Tag Archives: Transvestite

  1. Origins of Jess the Crossdresser


    March 6, 2016 by jessxdress

    Today I am writing a bit about my origins as a crossdresser. This is how it all started.

  2. Tis the Season to be Mary?


    December 23, 2015 by jessxdress

    Today I take a look at the plus and minus sides of dressing for the holidays

  3. What sort of woman would I be?


    September 13, 2015 by jessxdress

    After my last post about seeing the woman walking down the street and me being jealous that I would never …
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  4. How Long Can I Last?: The Sequel


    June 14, 2014 by jessxdress

    I have been considering a second “How Long Can I last” experiment but a total reversal of the first one …
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  5. Lovely new Underwear


    June 10, 2014 by jessxdress

    A little while ago I had run across a bra and thong set at la Vie en Rose and fell …
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  6. The Underrated Sports Bra


    June 10, 2014 by jessxdress

    I picked up two of the most underrated crossdressing items in existence today: sports bras. They are not the most …
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  7. Perfect day for a Sun Dress, Shame I can’t use it


    June 3, 2014 by jessxdress

    Today is a waste of a day for me in some respects because it is simply too nice of a …
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  8. Tired of walking around the Women’s clothing section


    May 19, 2014 by jessxdress

    The other day I was walking through a store and cut through the women’s clothing section and found myself fighting …
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  9. The Opposite Feeling


    April 22, 2014 by jessxdress

    So this meme has been floating around for a bit now and I find it funny how for women after …
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  10. Body Hair: What to do with or about it?


    April 20, 2014 by jessxdress

    Today my post is all about Body Hair and how we as crossdressers engage with it. There are some social …
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