Most embarrasing moment when caught as a child.

[Joansometimes]

:o For me it was getting caught wearing my mothers panties by my mother and father.:doh:

[AbigailJordan]

I never actually got caught.. but my mum did find a pair of her stockings stashed under my mattress once.. she was very good about it.. didn't understand what it meant but told me it didn't matter to her.

The annoying part was she didn't put them back!!!!!!! lol

[cheryl reeves]

i never got caught,for my rm was my domain.

[Kate Simmons]

When my Grandma caught me wearing my Mom's panties and lipstick. First of many actually. :)

[PaulaQ]

Getting sent to the psychologist for testing after my mom found my pitiful little stash of women's clothes hidden carefully in my closet. That was embarrassing. I lied about the whole thing to her and to the shrink. ("I was confused." "It was a phase." "Hadn't looked at that stuff in a long time.")

If the shrink had been approachable (this was in 1975 or 76, I was 12 or 13 years old), and asked me nicely what was going on, I might have explained my feelings about my gender. But instead, they gave me a big ol' MMPI standardized test, and it seemed that after answering a few questions that lying was the way to go, because they were looking for something that was wrong with me, and I wouldn't be wise to let them find anything.

Lying about all this came pretty naturally though. My uncle, my mom's brother, was a gay man. It was fairly obvious something was going on, even when I was little. NO ONE in our family discussed this, and my mom, to this day, has only used the word "gay" once in reference to her brother, and still doesn't always acknowledge that he was gay. (Ironically enough, I live in the condo he used to own. The complex is full of gay men, and it's in the heart of the gay district in Dallas, and is less than one mile from, and on the same street as, the gay bars in Dallas. There is no way this location happened accidently for my uncle - he stayed here 30 years.) Anyway, the message I got as a kid was "we don't talk about some subjects in this family", and my gender issues seemed like they were absolutely not something we were ever going to openly discuss.

I stopped cross dressing after I got caught. Really, there was a lot more to it than that. (Well, I suppose that goes without saying now.) Instead, I went through high school going out of my mind with gender dysphoria. (I have mild psychotic breaks when my GD gets really, really intense - I hallucinate a little.) By the end of high school, I was visiting a psychiatrist, but he didn't help much (I hated the Lithium he gave me), and ultimately just took up good old fashioned alcohol. In large quantities. Of course that became it's own problem rather rapidly, and it did lead to some embarrassing events too, but I was no longer a child by that point

[Christie ann]

Less embarrassing and more painful. Was told I was sick and needed to see doctors. Sounds similar to Paula, just lied my way through it ( yes the 1970's weren't all that tolerant or knowledgable) and hid everything really well. How the Internet would have been handy back in 1974.

[PaulaQ]

Less embarrassing and more painful. Was told I was sick and needed to see doctors.

I realized later in life that the experience felt a lot like what the replicants in the movie "Blade Runner" must've felt when taking the Voight-Kampff test:


You’ve got a little boy. He shows you his butterfly collection plus the killing jar. What do you do?

I take him to the doctor.
Oh lovely.
That's nice, but why don't you keep the killing jar for yourself?



Apparently I passed the test well enough to be mistaken for a cisgender kid. Unlike the VK test, which was designed to catch humanoid robots, the MMPI wasn't so good at distinguishing trans from cis:


I have often wished I were a girl. (Or if you are a girl) I have never been sorry that I am a girl

Well it was pretty obvious to see which answer (false) they wanted!

[LisaKarenAZ]

It's all a bit hazy now, since it's been close to 40 years, but after getting caught multiple times dressed, my parents decided to send me to the school psychologist to talk about my "problem".

[Sarah-RT]

As a kid my sister dressed me up in her communion dress for a laugh and showed me off to my grandmother, at the time I thought nothing of it since it was simply just an embarrassing situation.

When I was young teen however my parents decorated my bedroom and I had my stash hidden in a shopping bag under the bed which they found. I was first asked by my mom who's it was and said it was my girlfriends, since it mostly contained underwear and bras ( which belonged to my gf at the time who had given them to me so technically I was telling the truth) I suspect my mom was worried I was having sex at a young age and was concerned so she said as far as I recall "so you won't mind them being given back to her" which now in hindsight I think she was trying to catch me out.

A day or two later my step dad asked was I a crossdresser which put me on the spot so I said no out of being found out, he said he didn't care just that if it was my stuff they would put it back. I want to regret not opening up then but I was far younger and more immature than I am now, but that was certainly embarrassing

Sarah x

[OCCarly]

When I was 19 and still living at home part time (and in college dorms the rest of the time) I mail ordered a bikini and mom got to the mail before I did. Fortunately she thought someone was playing a nasty joke on me, since I had been bullied and picked on a lot in high school, and the house had been vandalized once or twice.

I told her I ordered it for a girl I was seeing at school, and fortunately she bought that. Into my suitcase it went, then to the dorm room and back (too sensitive to keep there) and it ended up in my stash hidden in the void space under my bottom desk drawer. But that scared me off mail ordering any more clothing until several years later, when I got my own place.

[Cheryl T]

I was trying on some things of my aunt's when she was "supposed" to be out of the house.
Then there she was in the doorway to her bedroom and me in her heels and stockings. OMG, beet red and thinking my life was over.

Surprise of surprises. She takes me aside and tells me that anytime I want to she will help me dress in her clothes. Never did accept her offer and that's one of my greatest regrets to this day.

