Tag Archives: Crossdressing

  1. My Fancy New Not Really Fancy at all Bra


    January 15, 2017 by jessxdress

    I tried to find a wirefree, un padded, full coverage bra that was still sexy. Did I make it?

  2. A Collection of Crossdressing Resolutions


    December 31, 2016 by jessxdress

    A few suggestions for any CDer’s resolutions

  3. The Holiday Blues


    December 28, 2016 by jessxdress

    Visiting family and no time to dress.

  4. Man Caves


    May 22, 2016 by jessxdress

    Here I am writing about how Man Caves and Crossdressing are related.

  5. 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.

  6. 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

  7. 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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  8. How often would I wear Women’s clothes if I was Allowed?


    March 9, 2015 by jessxdress

    Today I am weighing the positive and negative aspects of clothing if we were able to wear both men’s and women’s clothing.

  9. Feminised Apocalypse Preparedness


    June 20, 2014 by jessxdress

    In recent years the Doomsday preparedness people have been gaining some notoriety, I myself am prepared for about a week …
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  10. 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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