View Full Version : Funniest CD'ing Moment In Your Life?
Vanessa Rose
01-24-2014, 06:38 PM
What is the funniest CD moment in your life?
For me, it was when I went into Dunkin Donuts to buy coffee and three press on nails fell to the counter. Not a great moment for a nervous lad.
Or it could be the time when I was outside pumping gas dressed up from a days drive as my former female self, and a wind gust came up and blew my wig off... whilst the man on the other pump watched the entire thing and shook his head.
or....
What is your story?
Vanny
dana digs sweaters
01-24-2014, 06:45 PM
The wig blowing off can't be topped Vanessa.
I showed an older sis that her swing dress could be used as a maternity dress by me on Halloween.
Not all that funny to her when she came home from work seeing me like this but my other sisters & I had a good laugh at it
Vanessa Rose
01-24-2014, 06:54 PM
How old were you Dana... Childhood memories of the feeling I had from the moment I tried on that tutu at 5.... it was all over. I was pretty!
Thanks for posting...
Vanny
dana digs sweaters
01-24-2014, 07:03 PM
15
My sis showed the dress when she bought it & I remarked that it did look like a maternity dress.
What was a swing dress anyways to me at that age?
kaitlin
01-24-2014, 07:07 PM
My funniest moment was... Well I don't pass very good, so I only dress around friends and family, never to go out. Our home sits on several acres with a creek running along two sides of the land, I was fully dressed, wig, makeup, nails done, a bright green t shirt type top, a green and white knee length skirt and the cutest little 4 inch heels, that the straps wrapped around several times and tied in a bow. I had been sitting on the deck with my Wife and her sister and the kids.... I got bored and decided to take a walk down across the drive and look at the creek. There is a few trees right along the edge of the water but not many, just as I crossed the drive, about 100 yards from the house, I hear something, down the drive came the FedEx van!!! Not having enough time to get the heels off to run, my only other option was to hide behind a tree at the creek... it worked, didn't get seen by the driver, but now I'm knee deep in the thick mud along the creeks edge! After about ten minutes of work, I was free and on my way back home.. everyone got the biggest laugh at me for being so muddy and an even bigger one when I told them why!
Allisa
01-24-2014, 09:27 PM
Wow made me think for a moment. I guess the first time my 2 pugs saw me in all my splendor, those two heads tilting side to side was just too much I almost fell off my heels I was laughing so much.
Lisa
DeeDeeB
01-24-2014, 09:39 PM
Walking down the street in full fem attire in Provincetown and my coworker who hadn't met Dee before running across the street to give my wife and me a big hug. I didn't expect her to be in town that week of vacation. Turned out she and her husband became totally cool with Dee and I get to dress at work from time to time. In reference to the Fed Ex driver Kaitlin mentions, our UPS driver has only met Dee on Halloween.
DeeDee :fairy1:
Vanessa Rose
01-24-2014, 11:16 PM
Dana,
15 wow. What an age for confusion, thrills and well, memories.
Vanny
Kaitlin,
Hillarious. I love it. My boys did the same thing jumping down afoot or two in what seemed like a wet river bed, and when they landed, they ended up thought deep in mud.
I can't imagine in pumps and trying to be somewhat composed. LOL.
IF ONE HAS NEVER BEEN STUCK IN MUD, then some of the humor would be lost
By the way what did you get from Fed Ex? It better have been a wedding gown to compensate for that. Ha. Great story.
Thanks for posting
Vanny
Thanks for posting your situation. Little critters are funny enough but that could be cute if dogs didn't irritate me to no end (they are messier than me). Growl.
Thanks for posting.
Vanny
Dee Dee,
I would have dropped a green monkey if my co-workers ran up to me and did that.
Please explain how the heck they didn't freak out with you dressed. Amazing.
It is stories like this, and I thank you for pointing it out to me that give me faith, that my life is not all strange.
Thanks for posting.
Vanny
Beverley Sims
01-25-2014, 11:35 AM
When I was fifteen my wig was pulled off in a cat fight.
Everyone cheered, I blushed and the girl who did it ran away screaming.
She thought she had scalped me.
No one wanted to tell her otherwise. :)
Kate Simmons
01-25-2014, 11:42 AM
The moment I pulled off cross cross dressing. I never laughed so hard that I could convince someone I was a man while I was pretending to be a woman. :)
Karmen
01-25-2014, 06:16 PM
The funniest moment was probably when I fell on my ass when I slipped on ice on the pavement while wearing high heels. An older gentelman walking behind me came to my rescue and look on his face was priceless, when he saw I'm a strange looking lady with manly voice. Luckily I didn't injure myself, except my ass hurt a little for next few days and my pride was hurt a little too.
