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Thread: Craziest things you've done dressed...

  1. #1
    Member Marcelo's Avatar
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    Craziest things you've done dressed...

    I'm sure we all have our stories about crazy things we did while dressed up. Here is one of mine.

    In 2013 I volunteered for the Rugged Maniac mud/obstacle run in Ennis, TX at the Texas Motorplex wearing my cheerleader uniform. That was not the crazy part. The crazy part is that, after my volunteer shift, I donned my crappy wig and did the mud run in my uniform. What was cool is that almost everyone was going wild over my costume and asking me to pose with them for pics!

    Let me get this straight - I was wearing a cheerleader uniform with a really short pleated skirt (white trunks with red polka-dots underneath) climbing over walls, crawling through mud pits and tunnels, jumping over fire, etc... with all the other people in my wave. It was the only mud run I've ever finished, as well as the easiest one, and I'm sticking to volunteering from now on.

    They recently took down the photo albums from back then or I would swipe a few to post. But here is a link to someone's video from that day who got a shot of me at my volunteer station. It's short but I'm on the left side of the video.
    https://youtu.be/uNndPT4ChkA?t=8m50s

    So what are some of the craziest things you've done while dressed up?

    Cheers!
    Marcelo

  2. #2
    Banned Read only
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    I once got completely dressed up and......... played some video games on my computer. Actually, have done that several times.

    Hey, at least I answered honestly.

    Edit: I suddenly feel incredibly boring...
    Last edited by GBJoker; 09-02-2016 at 03:19 AM.

  3. #3
    Gold Member Dana44's Avatar
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    Yeah I have played computer games dressed. My SO said crawling under the truck while dressed, yeah I remember that as my diesel truck overflowed on fuel and was dumping we had to put stuff under it and clean it up. LOL was dressed and working with another truck driver that saw it. Wonder what he thought. LOL
    Part Time Girl

  4. #4
    tiptoeing thru the tulips ellbee's Avatar
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    I was once a mistress of gay man who was in a long-term commitment with his (male) partner.

    Though I say that loosely, as I honestly don't know just how "open," if at all, their arrangements were.


    He knew me as both my guy-self & as my femme-self.

    But we only got physically intimate (on multiple occasions) when I was all dolled-up, as I didn't want that any other way.


    Believe me, I dug my heels in, pun not intended, the whole process there. Though eventually, with enough time, charm & persistence, he roped me in -- but only because I wanted to be.

    I was his for the taking, and for the most part, I loved it. He was my first & only, and I'm glad it was him. It was pretty amazing to be on the other side of things for a change. And yes, we were "safe," of course.


    After we stopped seeing each other, I did struggle a bit with all that had happened. I still find it hard to believe sometimes. But, there we go.

    And honestly, I wouldn't have changed a thing. No regrets.


    Still hetero as a guy -- but I do have to admit now that I'm bi as a chick. It would take me a lot to get there, but I'd *possibly* be open to that again someday, with the right guy under the right circumstances. I really don't know; too tough to say.



    Personally, I think it was probably my craziest thing I've done with all this. YMMV


    And for those reading this: This doesn't mean it will be typical for you (or for the BF/husband in your life). This was simply *me*. That's all.

    Please keep that in mind, thanks.

  5. #5
    Female Illusionist! docrobbysherry's Avatar
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    I probably have so many I've forgotten them. But, 2 that come to mind r:

    Dressing and taking photos in a Vegas casino. They don't let u take photos in any gaming areas and busted me! When they found out I was a hotel guest and checked me out they released me after nearly an hour. This was just before security stopped me!
    P1060375 (640x581).jpg

    Doing a mermaid shoot in my pool. My T friend who's scared to death of water and can't swim was filming. Suddenly, my tail began filling with water. The more I kicked, the more it filled. After a horrendous struggle, I just barely made it to the side of the pool!
    Here I am about to go under again.
    39aP1030903 (640x521).jpg
    U can't keep doing the same things over and over and expect to enjoy life to the max. When u try new things, even if they r out of your comfort zone, u may experience new excitement and growth that u never expected.

    Challenge yourself and pursue your passions! When your life clock runs out, you'll have few or NO REGRETS!

  6. #6
    Member CatchQueen's Avatar
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    I got the book thrown at me for jaywalking while dressed...(well for jaywalking only, being dressed had nothing to do with it lol)...that hurt...doing a video on it soon.
    http://www.youtube.com/c/CatchQueen - My YouTube - I post there regularly

  7. #7
    There's that smile! CarlaWestin's Avatar
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    I did a full brake job on a Ford F150 with some rather large breasts in the way the whole time.
    I've waited so long for this time. Makeup is so frustrating. Shaking hands and I look so old. This was a mistake.
    My new maid's outfit is cute. Sure fits tight.
    And then I step into the bedroom and in the mirror, I see a beautiful woman looking back at me.
    Smile, Honey! You look fabulous!

