Page 1 of 8 123 ... LastLast
Results 1 to 25 of 196

Thread: wildest thing you've done while dressed?

  1. #1
    New Member Diana1029's Avatar
    Join Date
    Jul 2009
    Posts
    27

    Smile wildest thing you've done while dressed?

    I dont go out so I dont have stories but I would like to hear some so just answer the question and please dont be ashamed tell every detail!

    so whats the wildest thing you've ever done wile dressed?

  2. #2
    TJ Tresa TJ Tresa's Avatar
    Join Date
    Feb 2009
    Location
    Greeneville
    Posts
    689
    The only time I ever went out while dressed, was before my wife and I meet. I was living alone and could dress when ever I wanted to. One night I got a wild hair, (so to speak,) and decided around 2:00am that I needed to go to the post office and mail a couple of bills, and buy some stamps. Now I had planed this for some time. Just hadn't exicuted it. So to night was going to be the night. No body is around the post office at 2:00 am so I went wearing a denim skirch, you know the shorts that look like a skirt, panty hose, panties, bra, and a denim blouse. didn't have any female shoes or would have worn them. I drive to the post office and not one soul is around, so far so good. I get out of my car, go inside and purchase stamps from a vinding machine, while I am butting the stamps on my letters, some else decide they need to come to the post office, here I am, with a skirtch on and look very much like a man in a dress. I hurriedly finished and out the door I went trying desperately not to draw any attention. I got a strange look from the lady but I have never heard anyting about it. That was ten years ago and I still wont go out today. I keep TJ Tresa inside.
    So the wildest thing I have ever done while dressed is Go to the Post Office at 2:00am. Sorry I went on and on but I had mostly forgotten about it.

  3. #3
    Gender Variant Badger PaulaJaneThomas's Avatar
    Join Date
    Jan 2007
    Location
    A badger sett in leafy Staffordshire
    Posts
    916
    Get out there and do your own wild stuff. All that's stopping you is you.
    Best Wishes

    Paula

    Warning: This product may contain Badger
    Every girl crazy 'bout a sharp-dressed Badger.

    "Does Magna Carta mean nothing to you? Did she die in vain?"
    - Tony Hancock

  4. #4
    Complex Lolita...
    Join Date
    Sep 2006
    Posts
    2,768
    Quote Originally Posted by Diana1029
    I dont go out so I dont have stories but I would like to hear some so just answer the question and please dont be ashamed tell every detail!

    so whats the wildest thing you've ever done wile dressed?
    [SIZE="2"]I once drove halfway across country, right through the Midwest, all dressed up. I would appear out of nowhere, get my food, gas and lodging, then disappear before anyone could say “Hey, wait a minute…” That was fun! A quick twirl of my skirt, and I was gone…
    Maybe not too "wild," but somewhat difficult and exciting.[/SIZE]


    Quote Originally Posted by TJ Tresa
    So the wildest thing I have ever done while dressed is Go to the Post Office at 2:00am.
    [Size=2]I did that, too![/SIZE]
    Last edited by Frédérique; 07-28-2009 at 10:11 PM. Reason: I left out a piece...

  5. #5
    happy to be her Sarah Doepner's Avatar
    Join Date
    Dec 2007
    Location
    Utah, north of West Jordan, south of North Salt Lake & west of South Salt Lake
    Posts
    3,832

    Ignoring the fear-monger in my head

    The wildest thing I've ever done dressed is to ignore the screaming in my head over concerns and fears and go shopping, have dinner, ride in a limo with 5 other CDers and visit with folks who wondered who were these people pulling up in front of the hotel.

    And then doing all of it again.
    Sarah
    Being transgender isn't a lifestyle choice. How you deal with it is.

  6. #6
    Chelsea Von Chastity gender_blender's Avatar
    Join Date
    Oct 2004
    Location
    New Hampshire, USA
    Posts
    628
    Several unique memories come to mind.

    Sex with my girlfriend in the changing room of an upscale bridal boutique while we both wore wedding dresses.

    I was a model in a couple fetish fashion shows.

    And this Saturday, Skydiving!

    Good times!

  7. #7
    Senior Member
    Join Date
    Dec 2008
    Location
    Detroit
    Posts
    1,023
    Well I wont mention the wildest stuff cause I was young(er) and stupid. I have gone to an erotic art exhibit- not sure why they dont call it porn, with a friend. I went on a sunday afternoon the more sedate day- I hear the Friday and Saturdays got wild. I also met friends for a chat party at a local bowling alley bar. Silly me didnt realize a bowling tournament was going on before it was too late and I was walking through the crowds.

  8. #8
    Gold Member
    Join Date
    Nov 2007
    Location
    Indiana
    Posts
    7,094
    the wildest?
    I was in 4 inch heels, black hose, real short mini skirt, and decided to go to the mall on a saturday night.
    I was nervous as all hell, yes people noticed.
    It takes a true Erin to be a pain in the assatar.

  9. #9
    Aussie girl Tasha McIntyre's Avatar
    Join Date
    Sep 2008
    Location
    Brisbane, Australia
    Posts
    2,002
    Only a couple of times beyond the front door, so pretty tame really compared to others!!!!

