Crossdressing woman takes her first steps

Randi has a real life crossdressing adventure that takes her one step closer to freedom. Will she recoil from this experience, or will this be making of bigger things?. This week on As The Tranny Turns.

I think in another life I wanted to be a voice over actor. Now I’m quite glad I don’t sound like James Earl Jones or Sean Connery. It would be quite tough to pass with such a rich baritone voice 🙂

If you have a real life crossdressing success story you’d like to share with readers of Crossdresser Heaven please do! Submit a story of your crossdressing adventure and include a brief introduction, your femme name, a short story (500-750 words) and a picture (optional). We’ve had many wonderful ladies respond already, please join them – our shared experiences provide hope and encouragement to many!

Meet Randi

I am a retired teacher. I felt that the profession required my discretion and limited me to dressing in private at home. However I have dressed, to some extent, ever since junior high school. Now I feel the freedom to venture into the public eye. Today was one of those ventures.

Randi’s Crossdressing Success Story

The weather forecast said “hot and humid” so I decided that my daily walk would have to be earlier than my usual afternoon stroll. I also felt that my schedule for the day granted me the freedom to do the walk en femme. It took me about 40 minutes to prepare – makeup, jewelry, wig and figure illusion. In a white blouse and denim mini I went to the park. During my two mile walk I encountered at least two dozen other walkers, joggers or bike riders – a bit high for that park at that time. You can believe that I was a bit  nervous. What reactions would I get? I was greeted repeatedly and no one seemed to pay any attention to my presentation as a woman, assuming that they did “read” me.

I consider that to be a success and it builds confidence for future public excursions. Plus I realized that people don’t really notice or particularly care if they did notice – which is what I want. Well, there was one guy who appeared more interested than I wanted him to be. The less attention the better at this stage of my dressing in public. Small steps build for future en femme walks!

P.S. If you’d like less attention as a ‘man in a dress’, or perhaps more attention as ‘that beautiful woman over there’, then pick up a copy of the World’s Best Crossdressing Guide.


More Articles by Vanessa Law

View all articles by Vanessa Law
The following two tabs change content below.
I’m passionate about creating a safe space for everyone in the transgender community to find laughter and friendship on their journey. I completed my physical transition in 2011 and through it I lost everything, and gained everything. I am blessed that I was forced to gaze inward and embark on the journey to discover and live my authentic self. My deepest wish is that all who wander here may find peace, happiness and freedom.

Latest posts by Vanessa Law (see all)

0 0 votes
Article Rating
Inline Feedbacks
View all comments
Jessica Who
Jessica Who
14 years ago

Most people outside of our community don’t realize that when we go out, many of us just want to blend in. The word “pass" is frequently used but I think it’s more important to just be yourself without anyone bothering you.

Walking through a park and getting greeted sounds very comforting, even if they did “read" her, they treated her like a human being, and that’s all we can ask for.

Thanks for sharing 🙂


Jessica Who
Jessica Who
14 years ago

Well said 🙂

13 years ago

i’m so tired of shame. i’m so ready to come out but i’m very scared

13 years ago

i’m ready. i’ll wait till dark & step to the porch, for a cigarette. dressed of course. it should take about 10 mimutes or so. Baby steps, right?

6 years ago

I,m a total home body when it comes to dressing in the things I love most. My wife of many years knows, helps me get dressed and even offers to hook my bra for me when my joints are bothering me. I have other responsibilities as a parent so I keep my dressing low keyed and at home. I have shared some of my clothing with my daughter and my boy does know,he caught me once. I would like to dress completely but will not pass as a woman at all. I would really love to walk around malls fully… Read more »

Would love your thoughts, please comment.x
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

Forgot your details?