Hello There,
Like last time I thought I'd do some research and find the most entertaining getting caught crossdressing stories I could find that are actually TRUE! At least as true as I can tell, you should always take any information you find on the internet with a grain of salt. There's nothing worse than reading a fictional getting caught story; they always jump straight to full blown sex or a sex change, they're ridiculous! Each of these stories were taken from various websites and threads throughout the internet featuring true stories from crossdressers about getting caught. I hope you enjoy reading them as much as I did!
Sister Away? Play Ballet!
Back when I was in my early teens my mother was driving my sister to ballet lessons. When they left, I put on one of my sisters pretty dresses and crinoline petticoat. As it turns out, my sister forgot her bag with her ballets shoes, so Mom turned around and drove back to the house. I didn’t hear the front door open and my sister walked in on me. She never said anything to Mother, but occasionally she would tease me about playing dress-up.
Forgetting To Lock The Bedroom Door
I have an older sister. So once when our parents weren’t home and my sister was out doing something that I don’t even know, I slowly ran to her bedroom. I opened the closet and took out a white bra, white panties, pair of black stockings and her old uniform which had a red short skirt with a women's dress shirt. After everything was perfectly fitted, I looked at the mirror and thought I looked so amazing! But in the mirror, I saw somebody. It was my older sister staring at me in her clothes. OH MY DAYS I FORGOT TO LOCK THE DOORS. MAN JUST IMAGINE HOW AWKWARD IT IS FOR YOUR SISTER LOOKING AT YOU WEARING HER CLOTHES.
Then I slowly turned back to her, ready for a slap or something like that. But she said: “ Wow I’m impressed. I didn't know that you like wearing my clothes. But just ask me next time. I don’t want my clothes to be messed up.” I said: “ Okay”
“ I’m not gonna lie, you actually looked pretty cute “ said my sister. I was shocked. I didn’t know that she would say that, or maybe it’s just some kind of joke. But we ended up laughing and had a relaxing weekend at home.
The Sisterly Look of Remembrance
I was 12 yrs old and lived in a single family house. My bedroom was on the third floor. I came home from school one day and was all alone in the house. I got dressed. I had on panties and bra, stockings with garterbelt and a full slip (all white) I had taken all the items from my two sisters. As I was dressed the bedroom door opened and there stood my oldest sister I froze in my tracks; we were facing each other about 2 feet away. She looked at me for what seemed like an hour but was only a few seconds. She said nothing turned and left the room. I was shaking like hell and did not know what to do. I removed my lingerie and got dressed into my regular clothes. I stayed in my room until supper. I went down to supper and she gave me a look but never said anything to me. My mother never said anything either so I figured my sister never told her. It was a longtime before I dressed again. Still to this day when I see my sister she will give me a look that she still remembers that day.
Siblings Both Wearing Mom's Pantyhose
I remember when I got caught by my sister as I was getting some pantyhose out of our mom's pantyhose drawer. She came in just as I was starting to get a pair for myself. My sis just looked at me then dug in there as well and got a pair for herself. She didn't say anything until she came home that night. She came to my room which is where I kept myself after she caught me. She then asked why I was in mom's pantyhose. I asked her the same thing. She just gave me a look like I am a girl you are a boy. So come on tell me. I wasn't sure on how to tell her. She asked me do you like to wear hose. I said yeah I do. She said why? I said I don't know why I just like to wear them. She then started in with the when, how come, why questions again. After a bit we were talking about my fetish.
After we were done she seemed to understand even though it sounded a bit strange. She went to her room and brought me back a pair of her pantyhose and said ok since you like to wear pantyhose. Show me how you put them on. As I was taking off my pjs. My sis took off her hose. She said here copy what I do. So I copied my sister right down to a t. After I got the hose on and she straightened them out for me. My sis took me to her room and opened up a drawer and she said here if you want to wear any pantyhose just wear mine. As I don't' want you to get into trouble with mom. She smiled and said of course it would be freakin funny watching you try to explain yourself. But, I borrow from mom as well and I don't think she knows so I don't want that to be ruined. I smile and said ok I will only get my hose from you. She said here are a few more pairs I don't wear that you can also have. She put them in a drawer that was close to her sock drawer. So I would know where to get them if I wanted to wear them. After which I ended up going back to my room with my hose and having a very good night sleep.