[Michelle 78]

I remember quite vividly getting caught by by Grandmother wearing my Mother's dress when I was around 9 or 10 whilst she was babysitting Me and my Brother. We were playing around and we were daring each other to try things on, of course I was the one that got caught!!! She come upstairs to see why we were being so quiet and thought we must be up to something!! She basically just laughed at me and told me to take it off, she must have told my parents on their return home but nothing was said.

I wouldn't have thought 25 years later I'd be wearing my own dresses!!:)

[Melody Phillips]

I never was caught. I had plenty of close calls, though. When I was 12-ish... my parents were looking for something my sister lost and searched my room. I hid my girly clothes in bags under my bed. We found the lost item before they found my things. I was scared shitless. lol

[kayegirl]

Getting caught by my Mother wearing full outfit of my older sisters, about 12 or 13 years old. Can't remember what excuse I gave, but it was never mentioned again.
Incidentally, unlike many members here, I never wore nor wanted to wear any of my Mums clothing, just my sisters, although she was 3 years my senior, we were of a similar size. Oh yes and even after getting caught it did not stop me being girl whenever I could.

[BLUE ORCHID]

Hi Joan, As far as I know I was never caught.:daydreaming:

[thecddj]

When i first stated to wear one of my sisters slips i used to hide it in my pillow case, (i was about 6 at the time) and my mom found it, she asked me why it was there and my excuse was i put it in there to plump up the pillow, she believed it and got me another pillow to boot !

[CarlaWestin]

I remember one time in my early teens my mom was in a rage about something. Very condescending and outspoken that woman was. Anyway, she's hollering about something and looks at me and says, "And stay out of my bra drawer!" Busted. Then the darndest thing happened. She turned to my father and said, "That goes for you, too!"

[aussie cd]

lol how awesome is that Carla!!

[STACY B]

EVERYONE has a CAUGHT STORY ,LOL My favorite subject to laugh at NOW? Not then like the others said back in the day 70's or even 60's maybe even 80's they might just harm you if you were in the right place? Not funny back then for sure but funny now that we are older. I was thinking of some of my all times favs, So many to choose from give me a little more time and I will chime in with a Doozy ! I got a Ton of them, Busted more than once for sure.

[Erica Marie]

I dont think it was overly embarrassing. I didnt get caught but my mom did find my stash of female cloths. She asked me about it, but honestly I dont even remember how the conversation went. She left the subject alone and left all of my stuff where it was. It was never brought up again and to this say I still dont know if she ever told my dad. He since has passed and never mentioned it to me. Now looking back I kinda wish my parents had a longer talk with me, maybe the last 30 some years wouldnt have had to be such a struggle.

[Megan b]

I was only caught one time by my Dad when I was 13 or 14 yrs old. I was completely dressed from the neck down in my Moms dress. bra, panties, pantyhose, girdle and a slip. Very embarrassing. My Dad made a few snide comments over the few weeks and then let it go. As far as I know he never said anything to my Mom about the incident. I think he just hoped it was a faze that I would grow out of but I did not. However I did become a lot more careful.

[Margaret]

The worst for me wasn't so much being caught as a child. It occurred almost 35 years later when a former neighbour (with some mental health issues) blurted it out at a funeral wake in front of family and friends. My face turned quite red!

[Jazzy Jaz]

In my early yrs i used my sisters clothes and i had a stash both in the basement as well as in the bottom back of the bathroom counter, hidden under clutter. One day my parents had just left and were supposed to be gone a few hrs so i put on my bathroom underwear, heels and lipstick and went in the shower where i usually had privacy. A few minutes later they were back and banging on the door because one of them had to use the washroom and it couldnt wait. I panicked and didnt feel i had time to do anything about myself so i covered myself with a big towel the best i could, opened the door and came out so they could go in. I was torn between trying to inconspicuously cover my mouth while holding the towel low enough to cover my clancking heels without uncovering my upper and lower underwear. Too much ground to cover!

I'd had my stash found a couple times before and my mom just asked if i was curious and experimenting and of course got the lecture about taking and wrecking my sisters clothes. Shes very open minded and i think realised i was not comfortable talking about it no matter how open anyone was. With the bathroom incident nothing was really said and i was happy to let it fade into the past.

Twice i was almost caught by buddies i grew up with and partied with when i was dressed in my mid to late teens in the basement. Luckily i was really good at being stealthy and have quick reactions, lots of clutter in the basement also helped. Once i was fully dressed and quickly hid under a pile of blankets on the floor on the other side of the basement (it was open bsment n half of it was my room), they searced the whole basement and almost stepped on me twice. The second time i quickly went under the stairs and was able to see them but wasnt seen. They checked most of the basement and came right to where i was n then turned around just in time. They decided to play my video games so i was stuck crouching under there in heels and fully dressed without making a sound for an hour and a half until they gave up and left. I dont think that crew would have been very understanding at that point in time.

[Laura28]

For the life of me I can not recall ever being caught. However I always suspected my mom knew I know I stretch her stuff and once broke the strap on her slip. She never asked me anything and since my brother and sister were 8 and 9 years older they were not around much. I will always wonder if she knew.

[kimdl93]

Probably not so much getting caught...more being outed by my ex wife, who told more people than I know, including several of my siblings, co workers and friends. I wasn't quite prepared for the questions and although most people seemed to chalk it up to my ex's venality, I really wouldn't have chosen this way of coming out.

