi Gurl says:

    Hi Sarah, lovely to hear from you so soon! I am a 55 year old white male (when I am not dressed up!) I suppose. Have recently fulfilled my life long suppressed fantasy of dressing up as a woman. It is just sooooo cool I love it!!! I feel liberated, confident, excited and have never had so much fun in all my life in the last few days (yes its that new but there were always suppressed signs – la la la life story – blah blah blah). Along wiht the absolute fun side of it which is awesome and so wondeful also comes wanting to share this with like minded and dressed people and if we become friends do dress ups and shopping and stuff that would be great. Also really look forward to having some sexual adventures with my new persona. Kandi Gurl is a bit horny too (ooh you are awful) but there are so many aspects to this new found level of being that that is not what it is all about! Lets chat more and exchange pics or whatever!! I live in Fairlands in Joburg. Please tell me more about yourself. I just have to rush out to a business meeting now (I am a media consultant). BUT – on the way I am going to exchange a new beautiful dress which is a tad too small – looks good but cant get the zipper all the way up!!! Not that I’m enormous or something its a size 10 – need a twelve – it is gorgeous and blue – amazing fabric – hope they have a bigger size but can always exchange it for something else. Take care now. – Kandi Gurl

  22. danielle says:

    hi girl..thanx..know the feeling….isnt it nice to tell someone openly that you wear panties and dresses.

  23. danielle says:

    i will thank you kind lady.

  24. seha says:

    A agree , i also feeling same

  25. seha says:

    I like your comments and feelings as me

  26. Debi34cd says:

    hi hun  im the same as u i love to dress and given the chance would start out again as a woman.dont worry about what others think.
    just be yourself and enjoy what we do its part of us and i bet u look wondaful dressed hun.

  27. Vanessa Law says:

    Hey Sweetie,
    I know it can be a hard road, but I would definitely encourage you to live your life true to yourself. Take it slowly, carefully and with good planning. Show love and understanding to others, and let your inner spirit floursih.

  28. lucy says:

    hi there, im a cd from durban and would like to meet others like me, if interested bbm 2869f7dc or mail lucyd1974@gmail.com

  29. SHARITA says:

    Hi I have been a lifelong crossdresser and live in central Durbs. Would love to dress completely as a woman and go some place and be happy. Wear panties every day, just hate those ugly uncomfortable underpants. Love to wear bras everyday and sleep in a nighty. Would love to share experiences.

  30. Sharita says:

    Hi Lucy, I am CD, also from good ‘ole Durbs and wud luv to chat


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