Category Archives: Commentary

  1. A Collection of Crossdressing Resolutions


    December 31, 2016 by jessxdress

    A few suggestions for any CDer’s resolutions

  2. The Holiday Blues


    December 28, 2016 by jessxdress

    Visiting family and no time to dress.

  3. Man Caves


    May 22, 2016 by jessxdress

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

  4. 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.

  5. 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

  6. 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 …
    Continue reading

  7. Purse Challenge Follow Up


    August 25, 2015 by jessxdress

    A follow up to my purse challenge from some months back

  8. If I Won the Lottery

    Leave a comment

    August 25, 2015 by jessxdress

    Today I wonder about winning the lottery and how it changes Crossdressing.

  9. A 30-Second Guide to How the Gay Marriage Ruling Affects You |


    June 28, 2015 by jessxdress I was going to spend some time writing about gay marriage ruling in the States but this sums it …
    Continue reading

  10. The Purse Challenge


    April 20, 2015 by jessxdress

    Today Ia m going to talk about my personal challenge to carry a “purse” around for a while and see how it goes.