Crossdress Heaven success stories are starting back up again!

Dear Readers,

Over the last few months I’ll admit to being remiss when it comes to sharing the latest tips, tricks and advice for navigating through life as a woman – whether it be part time for full time. With all my surgeries, I’ve had a lot going on, and finding time to write and answer email has been difficult.

Today I’m excited to announce that I’ll be starting the much loved Crossdresser Success Stories back up. For those who are new, these are real stories from real women about a success they had crossdressing. It can be a small success, such as buying your first feminine piece, or a large success such as going out en femme for the first time, or sharing your secret with someone you love.

To get started, I’d like to ask you to share your crossdressing success story with me by email at – You don’t need to be a writer to share, just take a few moments to tell me your story. Ideally submissions are between 500-700 words, and include a photo. But don’t feel shy – if you’d rather not include a photo and use a pseudonym, that’s okay too!

I look forward to hearing your stories, and celebrating with you in your moments of triumph!



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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.

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Janine' class='avatar avatar-64 photo' height='64' width='64' />
8 years ago

It took me a long time to gain the confidence to go out dressed as a woman. I found out that after I did it once that it gets easier each time. I have gotten to the point of being able to go out dressed as a woman and going to restaurants where I can sit down and order a meal. I am always aware of how I am sitting. I keep my legs together and eat slowly taking small bites and sipping a glass of wine. I always pay with cash and leave a nice tip. I’ve never had… Read more »

Jessica Cross
Jessica Cross
8 years ago

I too am a straight white male and was married to a wonderful woman for 42 years, she got turned on when she found my stash of clothes and shoes before we got married and so we explored Cross Dressing for a while. At first she liked being the leader or Dom one in our relationship, when we got married we spent our honeymoon in Knoxville, TN buying things for me to dress up in. Then my job took us to Newport News VA and we continued playing, she bought me a complete outfit for ballroom dancing, complete with long… Read more »

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