    Make up, wig, shoes, skirt - the best look I could possibly come up with (see avatar), then hit the biggest shopping mall in my area at a very busy time

  10. #10
    Member Misty G's Avatar
    Join Date
    May 2009
    Location
    Smith Lake, Alabama
    Posts
    208

    Vacation Enfemme

    Just to hit a few of the high lites.

    A few years ago for my B'day my wife carried me to The Gulf Coast. Such places as Pensacola, Ft. Walton Bch., & Panama City. What made this vacation so special was that there was to be no male cloth's carried. Every where we went and everything we did was done while I was dressed enfemme.

    We walk on the beach and lay in the sun on the beach while I was wearing a Bikini. We went shopping and bought lots of neat things and out to dinner. Needless to say it was the best vacation I ever had.

    But we are planning to do it again to Key West.

  11. #11
    Senior Age Member sissystephanie's Avatar
    Join Date
    May 2006
    Location
    Alpharetta, GA
    Posts
    4,644
    Since I have a "Don't care" attitude and plenty of self confidence I have done lots of wild things in 70 years I have been crossdressing! But I think probably the wildest was totally accidental!

    It happened not too long ago, I was going out dressed enfemme in panties, bra, tight top to show off my 40 B's(Natural!), black leather Hot pants, and open toe sandals to show off my pretty red toes. Of course, as usual no wig or makeup. Just a guy in Hot Pants. I stopped at a gas station to fill up. As is normal here in Georgia it was self serve and very busy. I finally got up to the pump, and just as I stepped from the car it happened! the si8de zipper on my Hot Pants gave way and they fell to my ankles! My bright red lacy silk panties were fully exposed for everyone to see! I think at least one person caught me with her phone camera! I snatched them back up, got into my car and got the heck out of there. Haven't been back to that station since!!

    Oh yes, when I was in Hawaii with my late wife I did wear a two piece Bikini out on the beach. Got a lot of smiles!!
    Last edited by sissystephanie; 07-28-2009 at 06:43 PM.
    Stephanie

    Lady on the outside, but man underneath!

  12. #12
    Gender Outlaw! vikki2020's Avatar
    Join Date
    May 2007
    Location
    chic-a-go-go
    Posts
    1,582
    Like Ms Gina, I really can't mention the younger days, but yes, they were very wild! Gina, I wouldn't say they were stupid, 'cause I'll bet you'll agree that it was a lot of fun. Now , in my older and more wiser ways, I'll say that last fall, driving in to the city from about 2 hours away, I got a trucker who was very interested! He pretty much escorted me in for most of the way, hanging right next to the passenger window, at 70mph!Of course, I gave him a pretty good reason to hang around! Our destinations, though, were different!
    "And if you want some fun, sing Ob-Bla-Di-Bla-Da!"

  13. #13
    Silver Member
    Join Date
    Nov 2005
    Location
    Los Angeles CA
    Posts
    2,155
    it involved a whip, leg and arm cuffs and two other people--lol---if you want to know more send Me a pm
    [SIZE="4"][/SIZE]

  14. #14
    Countess in Exile divamissz's Avatar
    Join Date
    Sep 2008
    Location
    Dallas, TX
    Posts
    717
    I won't mention anything there's a statute of limitations on.

    Well, I expect y'all will have your own ideas about what I've done. And I ought to just let you let your imaginations run wild...

    There's the time I went into a bodega in NYC after a ball in a black pvc dress with a riding crop with my friend to get sodas. Or walking through the lobby of a hotel in a pink maid's dress. Twice, because I forgot my ticket to the party I was going through.

    There's the fetish balls, the dungeon parties, play spaces, things in private. I have been fortunate to have met a lot of great people, and to have had a ball.

    But you know, the wildest thing I've ever done may be something that happens next time I go out. That's part of the fun...
    Countess in exile
    Keep Calm and Dance to Morrissey
    Z and the Universe
    I'm also on Twitter and Facebook

  15. #15
    A California Girl Rachel Morley's Avatar
    Join Date
    Apr 2005
    Location
    Northern California
    Posts
    4,911
    I guess the answer to this question is very subjective because it depends on how interpret "wild", but walking in the San Francisco Pride Parade in front of over 100,000 people, various TV camera crews, and I don't know how many photographers was a pretty exciting experience for me.
    .
    The River City Gems - Northern California's largest and most active crossdressing & transgender support group!

  16. #16
    Swans have more fun! sandra-leigh's Avatar
    Join Date
    Jul 2006
    Location
    Central Canada
    Posts
    7,322
    Christmas 2004... I had just started crossdressing a couple of months before and didn't have much at all yet. Not even forms.

    Okay, now imagine the day before Christmas, and imagine that there's a blizzard going through -- moderately cold (say about -15C / 0F), and the wind is whipping the snow around. And imagine me going out to the busiest windiest intersection in the city, right downtown -- dressed in a winter jacket (don't recall which, probably borrowed from my wife), with no wig but wearing a toque, with badly-applied over-dramatic bright red lipstick, and me wearing a knee-length white and red skirt that was blowing around madly, and underneath the skirt I had on lime-green light tights. Yup, I was trying for the elf look, in the busiest place I could think of -- and I probably looked very silly at it in my inexperience.

