Lucky you that you have an understanding mom like that. Very lucky.

Almost all of my & my wives family have "Caught" me dressed (I think it was One would catch me & tell others-& they would Try to catch me) as I'm dressed about 98% of the time at home--It's nice not to have to run & put on mens clothes when people come to the door now-(for the most part)-
It's a real boost in a persons confidance--helps me not be so afraid going out while dressed--helps a lot-
Jane London Ontairo

I remember getting caught by my Mum. i had left some knickers in my bedroom on the floor. and my Mum found them whilst doing the cleaning, she put them in the wash, then put them back on my bed, nice and clean with my other clean clothes, she never mentioned them, so i thought she must not mind. so i used to put all my girlie undies regularly in the wash, even my tights &stockings, always they would turn up nicely cleaned.

i not long cum on this site, and found this story very interesting, as i was caught by my sister, older than me, and this lead to my dressing as a girl more often. there was a catch to it, that if i did not obey my sister she would tell my parents,. she had taken a photo of me dressed in her stuffed bra, panties suspender belt stockings, ear rings necklace, bracelets,and lipstick. i was getting ready to put her blouse and skirt on. i was later taken to her girlfriends house where a lot of activity happened over the years, and the loss of my virginity oh i was twelve at the time and never looked back , my sister was eighteen even now we still indulge

Nice read. Do you still see your mother when your dressed?

I was in my teens 17 at the time. I had already experienced wearing panties and having anal sex with my neighborhood budy a couple of times when there was no one home.

I got home from school and had to go down in the basement for something. While going down to the basement, my mother had clean pantyhose hanging from the clothesline. I stopped what I was looking for, I took off my shorts and underwear looking at mothers pantyhose, and my cock started to get a little puffy. I grab a pair of the panty hose, sat down in the chair and started pulling them on, half up my cock got puffy and hard after I got them pulled all the way up.

I just layed back with my eyes closed and started rubbing my cock through the pantyhose, oh it felt so wonderful while rubbing my cock. I slid my hand down in the pantyhose and started masturbating. I was into it I know about 10 mins. I started feeling the sensation coming on and I felt my precum and it happen. Just I was cumming, I heard a voice, yeah my mother. I tried covering my cock and the mess I made in her panties, and all I heard was Harry, when your finished was them and hang them back on the clothesline.

Yep, busted by my mother. I never hear her come down the basement steps, and still to this day I have no idea how long my mother stood on the basement steps watching me wearing and masturbating and cumming wearing her pantie hose. My mother never said another word about it to me or my father to this day. True Story...

Did you continue using your mothers undies after being caught? Did she ever help you in dressing in any way?

My niece was staying for a few weeks, looking for work, and I got in to a habit of going in to her room when she was out to wear and sniff her panties as I masturbated. This particular time, she had returned early and caught me with my rock hard penis poking out of her panties as I wanked in her room.
She, and the rest of the family, have always known I am a transvestite, but we had never been in a situation like this. She was terrific and didn't freak out, putting me at ease by chatting as she kept her eye on my erection in her panties. Next thing I knew, she lifted her dress and pulled off the panties she was wearing and handed them to me, then encouraged me to carry on what I was doing. I wasn't going to miss an opportunity like this, and duly carried on masturbating as I sniffed her warm panties. She watched closely, spreading her legs as she sat on the edge of her bed and fingered her very hairy cunt. It was mind blowing watching her wank as I pumped my penis in her panties as I inhaled the smell of her vagina from the fresh pair she had taken off for me. I only just managed to catch my incredible load of sperm in her knickers as she too came to a massive climax, because of which I feel we now have a very special relationship.

I remember being around 13 or 14 years old. I had been rummaging thru my mom's panty drawer for a while now. I was finished taking a bath or shower and was getting dressed in a pretty pair of my mom's panties when she tried to come into the bathroom. I had locked the door. She insisted that I unlock the door and when I did she asked me what was going on. I think she saw that I had an erection, she looked at me and said to drop my pants and there I stood in all my glory, wearing her panties. She kept it to herself, thankfully. But a few months later she caught me again. She asked me if I rather wear panties than boys underwear, unfortunately I told her that I'd rather wear boys underwear. Think about it, if I had answerd truthfully I probably could have had a great collection as a teenager!

I remember being around 13 or 14 years old. I had been rummaging thru my mom's panty drawer for a while now. I was finished taking a bath or shower and was getting dressed in a pretty pair of my mom's panties when she tried to come into the bathroom. I had locked the door. She insisted that I unlock the door and when I did she asked me what was going on. I think she saw that I had an erection, she looked at me and said to drop my pants and there I stood in all my glory, wearing her panties. She kept it to herself, thankfully. But a few months later she caught me again. She asked me if I rather wear panties than boys underwear, unfortunately I told her that I'd rather wear boys underwear. Think about it, if I had answerd truthfully I probably could have had a great collection as a teenager!

After year or so dressing at night in bed , In my Moms Garter Belt and stockings , One night I fell to sleep wearing them, Years later, I found out they had seen me that morning laying there on top of the bed covers hard on and all !! No one said anything to me, I guess they didn't know what to say or how to say it.....

But I had a dirty uncle who caught me years later , told me they had seen me . Dirty Uncle turned out to be Lot of fun!!

I was dolled up as best as I could imagine to do myself at that age. Mom's panties , bra , hose , rayon mini-dress and high heels. I was prancing around alone at home on a Saturday night hot and bothered in my Mom's clothes , my tiny erection stiff in her panties under the dress. While dressed like this some strange girls walked down my block in the dark talking loudly , I believe they were drunk as they were older teenagers. I shouted some rude sexual comments out the window at them as they passed. They stopped in their tracks and yelled back. Before I knew it they were on my front porch and trying the unlocked door. To my surprise they were a mixture of ages but one was close to my age which for some reason relaxed me. It should not have. They asked me why I was dressed that way , after they stopped laughing. I told them I was horny. The oldest then moved forward and pulled me to her , she grabbed my hard-on through the dress and gripped it, I gasped and squirmed then the other kissed me on the mouth and stuck her tongue in my mouth while the youngest watched. They then took me to the bathroom and applied my Mom's makeup to my face and her lipstick to themselves. They teased me and told me what a sissy I looked like. Eventually they overpowered me and held me down on the couch where they had there way with me roughy fingering my ass and pinching me. I started to cry which made them laugh again at which time they decided to leave. I still am not sure who they were , where they were from and was afraid they would tell on me or come back and expose my dressing. They never did but I secretly wished they had.