I Caught Crossdressing Stories of Experiences

I had the biggest rush of humiliation when I was 15 or 16 when I was confronted by my aunt and uncle due to her missing clothes "while it was mainly panties and some bras it did include a pair of her spandex running leggings) My aunt...

I was caught by my mother several times when I was a teenager. Mom told my wife about it when they were discussing what I had done one night out drinking. (Another story for another time).
I was in the dog house big time with my wife...

Before I got caught by my father or my two sisters, I was caught out by a women who worked in our church. Back in those days I would often wear some items of girls clothes on a regular basis and I had taken to wearing tights under my...

I was caught today. I had to go to my aunts (Half aunt) house today to grab some stuff and she said she was going to be out shopping and that the house would be empty because the kids were in school and everyone else was at work (other...

I was 18. I for sometime had been experimenting with cross-dressing mostly as an auto-erotic expression. What I didn't realize was I was awakening my most inner desires. I was lucky enough to be roughly the same size as my mother ( who...

I woke up and decided that I would wear a thong that day (I generally dont wear them around, usually just before I jack off). it was a black v string with red polka dots and at the back there were a bunch of red strings coming off of it...

Chapter One – Dressing Like a Girl

I wasn’t ever forced to be a girl, and as a matter of a fact- secretly I liked dresses and my sisters stuff. I was tiny for my age, the smallest in all of my grades and I always had longer hair...

Growing up as a girl was hard. I was very I h a tomboy. Don't get me wrong i date boys and like them. I was just very athletic. My hair was always short especially in the summer. One time I wanted to prove a point to a friend and dress...

I had been crossdressing in secret for years, I had taken many photos and liked to pose online and see peoples comments and thoughts.
Anyway, i had to go into hospital, my best friend (a girl) had stayed at my flat took look after me...

when my sister caught me rubbing one out while wearing her ballet leotards?

"they might need to soak"

as the sex sputtered to a halt in my marriage,I became more and more emboldened in the frequency and timing of my crossdressing.I knew my wife hated it,which made the taboo alure even more rewarding!I started dressing in stockings and...

When I was 18 I was starting to get some nice things, slips, camis, teddys, slinky dresses, sexy panties, stockings, and heels. I would fully dress in the second garage we had at the back of our property, from there I could go out.One...

Today I had an interesting busted moment at Lowes. I was on the electrical aisle looking for a power box when this guy kept looking at me. I grabbed the one I needed and headed out. Just as I was walking out he walked up and asked if I...

When I was about 15 I would be home along in school holidays and started to dress in some of mum's clothes. She had a red mohair v neck sweater I loved and I would wear it around the house, it felt so soft and fluffy, not like my boy...

After all the close calls growing up, wearing a half slip in bed and mom wanting to pull the covers down, and so forth, I finally was caught. And it really wasn't my fault., as you will see.
I was traveling on business in Durham, North...