For me it was when I was young, I remember the first time a neighbor came over to swim she was one year younger than I was but she left her swim suit in our bathroom to dry. It was at that time I first had the inclination to dress. I only have brothers and wanted to satisfy my parents desire for a girl. Sadly they wouldn’t accept me dressing if they knew but it played a role in my desire.

As a kid around 10/12 yrs I use to dress up with my Aunts theatrical clothes which were upstairs in an attic. Be it a pirate or a damsel in distress. At home I use to dress up/ touch with my mums lingerie. Also, with my friend, we would have touchy-feely times together when we went away with his parents in a caravan. As my teen years came along I lost interest in dressing up & was hooked on girls. But up to around 15/20 yrs ago I had a lady friend whom we enjoyed excellent sex. One day I had the urge to cross dress which increased the sexual urge we shared. She would help me with make up & teach me how to walk correctly with heels. She took a lot of my photos. We would walk together arm in arm down the streets looking & going into shops! She unfortunately has passed away but I still get the urge & often x dress to satisfy my needs. I have also become Bi & enjoy a man’s company more so than females. In fact I lean more to Gay side of my persona.

Patti started cross dressing about 4 years ago seen some sexy panties of my wife and tried them on and OMG what a feeling so if I had to sum it into one word: sexual and I feel in love with women clothes

Dm me for roleplay se*ting and more fun..

Just got into crossdressing last December after moving back to UK from Australia. Had tried bras of ex wife and then a dress of my partner years back. But nothing serious in any way until i went in a clothes shop and saw a dress for sale that i just bought on a whim. Tried it on - loved it. Bought another and here i am with a wardrobe of stuff which i wear more often than my mens clothes now.

Was very curious at a young age , used to see my mother in thin see through dresses or dressing gown . She had on very lacey underwear or would be totally naked. Started wearing the same dresses or gown whenever I got the chance.

I started wearing my older sisters clothes when I was about 12

When was a preteen my babysitter used to dress me up, play fashion show. Pretty summer dresses, used to just think it was a bit of fun.

When I was young there were more females than males in my family. What really kicked things off was one of my mother’s nighties which I would put on when I got the chance

When i first tried a pair my sisters tights on i really enjoyed the texture and feel of nylon against my skin i become really sexuality aroused.
I did masturbate wearing her tights and had the best orgasm.