Stephanie Julianna
01-27-2014, 02:59 PM
I got dressed in a very classy beige chiffon party dress for a Connecticut Outreach Holiday party. As the members were slow to get to this high end restaurant I found myself sitting on a couch waiting when a woman came up to me and sat down. She asked me if I was here for the Holiday Party and I said yes. She took my hand and said she was thrilled because she thought she would be the only woman there with her husband dressed. She asked me which one was my husband. It took me a moment to recover from the unintended compliment. With the sweetest smile I could muster I told her that I was there alone. It took her a few moments before she realized the implication that answer made. She looked really close at me as I extended my right hand to her and said, "Hi, I'm Stephanie. And your name is?" Her look was priceless. We laughed with each other all evening and what was amazing is that she stayed close to me most of the evening anyway.
Roli F
01-27-2014, 03:12 PM
Walking towards the Village in Manchester from piccadilly station with my daughter,
seeing two younger males walking along the other pavement swearing and laughing loudly
the one behind the other lad see's us and kicked his mate up the ass, he looks up sees us.
he shouts out "sorry Ladies" the fact that I had Passed in a brightly lit street was slightly funny
it was thinking that they thought we were GG LOL
Chickhe
01-28-2014, 01:50 AM
Once I went to a public party dressed and was not really mentally prepared to use the woman's washroom and as I going to the male one, I was literally grabbed by the arm by some girl I did not know, who said 'Oh, my god...you almost walked in to the men's washroom by mistake!! and all I could say was Oh, no, thanks as I was ushered in with her.
Caden Lane
01-28-2014, 07:25 AM
I guess I need to have some outtings while dressed so i can have a funny story...I've got nothing.
5150 Girl
01-28-2014, 11:03 AM
I was Daisy Duke for Halloween one year, up dancing on a chair teasing a friend when this guy walks up to me and says "Oh, you gotta get down from there honey, that's not safe" Next thing I know, he scoops me up, holds me tight against his chest, dances around the room with me, then sets me down on the corner of the bar.
Yea, I know the old saying, "without pics, it didn't happen... so......
stephannietv
01-28-2014, 11:40 AM
well,it was Halloween and to my wife's disapproval I dressed fem anyway,bra,panties,wig,halloween black pantyhose,skirt,my friend's wife's high heels,have my own now and a bunch of us went out to a bar,we were sitting at a table having drinks and this guy came over and asked me to dance and I told him to ask my wife's permission and he said omg,your'e a guy,the rest of the women at the table thought it was funny but not my wife,lol,i was pretty flattered, him asking me and not any of the women at the table and oh,my wife looked at me and said don't you dare get up,guess the guy just looked at my shaved legs in heels,lol
ArleneRaquel
01-28-2014, 11:44 AM
About 8 years ago my date arrived and on my way to his car I slipped on fell on the grass. I was wearing a new outfit with new red hells. I blame the heels. Needless to say I didn't it was funny at the time. I dated the gentlemen for over a year and we do exchange Chistmass cards & do talk on the phone once in awhile.
BillieJoEllen
01-28-2014, 12:00 PM
Another wig story here although at the time I didn't think it was funny. I was walking down a fairly quiet street and as I approached a young couple I had to move to the side. I'm quite tall by the way. In so doing I had to walk under a maple tree that desperately needed pruning. I thought I ducked enough but no I didn't. That wig eating tree grabbed my wig and yanked it off of my head. I let out a few things I can't repeat here in my male voice. All of a sudden the street was loaded with people that had seen me and they all laughed at me. I was actually doing quite well up until that point. But here I am over twenty years later.
lilmissjenny
01-28-2014, 12:05 PM
a few years ago me (i was in girl mode) and my gf were at the beach and i was wearing my bikini at the time and this old couple (particulary the husband) just kept starring at me the whole time we were there. his wife finally got to the point were she was tired of him looking at me and said something to him it looked like so he didnt look at me as much. i guess he thought that i looked better in a bikini than his wife did...lol.
5150 Girl
01-28-2014, 05:15 PM
Oh yea, the wig thing.... Yea, I lost my hair once.... I was devastated.
It was Halloween, and I was a Dallas Cowgirl. I got up and did a cheer in front of the whole place, and at the end went for the eye-high kick, my heel slipped on the freshly waxed floor, and I came crashing down so hard my hair fell off!
ChristinaK
01-28-2014, 11:22 PM
Stupendous anecdotes. I guess sometimes we really can pass. My only funny incident was at a fast food drive through where three teenage workers stared at me and giggled while I stared back and giggled at them giggling at me! Gave them a great war story for that day. I smiled all the way home.
ChristineNYC
01-29-2014, 11:42 AM
A couple of months ago, my friend/roomate and I were hanging out at our local dive bar (in Hell's Kitchen, NYC), where we know the staff and most of the regulars. For a couple of weeks, this new guy was hanging around a lot. He was actually sorta' cute, and he'd bought us drinks in the past, but he always seemed to be quite intoxicated (strange right? in a NYC dive-bar?). Anyway, this particular night, Mr. Intoxicated was hanging all over me, not touching me in any uncomfortable way mind you, just being, well, very friendly. He was quite buzzed, lol, hanging all over me and telling me how attracted to me he was, and was asking if he could take me out some night. My friend is looking at me with a smirk, lol, and it got the point where I had to address something with him. I leaned tword him, and quietly said "you know I'm a guy... right?". He stood there for a minute with a blank stare, blinking. After a moment, he seemed to regain consciousness and drunkingly blurted out " I DON'T ****ING CARE!!".. My friend and the whole bar busted out laughing! He and I just blushed! Fun times, and they won't be the last!
kendra_gurl
01-29-2014, 02:53 PM
Posted this in November in a similar thread so here it is again
I've been to a few clubs, malls, theaters, restaurants, lots of casinos, and used the ladies room in all of them with minor thoughts about me being there.
