Asian Crossdresser - How My Crossdressing Journey Began

The feeling that I was different and the emotions that I felt which other boys around me did not experience turned out to be the truth that I was a girl with a penis. I was ready to try what Terry did by trying on my mom’s high heels and lingerie. I was very curious to find out how my baby face and petite body look in her female clothing. Would I be more pretty than Terry? This urge kept growing everyday while I was waiting for the opportunity to be alone at home.

Since there was no need for babysitter after I reached 12. My mom asked me to go shopping with her but I declined stating that I had lots of homework. She ended up going shopping with our neighbour. I was finally home alone. After she left, the first thing I did was run to her closet and touched all her high heels. Rubbing the patent leathers and feeling the power in them. Getting braver I tried one on and saw how it looked and felt on my foot and legs. I then grabbed the other pair and slipped it on to stand there revelling in the feeling. Her size 8 shoes were slightly big for me. I got very excited wearing her high heels, admiring my long shapely legs, feeling the arch of my feet and the stretching in my calves in the 5” stiletto high heels. My hard on was raging and oozing pre-cum. I almost came without ever touching my cock and had one of the most mind shattering first orgasms as I stood there and then jacking off my rock hard cock shooting into tissue.

I was hooked instantly with this exotic experience. The thought of masturbating in high heels and that feeling was with me all the time. After masturbating in her high heels a few times, the rush and sexiness making me braver so I walked out of the closet in high heels to open her lingerie drawer and stared in awe at all the luscious silky fabrics and colors. My fantasy escalated to masturbating in her sexy lingerie with high heels and I had to rush myself to make sure that I finish before my Mom returned home. I wanted to have more time alone so that I could take the time to fully admire my femininity and enjoy my orgasm.