Featured [Closed] Mother’s Knowledge of Your Crossdressing

I was caught by my Mother at age 17 fully dressed wig makeup and all. It was not that she missed that her clothing was messed up but why her make up was disappearing so quickly. She was a work Mom and head of the women’s ware department of a major outlet store In the cities. I had been into here things since I was around 11 or 12 but always been extremely care to put everything back just as I had found it. My Dad was not around all that much either, he had a consulting firm and was gone almost every week. So I have plenty of time to play around with things. She had a lot of very nice things to wear and always made sure she looked the part of being head gal. She kind of wondered what was going on. So she set me up very sneeky of her. She told me that she had to work on a saturday something she hardly ever did because of mid year inventory. I right away started planing  what I was going to do that day and what I was going to wear she had just bought a new dress for a wedding her and Dad were going to and it was really very nice. To make a long story short I got dressed did my make up and wig and was sitting in the living room having a cup of coffee. When suddenly she was standing in the archway to the room. I was nearly out of my mind when she asked well well little lady where are you going all dressed up like that. She wasn’t all that upset and tried make me clam down. Then sje  said I looked very nice and started asking a lot of questions. after about a hour. She told me that she has help a lot of men who come it to the story looking to buy things for their wives but some have admitted it was for them.  

I remember talking to my mom about wanting to dress in pretty things. She always wore silky nightgowns and I asked her if I could get one. She went out the next day (with me) to help select it. A few days later she measured me and purchased my first bra. Having said all this, My mom and I were always very close. My mom and dad divorced before I could really remember him living with us. At the time too, about the only catalog out there was Sears so buying online just wasn't a thing. She continued to buy things for me on and off until I finished college and moved out on my own. At that time, the first (sex change) operations were taking place in Europe, but were still a long way from being without complications and needing multiple corrective procedures. Shortly after I met my wife and was able to come to an understanding with her that allowed me to express myself but not transition. We're still together 42 years later.

Your Mother was wonderful!! I wish I would have admitted that I was wearing hers and my sisters clothes maybe she would have supported that like your Mother did.

I was eleven years old when my mother snuck upstairs one Saturday afternoon, and she caught me red-handed wearing my older sister’s satin burgundy panties with luscious black lace trim. I scrambled for my bedspread to cover myself, but it was too late. I can still see her standing sternly in the doorway, deadly silent. She just gave me the stare, a stare that could kill.

I know she suspected that I had been wearing her long-leg panty girdles, nylon stockings, and bras for a while, but she never actually caught me in them. A month later, all of her fabulous undies were gone! I looked everywhere. She had replaced them with the most deplorable-looking underwear ever conceived. Not even a vagrant cross-dresser tolling under a bridge would dare under-dress in anything so ugly. White cotton panties would have been worth trying on, but not these.

I spoke to her on the phone less than an hour ago, and I wonder how many times she had thought about that Saturday afternoon when she caught me wearing the most adorable, girly panties.

Lisa Douglas

I am sure my mother knew i was raiding her underwear drawer but never called me on it.

She bought me a dress for halloween  but i refused to wear it and after that never raided her underwear drawer again.

My Mother always found my hiding spot.  I do remember one time she tried to talk to me about my dressing, and even offered to buy me my own bras, panties and a dress or 2, but I was so embarrassed and ashamed I said no.  If I ever come across a time machine I'm going back to that afternoon and tell my younger self to say YES to the offer!

My story. To make a long story short. I was an only child to a single mother and I barely remember mom would dress me up when I was real young and we'd play mother and daughter. Like fashion shows. Tea parties. That lasted til I was 6 or 7. Then I started up again around 15 I think when she walked in on me dressed up trying to put on stocking. So she gave me a lesson on how to use a garterbelt. And I've CD ever since. Just at home I've never gone outside. I was married so I hid it but she just left me for someone else so now I'm starting over and going full time. Or trying to anyways.

WAS DRESSED IN MY OLDER SISTERS CLOTHES WHEN MY YOUNGER SISTER AND MY MOTHER CAME HOME EARLY.I WAS CAUGHT BY MY SISTER WHO YELLED TO MY MOM WHAT I WAS DOING,MY MOM YELLED TO CHANGE INTO MY CLOTHES.AFTER THAT DID NOT SAY ANYTHING TILL THE NEXT DAY .SHE TOLD ME NOT TO WEAR MY SISTERS CLOTHES AND IN A STERN VOICE SAID IF I WANT TO WEAR GIRL CLOTHES WE WILL GET YOU SOME.AT THE TIME I WAS 13 YEARS OLD.I WAS PROBABLY TO SCARED TO SAY ANYTHING.NEVER TALKED ABOUT AGAIN.I STILL DRESSED IN MY SISTERS CLOTHES TILL I MOVED OUT AND BOUGHT MY OWN

My Mom found some of her panties, stockings and bras in my room when I was little. She asked about them and I told her I like how they looked and felt when I was wearing them. She told me to not take her things...a few days latter I found some white cotton panties and a training bra in my drawer. She told me to only wear them at home. When they got too small she would buy me new panties. So yes she knew I liked wearing girly things. 

I was not very careful and sure my parents knew but they never let on. On one occasion I pulled a hook out of Mom's bra and stupidly mended it back on rather than just toss the bra in a garbage can somewhere.  On another my father came up behind me as I was working on a jigsaw puzzle and scratched my back, obviously realizing I was wearing a bra. Nothing ever said.

My Mother got Alzheimers when old. At that point I showed her a photo of me fully dressed. She looked at me very quizzically and with an unbelieving look,  saying "Is that YOU?" A little later I'd do the same thing with the same reaction. I repeated that on several occasions,  just to enjoy her reactions, knowing she would not remember. I thought about visiting her in the nursing home en femme, but knew the staff would not forget so thought better of it. My Mom was pure love and I knew nothing I could do would change that. My father was another story altogether.. loving but with strong fundamental stereotypical male expectations and unforgiving!!

She found her panties, bra, night gown and breast enhancements stuffed in between my mattress (I used to wear them to bed while she was at work. She worked the night shift as a nurse). I was 12 at the time. My hair was naturally long and I looked like a pretty girl when I went to bed.

Well I came home from school one day, and saw that she had cleaned my room. I checked on my “girl stash” and all of the items were gone. She never said anything or mentioned a thing. This was almost 40 years ago! To this day, there’s been no discussion. I guess she didn’t want to see or encourage it, nor did she want to address it, but she knew!