  8. #8
    Member Lea's Avatar
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    While mild compared to others on Halloween I went out with my wife and mother dressed. My wife knows and is supportive. My mom always wanted a girl so for one evening she had one.

  9. #9
    Gold Member NicoleScott's Avatar
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    Carla, I've seen shows on TV where they jack up buildings, barges, etc. with big air bags. Just wondering if you ued your breasts to, you know......?

  10. #10
    Heisthebride Heisthebride's Avatar
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    Perform en femme as a member of a burlesque troupe in front of a live audience. I actually do that quite often.

    image.jpg
    Rebecca Bas

  11. #11
    Member Petra1's Avatar
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    Changed the oil on my car with 44DDDs.

  12. #12
    There's that smile! CarlaWestin's Avatar
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    Quote Originally Posted by NicoleScott View Post
    Carla, I've seen shows on TV where they jack up buildings, barges, etc. with big air bags. Just wondering if you ued your breasts to, you know......?
    No, I had all the right equipment. They just kept me company.

    car repair 3.jpg
    I've waited so long for this time. Makeup is so frustrating. Shaking hands and I look so old. This was a mistake.
    My new maid's outfit is cute. Sure fits tight.
    And then I step into the bedroom and in the mirror, I see a beautiful woman looking back at me.
    Smile, Honey! You look fabulous!

  13. #13
    Member misschris's Avatar
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    Love seeing all the great pics! Thanks for sharing. Crazing thing I've done? Prolly doing my late night delivery route in a silk camisole and panty and dropping freight using their forklift. It was 4:00 in the morning....no one was there...except maybe the security cameras.

  14. #14
    tiptoeing thru the tulips ellbee's Avatar
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    Quote Originally Posted by docrobbysherry View Post
    Doing a mermaid shoot in my pool....

    I hope you don't mind me saying so, but I found your story & photo hilarious!

    Happy to hear that you made it out okay. And being safe is certainly something to keep in mind with all this kind of stuff.



    Quote Originally Posted by Lea View Post
    While mild compared to others on Halloween I went out with my wife and mother dressed. My wife knows and is supportive. My mom always wanted a girl so for one evening she had one.
    Awesome! So jealous. Must have been really fun. And keep in mind, this is never a competition... We're all at various stages with this. For some, even simply driving around the block a few times at night for the first time, or whatever, is a huge & crazy thing for them, and rightfully so.



    Quote Originally Posted by Heisthebride View Post
    Perform en femme as a member of a burlesque troupe in front of a live audience. I actually do that quite often.
    Ugh, that must be so much fun! I could never bring myself to do something like that. I'm really not an on-stage performer, no matter what I'm wearing. The closest I came was simply *considering* being part of a supporting cast for a friend who does drag shows. But I was just too chicken.
    Last edited by Lorileah; 09-03-2016 at 02:59 PM. Reason: condensed quote

  15. #15
    Member Marcelo's Avatar
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    Quote Originally Posted by misschris View Post
    Love seeing all the great pics! Thanks for sharing. Crazing thing I've done? Prolly doing my late night delivery route in a silk camisole and panty and dropping freight using their forklift. It was 4:00 in the morning....no one was there...except maybe the security cameras.
    I was doing the Electric Zombie Run in Dallas a few years ago at Community Beer and after my paid shift I went to change in the warehouse. I usually slip on my skirt before slipping off my my shorts but I decided to slip off my shorts first. There I was in their warehouse, if only for a minute, in just my panties on the bottom. I was not far around the corner from the makeup tables and saw no one else but it was kind of fun. Maybe the security guys got a look!

  16. #16
    Stand-up Comedian En Fem❤ Alice_2014_B's Avatar
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    Driving to a gas sation fully en femme in broad daylight, short jean skirt and knee-chunky heeled boots.
    Aside from that, I've only been out at night.
    Melissa: "... and why are you dressed as a woman?"
    Coach McGuirk: "Because it's freeing."

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  17. #17
    Member Marcelo's Avatar
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    [COLOR="#000080"][FONT=Verdana]Okay, this was almost disastrous but it was probably the most thrilling stupid thing I've done.