By far the scariest time was Halloween a year ago while dressed in a fashion similar to Elvira in fishnets. I need to use the restroom but knowing it was Halloween and as much attention my costume was receiving I was pretty sure everyone knew I was really a male. So I just Man'd up and went to the men's room and stood at the urinals beside all the other guys.
It really turned out funny as the first guy who saw me said I think your in the wrong room. In my male voice I told him I thought the women in the ladies room would have told me the same thing.
sherri
01-29-2014, 03:48 PM
I was in the city on business and at the end of the day decided on the spur of the moment to do a little clubbing. I had my gurl bag in the trunk, now let's see, where to change ... Since I was already in the neighborhood, I decided to just use one of the club parking lots. It was still early so there wouldn't be many people there yet. I pulled into the side lot, parked next to the building and started in on the transformation. Many of you probably know the drill of dressing in a car -- retrieving all the stuff from the trunk, the whole makeup process, the awkwardness of changing clothes, in and out of the car several times adjusting things, then straightening up when it's all done. So finally I'm presentable, grab my purse and keys, check my reflection in the window one last time and finally into the club ...
... only to learn from the owner/bartender that there's a security camera pointed right at my car and he and several patrons had been watching me on closed circuit tv the whole time. All eyes in the bar were on me as I absorbed this little nugget of information, blushing profusely, then everyone cracked up when the only thing I could think of to say was, "Well, if I had known I had a live audience I would have put on a better show!" The first round was on the house.
Katey888
01-29-2014, 04:54 PM
There are some such funny anecdotes here, this whole thread makes me want to just hurl myself out of my closet onto an unsuspecting world so that I can have an anecdote or two of my own... :D
Something sounds wrong with that, somehow - but what inspires me here is how all you wonderful girls take all these madcap adventures in your stride.
Glasses up to you all, gals - you've made my evening! :cheers:
Vicarious Katey x (no, it does not mean I'm a vicar or vicar-like - look it up in your Funk & Wagnalls.. :D)
JennyLynn
01-29-2014, 05:30 PM
Without getting to descriptive, my funniest was when I first went all out with makeup, jewelry.. the whole nine yards.. and had to wash down the bathroom mirror! Use your imagination!!!!
MssHyde
01-29-2014, 05:43 PM
Halloween one year, I was dressed as a woman pirate, I spared no expense with details. I danced with my wife fast and slow dances
I was showing cleavage high heeled boots. rings on every finger wig past my shoulder blades. 3-1/2" hoop earrings, long nails {all the girly things)
then I went into the mens restroom to use the mirror and pee. ( I got a woooh from a guy) when I came out about 4 woman surrounded me. and asked me about it.. I said I was a guy. one woman grabbed my breast and said you are not..
I showed one my hands she said your not a guy, (they must have been drunk) I called my wife over.
I said tell them I'm a guy and also your husband.
My wife said thats my husband. she said " naaataww, no way"
I still got a no way.. then finally one said "I'm going to have to put the cuffs on you"
she was dressed as a cop.. I loved it
I forgot to add I won a price, (best pirate)
sissy2_amberlee
01-29-2014, 07:13 PM
Once in Berkley, I parked my rental car and went to watch UW play California. They don't have a stadium parking facility, so I parked n the street.(Ladies, remember to always look back as you leave your car). My rental was a cherry red hatch back that looked like a zillion others on the street. After the game, I retraced my steps and soon discovered that I could not find my car. Four hours later, I decided to begin a new search, this time using the scientific method (I'm a smart guy, engineer and all that, I should be able to that, right? Right?)
Amberlee was growing impatient at my typical male incompetence, as her girl stuff was beneath the tire in the trunk and she wanted to
get dressed after she let me go to the game, you see...you do see that, don't you? Pay attention, here...so, five hours in, like a man in the desert, I managed to find the car, and got in, drove across the Bay bridge and stopped in a quiet dimly lit neighborhood got dressed , and just as I got ready to drive off as Amberlee, the very bright lights of a very large police cruiser were there, right up against my bumper, and a huge "blue", black man was tapping on my window. I explained that I was returning home from a costume party, as his huge bright flashlight travelled all the way down my short skirt, lingered on my legs in stockings, and back to my face.
Smiling sweetly, he told me that he stopped me because there had been some burglaries in the area, and that I could go. Oh, and with a wonderful grin, he smiled broadly and said, "have a nice evening, mam". I almost had an accident in my panties!