[Alex!]

Oy. I was never caught wearing women's clothing and makeup. But there were two incidents of note. My mom discovered my very poorly hidden stash of various items. I believe this was 1984 or something. I came home from school, and she didn't talk to me. I had no idea why. Then dad came home. He took me aside and talked to me. I don't remember what he said, only that mom had called him about it. He didn't seem hugely concerned, now that I reflect on it, but clearly he wasn't thrilled either. Over time, mom moved on, of course. It represents the most embarrassing event in my life. Even to this day I would love to erase it from the historical record!

Then a few years later, I was almost caught by my dad. Everyone was out of the house, and that meant I had a few hours to dress up in mom's yellow dress. I went all out with makeup, shoes, hosiery, and even messed with my hair. I was in my bedroom admiring myself when I heard keys in the main door, and the door opening. What the hell!? Dad had come home early. I somehow had to run across the short distance between my bedroom and the bathroom to get cleaned up. I was one flight of stairs above the living room, so theoretically anyone in the living room could look up and see me. I kept looking to make sure the coast was clear. It was. I made a dash for it and, of course, dad walks through the living room. He didn't see me though. I cleaned up and afterwards pretended I had been taking a crap. What a nightmare it would have been had he seen me. We would have both been scarred to life. After that, I didn't dress until college many years later...

[dawn459]

My most embarassing moment came at 14 by my dad i had hid a pair of moms panties in my room to wear+help releive my self so i did and went to the bathroom to cleanup+get ready to go back to bed+was putting the panties backin the dirty clothes hamper+had forgot to lock the door when dad walked in to use the bathroom+he asked what i was doing with moms panties imumbled something+he said dont do that it could lead to blindnessand walked out that was 53 years ago not blind but do wearpanties+glasses.

[justmetoo]

I never got caught. For better or worse. Maybe my sisters would've helped me if they had known.

[DanaR]

When I was in grade school and about 7 years old, I would come home and sometimes dress up. It was easy, as would be the only one home until about 5 in the afternoon; which is when my sister and mom would come home. One day after school, I was dressed up and my sister (ten years older) came home early and found me in my moms bedroom hiding in the closet, wearing panties and stockings. I don't think that she told my mom, but years later she told my wife after we got married. When my sister told my wife, my wife didn't know that I dressed up and didn't tell me about my sister telling her until after I told my wife that I crossdressed. My wife has told me several times that my sister brings it up occasionally and laughs about it. BTW, my sister doesn't know that I still dress up.

[Ashley84]

when i was really young, im gonna say somewhere between 3 & 5
my aunt dressed me up as a girl. my parents didn't think anything of it because it was my aunt's idea.
they had a good laugh
in fact I think they still have the picture.

I didn't actually start crossdressing for my self until later in life. I think I was about 20 when I started, but it was a once in awhile thing. I didn't start going all out until I was about 26 or 27. I guess I'm a late bloomer in the crossdressing department.

although when i was 14 or 15 I started doing something similar to crossdressing. when I would get out of the shower instead of wrapping the towel around my waist like most men do. I wrapped it like a women would & i would pretend i was wearing a dress.

I think i also wore nylons once when i was about 16.
I never got caught with/in women's clothes, but I kinda wish I had.

[cdterri]

Got caught more times than I can remember. Was sent to a doctor the second or third time (G.P. of all things, but then again this was the 50s' and 60s' and in a town of about 2500 people. After that parents just ignored it. When I came out in 1975 they were not surprised.

[STACY B]

The closest I ever was to getting BUSTED-- I mean out and out Busted was when I was about 15 or 16 I guess my 2 sisters were long gone as I am the youngest, Never messed with my moms stuff because I had an older sisters that were different in every way. One was a Tom boy who NEVER dressed up at all.
The other was a girly girl all the way and mine you this was late 70's early 80's back when everyone wore pantyhose even with shorts, lol. Anyway my oldest sister was the Girly one an moved away and left almost all of her clothes and shoes so you already know (Whats Up) and I took Full advantage Trust Me!

Being that young and not hardly ever dressing all the way mostly just a few quick things from time to time this time was different to say the least. If was a weekend mid afternoon Mom was gone and not returning anytime soon Dad was at work out of town and I was all alone to do whatever I wanted, So I thought, My oldest had this Prom Gown and I had my eye on it for awhile so why not I said, This time I went to the bathroom and put on some makeup, Like I said not very offen did I do that because it was so hard to remove and I knew that.
Anyway after putting it on BADLY I might add down to the dressing part, Panties , Pantyhose, Bra, Slip, Formal Dress and Heels, I was looking at myself in the Mirror and Guess what? Ohhhhhhhhhhhhh YEA, My middle sister drove up, We had a small house and a very short driveway and a shorter walk to the front door, There I was couldn't run to the Safety of the bathroom like everyone else does, To clear of a shot to see so the only thing I could do was go into her old room, No locks, Nothing, She seen me, No way to get out of it at all, So she comes into the room and my Dumb self goes into the closet, lol,, What the hell was I thinking?

