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  • #612947
    Ayla Hannah
    Registered On: May 9, 2021
    Topics: 7
    Replies: 19
    Has thanked: 6 times
    Been thanked: 201 times

    Spent the whole day crossdressed – albeit androgynously. Stockings & suspenders, a gaff, female skinny jeans, a top that my wife bought & said was too big for her but would suit me, a bra & for indoors heels but shopping flats.
    Nobody gave a damn. I shopped in 5 different places (including a bank).
    My normal male attire for shopping is a big Leather jacket. I probably could have got away with my forms underneath but I was’n’t that confident.
    My son does not like to see me dressed but he did not even notice.
    Once I have my hair done (see previous post) i’m definitely doing this more often.
    Reason for post – fell of my heels & sprained my ankle – schoolgirl error!


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  • Author
    • #613524
      Ayla Hannah
      Registered On: May 9, 2021
      Topics: 7
      Replies: 19
      Has thanked: 6 times
      Been thanked: 201 times

      Normally I’m good with heels – 4 inch heels, small steps.
      These were 3 inch heels. I was sitting on the sofa watching TV & got up to get another drink. My ankle went over with a very loud “CRACK”! my wife screamed!
      I personally blame Mr Jack Daniels for the trip & also for the very rapid recovery – 2 days.
      I’m totally OK now but my wife thought I’d broken my ankle.


      4 users thanked author for this post.
    • #613011
      Stephanie Bass
      Registered On: November 30, 2019
      Topics: 22
      Replies: 3471
      Has thanked: 49866 times
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      Hi Ayla Congrats on the day out and shopping trip but sorry about your trip i know it hurts .. If you have a tread mill i need the exercise so i do walking most nights after work and supper but i wear my heels good practice play from low ones to ha ha high ones also just slow down a bit ..

      Stephanie Bass

      4 users thanked author for this post.
    • #612989
      Lara Tucker
      Registered On: September 29, 2021
      Topics: 2
      Replies: 788
      Has thanked: 17434 times
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      Hi Ayla,

      So glad you had such a fun day shopping!

      Except for the part when you fell off your heels of course. Hope the sprain is not too severe.


      • This reply was modified 4 months ago by Lara Tucker. Reason: Emoji
      4 users thanked author for this post.
    • #612959
      Registered On: October 10, 2021
      Topics: 1
      Replies: 674
      Has thanked: 16794 times
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      Dear Ayla ,

      I only wear heels indoors , as I am still in the closet ,
      but I am wary all the time that I could
      strain or even break my ancle.

      I only have two pair of heels right now.

      The ones with the small heel , I can walk in like they were flats.
      But the ones with the bigger heel are still difficult for me to wear.
      but even more enjoyable and feeling very Feminine.

      Love Sylvia.

      4 users thanked author for this post.
    • #612953
      Jennifer Sullivan
      Registered On: December 31, 2021
      Topics: 0
      Replies: 116
      Has thanked: 177 times
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      Don’t feel bad I did it in 5 inch heels

      4 users thanked author for this post.
    • #612952
      Alice Underwire
      Registered On: September 16, 2019
      Topics: 92
      Replies: 5047
      Has thanked: 7275 times
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      Hi Ayla,

      Congratulations on your successful outing.  I find that most people are concerned with their own agendas they don’t notice.  Some women might smile but that’s pretty much it. Sorry to hear of your ankle sprain.  Hope you’re not in much pain.  Wishing you a rapid recovery.  Enjoy your next outing.


      3 users thanked author for this post.
    • #612951
      Michelle McQueen
      Registered On: June 14, 2021
      Topics: 24
      Replies: 1239
      Has thanked: 7617 times
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      Hi Ayla.

      Out shopping dressed is so much fun. Womens jeans seems to be the best stealth dressing that no one notices but would be completely different if in a skirt or dress.

      Sorry you sprained your ankle. Was it in some public space and what size heel was it? Did the heel break?

      4 users thanked author for this post.
      • #612956
        Michelle Doherty
        Registered On: January 1, 2022
        Topics: 15
        Replies: 277
        Has thanked: 99 times
        Been thanked: 1113 times

        Hi Michelle

        I thought that about jeans too. So i am only going to buy obvious fem jeans. If i am dressed fem outside, i want people to notice it.

        I also wondered if the heel broke. Does that make us bad girls?


        5 users thanked author for this post.
    • #612949
      Topics: 0
      Replies: 0
      Has thanked: 0 times
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      Congratulations Ayla.  Once you get your new hair style there will be no stopping you!

      4 users thanked author for this post.
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