Share that unexpected 'GOTCHA' you got from dressing...

We had a wonderful thunderstorm pass through last night and I sat on my balcony, fully dressed; sun dress with a strapless push-up bra, enjoying a nice glass of wine, eating cheese and crackers, and watching the lightening show. The cracker holding my cheese crumbled, dropping a bunch of crumbs right down into my bra between my breasts. Price of admission, right?

While i'm sure this happens to GG's all the time and others of you have experienced it as well, it was a first for me and it made me wonder what other little life events might have caught you off guard when you started dressing.

Please share.

Nothing all that exciting for me LOL

A few years ago I was walking over a bridge when a gust of wind blew up my silk skirt exposing my stocking tops and panties. I am not an exhibitionist so when a few cars honked their horns I was mortified. Whenever I know I will be crossing a bridge I now wear a sturdier skirt.

Just clutch the skirt along your thigh and it will not do a Marilyn Monroe above the subway grate.

Me? Broke a high heel while walking. It just gave out when least expected. And, it wasn't caught in a subway grate either!

PS: Not me, however, when I was in eighth grade one of the girls in my class had the elastic on her half slip fail. It fell right to the floor in a heap. I felt sorry for her. Maybe that's why I wear full slips.

Off the top of my head, the first time I got Ma'am'ed was pretty neat. It may have been more a matter of playing along with, rather than a compliment to my presentation, but it was nice to get a buy-in from people who didn't really have to, or from people you didn't expect.

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Originally Posted by Stephanie47

...when I was in eighth grade one of the girls in my class had the elastic on her half slip fail. It fell right to the floor in a heap. I felt sorry for her. Maybe that's why I wear full slips.

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Or maybe because full slips are sexy? Anyway I'd feel sorry for the little girl too. Being just a kid, she couldn't have known how to deal with this the way a grown-up might, and even then it takes self-confidence and panache to carry it off. I remember a woman writing in a magazine about the best way to handle embarrassing accidents. One of them was what to do if the elastic on your panties gives way and they start falling down while you're at a cocktail party. She suggested just letting them fall, picking them up, stuffing them nonchalantly in your purse and remarking dryly: "You can't rely on anything these days, can you?"

Getting in a car while wearing a long dress, learned you have to keep those legs together!

I wrote, I think it was last year's Helen's holiday, about having left the ladies toilet I heard, "Excuse me dear" which for some reason I knew was aimed at me. "Your skirt!" I'd managed to tuck the back of my skirt into my knickers. Needless to say I thanked her profusely as I was just about to head into a very busy cafe.

School girl error.

After attending a live theatrical performance in Houston a few years ago, I took an ill advised short-cut across a cobblestone street in the direction of my parked car. In heels. Not a good thing.

Shelby,
I agree with Angela , getting caught out by a gust of wind . I guess having my wig caught inside a top with a SA helping me , she carefully passed it back to me and I quickly popped it back on .

Finding I was wearing my denim skirt back to front when I returned from my supermarket shopping , I haven't manged to do what Helen did but I can see how easy it is to do it .

I agree women aren't immune to a "GOTCHA " moment . My mother in law was swimming with the children in the pool , she ducked under the water and when she surfaced her top had slipped down revealing all , I never knew she could hold her breath for so long but she ducked back under to regain her modesty and her costume !!

I was out for an afternoon drive dressed wearing a knee length pencil skirt, thigh highs, heels, nail polish, etc. A a stop light a dump truck pulled up next to me. I sensed the guy was looking....and he was. I just smiled and nodded. He smiled back. When the light turned green, as I pulled away, he honked. Along my life, I drive a dump truck. I could write a book about some of the things I saw.

I was at a local Sat. Market - dressed and listening to a local band and felt something hit my foot; as I looked down I realized one of my boobs fell out down my sweater and hit my foot, at the time I used bird seed and nylons for my breast enhancer (I have since purchased a proper pair of breast forms) I just nonchalantly picked it up and stood behind a concrete pillar and replaced it - but embarrassing to say the least. Another time my skirt got caught in the door of my vet and as I drove down the road I noticed a truck seemed to be chasing me so I slowed down and it pulled up beside me - a sweet 20 something rolled down the window and hollered "honey you skirt is caught in the door.