Anyway you have to know this sister, She was a WILD ONE, So it didn't take long to figure out she was DRUNK, So what I said when she was pulling on the door was I just got out of the shower and was getting dressed and saw her and just ran into the closet, As I said she was drunk and pulled on the door a few times laughing and yelling and ended up getting what she came for a lost interest and just left. Boy was that a close one, Needless to say I locked the doors after that.
An I wasn't much on that makeup for a long time after that Crap,lol. Trust me that's just one of the MANY CRAZY times for me !

[Ally 2112]

I never got caught although my mom did mention a few times about how clothes of hers seemed to be out of place or someone besides her had tried them on .I never said a word and i know i would of denied it .I also came very close to getting caught a few times im not sure what would have happened

[Barbara Black]

I was caught right in the open, on our street. The girls of the neighborhood were playing dress-up, and left a pair of dresses across the street while they went across the road. I suggested to a friend that it would be funny to put on the dresses and then go at the girls. Well, we were caught getting dressed, got horribly embarrassed, dropped the dresses, and ran!! I must have been really small because I still recall how far the distance across the street seemed to be, but it was really a very narrow street actually. I remember thinking that they wouldn't see us from all the way over there. I was wrong. LOL

[brynnewilliams]

I was never caught in the act. My mom was a secretary and wore dresses, heels and pantyhose every single day. So there was always things laying around to try on. I did tell her I wore her nylons once when I was in grade school. I never wore her things very long. If I saw something I liked I put it on quick and then took it off. I didn't wear full outfits until my 20's.

[Amy1980]

I was caught twice growing up. the first time i was 10 and my brother walked in on me trying on one of my moms bras. i told him i was putting together a halloween costume. the next time i got caught and the reason i grew ashame of myself and am still in closet to my family is when i was 12 i dressed all the way up even makeup. and my mom came in. she caught me and made a big deal about it. putting me into the corner and poking fun at me pointing and laughing and makeing jokes. after that i made sure if i ever tried anything on it was a mission not to get found out. i would lock doors set traps take pictures so things went back as i took them. i never got caught since.

[Jennifer in CO]

I've shared before about my mom's DADT approach in my teens but the closest "embarrassing" moment was actually her doing...trying to embarrass me in front of my friends. Halloween when I was 11 she let me go out dressed as a girl..."all the way". Panties, garter-belt and hose, one of my Sisters padded early bras, Sis's maroon velvet micro-mini dress - so short it had a matching pantie cover, 2 inch heeled white go-go boots, maroon painted nails and full "teen" makeup. Not gaudy, just what a 14/15 year old would wear in 1968/69. My shoulder length hair got a wet-set when I got home from school. At about 6 I was put under the hair dryer and was quite curly (up-curled) for the evening. (I think that was Mom's first attempt at embarrassing me - making me wear curlers all afternoon including dinner with Dad). Went out T-or-T then was to go over to a friends house for a party. Well, when I got back from T-or-T Mom told me she couldn't find her cold cream to remove the makeup so if I'm going to that party I have to go as I am or as a boy in makeup.
I went as I was.
No one laughed, the girls thought it was cool, and parents who were there and didn't know me asked me several times why I didn't wear a costume or treated me just like another girl in the mix. After an hour or so, even those who knew me treated me just like one of the girls...including the girls. It was great. One of the other girls at the party gave me a lift home when her parents came for her. They thought I was just another girl. Mom was waiting up for me and "amazingly" she had found her cold cream when I got home...but not the finger nail polish remover. So I went to school the next day with maroon fingernails, curly hair and the perfect excuse... like I minded. She didn't "find" her polish remover till late that next night (two days) but for some reason didn't make me wash my hair till Sunday morning before going to church (three or four days if I remember).
So, was I embarrassed? No. Was she trying to embarrass me? I'm guessing yes

[baldy1]

I got caught quite often wearing others tights but cannot remember feeling embarressed?

Julie

[sometimes_miss]

Getting out of the cold lake water at boy scout camp, and going right into the boathouse to change. The cold water having done it's worst, my male genitals almost completely disappeared, making me look like a girl. Then the scoutmaster taking me to be checked by the camp nurse to check my genitals to see if I really was a girl. I prayed for an earthquake to make a giant crack in the earth to swallow me up. That was on the second day of camp. I still had to endure the rest of my time at camp with all the other boys thinking I was a girl. I really thought they were going to kill me.

[Taylor186]

I never got caught although my mom did mention a few times about how clothes of hers seemed to be out of place or someone besides her had tried them on .I never said a word and i know i would of denied it .I also came very close to getting caught a few times im not sure what would have happened

My story is similar. I remember going into my mom's room in my early teens and trying on a pair of her new, still-in-the-box stockings. I stupidly runnered one putting it on ... panicked ... quickly took them off and refolded them and replaced them like I had never been in her room. As Sargent Schultz would say back then, "I know nothing." A few days later she generally mentioned with my dad and brother present that she had found one of her new stockings had a runner in it. I looked over at her and she was looking directly at me. Nothing more was said but yes, I too would have denied it if asked directly. I tried to be more careful from then on.

[Melissa73]

i got caught many many times! and when i came out to my sister, i swear she would say she remembered... but she admitted she let it all pass without another thought, while i held onto the memory and fear that everyone knew!...
BUt anyways the most funniest time i was caught (not by a person) but caught outside........i was living in a local motel (where i was employed. as a condition for work, the owner gave me one of the larger rooms to live. nice deal). Anyways, on this particular night i was off, and the whole city had a blackout (no power). And so i dressed up in a bra-panties, whit top and demin skirt and socks. And being daringly, i opened the door and looked down the hall. Well, my cat escaped! And so i went after him (still dressed) and low and behold the door shut. Being a hotel room (doors lock automatically). Well i grabbed the ca and walked to my door to find i was locked out. i was paranoid! what was i to do?

