Have you been caught Cross dressing?

I was outed a year and a half ago by my secretary(See the other post.) Have you been caught? What happened to you?

My wife found a pair of my lady wear in back of my car. I was going to do an online return and totally forgot they were there. She thought I was having an affair. I told her they were mine and that I liked wearing female clothes. She asked if I was gay!! Can you believe how uneducated she is?? Anyway she called me weird and I said I like being weird it's so much better than being normal. She occaisionally brings it up. She doesn't know about my entire collection. Wink

A female coworker saw the lace from my camisole peeking out. She fingered it and said "very nice."

With my present (third) wife - not yet! (Not yet - been caught that is) Not one kinky cell in her entire body.

With my second wife (the kinky one), she encouraged it . . . . YES! In fact, she used to help me shop for my female attire. She would get such a rush when I dressed as a female and dominated her.

I told my g/f before we even went out for the first time that i probably had more panties than she did,,,she fell in love with me anyway 😃

Oh dearie, I'm a closet that would make Fort Knox look like a day care center. There is only one other person who is a CD that knows me on both sides of the bed so to speak as I do him. I'd love for it all to change but .....

Elaine

In my early teens when I was experimenting and didn't really know what I was, or what was happening to me / as some people might say, what was wrong with me, I got caught a few times. When confronted I always used to make up stupid excuses, until I finally realised, and then I eventually thought what is the point, so I just used to be honest and come clean from then on

Yes, many of times. Usually while dressed like a baby girl. So the addition of diapers adds to the humiliation.

I went for a colonoscopy last month. I've been to the same place before so I knew that you undress and get dressed in private. I've been wearing women's panties for years so I chose a pair of white silk French cut panties. When I got undressed I folded them inside of my athletic shorts and placed them on a chair alongside the bed/gurney that I was on. I was allowed to keep my shirt on.

After the procedure I woke up and laid there for a while until I was fully awake. Then one of the nurses came by and gave me some juice and asked how I felt. I said I felt great. Then she shut the curtain around us and said "Okay then, let's get you dressed". She took the blanket off of me leaving me laying there with just the paper gown, which barely was past my privates.

Then she grabbed my shorts and unfoled them. She held up the panties and I don't know who was more embarressed. As she tried to figure out which side went in front all I could think of to say was they're comfortable. She said I bet they are. She pulled them up to my knees and then did the same with my shorts. She looked away while I pulled them up the rest of the way. She probably had a good laugh later on.

My counselor lets me dress for our sessions.

One day after our session ended, I didn't change right away because i had to fix the straps on my heels.

As i'm standing there in a dress, pantyhose and all, her next client walks in in me.

Says she is sorry and walks out. LOL

I have been caught a few times but the most embarrassing time was when I was living with this couple when I was 18 in the army, i got to move in with my friend and is wife, well for Christmas one time, my friend frank brought his wife a couple sexy lingerie outfits, one was black lace bra and panty set and the other red, so anyhow one day when frank was working and i had the day off Tammy told me she was going to the store for awhile so being alittle naughty and horny i got into her dresser and got the panties out and tried them on and i got the bra thinking about trying it on, so as i was rubbing myself and looking in the mirror i noticed Tammy standing at the door, i was so busted and got real nervous, but she just walked over to me and said don't worry lots of guys like to dress in girls panties, then she kissed me, and we became good friends from then on,

I was caught several times by my mom in her lingerie and by my sister in her dress and petticoat. My mom told me the next time I was caught she would put everything a girl wears on me. It sounded so exciting to me so I just kept wearing their clothes till sis came home one day with her girl friend and saw me in her dress again.

They all had a good laugh and then spanked me for doing it, but then told me to stay dressed till mom got home. After mom saw me she took all my boy clothes off my dresser and threw them away.She had sis fill my drawers with all her older clothes and was told I would be a girl from then on. I finally got to be the girl I wanted to be and living as one too.

My ex wife caught me one day. She had left to go shopping and planned on being out of the house for most of the day. As soon as she left the driveway, I hustled upstairs and started to get dressed in my outfit, A really cute shoulder length brunette wig, black silk and lace VS bra and panties, black stockings, red heels, and a tight red crop top and skirt.