Alice Torn
01-29-2014, 08:44 PM
At a nice family motel, in Montana. Walking out of the third floor hotel room, and hearing the door shut, and lock! Stood there and just froze for a time, then serios thinking about what to do. Had a wig on, tight sleeveless black and gray dress just above the knees on, and 4 inch black patent heels. I decided to take off my heels, so i could walk or run faster. Then, just decided to head for the elevator and head down to the lobby, and go to the front desk, and tell the ladies i locked me out! No one on the elevator, got off at first floor, lots of kids and parents around, i blocked it all out, and went to the desk, and simply told them. They found another key, i thanked them, and headed for the elevator again. A number of people were watching. I got off at the 3rd floor, and a guy noticed me, and i waked past him down the hall, and he watched for a while. Got to my room, key worked, I went in, and rested for a while. Stress over. Laughed a little.
Vann, The wind blowing off your wig, had to be utterly embarrassing, and time must have stood still, while that guy shook his head. I would have been very uncomfortable.
LenGray
01-29-2014, 09:03 PM
When I was in high school I had a small lawn business with my older brother, who knew I was a cross dresser. Our customers were rather elderly. The customers kept referring to me as his 'little brother' and me and my brother laughed but didn't correct them. A few weeks after I took over the business, I went to a neighbors house to clean out his flowerbeds and was wearing a tank top and short shorts(I had just gotten back from swimming). The old man runs out and starts yelling, asking what I was doing in his flowerbeds. I explain to him that I had scheduled his flowerbeds for that day and he starts yelling about 'lazy boys, sending a girl to do a man's job!' He informed me to go call Len and make 'him' do the work and then I got yelled at for having my 'sister' clean out the flowerbeds!
He found out the truth about a month later and fired me, but the look on his face was absolutely priceless! ^_^
Glenda58
01-29-2014, 09:08 PM
A few years when I was going out I met one of the girls here for dinner and a trip to the casino. After dinner I went to the ladies room and my thing upon leaving I notice the back of my skirt was all wet. The plumbing was leaking on to my skirt. Told my friend we had to walk though town to get to the car. There was dress shop along the way we stop in I found a skirt in my size on the sales rack bought it and put it on and off to the casino we went.
grace7777
01-30-2014, 12:49 AM
Recently I went to a shoppng mall dressed en femme and was wearing a calf length skirt with an elastic waistband. The bottom part of the skirt in the back on the right side got caught in the waist band, so the skirt ended up exposing me somewhat in the back on the right side. I had a slimming slip on that covered up my bottom but the slip was exposed. I also did have panty hose on. In a store I was in a woman alerted me about the problem with my skirt, so I quickly left the store to get to my car where I could fix my skirt. When I was alerted of the situation I had been in the store a while so a lot of other people probably noticed.
pretty boy
01-30-2014, 04:07 AM
Great stories!
Rhonda Darling
01-30-2014, 08:12 PM
A couple of summers ago my GG/GF/partner and I were out on my boat, anchored in a creek on a lazy weekend. Other boats where anchored nearby, with lots of people sunning themselves, swimming, drinking, eating, rafting boats together, etc. we were far enough from where I keep my boat that I had changed into Rhonda mode en route, so when we cruised into the creek and dropped anchor, it looked like two women on a big boat. I had on a gaff, one-piece bathing suit, attached forms, wig, full makeup, and 20 nails done in bright red. We anchored, and proceeded to the bow to lay out in the sun and enjoy the day.
After a few drinks, and after having more boats come in and anchor, many passing quite close and checking us out (approvingly, I might add), I decided that I needed a swim. Down I go to the swim platform, and then I lower gently into the water. I should add that Chesapeake Bay tributaries are GREAT to swim in in the summer. I swam a little around the back of the boat, but then headed toward a nearby sandy island beach. After lying around on the beach for awhile, I slipped back into the water and headed back to the boat.
I must note that I was feeling very VERY heady at this point, apparently passing rather close inspection from nearby boaters with nary a second glance. I felt quite femme, and was loving it thoroughly.
Did I say that I'd been drinking? On the way to the beach, I'd carefully done the breast stroke, or the side stroke, in order to keep my head above water. However, mix in the heat, the affect of the alcohol catching up on me, the wonderful sense of freedom I felt fully dressed and passing as a female in a bathing suit, I decided to kick it up a bit. I switched my stroke for the return trip to the crawl. Face down. Stroke stroke, swing head sideways for gulp of air, feel wig slip off in one quick fatal loss. SH_T! I said loudly to myself. Well, I thought, wigs float, I'll grab it and put it back on quickly. Wrong!!! Like a stone it sank. Thus began the swim of shame, male pattern bald spot gleaming in the mid-day sun. Boy that boat was far off.
I arrived, climbed onto the swim platform, climbed the ladder to the aft deck, and headed below to fix things. Being an old Boy Scout, I went and grabbed my spare wig and put it on. As I went back on the foreword deck, I was prepared for rude comments, catcalls, etc. instead, NOTHING! I was able to rejoin my GF and we finished the day out none the worse, other than my slowly subsiding stark terror attack from fear of ridicule.
Note to self: affix wig with wig glue before swimming!
