Crossdressing Success Stories are real stories from crossdressers who have succeeded in an aspect of femininity. Their successes may be big or small, but their significance is important. Small successes lead to larger successes, and even though not all of us will be the perfect picture of femininity we all deserve to enjoy the crossdressing journey.
Share Your Crossdressing Success Story
If you would like to share your crossdressing success story, please email me at vanessalaw@crossdresserheaven.com and let me know you’d like me to share with others. Please include:
- Your femme name
- A brief introduction (1-2 sentences about where you live, how old you are and such)
- Your story (if you go over 700 words I’m going to edit you down
) - Optional – A photo of you (no nudity please)
I’ll post your story on Crossdresser Heaven within a few weeks.
Meet Sarah
My femme name is Sarah. I currently live in Fall River, MA. I am 53 and have been doing this since I was 13 – that may be the age when you figure out who you are.
Sarah’s Crossdressing Success Story
I started doing this when my sister dressed me up for Halloween (it was more of a treat than a trick,since i liked the feel.) I went on to keep doing it, through service in the Army in the 82nd Airborne. I would rent a motel room for the weekend, and dress like I wanted.
I got married, but still liked to dress. Got seperated, spent 2 years dressing (at my own place and wearing frillies at work), then went to infantry combat in Afghanistan. When i came home I went to my sisters house where we exchanged secrets.
She told me she was a Wiccan – I did not care, freedom of religion ,right? I told her about Sarah. She wondered where some of her underwear went!! As a result I spent a weekend with her as a woman. We went shopping for dresses, underwear, makeup, went out to eat (I can pass).
IT WAS FANTASTIC!!!!
It had nothing to do with sex, it was just about the bras, panties, stockings, garterbelt (HATE pantyhose), slip, skirt, blouse and heels(though i did learn how to choose shoes after that!) Still LOVE this!!!!!!!!!!!!!!!!
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You can more wonderful crossdressing success stories such as Teresa’s first time passing. If you’d like to experience a crossdressing success of your own the world’s best crossdressing guide will give you the tools you need to look fabulously feminine!
One of the main covers for Transgender is for an MTF to take the hypermasculine jobs. Part of this maybe to try and prove to himself that he is indeed a man and can do as society expects. There maybe other familial reasons, such as a family tradition of military service that push the transperson in that direction.
Even if on the outside they appear to be successful there may always be a sense of incogruity, yes that male did a good job but that isnt really me. There appear to be 3 courses of action,
-transition early and avoid a life of confusion, depression and problems,
-try the ‘I am male role’ and see if you can keep the female burried
-retreat from life and everything else because its all too painful.
Some of us have lived the lie for most of our lives and it doesnt get any easier with practice. I know of transwomen who, like me, began the journey to completeness in the middle years of life.
It doesnt seem to matter when you transition as long as you, if you are trans, do so at some point in time so that you can enjoy how it feels to be complete.
Love Joanna
Thank you-never expected to turn out like this,but,life is full of surprises,and did in fact set out to prove manhood,only to find out that it is all a cruel joke-point being go as who you want to be-defy convention
What I intend to do is leave my former life behind,dont care to be a male anymore,want to become Sarah forever,need a place to go,transition,and restart a new life
to Jordyn Wayne-Stress induced my 6!We were like this to start with,we just went ahead and did the macho thing to prove we could,now that thats over,we can be who we want
Hi Sarah, I’m Ragina, and like you, I’m also a vet. Just wanted to say that I loved your story and wish you all the best.
HOOAH
My best to you, Ragina
Hi I have just come across this site I am a crossdresser my wife does not know so i have to dress when she is out one day I may get caught but thats the rixk I have to take.
I am 56 years years old and have been crosssdressing since I was about 9 years old all the time in secrect