I was only dressed for about 10 minutes and was in the kitchen doing dishes when I heard footsteps behind me. My heart started pounding as I slowly turned around to find my ex standing there with her mouth wide open and then she started to laugh as she started to add everything up.

Needless to say she was not a fan of my new outfit or that I was dressed and after ten minutes of her verbal humiliation she left in a disgusted hurry. We never talked about her catching me and it caused quite a bit of tension and issues later on.

I don't cross dress here in the states, but on occasion overseas I did. The excitement of being found out is a real turn on for me, much the same as being seen jerking off or getting an enema. All have happened overseas and more or less had a high probability of happening. Of course I make sure it wasn't illegal or that any authorities would consider it illegal.

I've been to Thailand a few times and had a domme type fix me up as a fem and then parade me shopping and walking around in public. It's a real rush for me. Getting shaved and wearing very short and revealing clothes, fake tits and wearing a wig. I was much slimmer back then. Of course I did not have a feminine build and with a good look it's obvious I was male dressed in female clothing, but most people there ignore you with the occasional stare.

Cross dressing in Bangkok isn't that unusual and they figure it's your thing and leave you alone. Sometimes a guy thinks I am a cross dressing hooker looking for some action, and that really adds to the humiliation, but it's all good fun and they normally take no for an answer. But then there are the ones who point and stare or laugh and that is really embarrassing.

In crowded areas I did get the occasional butt pinch or someone doing a groin grope (sometimes I was tucked back other times not). But for a short time it is fun and the thought of being exposed is part of the excitement involved. Haven't done it in a few years and being older and heavier it would be more obvious that I was cross dressing. But maybe I would do it again just for the humiliation aspect of it.

I don't cross dress here in the states, but on occasion overseas I did. Of course I make sure it wasn't illegal or that any authorities would consider it illegal.

Are there any countries where cross-dressing is actually illegal? I can't seem to think of any offhand, except maybe Singapore or countries on the Arabian peninsula. I suppose there are lot of countries where you might get a hard time. But actually and strictly speaking, on-the-books illegal?

I'd be curious to know where.

I'm a full time stealth CDer. All my clothes are womens with the exception of shoes. When out in public my clothes, at first glance, appear as male but closeup and if one pays attention to details it becomes more obvious that I'm wearing womens things.

One time while I was in line waiting to pay for groceries, I felt a hand rub down my back! I immediately straightened up and looked over my shoulder to see a 30ish lady standing behind me with a big grin on her face. She said nothing but it was obvious to me what she was thinking!!

@ Bob40b: you CAN wear women's shoes try https://www.longtallsally.com/us/shoes/shoes/c

for larger shoes. Many styles don't look especially feminine so one can be 'stealth' and wear women's shoes.

More fun. Get a 'camel toe' prosthesis and tight pants.

Getting caught cross-dressing as a woman in men's clothes is nearly impossible cause nobody cares. I did accidentally make a saleswoman very uncomfortable by showing up for a bridesmaid dress fitting in boxers and no bra.

I can say that it is possible to wear mens' clouth that look like as womens'. Fot instance, it exists mens' tights, sports leggings, shirts that are clouse to body.

As answer on your question I can say that I could do that unseen and wasn't caught in such condition.

Getting caught cross-dressing as a woman in men's clothes is nearly impossible cause nobody cares.

I wonder if that would even be called cross-dressing. I don't think anyone would think in such terms anymore. I suppose though, that some high schools would make a big issue out of girls wearing trousers to school?

I wonder if that would even be called cross-dressing. I don't think anyone would think in such terms anymore. I suppose though, that some high schools would make a big issue out of girls wearing trousers to school?

There is yet another ACLU case building in Californistan right now against a (private) high school dress code, whereupon the 'enlightened' (spoiled / idle / trustafarian) students swapped clothes for a day - guys wore dresses, girls came in drab (dressed as a boy) to 'protest' the overly suppressive dress code against men with long hair. Ahhh, what the 90210 crowd will do next in the name of 'equality'...

That said, there is a woman in my office that I'm 95% sure is a Lesbian. She's very butch, and openly wears men's clothes - I know because I check out the button patterns on both her trousers (and it's always, always trousers), and shirts. She also wears mens shoes - typically sneakers, but even dress shoes - and is never seen wearing make-up. Her hair, while actually beyond-shoulder length (once or twice she's let it down, a shock to behold), is always up in a severe bun, which further effects a masculine look. I like her, great sense of humor, and very good at her job, just not my type not that it matters.

