Tag Archives: Transvestite

  1. Origins of Jess the Crossdresser

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    March 6, 2016 by jessxdress

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

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  2. Tis the Season to be Mary?

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    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?

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    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

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    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

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    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

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    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

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    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

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    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

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    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?

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    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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