Bree Wagner
01-30-2014, 10:32 PM
On one of the rare times I've worn false nails I lost one while at dinner and spent a long time looking for it around the table to no avail. When I got home that night I found my nail... in my underwear. Gotta be careful going to the bathroom wearing tight foundation garments with glued on nails.
But that really pales in comparison to the conversation I had with a young lady one night in a restroom. Read it word for word in this thread. (http://www.crossdressers.com/forums/showthread.php?202206-Best-Ladies-Room-Conversation-Ever&highlight=)
Anna H
01-31-2014, 09:53 AM
When i was in my 20's, i had a job at a big department
store buffing the floors at night. This was before walmart,
but the store was eventually bought by walmart...so it
was a good sized place.
They'd lock me in there alone at night. All by myself.
After a few nights, i realized i could dress up in anything
i wanted and do the buffing.
One night as I was coming around the corning in a skirt
and nice blouse, i saw the manager at the door with
his keys.
It turned out he was leaving and hadn't paid any attention
to me...i guess he'd come to pick up something he'd
forgotten.
It took a few more night before I was comfortable enough
to dress & buff again.
This was before stores even had surveillance cams. I'm
sure i wouldn't have lasted long had they had them....or
either someone, somewhere has some interesting old
film....
:happy: Kate! ♥
stephannietv
01-31-2014, 10:11 AM
lol,i would have died,but looking at your pic,no wonder all eyes were on you,gorgeous gurl,but I think I would have slinked out the door asap,lol
stephannietv
01-31-2014, 10:18 AM
oh wow,locked in with all those beautiful fem clothes,how could you not try everything on,must have felt like you were in cd heaven,but I wouldn't been able to enjoy myself after taking a heart attack,after seeing the manager,lol
Anna H
01-31-2014, 10:22 AM
♥ it was heaven....:fairy3:
I Am Paula
01-31-2014, 12:09 PM
I went to a white party, where the women wear white long dresses, and hats, the men, white suits. It was in a tent in a very large field.
I started across the field, and every few steps one on my heels would stick in the ground. Half way across I took of my shoes, now muddy and grass stained. When I got to the tent there was a big pile of sneakers. Apparently, most women wore them and carried thier party shoes. Next year I'll know better.
Sometimes Steffi
01-31-2014, 11:24 PM
When i was in my 20's, i had a job at a big department
store buffing the floors at night. This was before walmart,
but the store was eventually bought by walmart...so it
was a good sized place.
They'd lock me in there alone at night. All by myself.
After a few nights, i realized i could dress up in anything
i wanted and do the buffing.
One night as I was coming around the corning in a skirt
and nice blouse, i saw the manager at the door with
his keys.
It turned out he was leaving and hadn't paid any attention
to me...i guess he'd come to pick up something he'd
forgotten.
It took a few more night before I was comfortable enough
to dress & buff again.
This was before stores even had surveillance cams. I'm
sure i wouldn't have lasted long had they had them....or
either someone, somewhere has some interesting old
film....
:happy: Kate! ♥
That was one of my favorite childhood fantasies, but in my case I hid out until they locked the doors, and then went shopping at the store. I even borrowed a wig from one of th maniquins. Remember, it was just a fantasy.
Glenda
02-01-2014, 11:09 AM
Also on Halloween..........at a club I frequented often........there is always one guy that hits on every new girl that comes to this particular bar. He saw me walk in and immediately asked if he could buy me a drink. Sure, why not? After a couple of hours we're sitting at a table with a bunch of friends and one of the girls says, "Garrett, you know that's really Glen don't you?" He turned every shade of red and was about to say something when one of the bartenders, who had the night off and was drinking with us at the table said, "Oh my God! I thought you were a woman!" Great laughs all around.
On one of my first outings I was driving down the freeway with Mimi and thinking about how comfortable I had become with being out dressed. Then it hit me that one of the reasons I was feeling so comfortable was because my bra and forms were sitting on the bed 15 miles behind us! It was too late to go back and I was wearing a cowl-neck sweaterdress that hid my flat chest so we proceeded to have a fun evening of dinner and shopping.
Since then, every time we go out the door the ritual is "Have your phone? Have your purse? Have your breasts?" :)
julia marie
02-01-2014, 07:15 PM
BillieJo. The male voice coming out of nowhere has made me laugh a couple of times. When I walk up to a cashier or deal with wait staff I can anticipate when I need to soften my voice and be a little more girly. But I can think of a couple times when a very mannish thank you betrayed me. Once, I was walking through a department store looking for the exit when a guy asked if I was looking for for the ladies room. He told me it was right down there. He double taked when he heard the man deep thankyou. More recently, I was going through a tollbooth and was handing over my toll when the collector said the car ahead of me had paid my toll. Strange, but great. I said,wow,thanks. Drove away realizing it was a real guy thank you. So, now I'm doing some payback, and paying forward with an occasional extra payment for the car behind me.
MsDanii
02-01-2014, 08:33 PM
Funniest for me but also one of scariest was in my teens.
Was borrowing mums things dressed to the nine's and she came home early, heard her coming up driveway.