I just find it interesting that females can "get away" with such open cross dressing but that a male who would choose to don, say, a skirt and heels would be ostracized and probably forced out of the work place because it would make others "uncomfortable."

There is yet another ACLU case building in Californistan right now against a (private) high school dress code, whereupon the 'enlightened' (spoiled / idle / trustafarian) students swapped clothes for a day - guys wore dresses, girls came in drab (dressed as a boy) to 'protest' the overly suppressive dress code against men with long hair. Ahhh, what the 90210 crowd will do next in the name of 'equality'...

Yes, I heard about this on social media.

Somehow, there is a part of me that thinks this should be mandatory in ALL schools for a day or a week. Not a bad way to put yourselves in some else's shoes, to see how things feel when the shoe is on the other foot. So ... good for those guys dressing up in girl's clothing. There is this old line that goes: are you man enough to be a girl? Those guys must believe so.

This reminds me of the (amateur) story series 'Naked in School'. You can usually find various chapters on sex story sites - though to my way of thinking there is very little to no sex and lots of social philosophizing and flat out romance/heart throbbing going on. Still, as a thought exercise the stories are very good and well thought out in terms of practical consequences - once the basic premise is accepted of course. Which I don't really see happening ... ha ha

I have and it was both scary and exciting on multiple occassions. As far as my gf goes, I played my system and eased her into it. I used to photograph models, so me buying women's clothing was of no concern. One halloween, I decided it would be fun to crossdress and fed her my idea. She laughed. So I acted like I was practicing my walk with 5-6" heels on which was actually my way to freely cd. I started dressing at the age of 12. She's actually jealous of my feet and legs when I shave them. At night, I tell her I'm going out to streak while crossdressing. She thinks it's funny. Another time, I was driving down some back roads and came upon a road block. Panic quickly set it. If I had turned around, they would chase me. The officer said mam, I need your id, insurance and registration. I handed it over and he shined his light on my face and I spoke. He laughed and called over a female officer. I was getting sick to my stomach then. She said I looked quite nice and shined her light down to my heels. She asked if I could walk a straight line in them. I opened my door, got out and done it. She said wow, impressive because she can't do it. They let me drive on. After that incident, the male cop has been driving around my place often lol. I won't get into the dark secrets yet. My biggest worry is getting injured at work and having to remove my shoes and jeans for my coworkers to see my shaved legs and painted toes.

I just had a dream where I was in the kitchen of a church hall, I think, while some event was going on upstairs. I either had a pair black thigh high stockings or I found a pair in someone's bag where all the coats were. I had the urge to put them on, so I undressed completely, put the stockings on, then was admiring myself in the reflection of a chrome appliance. Suddenly, I heard footsteps on the stairs, and before I could hide behind something a woman, probably in her 70's and carrying a tray of dishes, is there seeing me with my back to her. She says hello, then gasps and laughs a bit at my state of undress. I just sigh, turn around and walk over to her explaining that I couldn't resist.

Then I woke up.

I love that dream, and wish I'd had a few more moments to see what happened next!

I havent been caught but tried to surprise my wife. I dressed up in a garter belt and thigh highs. I thought she might be turned on. On the contrary! She was turned off. Its ok though ive had fun with other people who enjoy and get turned on by it. If she does catch me ill just tell her she should have at least compromised and played along.

I haven’t gone out fully crossdressed, just in shorts with tights or pantyhose on underneath, someday. Before I went out in shorts, I just wore them under my pants. Well one day I had to get an ekg before a minor surgery. The nurse hooked up the things to my chest and then reached down and pulled up my pants leg and pulled down my sock. She felt my leg and asked if I was wearing. I responded with a smile and said yes. I wear them to help with tired legs and night cramps. She smiled back, still rubbing my leg, and said I should wear mine too. Second time was in an ambulance getting hooked up to the monitor, he pulled up my pants leg and looked at me. I said yes I’m wearing black tights. He just went on about his duty. He’s seen it before, I’m sure

Relaxin Frank