Pink Thong
I have been secretly wearing my sister 's clothes since my early teens, and have always had the thought of what a thrill it would be to get caught! Well a recent summer saw my parents go away for a couple of weeks on holiday. Me and my sister stayed at home, however she was dog sitting near by so she would only come back if she was going in to work and needed her stuff. One morning I woke up earlier and knowing it was one of the mornings she would be coming in to grab her work clothes I set about dressing up. I wanted to make sure I was wearing the girliest stuff possible, I picked out some sexy underwear, a little jean mini skirt, these sexy black tights with little red hearts on, some cute little fur boots and a top which hung off my shoulders, showing off the bra i had on. Once completely dressed, I pulled up the frilly pink thong I had on so it could be seen just above my skirt, so it was obvious for her to see. Just as I did this I remember hearing the front door open, hit by sudden panic I ran back in to my room and shut the door. I stood behind the door thinking about what to do as i heard my sister come up the stairs!! I froze and then my choice was made for my as she called my name and walked straight in to my room!! There i was dressed head to toe in her clothes. "hahaha oh my god, what are you doing!!?", I was soo embarrassed but I remember thinking oh well caught now so I gave her a slow twirl at which point she clearly saw the back of her pink thong sticking up above her skirt and started laughing again saying "hahaha you're even wearing my thong hahaha, sexy" Fortunately she was late for work and had to rush off shortly after but I was soo soo embarrassed....
Leave them here so Mom and Dad don't find them
My older sister caught me in her panties and bra and high heels when I was 16 or so. She had a fit, but after she calmed down and we talked, she seemed to have a different outlook on what I did, but was not keen on my wearing her undergarments...........However she and I went through her drawers and closet and she came up with a lot of things that she gave me to wear, and said they could stay in her room so mom and dad did not find out, and as long as I refrained from wearing her stuff she was cool with what I did.......She still sends me lingerie and other outfits to this day.
Bra Impressions on His Body
I was kind of caught once by my sister. It was the olden days of the 90's when a family only had one computer, and it used a phone line to connect to the internet. It was a weekend tradition that whenever my sister or I heard each other start to wake up in the mornings that we would jump out of bed and race down to the dining room to secure that precious first turn to play on the family computer. Well, one morning I managed to win despite having to remove a "borrowed" bra of hers that I had slept in, I think I beat her to the computer because she went into the bathroom instead of going right to the computer as usual. When she came down to see what game I was playing she apparently noticed the clear and telltale marks of bra straps on both my shoulders. She went on and on about them, in an amused/disbelieving tone of voice. I tried to shrug it off and pretend it was nothing, maybe the bed sheets had wrinkled and made the lines but she was insistent that they looked like bra straps. Eventually she just said "weird..." and left me alone. A few minutes later I went back to my room and put on a t-shirt and vowed that I wouldn't go downstairs in just my pajama pants ever again.
Impersonating Grandma
I guess I was about 13 at the time and my mom, sister, and I lived with my grandmother. Mom and grams were at work and sis was sleeping upstairs. Grandma and I were about the same size, and she had girdles with garters and hose. Well what's a young cd to do? I put it all on, bra, panties, girdle, hose, and a nice dress, oh to be that size again! Any way there I am in ecstasy when in walks my sister who is 4 years younger than me, I passed it off as I was going to scare her dressed as grandma. Nothing else was ever said till years later and we were cleaning out grandma's house, my sister asked if I wanted to keep the dress I was caught in...
A Feminine Quiz
I was 13, and got busted by my older sister, then 16, in her bra, panties, pantyhose and slip, admiring myself in front of the mirror in her room, when she arrived home from school earlier than I expected. At first she said nothing, then ordered me to take off the slip (it was her favorite one, and she didn't want it getting ruined). Then she made me sit in her chair in her undies while she quizzed me about why I did it, how often, etc.
I was totally humiliated and nearly in tears, but lucky for me Sis was way ahead of the times (this was 40+ years ago). She said she didn't care, but I should find another source of clothes. She did let me keep what I had on, and gave me a couple more pairs of panties and pantyhose.
It was never mentioned again, she didn't hold it over my head, and it's been our little secret from everyone for all these years. I still feel a special closeness to her because of this.
A Summer of Sisterly Fun
Summer of 1982 I was 15 yrs old, Mom was was at work and Dad had his own life, he was never around. My twin Sister was out with one of her girlfriends. I was in her bedroom trying on her clothes since she had a full length mirror in her room. I had just taken off one dress and I was standing there wearing her bra, panties, pantyhose and heels when she walked in. At first she screamed and then she decided to sit down and start questioning me. I told her I've been trying on her clothes for about a year and she said she figured that out over time because her clothes were not the way she left them. She asked me if I wanted to be a girl and I told her yes, and she said if I wanted to be a girl I had to dress like one. She preceded to pick a pink dress out of her closet and had me put it on. She then helped me put on makeup and let me wear it around the house until about a half hour until Mom came home. She let me do this all that summer.
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Weren't those fun to read! As I come across more true getting caught stories I'll be sure to save them that way I can make another post like this. Who knows what getting caught theme I'll go with next? So stay tuned, eventually more thrilling true life getting caught to come!
-Carly