What's The craziest?!?

[Aly Cat]

So this thread is sparked from the idea of someone in another thread, but I MUST KNOW!!

What is the craziest thing you've ever done while presenting as a woman? Do share... Dr Aly Cat M.D. is in the office and ready to hear your stories! Oh, and also include how it made you feel. What emotions were running through your head?

You can read my story HERE

[Kate Simmons]

I once did a lap dance for an older guy while en femme. I think we both enjoyed it.

[RADER]

Some years ago; My wife gave me a challenge.
I had to wear a very large bra with forms for a whole week.
So I ordered a size 24 form from Amazon on line, it was about $ 100.00.
then I had to get a size 54-M bra.
WOW !!! This was a challenge, I could not take it off to go and push the snow,
Go Grocery shopping, No excuses, Day and night for 8 days.
Well I did it, I now have great respect for GG"s that are extra large,
I would find my self falling over if I Had to bend down to pick up something.
Thank God it was wintrier, so heavy shirts and coats did a lot of concealing.
Funny thing, I missed all my Legion Meetings; O' Well, to bad, But I won the bet.
My wife said that I had a lot of courage to go through with it, And thought it was
a good exposure for me to see what it was to be a female in a small way.
Rader

[kimdl93]

Not too crazy, but similar to your experience. I went to a gentleman's club, was escorted in by three guys, and entertained by a dancer. And I went to a museum to see an exhibit of Byzantine artifacts. The craziest thing was to spend an afternoon at a car dealership in a small Oklahoma town, while having an electrical problem repaired.

[tammie]

Once when i was first going outof the house in a skirt with a silk blouse and dressed in my best lingerie underneath and stockings

with my new 3" heels , diving to a friends house and at 9PM at nite i had a flat tire and had to change it on the side of the road .

No one stopped to help (thank goodness) as i was not wearing makeup and I could not pass at midnite in a coal mine..

All i could think about was getting my lingerie all stinky and sweaty and ruining my new heels .

Besides how hard it is to look good , it costs women a lot of money to always look great and smell wonderful

[Eryn]

I was at a trivia night with Mimi. Usually we are joined by friends but this time we were by ourselves. One of the trivia rounds is called the "drinking round" and the prize is a round of drinks for the team who wins. The challenge is defined by the trivia host and each team sends up the member who is best suited to the challenge.

In this case, the challenge was to name makes of automobiles. Mimi wasn't feeling very up to that so it fell to me. The contestants were arranged in a circle and the host went around the circle with his microphone and we each had to name a make of car without repeating. If you repeated or couldn't come up with one in a few seconds you were out. We started out with common names "Chevrolet," "Volvo" and quickly moved on to exotics like "Maserati" and "Vector." These were exhausted pretty quickly and the competition moved to historical makes. I'm pretty knowledgeable in this area and pretty soon it came down to me (6'2" semi-blendeble CDer) against a short guy with a beard, a beer gut, and an encyclopedic knowledge of cars. Pretty soon the trivia host enlisted two people with smartphones to check our answers as they were getting too obscure for him (Moon, Reo, Ruxton, Messerschmidt, etc.)

Yes, I did win.

I also outed myself to an entire bar full of trivia buffs, either through my looks, my voice, or my knowledge of a rather unfeminine subject.

Oh, and since the prize was a round of whatever drinks you were already drinking, we won a round of.... iced tea!

[Rachelakld]

Swimming in a local swimming hole next to a scenic waterfall (same one as used in the 2004 movie "Without a Paddle", wearing a long black summer dress, I don't think my wig ever fully recovered after that.
Hardest part was taking the "after photos" as not only was the dress clingy, but May - November it's quite cold in our mountain streams.

[Persephone]

My spouse and I are sitting here debating if this was the "craziest" thing I've ever done en femme or even if it was crazy at all.