Heart a racing, her best friend then calls, I asked her to wait a minute as I am trying to take this top up which was buttoned to the neck(80's fashion)
Managed to get out of everything in time, but then had to replace so wasn't caught.
Not sure how but did, laugh about it now, told mum the story years later. She laughed and said I was none the wiser.... Phew :)
Robyn2006
02-01-2014, 11:29 PM
Hardly funny at the time, but now I can find the humor… I was 15 and had dressed-up within all my mother's and sister's things while my family was away shopping on a lazy Saturday afternoon. I was in complete gala and thought the afternoon was mine when, insanely, unbelievably, everyone came back. Here I was out on our patio wearing one of my mother's dresses and made-up as if for a teen glamour photo-shoot, lipstick just right. When I heard them coming in, I raced to the bathroom and just managed to almost close the door, but my sister hit it just right and stopped it closing. Here I was, dressed as if a teenage princess, pushing on one side of the door while my sister pushed on the other laughing, saying "what are you doing???" Somehow I won, took a shower, and later gave some lame excuse. Truth be told, this was the closest I have ever come to being outed. [Kind of now wishing my sister has won that tug-of-war on that bathroom door…]
PretzelGirl
02-01-2014, 11:32 PM
I think there are plenty of small things each day. Tomorrow I am painting my hall so I made a stop by Home Depot today for some supplies. After grabbing one thing I am explaining to an associate what I am looking for next. Along comes a mother and a daughter who was about 12. She couldn't stop staring. So of course Mom comes to a stop and the daughter plows right into her. As we walked away to get what I was looking for, I told the associate that Mom is about to have a very interesting conversation.
Maria 60
02-02-2014, 08:39 AM
A few years ago we all dressed for halloween and we went friends house hopping and of course you know what I was dressed as. We went to our friends house and there son answered the door and we walked in passed him and had a few laughs and had a drink and off we went to our next friend. Later that night my friend called me and told me that her son was asking if that girl in the short skirt was single and how she was my wife's friend. He didn't believe it and she asked me that I would have to dress up again to prove it to him. Sounds good to me. I thought it was funny.
Jillian Faith
02-02-2014, 09:43 AM
When i was in my 20's, i had a job at a big department
store buffing the floors at night. This was before walmart,
but the store was eventually bought by walmart...so it
was a good sized place.
They'd lock me in there alone at night. All by myself.
After a few nights, i realized i could dress up in anything
i wanted and do the buffing.
One night as I was coming around the corning in a skirt
and nice blouse, i saw the manager at the door with
his keys.
It turned out he was leaving and hadn't paid any attention
to me...i guess he'd come to pick up something he'd
forgotten.
It took a few more night before I was comfortable enough
to dress & buff again.
This was before stores even had surveillance cams. I'm
sure i wouldn't have lasted long had they had them....or
either someone, somewhere has some interesting old
film....
:happy: Kate! ♥
That was one of my favorite childhood fantasies, but in my case I hid out until they locked the doors, and then went shopping at the store. I even borrowed a wig from one of th maniquins. Remember, it was just a fantasy.
And I thought I was the only one with that fantasy!
Sallee
02-02-2014, 11:03 AM
I guess the funniest was when several CD friends and I traveled to a support group meeting together that was held in a church. We went busting in to the room where it was usually held being loud and boisterous only to quickly realize the usual room had been changed and this was a Bible study group that was meeting. I am sure we shocked then well. I hope they prayed for us.
CD Tammy
02-02-2014, 11:55 AM
Still being deep in the closet, I still like to venture for an occasional semi-daring after dark walk. One of my favorite places is golf course that while rather secluded has great walkways. I hid my male attire and set off onto the course, dressed in hose, heels and a very sexy dress. All navy blue, easy blend into the shadows if I needed to. It as a clear night, a beautiful moon. I was thoroughly enjoying myself. Picture the meadow scene in "The Sound of Music".
I heard a click and suddenly all the sprinklers came on full blast. I was quickly drenched. The soaked dress clinging to my wet body, the pumps squishing as a I walked all the way back to where I'd hidden my slacks, shirt and shoes. I never laughed so hard.
Anna H
02-02-2014, 12:21 PM
And I thought I was the only one with that fantasy!
Jillian, it was So Cool to just dress right there in the middle of everything.
No need for the dressing room! Try on this...buff for 20 min...try on that...
The job only lasted a few months, but it was sure Fabulous. My girlfriend
at the time actually did hide out and get locked in with me one night....but
i had more fun when she wasn't there with me so that only happened a
single time.
~Kate~ ♥
susan jackson
02-02-2014, 01:40 PM
I guess the funniest was when several CD friends and I traveled to a support group meeting together that was held in a church. We went busting in to the room where it was usually held being loud and boisterous only to quickly realize the usual room had been changed and this was a Bible study group that was meeting. I am sure we shocked then well. I hope they prayed for us.
Or maybe you were damned for all eternity!
