New Experiences and their Triggers

[Dayna]

The new ankle boots with the 3" heel made me feel sexy.

The new purse filled with all the things a girl needs made me feel feminine.

The intimate conversations with my wife gave me confidence.

Together, they led me outside dressed as a woman, for the very first time. You can read the story at http://crossdressers.com/forums/showthread.php?p=1196855#post1196855, but in the meantime a question for all:

What stars and planets had to align for you to take a significant step in your crossdressing journey?

[JessieB]

1. The discovery of a garter belt and a pair of stockings when I knocked over a box in the storage building I shared with friends, when I was in my twenties and single. Some impulse urged me to try them on ...

2. Divorce later on in life.

3. A tentative outing in a skirt, stockings and heels in a clandestine setting.

4. The Internet.

5. Full-blown public outings.