    (On the other hand, probably not so many people noticed. The snow banks turned out to be higher than I expected, so a lot of the drivers probably never got more than a glimpse of what I was wearing.)


    It wasn't the sexiest or most garish outfit I've ever worn (though I don't seem to carry sexy very well either), but by the time I had anything sexy, I was long over the "Look at me! Look at me!" phase, so the elf is probably the wildest thing I've ever done dressed.


    What can I say? Some people have a nice wild streak, and some (like me) just don't have that kind of imagination... Let me put it this way: I have been "the last one out of the bar" more than once when I was fully dressed... but that was because I helped the bar staff collect all the empties and pick up the garbage. How wild is that?

  17. #17
    Senior Member Jennifer in CO's Avatar
    Join Date
    Jun 2004
    Location
    Rocky Mountains
    Posts
    1,187
    white water rafting... white Gauze top over white bikini with dark brown corduroy short shorts...got very wet...

    Jenn

  18. #18
    Gold Member TxKimberly's Avatar
    Join Date
    Oct 2005
    Location
    Austin Texas area
    Posts
    6,377
    Went to the Smithsonian Air and Space museum - twice! Got my car towed on one of those visits. Talk about fun - making your way to an impound lot and deal with the manly men there while dressed.

  19. #19
    Member LeannL's Avatar
    Join Date
    Dec 2005
    Location
    Mostly Connecticut
    Posts
    561

    Hard to say what is wild

    Not being a party girl, I can't say I have done many "wild" things. However, if you are asking about challenging or scariest activities, I would probably put up my two day trip to another city with no male clothes. I checked into the hotel wearing a business skirt suit, ate all of my meals in the hotel dining room in various outfits, visited museums, shops, and the Sisters of Worcester. Oh, I also go acrylic nails applied while I was there. Was I scared, maybe a few times but it was more fun than scary. Here is a link to my full story:

    http://www.crossdressers.com/forums/...d.php?t=105482

    Leann
    Leann

    Enjoy who you are but stay safe.

  20. #20
    Austrian Princess harmony's Avatar
    Join Date
    Mar 2008
    Location
    settled down again in tn
    Posts
    457
    i was in a charity fashion show where vintage clothing was auctioned off on the runway.i was the last item which was a furcoat.after it was hammered down i took it off and threw it to the high bidder which left me wearing a black thong and bra with black stockings walking off the runway to close the show with tumultuous applause!
    Last edited by Shelly Preston; 07-29-2009 at 06:42 PM. Reason: pic oversize
    where has all the glamour gone?
    marlene dietrich is my idol

  21. #21
    Member
    Join Date
    Sep 2007
    Location
    Thousand Oaks
    Posts
    143
    had a adult relationship with a very nice man

  22. #22
    Junior Member
    Join Date
    Jun 2009
    Location
    Idaho
    Posts
    65

    wildest thing?

    I took clothes to work and after dark when alone, changed into my total lady like dressup and drove home 18 miles in my car to an empty house. It felt great just a bit nervous though.

  23. #23
    Queen of the Faery Realms Bethany_Anne_Fae's Avatar
    Join Date
    Feb 2007
    Location
    Texas
    Posts
    1,274
    I've been told by my travelling companions that watching me dressed as Embyrre the Faery Queen pumping gas is a real hoot! lol

    Zarabeth
    (Formerly known everywhere as Lady Zarabeth

  24. #24
    .
    Join Date
    Jul 2007
    Posts
    8,072
    While out driving dressed one evening i pulled up at a set of traffic lights. A car pulled up alongside and the [male] passenger looked at me......I blew him a kiss before realising what could be the reaction
    I've never left the line quite so fast [even when racing]

    Note to self..Go Street Racing while dressed, it improves my launch time

  25. #25
    Tracy Schapes TSchapes's Avatar
    Join Date
    Nov 2007
    Location
    Michigan
    Posts
    1,054

    I don't if this counts as wild.

    But this was stressful. Trying on bras at a Macy's department store in the ladies dressing room.

    -Tracy
    Everybody's normal until you get to know them. - Tracy Schapes

    An opinion should be the result of thought, not a substitute for it.
    - Jef Mallett

    Blog: Tracy's Happy Place

Posting Permissions

  • You may not post new threads
  • You may not post replies
  • You may not post attachments
  • You may not edit your posts
  •  


Check out these other hot web properties:
Catholic Personals | Jewish Personals | Millionaire Personals | Unsigned Artists | Crossdressing Relationship
BBW Personals | Latino Personals | Black Personals | Crossdresser Chat | Crossdressing QA
Biker Personals | CD Relationship | Crossdressing Dating | FTM Relationship | Dating | TG Relationship


The crossdressing community is one that needs to stick together and continue to be there for each other for whatever one needs.
We are always trying to improve the forum to better serve the crossdresser in all of us.

Browse Crossdressers By State