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by annaredhead
in

A day out today with a fair bit of driving (including stopping at a tollbooth - got called "Miss") a walk and a coffee and makeup session with a friend. Such a lovely few hours and my first foray outside with a handbag!

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Anna Redhead

I first put a dress on aged about 14. I then dressed when I lived alone in my early 20s, purged when I got married. I told my wife about wanting to dress a year ago (we've been married over 20 years) and she has been very accepting and supportive. Firstly just clothes, but now always try to look my best with full makeup and wig.

Latest posts by Anna Redhead (see all)

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    Fran LaRosa
    Ambassador
    Famed Member
    1 month ago

    Getting out is fun, so is looking lovely! The accessories seal the feminine attire! 🥰

    Dusty Leigh
    Princess
    Trusted Member
    1 month ago

    Love the outfit. I would love to be called miss just once being dressed up as a woman out and about but to afraid to go out dressed as a woman.

    Marion Black
    Baroness
    Noble Member
    1 month ago

    Glad you had a great trip. Must have been a good feeling.
    Oh yes: nice look

    Angela Wagner
    Managing Ambassador
    Famed Member
    1 month ago

    Wait a minute. Somebody called you “miss”? That’s even better than being called “ma’am”! Although given how lovely you look in this photo, I can’t say I’m surprised.
    And in some future photo, I want to see that handbag!

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