StephanieDragg
02-04-2014, 11:00 AM
I was walking down the street with about 3 or 4 other cd friends and a younger couple was approaching us... a very attractive blonde woman maybe 23-25 yrs old, and her bf(?),about the same age....he said something to her loud enough for us to hear, something like, "wow, this is really gay!" my snap back as we passed was... "Honey,.. that sweater is WAY more gay than this dress!", the gf instantly smacked him on the arm and said "I told you so! " lol
Lexi Moralas
02-04-2014, 11:01 AM
Mine was a few years ago , it was my first time out At a cd friendly bar and I was terrified! I dress conservatively In a long but tight fitting skirt and a sweater I ordered a beer and sat at a tall table by myself trying my best to look sooo cool and sexy and confident. But when I got down off the tall stool. One of my heels got caught on my skirt and I fell flat on my face throwing my beer clear across the room at the same time! I was mortified ! But much to my surprise 2 burly guys at the bar came running over to help me up and make sure I was ok. Only my ego was bruised lol . And the bartender replaced my beer no charge. We all had a quick laugh. I finished my drink and headed for the door.
It's I fun memory lol
windycissy
02-05-2014, 08:00 PM
I was playing golf in this outfit, and I got so into the game that it wasn’t until I went to the ladies room in the clubhouse after the match that I discovered that because of the constant repetitive motion of swinging my arms across my chest, my right breastform had somehow migrated to join my left one in my bra, creating one enormous lopsided boob. Fortunately there were no gals in the ladies room so I was able to rectify the situation without further embarrassment, talk about an awkward moment!
heatherdress
02-06-2014, 12:15 AM
I had a full make-over transition experience in Las Vegas - and forgot to bring the bag with my wig and female clothes in my hotel room on the Strip. I had planned to change into a dress and heels after makeup but only had male t-shirt and shorts - and no wig.
I had the works done - false eyelashes, nails, sexy eye makeup - I looked great and felt great. But I had to get back to my hotel room to change. The only way to do it was to park my car, walk into the hotel with everyone else, walk thru the casino, get on the elevator and walk to my room. And act natural.
The casino was crowded, the lobby filled with check-ins, I was greeted by hotel staff, there was a line for the elevator, and the elevator was crowded. And no one stared or said anything or even seemed to notice. I got back to my room and laughed. It was a great experience.
JazmyneCD
02-06-2014, 01:56 AM
I was visiting a GG friend (one of the few who know) after coming from a Halloween party for which I was dressed en femme. We decided to go to McDonald's for a quick bite to eat and we chose Happy Meals. When the worker asked if we wanted the boy or girl toy, my looked at me, smiled, and laughed -- the ordered girl toys for both of us. Silly, but I'll never forget it!
suspender
02-06-2014, 02:49 AM
For me the funniest would have been around the time I started posting on this site way back when. In the early days I did the night time walk with very poor makeup, not so good wig, but really nice femme clothing but I was a lot fitter and younger back then. Unfortunately to make the walk a little shorter in the neighbourhood that late evening, I did the short cut through the local park. Unfortunately for me some fellas were walking the other way and walked past me at about two to three inches below my height as I was wearing 4 inch heels (my SOs that she purchased two weeks before). They said, '.. that is a man'....The chase began - yeah I was taller but the comments thrown at me when I outrun them with the heels on in the skirt etc was priceless considering it lasted about 200-300 metres before they thought it was better to give up. Absolutely destroyed the SOs heels that took some explaining. Who says a gal cant run in heels! Now it is safer just to go out CD during the day time...
Emilia
02-07-2014, 12:53 PM
When I was 19 I went to a friend's Halloween party dressed a girl (tight red miniskirt, black top and black bra/panties/pantyhose, wig, makeup the works!)... everyone was getting a bit tipsy and one by one every girl there got thrown into the swimming pool in their costumes. I was talking to my friend when two guys walked past, stopped, and one said "hey, we forgot her" and they laughed. My heart was racing at the word "her". I know they knew I was a guy, but still!
Then they picked me up and tossed me in. The girls still in the pool laughed and splashed me. (My wig came off as I went in but I grabbed it and put it back on quickly. I had to stay in the water a while because even in the pantyhose... well lets just say it was a bit obvious I was enjoying it. Of course I didn't have a change of clothes so when I got out I had to stay soaked. I joined a few girls jumping back in a couple times too.
It was just such a rush to be treated the same as the other girls at the party (even if it wasn't so nice!) Since then I've also had a bit of a fetish for getting wet with my clothes on.
sonialexis
02-08-2014, 06:32 AM
this is not entirely funny but kind of tragically comic. i was all dressed up once and like always flicking my hair, twirling it, pouting, sashaying about, modelling different clothes. I was deciding on what to wear next fully made up, pink satin bra and panties, black thigh highs, pumps, when I got a call from my cousin and she told me that my aunt had passed away, i was very close to her. Standing there, the way that I was and to respond naturally and suitably took some time and to change out of it all with the grief was tragic putting it all away and wearing something more appropriate was kinda comical. I look back it now and I blush at the memory.
Marcelle
02-08-2014, 07:58 AM
I guess this would be my funniest moment . . .