Then i remember the maintence room was usually open (and i could find a key) ... so, carrying my cat, i walked down stairs in my outfit... scared someone would see me. BUt i forgot, no lights.... i could not see the key area. using my brain, i grabbed a comforter and covered up and wen to the front desk and asked for a key.... and then went back up.... but it was sooo scary!!!! next day i was waiting for someone to comment but noone ever did

[CONSUELO]

Yes, I was "caught" a couple of times. However my uppermost thought in reading these stories was- Wouldn't it be good if it didn't matter and children were just allowed to dress as they liked in whatever clothing they most desired.

[heathr1]

Not caught in the act, but mom mentioned she'd found my skirts in my bedroom. She promised to tell nobody else and asked if I would like advice on dressing.

I never took her up on the offer as I was so embarrassed.

[ashley-fl]

I was only caught dressed twice. However my stash was found a few times growing up. The first time I was caught, I was 16 my sister had just moved to college and I had moved into her old room. She had left some of her older clothes in her closet. My parents were out of town for the weekend and i took the chance to dress. I had dressed in panties, bra, a tank top and cheer leading shorts. I went outside for a walk (I grew up on a farm, so I was safe), however when I returned I walked in and my sister was in the living room. She had come home for the weekend and I didn't notice her car in the driveway. We ended up talking the rest of the night about my cross dressing and I thought she was OK with it. A few weeks later she would tell my parents about everything and I ended up having to go to counseling.
The other time I was caught was by my best friend. We were 18 and after a night of drinking we ended up staying at his house since his parents and sister were gone. That night I decided to sneak into his sisters bathroom where she usually kept her dirty clothes. About the time I got the panties, bra, and dress on I hear my friend ask what I was doing. I didnt know what to do, so I acted like I was still drunk. He laughed and said he would get me some water. I quickly got undressed and climbed back into bed. He never said anything about that night.

[JessMe]

Jeez... I got caught so many times that it's really hard to pick just one to take the grand prize of embarrassment. Lol ...it always came with the same sinking sensation and despair at the loss of my treasured wardrobe, BUT if I had to choose just one, it would be one that actually reared it's ugly head again just a week or so ago, at age 31.
Once, when I was a kid, I went on vacation to visit my aunt and cousins... and somewhere during that two week period, my mother decided to clean my room. Of course, me being a kid at the time, I assumed that my super awesome hiding spot for all things naughty (in a backpack under the bed), would NEVER be discovered. How could it? So clever. Lol
Anyway, the phone rings at my aunts... it's mom. She wants to talk to me?? "Is there anything we need to talk about? Anything you want to tell me? " I casually said no. of course the thought crossed my mind that I was busted, but after another week of vacation and playing dress-up with the cousins and all was forgotten. Until I got home and saw the two lighters from within the aforementioned bag 'o' naughty (yes, I was also a firebug. Lol) sitting on the microwave... a quick check confirmed my suspicions. I was BUSTED.
Nothing was ever said about it until a week or two ago when my dad, a few bourbons into a casual coversation said in his Appalachian Drawl "I thought yer mother'd sh** when she found 'em panties in yer room when you's a keed." ...cue the same old shock, shame, and horror... like it was yesterday all over again. The conversation turned to something else when he sensed my anguish, but yep... that happened. Lol

[Tabitha_Lynn]

I remember one time as a teen, I was caught by my mom while wearing my sister's swimsuit.

It was late at night and I had slipped from my room while wearing my sister's one piece. My mom came out of her room and caught me. She sat me down on the sofa and had the "are you gay" question for me. After a minute or two, which seemed like hours at the time, she told me to go change. Nothing was ever said about it again.

[Alexa Lynne]

I have a few:

1, i got caught looking at lesbian porn and denied it.

2, My dad found some of my moms lingerie hidden in my bathroom ( I just hit puberty then). I denied i put it there.

[Gwinnie]

I was never caught. But I think my mom knew. When I was home alone sick or something I would try on her dresses. She also had several 80s secretary style blouses. Satin with billow sleeves and pussy bow. I had long arms so the sleeves were a bit tight. BOOO!!!! anyway, she had a red dress with puffy sleeves and a belt. I was trying it on and saw she came home. I quickly took it off. I forgot to put the belt back. She was cleaning and asked why her belt was out. She never said a word to me asking if it was me that did it.

Gwendolyn

[Krystenw]

The neighbor girl and I had played the whole summer as sisters but when school started, Mom started dressing me up as a little boy to go to school.
I couldn't figure out why.
My dad was a roughneck in the oil fields and was gone for weeks at a time.
I never understood why I never got to wear dresses when he was home.
Anyway, for Halloween my Mom and the neighbor lady decided that her daughter and I should go to school as twins.
They put us in frilly little dresses and had our hair in ringlets, we thought we were pretty special.
That was until we got home from school.
I guess the rig had shut down and my dad was home several days early.
When he saw me he had a fit.
He took me and put me in the car and we went to the barber shop and he had the barber give me a butch haircut.
I couldn't believe it. I was so humiliated.
When we got home and my mother saw what he had done she proceeded to have a fit herself.
It was quite some time before I was able to wear a dress again.
I still cringe 60 years later when I think of that.