Well you know there have been many others - I could write a book on the perils of being a crossdresser, but it's all part of the adventure and I love it...……………………….Debra

I had the Marilyn Monroe skirt experience while standing in line for a big sale a couple of weeks ago.
It was a warm day, so no slip or pantyhose. After that, I held on to my skirt until we got in the store.

Mine was when I went to get at my crossbody purse and knocked my wig sideways! Not a big tragedy as no one seemed to notice but it shook me! I do not carry a crossbody bag since! Hugs Lana Mae

I was in Save a Lot, had a lower back itch, scratched, and realized the lace waistband from my panties was obviously exposed as my shirt rode up. No one said anything if they noticed.

One day after I had been at work for about 8 hours, and went to pick up kids from mother in law, I was grabbing my hedge clippers to take home to do my yard. She told me I should wear light colored panties under light colored khakis, because the ones I had on showed through. Had no idea, but fortunately they were briefs and no one probably noticed.

Back in my teens I learned that girls always carried a couple of safety pins to deal with emergencies such as elastic failure. When old enough to get to know some girlfriends rather better I was with one of them when the elastic in her half-slip failed while we were walking across a park. She went behind a tree, took two safety pins from her purse and, so she told me - I didn't see! - pinned the slip to something. It might have been the inside of her dress or her suspender belt.
Another time, while chatting to a (different) girl the topic of girls' and boys' clothing came up and she commented that girls were much more dependent on elastic than boys - bra straps, suspenders, knickers, etc. I jokingly said that it must be embarrassing if the knicker elastic breaks and she told me that it had happened to her at school. I asked if they fell down and she said that, luckily, the elastic at the leg openings held them from coming down but she had to wait until she could go into a toilet cubicle and use a safety pin to keep them in their proper place.

Mine was at a local track and I was jogging..... I was wearing breast forms( "D"'s) and I was shocked and surprised I didnt step on the one that fell out lol. Epic failure and my run turned into a fast pace walk.

Hi Shelby :hugs:, Sounds like a built in crumb catcher. >Orchid ..0:daydreaming:0..

Lorna,
How I remember the girls and their safety pins . I wonder how many of our age recall them using them to hoist a knee length skirt up to thigh high after leaving home and before entering the school gates ?

I've had the crumbs in the bra thing happen many times. If you have real boobs they just shake on out, but for me they sometimes get between the boobs and my skin.

Only thing that happened to me is wearing a white bra under a dress with a shear double layer top. Yep, the flash made that white bra show through the dress top. Fortunately it was only visible in the picture. Not that I get out of the house much anyway:bonk: I would love a sundress, any recommendations on type and or place to purchase?

@BrendaPdx,
I have bought a couple of really cute sundresses from Gap/Old Navy.
They are their fit and flare style, super light and comfy and are on sale, which is always a bonus... :)
At 6'3" and 205# with a 38b chest, I got large and they fit great.

Yup! I had a silicone form drop out of my sweater one time at the Dunes in Saugatuck--in the main bar--a Transgender Weekend. I grabbed it off the floor--no one seemed to notice. Music was loud.
Secondly, a year or so later, Saugatuck again, I was in my Marilyn Monroe imitator dress standing on a dock near where Lake Michigan and the Kalamazoo river meet. However--as I waited with my friend--ready with camera--no wind. However, I got three cheers, or maybe three jeers, from 3 men in a fishing outboard; the boat was passing by about 200 feet away.

I was at a show and the comedian performing had me laughing so hard my eyes were tearing up. When I got home later I looked in the mirror and I looked like a raccoon. My mascara had run. I had a good laugh but wondered why none of my friends mentioned it. Good to have a compact mirror in the future.

I wasn?t dressed or anything but actually looking for a job. I had finally had a call to come in for an interview well as I got out of the car I?m looking into another cars door window checking my reflection saw what I thought was something on my teeth. Well I kept on sorta primping my hair making sure it was just so so. When all of a sudden I noticed someone sitting in the car looking at me like I was nuts lol. Well anyway I was so wrapped up with my appearance I never noticed anyone else.

I was so embarrassed thought I?d die my face was actually bright red. Long story short got the job. And the people in the car got one of the best laughs they?d probably had in years. I had already walked off and could hear them chuckling as I walked towards the building for my interview.

