Tag Archives: crossdress

  1. Man Caves

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    May 22, 2016 by jessxdress

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

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  2. 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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  3. Jealous of the woman walking down the street

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    August 30, 2015 by jessxdress

    I saw a woman walking down the street and felt jealous that I will never know what it feels like to be a woman walking down a street.

  4. Purse Challenge Follow Up

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    August 25, 2015 by jessxdress

    A follow up to my purse challenge from some months back

  5. If I Won the Lottery

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    August 25, 2015 by jessxdress

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

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

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    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.

  7. 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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  8. 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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  9. 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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  10. 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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