It was New Year's Eve a few years ago and a group of our gal pals had decided to go to a New Year's Eve party at a VFW hall in another town. Since I'm completely one of the women in the group I was dressed in a nice evening ("cocktail") dress, heels, etc. Several of the guys were attracted to our group and we were each frequently asked to dance. So there I was, fortified by a couple of drinks, dancing with various guys. It was a great fun evening, but I've always thought it was perhaps at least a little "crazy."

Hugs,
Persephone.

[jjjjohanne]

I don't know if these are crazy, but they are the most advanced things I have done. I did all of these in a skirt, etc. with a guy head.
1) Went to a swing dancing ballroom and danced with the ladies there for a few hours.
2) Flew pretty. There are a lot of people coming the other way who looked at me while I walked the rather long trip to my gate.
3) Volunteered at a clothing store for a few hours.

[Teresa]

Sorry Aly it's not a fully dressed story, but I went into a sex shop underdressed in panties and tights and asked the male SA about PVC dresses and skirts, he fetched a whole rack of them ! I picked out a knee length three quarter sleeved dress and I can't believe I asked to try it ! He only had a small curtain at the back of the shop to change behind, so there I stood in tights and panties tying to pull the zip up ! I bit the bullet and called out to help me zip up, which he did ! It fitted perfectly, I couldn't help doing a slow twirl, I thought very sexy but he said it aloud ! He did unzip me but sadly I didn't buy it ! I couldn't leave empty handed so I bought a PVC skater skirt and lace topped stockings !!

[CynthiaD]

This didn't start out to be crazy, but I sure felt crazy for doing it. I stopped at a convenience store in rural Missouri for a pit stop. There was a motorcycle club taking a break there at the same time, and I got a lot of hate-stares. I thought about jumping back in the car and leaving, but I really needed to stop, so I went through with it. I was just glad to get out of there with my skin intact.

[StaceyJane]

My story is a bit crazy so I included my youtube video as proof.
I once took the stadium tour at what was then Cowboys Stadium en femme. I even got a pic of me standing on the star in the middle of the field.

[Allison Chaynes]

I did a womanless beauty review to raise money for that Race for the Cure event. Not sure it was crazy, but I was able to have fem time without anyone raising an eyebrow.

Oh, and for Halloween, I dressed a a female political figure that I despise, and as kids knocked on the door, I informed them their candy was being redistributed to kids who were too lazy to trick or treat.

[Lux]

This past spring, my wife and I joined another accepting couple in Vegas. Now dressing in Vegas isn't necessarily a crazy thing to do as many people have said it's such an accepting "anything goes" place. However, at the end of the evening, the two GG's wanted to go to a very popular mainstream dance club to get their dance on. Well, the two girls are amazing dancers with similar skills as the stage dancers. I was so nervous going into a 100% 'straight' club. Not a problem at all as I found out. Somehow, I found myself up on a table dancing at this amazing DJ club with my body con dress and 4.5" heels dancing my booty off. Looking at a reflection of the 'hot babe' with the sexy moves in the mirror, I had a surreal "how did I get here" experience that I will never ever forget!

[daviolin]

I guess my crazy time would be, the time I was dressed to the nines, ready for a photo shoot. It dawned on me, oh oh, A insurance agent was coming over to discuss medical insurance. I look at my wife and we pause, Started to laugh. I told her I don't want to dress down and waste my good make-up job. So oh well lets just see what happens when he comes over. To keep a long story short. He didn't even bat an eye. During the whole ordeal, he was very professional. I loved it. Daviolin

[Lexi Moralas]

Ok once a was in a " adult " shop checking out some lingerie. It was during the day so it was just me and the 2 older male workers in the place. They made a few respectful comments About how I looked and they would love to see me in, some of the outfits I was looking at. So I ended up putting on a little fashion show for them for about a hour there in the store. I must have tried on every out fit and shoe in the place.
The 2 worker were older and very polite
And have me 50% discount on the thigh high boots I eventually decided to buy

[Lea]

I went to a Halloween party dressed with my wife and mom. My mother does not know that I dress.

