#642656
Sarah Kanter
Lady
Registered On: April 25, 2019
Topics: 13
Replies: 152
Has thanked: 300 times
Been thanked: 773 times

I think mine is pretty simple. I experimented trying things on every once in a while throughout my life. I had a few items and had purges. Finally, I just decided that if I was going to do this, I was going to do this “on purpose.” I was tired of dressing up as some kind of failure of will-power, or giving into temptation. I decided that if I was going to dress up, I would do it as a conscious choice. So, I went to a second hand store, bought some stuff, and went out to my office in the evening to do some work. Then I ordered a wig. That was it. Later I started coming into the office about once a week during the day.

I still struggle with confusion and guilt, and my wife isn’t thrilled with the idea, but I guess I feel like it’s better to own a thing and do it on purpose, rather than to just “given in” on occasion. I feel less guilt about my conscious decision, than I ever used to about my failures to resist.

I don’t know if that makes any sense.

My first “real” and complete outfit was a silver satin mini skirt, with a black sheer blouse. I lost it in a purge, and still miss that outfit.

6 users thanked author for this post.
Subscribe To Our Newsletter

Subscribe To Our Newsletter

Join our mailing list to receive the latest news and updates from Crossdresser Heaven.

You have Successfully Subscribed!

Log in with your credentials

or    

Forgot your details?

Create Account

If you don't see the captcha above please disable ad and tracking blockers and reload the page.