[charlenemichaels]

Most embarrassing moment at the age of 10 i was trying my grandma's stockings on and left the bathroom door unlocked. She had them drying on a rack in the BR.

The pleasure of her hose overwhelmed and i made that error of leaving the door unattended.

She did not make a fuss just scolded me to left her things alone and get ready for dinner.

She was babysitting at the time. Never said a word to my folks, thank goodness!

Those stockings were silk and i never forgot the feeling!! :)

~Char

[Brandy]

Was trying on my mom's panties when I was a teen when my dad made a surprise visit home from work to drop off some breakfast for me. Fortunately, I was between pairs, so he only caught me standing naked in their room; he seemed baffled and just said, "Breakfast is in the kitchen" and left. Nothing was ever said about it again by either one of us.

[jigna]

All have to take extra care.
prevention is better than cure.

[Bobbi McCarthy]

I was nine when I started to secretly wear my sister's panties. My sister Sue was a year younger, but nearly my size in everything! Initially I used the laundry hamper as my source of her underwear, but freshly laundered panties from her lingerie drawer were better still and offered the opportunity for some choise in both color or fabric, as opposed to the "panties du jour" that the hamper allowed. I would sneak on a pair of her panties whenever I found the opportunity, wear them all day and deposit them in the hamper without anyone's knowledge, or so I thought.
Her underwear were mostly cotton but there were a few examples of silky nylon panties and two especially girly pairs. These were in a word – wonderful. One day, my mother caught me wearing them! More to the point I think she observed the irregular "panty count" in the laundry. Some days Sue would have two dirties other days none. My pattern in whitey tighties was strangely similar. Mom questioned me about wearing Sue's panties shaking her head and adding a stern rebuke. She threatened to tell my father. I was of course mortified and frightened sufficiently that I did not raid Susan's panty drawer again for months. During that time Mom's threat wore thin, but the memory of those panties remained. I had learned my lesson from months earlier, I attempted to be stealthier! But I guess Mom knew, because one day I found my underwear drawer stacked with newly purchased Vanity Fair nylon panties in my size and in a variety of colors. I ran to Mom that same day and gave her a big kiss without providing a single word of explanation. Not a word was exchanged by either one of us but she smiled knowingly.
That moment signaled for me an open door with my Mom. I was able to talk to her about my expanding desires to dress. Not just in panties but pretty from head to toe. Mom was sympathetic to a limit, and continued to add to my secret wardrobe. My father was a First Class Gunner's Mate in the Navy and at sea for much of my life. He was not a partner to, or ever knew of, this secret. It was a mutual conspiracy that included both Mom and to a lesser extent my sister. While Mom was incredibly supportive, she prohibited me from wearing either her things or Sue's. The rule was if you want something "special to wear" ask, I'll get you your own. Soon, my mother even went so far as to be encouraging. Enough so that she also introduced me to shopping for my special clothes with her -Mom, Sue and Bobbi. I was ten and loved it so. By the age of thirteen it all stopped. Dad got shore duty. We moved to Hawaii. My special wardroble was both outgrown and discarded.
My Mom helped me with my early CDing in such a loving way that in retrospec I think her approach speaks volumes about her character, not mine.

[ChristinaK]

Amazing stories! When I was about 4 my sister and 4 daughters of my parents friends dressed me up in a pinafore with chiffon and puffy sleeves. The adults thought it was funny.

When I was about the same age my dad caught me in my sisters slip. Not a big deal.

When I was a teenager, I abused my sisters clothes and hid them under the bed. They disappeared once and nothing was said. That happened several times. Once my sister searched everywhere for her babydoll. I knew where it was!

Scariest almost caught, I was 13, at home sick on the couch wearing a flowered dress as I recall. The living room had a large floor to ceiling window and door looking into woods. 3 or 4 of my friends suddenly appeared on the patio not 10 feet away. I was trapped. My life was over. I laid there trying to sink into the couch, heart pounding and stomach sick. They paused for a moment, then continued down the wooded path in front of the window without looking in!

In 1973, they would have been unmerciless had I been caught. Still, it didn't stop me in the future. Dumb kid.

[terri_sandal]

I was caught by my mother a number of times ,she shrugged it off and thought I would grow out of it ...later in life I would visit her dressed and she was fine with it

[Candice June Lee]

I had hid some feminjne hygine products. For my play and i knew what they were. My dad came in once while i had one out, and asked what i was hiding. I showed him embarrassed, and was asked qjestions with the standard kid answer, "i dont know". I then purged as we call it and repressed the urges until i was in my twenties early. It seems telljng a SO of potential your "habit" is embarrassing. So i didnt until i metmy cjrrent wife, and since then with her dksapproval of crossjng, repressed as good as i could until recently.