Funny thing is after the interview I sat in the car smoking a cigarette and listening to the radio when the dj announcement say call is for your most embarrassing thing you?ve done as of late. I called in they broadcast me telling my story live cause I was making some feedback on the phone with it being repeated being so close and all. To my surprise they said mine was the most bizarre to date and won a free meal to a fine restaurant for two drinks included. Took my wife we laughed ourselves silly and got about half lit on drinks plus had a New York strip steak and a live Maine lobster. Anyway great memory and thanks for this post to bring it back to mind.

All of you gals have very nice stories that brings a smile to this person.
Nothing super in the Gotch'ya has got me. I have broke a heal, then knocked the taps of another pair of heels on the front steps. I have also had a case of wandering boobs too (strange it seems to always the right one). No gust of wind has yet to give me the MM skirt experance (yet). Had a western hat (aka Cowboy hat with a 4" brim) blow of my firmly attached wig and landed about 50 feet into the water of a public lake. It landed upright and since there were no vent holes, just floated and bobbed on the water. I did recover it with some rope I had in my car.

The second anniversary of my first outing en femme is coming up. It was during a Pride weekend and I wss hanging out in a park where public events were held in the local gayborhood. It was a hot day and as I had no wig (I was wearing a baseball cap) I ended up getting a sunburn in the shape of the top I was wearing. The tan line it produced did not resemble a masculine garment at all.

Also, I remember some drunken goofy 20-something telling me to show him my - quote -fat tits- that same day. Fortunately, he was there with some friends who were reining him in. Little did he know my boobs were hollow at the time. Before I bought my forms, I used to fashion my bosom out of a very sturdy bikini top, which I still have. Despite the nuisance, it was also the first time a guy showed any interest in my female presentation. Not that I encourage anything...

Me? I am a one-girl comedy of errors, a veritable Perils of Pauline.

As I was crossing the busy street in front of the Cherry Creek Mall in Denver, the light changed . Instinct kicked in and I started running...in high heel pumps. A few strides and one shoe came loose. It flipped into the air above me and almost hit me in the head on the way down. I grabbed it quickly and sprinted away wearing only one shoe as I saw a few drivers laughing at me.

I have a beautiful longish midi skirt in autumn colors. It has an elastic waist. When I was sitting in a theatre, I began to stand up not realizing that my heel was caught on my skirt. It started to pull my skirt down as I rose. Fortunately, I sensed things slipping away and plopped right back down into my seat to sort them out.

I can relate to being a truck driver or bus rider staring down at a pencil skirt riding up the legs of a car driver and being the femme wearing that skirt.

I carefully avoid tan lines where I do not want them. One sunny July day in Denver, I went to the Denver Botanical Garden wearing a lightweight embroidered white top and a denim skirt. Sunscreen kept mt from burning but the sun is so intense at that altitude that I got a burn that became a tan later, on my covered shoulders. And an embroidery pattern and a bra strap shadow right in the middle of the burns on both shoulders.

Wandering boobs cured me of wearing cheap sports bras. Having my right boob slide under my armpit was bad enough but when both boobs migrated there, I bought a sports bra that could hold thing together firmly. A little clothing glue on the inside of the sports bra helps.

Another boob story...I was out in the heat and humidity while wearing cheap silicone breast forms. The backing was a flat piece of plastic against my skin. Before long, I had a sweaty pool, not under my armpit, but on my shirt front just below each boob. Since then, I bought better quality forms and I back each with a circle of skin-colored terry cloth.

I packed my cheap breast forms at the inside surface of my bag and then checked the bag with the airline. After the baggage handlers got done with the bag, I had an exploded silicone mess inside my bag. I now pack my breast forms in my carry-on. The TsA is fine with that. I also double bag any liquids in my airline checked baggage.

I removed my pencil skirt while still having my high heels on. I dropped the skirt to the floor and stepped out of it. Not paying attention, I brushed a heel against my leg. It snagged my stocking and caused a whole freeway of runs.

I rented a Mustang convertible in Phoenix and put the top down. It was months before I got all the tangles out of my wig.

On the same trip to Phoenix, I locked my room keys, both of them, in my hotel room. The desk clerk asked for ID. My male ID was all I had. She acted like this was the most routine thing that had happened that day.

Speaking of wigs, I was getting the makeover before doing a Glamour Shots photo session. I was wearing my wig. While doing my hair, the stylist snagged my wig. I felt things slipping away and grabbed the wig just in time to avoid being scalped. Now I style my wig separately.

