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Thread: Anyone Ever Lost A Bet and Then Have to Dress As A Girl?

  1. #1
    Member brassieres's Avatar
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    Anyone Ever Lost A Bet and Then Have to Dress As A Girl?

    Or is that just a myth on the internet?

  2. #2
    Member TommyII's Avatar
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    I can only hope to lose a bet this way!

  3. #3
    Member Jennifer529's Avatar
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    I don't need to lose a bet

  4. #4
    Member marlaNYC's Avatar
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    isn't that winning the bet? oh, i see, you mean "accidentally" lose a bet????

  5. #5
    Member MackenzieMarigold's Avatar
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    I'm far too stubborn for that sort of thing. If I HAVE to, I won't.

    That being said, I will want to either way =)
    Last edited by MackenzieMarigold; 10-29-2011 at 09:02 PM.

  6. #6
    Member Jessicajane's Avatar
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    Just in my dreams..!!!.....although I did loose a bet at a game of cards once, and had to skip like a girl down the street....which I was quite happy to do...much to the amusement of my mates !!!!

  7. #7
    Silver Member AKAMichelle's Avatar
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    It wouldn't take a bet for me. I just do it!
    Michelle

  8. #8
    Junior Member DominiqueinKY's Avatar
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    Um...That's how Dominique was born!

  9. #9
    Junior Member jarts55's Avatar
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    Tell us more Dominique.

  10. #10
    Member AnnaCalliope's Avatar
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    I've seen it once at a Hooters. Guy was wearing white tennis shoes, black stockings and a french maid outfit. Very overly done make-up. A small sign taped to his back said: Yep. Lost a bet.

  11. #11
    Miss Conception Karren H's Avatar
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    I'm up for a bet that says no one has ever done that... And If I loose... .
    Current Obsession - Breasts and Lingerie!

    .......My Photos

  12. #12
    Member Dannigirl's Avatar
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    My wife always tell me just to say that if anybody ever confronts me while I am out dressed, especially if it is the neighbours.

  13. #13
    Junior Member DominiqueinKY's Avatar
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    Quote Originally Posted by jarts55 View Post
    Tell us more Dominique.
    I was having a bad night of playing cards with my wife and a couple of drag queens. Two Fridays later, Dominique was out on the town. I enjoyed it WAY too much!

  14. #14
    Senior Age Member sissystephanie's Avatar
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    I did lose a bet like that many years ago. I think I was about 15 years old at the time. Of course my older sister was involved, and she helped dress me as a girl. Everybody thought it was great fun to see me as a girl!! What they didn't know was that I had some much better looking girl clothes of my own hidden away!! And of course I loved wearing girl clothes!!
    Stephanie

    Lady on the outside, but man underneath!

  15. #15
    . Aprilrain's Avatar
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    i bet myself i could make it to the end of my life without having to transition.......I lost.

  16. #16
    Aspiring Member Anna Lorree's Avatar
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    Nope, I always did it eagerly and willingly. I did win a Halloween contest when I was 19. I dressed as a "working girl", including a button that read "Service with a smile". I won a gift certificate to an upscale restaurant, and then they put a collection together to get me to dance on a table during break. I got somewhere around $50 for that back in 1992. I worked with a LOT of women at the time, and I'm sure they had fun seeing one of the guys living as a girl for the day. I loved it, too!

    Anna

  17. #17
    Non-Binary / Two-Spirit
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    Nope... that was never the prize... or what I had to do or pay when I lost a bet. Like Anna I was to eager... but I was to shy back then. But I did volunteer a few times to dress as a girl. But that's another story... for another day and thread.
    Don't suppress who you are inside your heart. Let the world know how special you really are. Don't forget to smile as you share. It will come through in your beautiful words.

    Your Sister/Brother,
    Debbie/Steve

  18. #18
    1st & 4th makeover pics Misti's Avatar
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    Talking Funny you bring it up

    Quote Originally Posted by brassieres;(#1) 2640331
    Anyone Ever Lost A Bet and Then Have to Dress As A Girl?
    Funny you bring it up. As a first test of courage for me just getting started in CDing, that's exactly the story I told the male SA at Fry's when he did a double-take on my "newly painted 'red' toenails" sticking out of my girlie sandals, and looking rather sheepishly back into my eyes again.

    Funnier still, and much to his credit ($$$$), very wisely, he didn't miss a beat on explaining the in's and out's of the new Win 7 PC I was buying at the time.

    I did get a big kick out of it, though!
    P.S. I bought a new HP printer ($299 +) from him just last week, and this time he never looked down once all the time we were in the store.

  19. #19
    Member gaylegirlify's Avatar
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    I once went to a reverse dress disco way back when, my wife dressed me, put a wig on and did my make up, i looked and felt fantastic, danced with my boss and had a great time little did anyone know how much i was enjoying myself, a memory i will never forget.
    Gayle

  20. #20
    Silver Member
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    Quote Originally Posted by brassieres View Post
    Or is that just a myth on the internet?
    Pretty much an urban myth. Or maybe we could say it's just another stupid excuse.

    A. Who, who didn't really want to lose such a bet, would ever MAKE such a bet?

    B. Who, who didn't really want to lose such a bet, would ever follow through?

    C. Who would ever BELIEVE such a dumb excuse?

    Just another myth.

    S

  21. #21
    new girl in town cassandra54's Avatar
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    common sense will tell you that people will bet on anything and wager anything. i am sure people have lost bets and had to dress up as girls. what's the point of this anyway?
    man, i feel like a woman

  22. #22
    happy to be her Sarah Doepner's Avatar
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    Nope, not me. I never found anyone who would make that kind of bet with me. All they ever wanted was my money, not a chance to see if they could humiliate me.
    Sarah
    Being transgender isn't a lifestyle choice. How you deal with it is.

  23. #23
    Silver Member SherriePall's Avatar
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    I have never lost a bet like that. But, like some of the others here I used it as an excuse once or twice.
    Sherrie Lynn Pall

    Sometimes I make sense and that frightens me.

    Please don't let me be the last post on this thread

  24. #24
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    I wish people placed more bets like this with me, I would cheat to loose. That being said I don't think this kind of thing happens much at all.

  25. #25
    Senior Member Daphne Renee's Avatar
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    I dont know if that happens to other people but it certainly doesnt happen to me. I would intentionally lose ..
    New facebook page feel free to add me as a friend. http://www.facebook.com/?ref=tn_tnmn...00003349942987

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