Most Daring Thing You Have Done Crossdressed?

[Guest Jessie_Cd]

Just interested to know, what the most daring thing you have done when crossdressed?

[Guest Donna Jean]

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Flown in a combat zone in Vietnam while wearing a matching bra and panties under my flight suit.....

There ya go.....

Donna Jean

[Michelle 2010]

Um, Donna Jean honey...That was supposed to be a trump card, not the lead card...

Now I'll have to go away and think of a good lie and come back...

Michelle

[Guest Aylen]

Donna Jean,

That is Awesome!!!!!! I Was not ready for that, I just logged in and clicked on this first.......I am in stitches!!!

:) Love Aylen

[Guest ranse]

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Flown in a combat zone in Vietnam while wearing a matching bra and panties under my flight suit.....

There ya go.....

Donna Jean

And it's Dee Jay for the win.

[Guest Jaded1]

I've got a couple but yeah, thanks for pulling out the nuclear bomb trump card Dee Jay! LOL.

[Guest Michaele]

Dang Dee Jay,

I always fly that way these days, does Kandahar, Afganistan count?

Big Hugs

Shelley

[Carolyn Marie]

I can't top Donna Jean, but I did wear panty hose under my business suit while working for the chief of police in the 1980's.

Carolyn Marie

[Guest terra]

Was standing aroind smoking in my garden when my brother walked in, pretended to be drunk and told him we played 'swap poker' at the party i was at previos to this happening (o which i subsequentially had to come up with 'rules' for this fictitious game on the spot) itmight not be flying through a warzone but i still abot crapped it!

[Guest Naomi M]

Well, Donna Jean just won the thread.

Outside of what I've already mentioned in my introductory post, the most daring thing I did was wear a bra to a meeting with a transfer counselor at my college. All in all it wasn't very daring and all went well until we finished and he gave me a pat on the back! I had a jacked and loose shirt but I still think he may have felt it. I seem to have the worse luck sometimes....

[Guest ~Brenda~]

Flown in a combat zone in Vietnam while wearing a matching bra and panties under my flight suit.....

Holy Cow!!

Well, my story is a little more pedestrian than DJs Years ago, I used to get dressed up and do simple things like grocerie shopping, getting gas, running other errands. I remember the first time I went out dressed to run normal errands (my heart was pounding!!)

Doesn't come close to DJs story

Love

Brenda

[Guest kimberly c]

Hi, went to a lingerie store in my full female attire,including breast forms,mingled with the sales clerks and two other

women who were shopping, bought some bras and panties, what a rush.

Love Kim

[Guest Julie T]

Speechless - what can I say. I feel so plain and boring.

I guess it was getting stopped by a cop on the way home from a GLBT meeting, fully dressed, and I had left my drivers license in my wallet, at home. I knew I was going to jail, but the cop sighed, asked how far away I was from home [20 minutes] and said to me, get out of here. I was just at the edge of androgynous at that time, and to this day have no idea what he thought of me.

Julie

[Guest]

Daring or stupid? no judgement please!

My first night out ever - dressed in a gown that still is the most beautiful piece of clothing I own. Driving with heels on - less than smooth. Then getting out to walk. On Seattle's uneven sidewalks in the dark. Way less than smooth! But had several blocks of practice. In a seedy part of town. Getting to the destination before anyone else arrived, sitting in a bar feeling overdressed and way visible. And knowing that my car was back down that dark and seedy street. Fortunately, the wine was good, the rest of the CD club showed up, and, aside from that uneasy walk in the dark, the rest of the night was grand!

Pretty much the same story any CD might have - routine after a while, but the adrenalin told me it was the most daring thing that I'd ever done!

Love, Meg

[Guest Elena]

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Flown in a combat zone in Vietnam while wearing a matching bra and panties under my flight suit.....

There ya go.....

Donna Jean

Nyah, nyah!

I can actually beat DJ with this one!!!!

I was wearing a red and silver teddy, matching panties, and stockings under my fatigues when my platoon got ambushed the second time in Iraq. Goddess was I glad I didn't get hit. That would have been real awkward to explain!

Tada! Nuclear bomb... Trumped!!!!!

<3

Elena

[Michelle 2010]

War stories in femme underclothing...what a drag...