I made my inaugural trip to La Senza before Christmas to purchase some tighter fitting undergarments to help hide that which shall not be named. I was with a GG friend and one of the SAs came up and I was trying to explain what I was looking for (using my femme voice). So I explained it needed to be tight for obvious reasons. The girl looked at me for a few moments with a curious stare so I replied "Sweetie, its obvious I am a boy". She then replied "No, it's not that obvious". So being a bit shocked at the reaction (bear in mind it was quite dark in the store) I replied back "IT'S NOT?" which may not seem odd but I had accidently slipped back into my "boy voice" to which she replied with slight smile "It is now".
Hugs
Isha
MarciManseau
02-08-2014, 08:45 AM
I guess this would be my funniest moment . . .
I made my inaugural trip to La Senza before Christmas to purchase some tighter fitting undergarments to help hide that which shall not be named.
Isha
I didn't know anyone still used money belts, Isha :)
Ally 2112
02-08-2014, 11:57 AM
Years ago i was about 14 i deciced to go out dressed up trick or treating .i had bought a cheap plastic womens mask from a costume shop, With an old wig my mom used to have i wore a white cotten sweater and short pleaded skirt and went out.About the 4th house a lady answered the door there was about 5 or 6 adults standing around and she started raving about my makeup job and how good it was
Before you know it everyone is standing around me and complimenting me .After a few minutes i left and went straight home that was way more attention than i expected .Im still not sure how they did not know it was a mask they must have been drinking :)
Nikki A.
02-08-2014, 12:13 PM
Funniest time for me was when I took my kids out trick or treating on Halloween. My wife let me dress up also. Got a few complements including one woman who didn't realize I was a guy until I thanked her "OH my god you're a guy" then she complemented my look and told me that I had lipstick on my tooth.
Afterwards we all went to McDonalds for dinner. There was a woman with her kids sitting at the table next to us. I asked her son how he did candy wise and we talked about trick or treating. I noticed that the woman kept looking at me. So I said something to her, suddenly she got a big smile and said she couldn't decide if I was a guy or just one big ugly woman.
Hopefully I'm better with the makeup now.
Alice Torn
02-08-2014, 12:18 PM
In a busy motel in Montana, opening my third floor roo door, dressed up, and hearing the door shut and lock me out. A nervous comedy after that.
CarlaWestin
02-08-2014, 12:27 PM
And I thought I was the only one with that fantasy!
Jillian, it was So Cool to just dress right there in the middle of everything.
No need for the dressing room! Try on this...buff for 20 min...try on that...
The job only lasted a few months, but it was sure Fabulous. My girlfriend
at the time actually did hide out and get locked in with me one night....but
i had more fun when she wasn't there with me so that only happened a
single time.
~Kate~ ♥
I couldn't let this get by. I was the lone security guard in a giant mall about 40 years ago. Back then, there were very few video surveillance cameras so after I had the place secured, I would do my interior rounds with boobs and heels all night long.
Now, to the funniest CD moment. As I've referenced in previous signature lines, in my early 20's I was pulled over by the police late one night when I was cruising around fully dressed. Back then, there were still laws that could prove problematic for CD's so the situation could have gone badly. As the male cop tried to explain that I could be spending the night in jail, dressed as a bimbo-tart I just kept wondering what kind of sexy lingerie his female partner was wearing under her police department issued male uniform. I waited for the perfect moment and said, "I'm not the only one crossdressing here. You're going to have to arrest your partner, too."
She smiled at me as I drove away uncharged.
:battingeyelashes:
susan jackson
02-08-2014, 02:44 PM
Working behind the bar, in full drag, and a child who only knows me in male-mode comes up to the counter
'Phillip,' she says, 'why are you dressed like a girl'?
'Well, it was dark when I got up, and I put Chloe's [my partner] clothes on by mistake,' I replied!
Claire Cook
02-08-2014, 04:06 PM
What a great thread! OK. I'll add one ... OK two. Our housekeeper knows about Claire (well, she does clean the closets and my half is half comfy clothes). The first time she saw me. she thought I was my daughter!! :eek: So one morning while Rose was cleaning Sue and Claire were going shopping, so I picked up my black purse, grabbed my keys and off we went. When we got to the little shopping mall, I reached for my purse ... and my wallet wasn't where I kept it. Then I noticed another wallet, and the makeup wasn't mine ... O sh_t, I grabbed the wrong purse! Rose's purse looks a lot like mine, and , she'd put it next to mine on the dining room table. I called her and told her what happened: "That's OK Claire, I trust you..."
I looked at Sue, we laughed and I said "Hon, you'll have to drive ... and everything has to go on your credit card. Let's hit Chico's!"
Claire Cook
02-08-2014, 04:10 PM
I was playing golf in this outfit, and I got so into the game that it wasn’t until I went to the ladies room in the clubhouse after the match that I discovered that because of the constant repetitive motion of swinging my arms across my chest, my right breastform had somehow migrated to join my left one in my bra, creating one enormous lopsided boob. Fortunately there were no gals in the ladies room so I was able to rectify the situation without further embarrassment, talk about an awkward moment!
So did it improve your swing???
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