    My old apartments were great for just walking around as well as walking around in drag at night. I had this crazy fantasy of walking around in nothing but bra and panty (matching) besides shoes and socks. The first few times I did it was in plain bra and panties from JCPenney. Then I found these beautiful and incredibly sexy bright white bra and panty by Gilligan & O'Malley at Target. The panty had fine netting from the hips to the front diamond (pubic area) with roses embroidered on either side. On top of the solid material of the diamond was a ribbon bow. The bra cups were all lace and I stuffed them with cotton balls. I wasn't impressed with the bra but the panty was the sexiest thing I've ever owned! I also had a long brunette wig.

    I started out just walking around the clump of units in the back where I stayed. It was pretty safe - even as early in the evening as 9:00 PM. I knew all the little grassy paths between the buildings in case of an emergency. And I ventured out quite a bit in nothing but my bra and panties without incident - even though I did duck from cars on several occasions. I even saw my neighbor's daughter sitting in the breezeway as I passed their unit. I wanted to run by her but I knew she was going through some difficult times and didn't need that.

    Okay, I finally got the nerve to cross the parking lot into the front section of buildings and planned on reaching the mailboxes at the entrance of the complex. I was almost there when I heard "look" from a balcony right above me. I looked up and saw a couple sitting in the dark and calmly turned around and walked across the well lit court yard in the middle of the cluster of buildings. I was about halfway across when I saw a cop slowly driving by on the street between my area and the area I was in. It passed on by and I quickly made my way to the street to watch it turned the corner toward the back where I stayed.

    I could have probably passed Usain Bolt at the speed I was running - I'm surprised I didn't fall out of my panties along the way. I made my way to my unit by the back way, hid my bra and panties and jumped in bed as soon as I could. It was a fun night!

    Marcelo
    Last edited by Lorileah; 09-04-2016 at 06:27 PM. Reason: Personal Information Do not put 'personal information' or 'business information' in threads, posts or your profiles (i.e. no

  18. #18
    Member julia marie's Avatar
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    I've seen mud runs. I couldn't do them under any circumstances. So, congrats for doing that. Doing it as a cheerleader, many bonus points.
    For me, the craziest thing could be taking the step to go to the beach in a halter top bathing suit and actually sunbathing and going into the surf. Did anyone notice that i was different? I don't know. But I did make I used sunscreen on my thighs, which never see sunshine in my mens bathing suits.

  19. #19
    Ice queen Lorileah's Avatar
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    Marcelo, one would think that maybe you're an exhibitionist.
    The earth is the mother of all people and all people should have equal rights upon it.
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    “Love isn't a state of perfect caring. It is an active noun like struggle. To love someone is to strive to accept that person exactly the way he or she is, right here and now.” - Fred Rogers,

  20. #20
    tiptoeing thru the tulips ellbee's Avatar
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    Ya think?

  21. #21
    Member Marcelo's Avatar
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    Quote Originally Posted by lorileah View Post
    marcelo, one would think that maybe you're an exhibitionist.
    Yes, that is correct! ;-)

  22. #22
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    Gone squirrel hunting. depending on the time of day, wearing anything from a gown and peignoir w/heels to a skirt and top with flats.

    No camoflage though.

  23. #23
    Miss Judy Judy-Somthing's Avatar
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    When I was 18 I got fully dressed and went out for a walk at about 1:00 AM.
    Some guy in a car started driving beside me asking me if I wanted a ride.
    I ignored him and he finally drove off.
    I suspected he would come back so in my favorite dress I crawled under a car in someone's driveway.
    Well I was right, a few minuets later he drove down the street very slowly looking for me.

    After staying under the car for about 30 minuets I ran home as fast as I could.
    I never went out again!
    "This is ME" I am not CRAZY, I'm just a GUY who likes dresses!
    Since allot of men dress up in woman's clothing that makes it a manly thing to do!
    Much more fun than fishing.
    I do construction like house building and I love CD-ing, what's the difference?

  24. #24
    Reality Check
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    I'm not one to do crazy things so I wasn't going to post but I see several posts about going out in public as a woman and I have done that several times. I have walked in the park, down city streets, in shopping malls and put gas in my car. All as Krisi.

    Some of us have done a lot more, some far less. If we all inspire each other, that's a good thing.

  25. #25
    Female Illusionist! docrobbysherry's Avatar
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    Quote Originally Posted by Lorileah View Post
    Marcelo, one would think that maybe you're an exhibitionist.
    Lorileah, dressing has that odd effect on a lot of us otherwise shy, retiring, and invisible in drab mode, guys.
    U can't keep doing the same things over and over and expect to enjoy life to the max. When u try new things, even if they r out of your comfort zone, u may experience new excitement and growth that u never expected.

    Challenge yourself and pursue your passions! When your life clock runs out, you'll have few or NO REGRETS!

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