I've had this strong urge to go to the beach with painted toenails but since this isn't Key West...

I think we need some Emergency Room stories here.....I know there out there...

The weirdest thing I can contribute is physicals with a smooth bod.... (((yawn)))

[Sally]

Well it wasn't in Viet-Nam but it was the same era - I was in college sweating out the draft and playing intramural basketball - often wearing pink panties under my shorts - the scariest part was counting the waistbands before you pulled off your warm-ups.

Actually if you had seen some of the outfits that I wore in the 70s you might of thought that I was cross dressing all of the time - platform shoes (yes, even at my height), shoulder length hair - blue flair leg jeans with vertical white and pale blue braiding the full length of them - silk shirts with giant patterns that wrapped around my entire skinny body and even a baby blue belt or the yellow jump-suit - but then so was everyone else.

I thought it was daring at the time - at least Dee Jay did not carry a pink pistol with her.

Love ya,

Sally

[MackenzieB]

I think we need some Emergency Room stories here.....I know there out there...

That happened to me when I had a seizure in 2002. Luckily the nurse left the room while I undressed. Had a physical a few weeks ago and didn't think about it beforehand. Until we got to the part when the Doc wanted to do the prostate check thing. But by that time I'd already told him I was trans and wanted hrt anyway so I didn't really care.

[Guest Julie T]

Well it wasn't in Viet-Nam but it was the same era - I was in college sweating out the draft and playing intramural basketball - often wearing pink panties under my shorts - the scariest part was counting the waistbands before you pulled off your warm-ups.

Actually if you had seen some of the outfits that I wore in the 70s you might of thought that I was cross dressing all of the time - platform shoes (yes, even at my height), shoulder length hair - blue flair leg jeans with vertical white and pale blue braiding the full length of them - silk shirts with giant patterns that wrapped around my entire skinny body and even a baby blue belt or the yellow jump-suit - but then so was everyone else.

I thought it was daring at the time - at least Dee Jay did not carry a pink pistol with her.

Love ya,

Sally

Sally, Miss Pinky is a sweet little purse gun, but I retired her to my little summer purse when I got my bigger gun holster purse, and that gun is silver with black grips, thank you. [me smiling]

Julie

[Guest Wendae]

I can't top some of these. Going into combat underdressed is really wild.

[Michelle 2010]

Well it wasn't in Viet-Nam but it was the same era - I was in college sweating out the draft and playing intramural basketball - often wearing pink panties under my shorts - the scariest part was counting the waistbands before you pulled off your warm-ups.

Actually if you had seen some of the outfits that I wore in the 70s you might of thought that I was cross dressing all of the time - platform shoes (yes, even at my height), shoulder length hair - blue flair leg jeans with vertical white and pale blue braiding the full length of them - silk shirts with giant patterns that wrapped around my entire skinny body and even a baby blue belt or the yellow jump-suit - but then so was everyone else.

I thought it was daring at the time - at least Dee Jay did not carry a pink pistol with her.

Love ya,

Sally

So Sally, was this look like Ziggy Stardust (David Bowie) or the O'Jays without an afro that you were doing:) ?

Hugs

Michelle

[Guest ~Brenda~]

Ahhhhh... the 70's

I miss the 70's

Brenda

[Guest Elena]

Rofl, too young, missed the 70's. Thank the Gods!

<3

Elena

[Guest Lacey Lynne]

The 1970s? Eh, they were kind of cool. Actually, on looking back, they were pretty cool overall.

There's only ONE decade in my book, baby:

THE SOARING SIXTIES !!!

Time machine? Anybody got a time machine? Set that baby for about 1962 or so and let's boogie back for about 8 years or so!

Peace & Love Lacey Lynne

[Guest Michellewhois]

Never flew like Donna Jean during my time over there but all I can say was it was a bit difficult getting changed in the hooches back then. Oh and by the way Donna, I thought that bras and panties were standard wear when in our zoot suits...LOL!!!! I had a flight nurse come up on the flight deck, put her hand on my back (I was reaching over to the lower CB panel by the bunk) and looked at me kind of funny. I saw her again by the galley after I ducked into the underdeck area and put on my shoulder harness. I started adjusting my shoulder harness in front of her. The look on her face was priceless