[Tammy Lynn Tx]

I can't count how many times my Mom caught me. The first time she told me boys shouldn't wear womens' clothing and NOT to wear hers. Sometime later she caught me again and told me to be careful and not to ever let either of my brothers catch me. She took me out to our old trailer to check some things and gave me a few things that had belonged to my sister from years ago. They fit surprisingly well and sometimes during the summer when I had to stay in the trailer and make sure no one stole any of the trees and bushes that had come in she said I could wear my special clothes. I just had to make sure I didn't fall asleep in them so Dad wouldn't catch me when he came to work early.
Twenty some years later my second ex ( whom I had told before we were married) got mad after I left her and told all our friends and her family about my dressing. The one person I was really apprehensive about was her Mom, I really liked her and respected her. We could talk about anything. She was a stout woman and was decidedly top heavy. My current wife and I went up for my daughters High School graduation and my MIL asked me to run to the store with her to pick up some things. She told me how my ex had been bad mouthing me and asked if I actually wore womens clothing. I admitted i did and the first thing she asked was why in the heck would I want to wear something as uncomfortable as a bra ? I told her I had no idea but had been dressing since 5 or 6 years old. she said OK and we have never discussed it again. She is still a good friend and we chat on FB when we can.

[LexiNexi]

I was four years old sleeping in my sisters room while she was away and got caught by my mother putting on her shoes and stockings. Was never brought up again I think... :straightface:

To this day the memory is as vivid as yesterday.

[LexiNexi]

I can't count how many times my Mom caught me. The first time she told me boys shouldn't wear womens' clothing and NOT to wear hers. Sometime later she caught me again and told me to be careful and not to ever let either of my brothers catch me. She took me out to our old trailer to check some things and gave me a few things that had belonged to my sister from years ago. They fit surprisingly well and sometimes during the summer when I had to stay in the trailer and make sure no one stole any of the trees and bushes that had come in she said I could wear my special clothes. I just had to make sure I didn't fall asleep in them so Dad wouldn't catch me when he came to work early.
Twenty some years later my second ex ( whom I had told before we were married) got mad after I left her and told all our friends and her family about my dressing. The one person I was really apprehensive about was her Mom, I really liked her and respected her. We could talk about anything. She was a stout woman and was decidedly top heavy. My current wife and I went up for my daughters High School graduation and my MIL asked me to run to the store with her to pick up some things. She told me how my ex had been bad mouthing me and asked if I actually wore womens clothing. I admitted i did and the first thing she asked was why in the heck would I want to wear something as uncomfortable as a bra ? I told her I had no idea but had been dressing since 5 or 6 years old. she said OK and we have never discussed it again. She is still a good friend and we chat on FB when we can.

My girl friend said "Wearing a bra to bed is the worst, well if you have to wear it" It was a reference to how I enjoyed it being one who didn't have "to wear it" . Still awkward.

[Ozark]

I posted this in December, 2007.
My mother is now 79 years old and lives in a house my wife and I bought for her that is two doors down from us.

She is still a wonderful lady, getting older and just got her 25 year pin from AA. When I was growing up, I never knew she drank. I just thought that everyone occasionally found their mother passed out at the kitchen table with a half empty bottle of scotch. I'm much better now, thank you.

I was around 9 years old.

My 15 year old cousin had moved in with us. It was a sad story, her mother had died, her father remarried, the typical wicked step mother, car wreck, her father died and the step mother went into a nursing home. My grandmother said to send her to our house, we got so many kids another one won't make much of a difference. So she moved in with us.

Somehow in my 9 year old mind, I thought she (the cousin) was getting favorable treatment from my parents. I wanted to get the same kind of treatment.

For some reason that 9 year old mind also concluded that if I wore her clothes, my parents and grandparents would shower me with affection also.

I put on a pair of her yellow big panties (this was about 1958) and a pair of her side zip jeans and a sleevless white camp shirt. Nobody even noticed. (In retrospect I don't see how they could not have known, but they didn't say anything to me at the time.) I went upstairs and took the clothes off. Those panties did something to me.

One time when my parents went on a trip and the cousin was in charge of us. She was downstairs reading a book. I got on a pair of her panties and crawled into her bed. (In our house it was scandalous to sleep in anything but pajamas or a nightgown.)

The cousin came upstairs and turned on the light in her bedroom and saw me in her bed. I feigned being asleep. She came over and ever so gently lifted up the covers and saw me in her panties. The covers came back down, she turned out the light and went and got into my bed.

After a while, I went into my bedroom in just her panties. She was in my bed reading a book. I told her I was scared and wanted someone to hold me. She looked at me and told me to go back to bed and hold myself.

The episode was never mentioned again.

She eventually went away to college.

Fast forward about 5 or 6 years. I had developed a bedwetting problem. Wet beds and wet sheets were a real bummer.

My father insisted I was just to d*** lazy to get out of the bed to go to the bathroom. Lots of tears, spankings and wet pajamas. My mother eventually bought me several pairs of 'stay dry' incontinent pants that I was to wear under my pajamas. I was both embarassed and excited about them at the same time.

My father had remodeled our basement and turned it into a bedroom. I was down there by myself, had a tv and radio and my school desk where I did my homework.

I had progressed to buying my own panties by this time.---this was before walmart and kmart. Went to Kresgee's or Woolworths to get them.

One night I was in bed in a just a pair of panties.

My mother came downstairs to kiss me goodnight. My pajamas were lying on my desk, along with some laundry she had told me to put away earlier in the day.

She told me to get out of bed and put away the laundry like she had told me to do. I told her no, could I do it in the morning, I was tired.

Mother insisted I do as she told me to do. Then she saw my pajamas and wanted to know why I didn't have them on and did I have on my 'protection' (That was our code word for the incontinent pants and diapers I wore to bed....we would NEVER call them by their real names, only by protection.)