On the painful side of things, I bought a gorgeous pair of tall boots in Boston one winter. I wanted them for a long time. They were my first tall boots. But they were too narrow for my feet. I realized that after wearing them all day and subsequently losing a toenail.

Along the same lines as your experience, Shelby, but with an enhanced eew-w-w-w factor: I tried biking en femme around Crown Hill reservoir in Lakewood, just west of Denver. In the evening, lots of flying bugs come out. I learned quickly to wear a top with a high collar. Crumbs are manageable but flying/crawling bugs at 30 km/hr on a bicycle...eew-w-w!

For a whole book of these mishaps, see the book by Kathy Hamilton, Oops! Adventures and Minor Mishaps of a Tgirl about Town.

One I experienced a few months back.
I started letting my hair grow long and at that time it was long enough to reach my shoulders. One night when I was in the shower I turned my back to the shower head and tilted my hair back to get it wet and wash it. I suddenly had what seemed to be one of the most feminine moments I have felt when the thought crossed my mind that "this is how women do this."
Now I know that everybody has their own way of washing, but in mind at that moment it was a really feminine moment. Today, its the norm.

I've mentioned here many times that i started dressing in my mid-fifties. I bought and purged a few pairs of panties before telling my wife that I'd tried hers on and liked them. She had me model the ones I'd tried before going shopping together at the local Kohl's. I walked around the store while she picked out half a dozen really nice pairs of panties and thongs for me. One pair was a cute pair of bright yellow bikini panties with a lace detail around the waist and legs.

A week or two later, we had a family event at the house and i was playing on the floor with one of my toddler grandsons. I'm sitting on the floor with several people, I cannot remember who, sitting on the couch behind me. I reach back to pull my t shirt down and feel that my shorts are about an inch or two below the waistband of my bright yellow, lace trimmed panties. I made an adjustment without turning around but there is no doubt that some in my family know that, at least on that day, I wore panties.

I'm still curious about which family members saw the evidence.

LOL! You took me back in time with your post. I did experience the same thing back in the late 80's when the time-share market was so rampant. We(wife and me) were at a time-share sales presentation in Orlando and staying as their guest in a 2nd floor condo. It was stocked with all the sale props including champagne and the cheese, crackers and spreads. We sat on the balcony enjoying the drink and snacks while over looking the skyline of the Orlando-Kissimmee area. It was in the late fall and felt wonderful. I was in a knee length blue dress with a deep v-neck I had liberated from my sister-in-law and matching heels, I was into the moment. Crumbs in the cleavage aren't comfortable or sexy!

I did basically the same thing the other day dropping some crumbs in my bra. I reached under my blouse and shook them out, my wife was watching the whole thing and just rolled her eyes and sighed. :doh::heehee:

I don't know if this is exactly what you mean but the first time I tried to use an ATM with full acrylics on was a nightmare, lol. A true comedy of errors. I could not for the life of me navigate that touch screen and I kept looking in my rear view mirror hoping like hell another car wouldn't pull up behind me while looking at the camera and wondering 'what if my bank wants to know why a woman was accessing my acct at 10pm on a saturday'

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Originally Posted by franlee

LOL! You took me back in time with your post. I did experience the same thing back in the late 80's when the time-share market was so rampant. We(wife and me) were at a time-share sales presentation in Orlando and staying as their guest in a 2nd floor condo. It was stocked with all the sale props including champagne and the cheese, crackers and spreads. We sat on the balcony enjoying the drink and snacks while over looking the skyline of the Orlando-Kissimmee area. It was in the late fall and felt wonderful. I was in a knee length blue dress with a deep v-neck I had liberated from my sister-in-law and matching heels, I was into the moment. Crumbs in the cleavage aren't comfortable or sexy!

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That was in the time zone my wife and I did the time shere thing too. But so there was only one adult female and one adult male in our couple. Those were the days. We did King Henery the 8ths, Camalot dinner theater and ****hs for free.

Josie asks what if my bank wants to know why a woman was accessing my account at 10pm on a Saturday. The context of this comment is the usual nervousness that many of us experience doing something out and about, particularly early in our days doing so. That is not really strictly our imagination. My bank already uses dual factor authentication and they have asked me from time to time about transactions at all hours of the day and night. I would not be surprised at all if they asked me such a question. Of course, if they did so back when I was just becoming accustomed to getting out and about, it would make me quite frightened. Josie?s concern is definitely realistic and valid.