[AnnetteC]

I was hanging out with a female friend who knows about Annette and has seen me dressed numerous times. Well we kinda got somewhat hammered and we ended up walking around her area, with me in a skirt, heels and a top, and no makeup or wig. Luckily, we did not run into anyone, how, I'll never know. The next morning, in the light of day, I realized how stupid (crazy) it was, especially nowadays with smartphones and YouTube. I won't be doing that again!

[lingerieLiz]

Went to a movie on a double date as one of the girls.

[Beverley Sims]

I was lined up for a date with a boy.
Four couples in the group and I passed as a girl successfully even after some heavy petting.
A girl has to do what a girl has to do to hide her identity.

[Jill_cd]

I think just going out in public is pretty crazy. I dressed completely: wig, makeup, skirt, blouse and 3-inch heels and headed out the door to a fetish/lingerie boutique. I had been there before, but in boy mode. It was a cloudy, overcast, rainy Saturday afternoon. I couldn't believe I was doing it. I hadn't been there since the previous owner (a very awesome accepting woman) had sold the business. Anyway, I pulled up and almost didn't go in. But I figured, here I am dressed, don't wimp out now. In I went. I was the only customer and the SA did give me the once over twice. I mumbled hello and checked out the stockings and heels. When I was leaving, the SA, who didn't say anything the whole time I was there, glanced at me and then at the rack of stockings. I think she thought I stuffed some merchandise in my purse, which I didn't. The drive home was pretty uneventful.

[mariehart]

There's a couple I think. One night I went to meet a man I'd never met before who only wanted to see me dressed but I was living with my Mother and brother at the time. So I had to get dressed in my sexiest clothes, short skirt, stocking etc put on my make up an sneak downstairs without anyone seeing me. Then walk to the meeting point hoping he'd there. If he chickened out I'd be stranded with no way back into the house without being detected. I managed to get out the door unseen but then ran into everyone heading for the nearby church. Luckily it was dark but it was obvious I wasn't dressed for church. I made it to the meeting point partly by ducking down a dark lane. Luckily he was there waiting but now I was a strangers car on the way to who knows where for who knows what! Which turned out to be his place of work. Anyway it turned out OK but I had to change back into male mode to go home and I found I'd forgotten my man shoes, Luckily I had flat shoes with me and I made it back undetected.

My most recent crazy stunt was to dress up on a rainy day, with no chance of passing. But I used an umbrella to hide behind. I got in my car, drove to the beach and got out for a little walk. Halfway there I realised I had brought no male back gear but then thought: 'What the hell and went for it.

But my next crazy stunt might happen this weekend. I have the house to myself and I intend to stay dressed all weekend and I may venture out in the car.

[Andrea Payer]

last year i was geocaching while in girl mode (for those who don't know, that's some sort of treasure hunt with gps devices). i've done that before but never at daylight. some cars passed by and i could just hope, that it isn't driven by a geocacher. i was lucky and the feeling was just great.

btw, i couldn't find the cache because i wore boots and i couldn't get to the hideout with them

[Butterfly Bill]

I always wear a dress every summer when I drive to a Rainbow Gathering, and I get out and go into rest areas, restaurants, and truck stops, check into motels and campgrounds, and sometimes to have car repairs done. Since 2000 I have been thru 29 states.

11 years ago, while waiting for a snowstorm to pass at a high altitude site in the mountains of Utah, I decide to visit Salt Lake City. I stayed at a Motel 6 near to downtown, and visited a number of places, including Temple Square. I interacted with teenagers there who were training to be missionaries, and were eager to answer any historical questions I had. I also had a shopping spree at the Deseret Press bookstore.

[Taylor Ray]

I am sure that my "craziest" experiences would be unsuitable for such a respectable web site and such respectable gals. Of course, I don't consider them to be "crazy" at all!