Mother than told me to get out of bed right now. I refused. She reached down to pull my covers off of me and I blurted out, "Mom, I'm naked!"

She went over to my desk and picked up my pajama bottoms, gave them to me and told me put them on and put away the laundry.

I put the bottoms on over my panties while still under the covers and got out of bed and started to put away my laundry. She then insisted I wear protection to bed and I was always to wear protection and pajamas to bed. Nice people didn't sleep without pajamas.

She then swatted my butt. She must have been able to tell I had something on under my pajamas because she pulled out the waistband and asked me what I was wearing.

I started crying. I told her it wasn't fair, I hated wearing protection, I hated having to wear big white briefs (JC Penny double seats--wish I had some now..she bought them for me) that looked like diapers, I hated wearing diapers to bed and I liked how these underpants felt. I told her I had bought them thinking they were boy's bikini underpants.

She hugged me and said she understood how I felt. But until I outgrew the bedwetting it was so much easier on her to have me wear protection. It was too much trouble to have to laundry everyday--we didn't have a dryer- and to wipe my face and put on my protection and go to bed.

And she stood there. I didn't know what I was supposed to do. I was too embarassed to pull of my pajama pants and have my mother see me in panties. I had only occasionally put on my protection in front of her, never in front of my father.

Finally I said the heck with it, sat on the bed and took of my pajama bottoms. I then walked over to my desk in my panties and turned my back, took off the panties and pulled on my protection.

This was very exciting to me and I didn't know why.

I started to get back into bed and my mother asked if I was forgetting something. I started to put on the pajama bottoms. No, my mother said, finish putting away the laundry.

I put away the laundry in my chest of drawers just wearing my protection. I was so embarassed and excited at the same time and didn't know why.

When I was done, my mother came over and kissed me and said, 'don't forget your pajamas." and went out the door and turned out the light.

Oh man, I knew I was in trouble. Not only was I a bedwetter, but my Mom had found out I wear panties. And she was probably going to tell my dad. I worried about that until I fell asleep. I think I cried myself to sleep that night. I wished I had on panties instead of protection.

The next day when I got home from school, I was in my basement room lying on my bed watching TV. My mom came downstairs with a bag from Sears.

She sat on my bed and said she loved me and was so proud of me for being a nice young man. She told me she was sorry that I struggled so much. She knew I was a good kid. Things will get better she said. Then, as she leaned over and hugged me, she said, "I understand boys need their privacy," and handed me the bag. "These are for you", she said.

Somehow I knew I had the upper hand. I just laid there and didn't return her hug or take the bag. She got up, left the bag on my bed, said supper will be ready when your father gets home and went upstairs. At the top of the stairs, she turned and said to me, "I am not going to mention this to your father."

After a while, I looked in the bag. There was a package of panties from Sear's. Three pair, blue, yellow and white.

[Amanda_P]

I had an early morning paper route and would take clothes from clothes lines. My mom would always find my stash of clothes and make me return them to the people I took them from.

[addievaughn]

I had one instance of being caught, though I should probably use caught loosely. It was more of a feeling than any actual revelation on the discoverer's part. In high school I would sometimes secretly wear silk panties under my jeans - a pair borrowed from the bottom of my mom's underwear drawer. One day after school I forgot to put them back in time before everyone else arrived home, so I ended up wearing them to sleep and stashing them between the bed and wall the next morning before I left for school.

Later that day I came home to find my mom had gotten off early.
In my room I found a neatly-made bed.
On my bed I found a neatly-spread out pair of panties.

:doh:

I told her they must have fallen between my bed and the wall, as I sometimes would bring the laundry into my room to fold. She didn't buy it, but eventually dropped the entire ordeal when Dad took my side and made light of the situation. Her argument was that she had not worn that particular pair in years, so she knew my story was bogus. I'm guessing that having to face the alternative, whatever that might have been in her mind at the time, was something she didn't really want to have to face.

(which was entirely fine by me... ;) )

[krissy]

i got caught wearing my sisters one piece pink slip and panty and her party dress i was 8 mom busted my ass for that one.but i feel in love with that slip

[wanda66]

I was 12 my mom came home early and caught me all dressed up standing in front ot a mirror, i was so embarrassed. Being that i was in a very high state of excitement.

[LilSissyStevie]

I never got "caught" per se but sometimes my grandmother would see me playing dolls with my sisters and force me to go play with the boys down the street. That made me feel like I was doing something wrong. I hated the-boys-down-the-street since they were all older than me and pushed me around. One of the things that was embarrassing to me was that my mother was constantly on about how I needed "male influence" and "male role models" in my life since I lived in a house full of females and my father was rarely around when I was little. He left for good when I was nine. I took it as criticism that she felt I was a failure as a boy...a big disappointment. OMG, without proper male role models I might even turn out gay!! Well, I didn't turn out gay exactly but in many ways her fears were confirmed.

[cdsara]

My dad found my stash and sat me down to talk. I lied my ass off!

[Pump1]

I never really got caught in the act. But my mom found my hose in between my mattresses when I had a sleep over at my cousins. I was about 10 or 11. When I got home they were on my bed folded neatly. And nothing was ever said.

Another time was just after I got married I purchased a pair of hose and tried them on when I got home. When my wife got home she found them on our bed. She asked who's they were and I told her that I bought them to make something and that I actually tried them on to see what it felt like. She didn't say anything after that. I was so embarrassed at that moment in time.

Angela