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  • #613830
    Registered On: December 27, 2017
    Topics: 4
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    Hello Ladies,

    Recently, I was asked why there were so few crossdressers and I responded, ‘There are far more of us than people can imagine.’ The response to my statement was, ‘Tell me a famous or public persona who crossdresses or is rumored to crossdress in their personal life and not in a TV show or movie.’ I was stumped and was then told Kelsey Grammer was an old story and not to mention it. At that point, I was really stumped.

    So, I turn to you all, since we are a conservative and discreet group. Who is a male celebrity or public persona who crossdresses actually or rumored to do so?


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  • Author
    • #614187
      Eileen Bach
      Registered On: February 27, 2021
      Topics: 1
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      J. Edgar Hoover wore more than just panties. Vivian Leigh from the I Love Lucy show was his favorite.

      I wouldn’t count comedians who dress as part of an act the same as privately cross dressing, Milton Berle, Flip Wilson, or Dame Edna.

      Then there is Fred Willard, voice of Captain Crossdresser. A hard to find cartoon. Yep, you gals have a super hero!

      Hugs, Eileen

    • #614161
      Dani Grand
      Registered On: October 9, 2018
      Topics: 1
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      Jack Benny

    • #614024
      Robyn Drake
      Managing Ambassador
      Registered On: March 19, 2019
      Topics: 55
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      Billie Dee Williams

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    • #613919
      Celeste Starre
      Registered On: June 26, 2018
      Topics: 49
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      There are several that are out but I also am sure there are many more in the closet and we’ll never know.

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    • #613912
      Angela Booth
      Registered On: August 1, 2020
      Topics: 9
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      An interesting question. I would say that we may never know until a person is outed by the press. There are often suspicions but no substance. 

      There are those such as Eddy Izzard who used to paint his nails or wear heels but he was quickly open about it, as is Grayson Perry the artist. Drag queens in general will dress for the show and few dress full time.

      If you google ‘Tom Cruise crossdress’ then pictures of him when he was younger presenting as a pretty girl will be seen. David Bowie was androgynous and did dress in female clothes. Mick Jagger, Freddie Mercury, Keith Moon all dressed in ‘drag’ . 

      Many a high profile figure has acted a female role or crossdressed in a role. There are those that have been trans and hidden the fact as best they could but come out when they have transitioned.

      Most stars that have dressed have done so in the public eye. Is it a clue to their private lives as some of us will dress up for halloween or fancy dress to express our true selves.

      I think the answer is that we will never know.

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    • #613864
      Registered On: June 4, 2021
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      Frank bough, dick emery, Eddie izzard, Julian Clairey rue Paul and most comdians from the 1970s at most points x

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    • #613862
      Registered On: November 5, 2019
      Topics: 11
      Replies: 544
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      Quick suggestions

      RuPaul for much longer than he has been on tv

      Dennis Rodman who semmed to crave attention wherever and however separate from basketball.

      Ed Wood the director of weird movies -Plan 9 From Outer Space.

      That certainly was an interesting challenge you were given as lots of famous people really try to keep their private life separate and the ones you might have mentioned could easily have turned their desires into performance art – Milton Berle Flip Wilson Dame Edna. We’ll never know.

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    • #613857
      Michelle McQueen
      Registered On: June 14, 2021
      Topics: 24
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      Has thanked: 7617 times
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      Harry Styles

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    • #613852
      Requal Joanne
      Registered On: December 15, 2020
      Topics: 5
      Replies: 500
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      You have me stumped there also Kira.   J Edgar Hoover is rumored too have worn panties under his trousers.    We probably do not know about them as they keep it private like we do.

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