Vote to decide who has been the most influential transgender woman. Caitlyn Jenner, Laverne Cox, or...
Make your voice heard and vote in our crossdressing polls. Answer questions about crossdressing fashion, makeup, news and more.
Many an experienced crossdresser will tell you that it’s not all music and roses – being a woman takes hard work, courage and a lot of patience. Many of us endure almost any discomfort for even a fleeting feeling of femininity. But there are those days when being a wo...
Crossdressers In Pursuit of The Perfect Feminine Figure
Crossdressing Polls, Fashion, Clothes and Shoes 48 It’s happened to all of us. We finally pluck up the courage to purchase an outfit of our very own and spend many days or weeks admiring our new femininity in the privacy of our home. The feelings of elation seem to touch to the core of our soul as we see the woman inside us...
Since the start of Esprit I’ve spent more than half of the time as Vanessa. I’ve gone out, gone shopping, met people and generally just carried on about the business of life as a woman every other week. Yet in a few weeks this will change. I start my new job soon, and...
Dear Readers, thank you for all your wonderful responses to last week’s poll about crossdresser occupations. I learnt two things: Firstly, the set of careers I offered in the poll was woefully inadequate – thanks for all the comments – the set of careers staffed...
I was fortunate enough to meet many wonderful ladies at Esprit this year, and perhaps by coincidence found that a good number of the transgendered woman I met were in the engineering field. This sparked a conversation that could only be of interest to engineers and statisticians ...
We all have times when we want to feel sexy. We want to let our feminine sass penetrate our soul and permeate our body. The sexy crossdresser is not just confident, but playful, friendly and fabulous. Feeling sexy puts an extra shimmy in your walk, a glimmer in your eyes and brin...
Pam, a dear reader of Crossdresser Heaven asked me a rather insightful question over email last week. When does a lady move from being a crossdresser to being a transgendered woman? Now, many of us use the term “transgender” as an umbrella term to cover many points al...
I love spending a day as a woman out in the world. There’s nothing quite as liberating and uplifting as when I look out with the eyes of the woman inside and dare for a few hours to live the life I long for. When I’m truly in my feminine zone it’s as if the shaf...
During our day to day life we can do many things to feel more feminine. We can paint our toenails a fabulous new shade every week, or wear demure cotton panties beneath our otherwise manly attire, or let the slight whiff of feminine perfume leave a mystery in the air for othe...
Unfortunately we can’t spend every day presenting as our feminine persona. Whether it’s work, family or friends we all have occasion dress as a man. If you’re like me, this can be immensely frustrating. When dressed as a man I feel as though I’m wearing a ...
For many men there are few holidays more dreaded than Valentine’s day. Between the prospect of spending the day alone for some, or forgetting and spending the day in the dog box for others one can almost lose the sweet romance. Yet perhaps because of all the Hallmark-hype l...
The holidays are about to reach their climax – with friends and family travelling from all around to spend the season with those they love. Many of us have taken time off work, and days are spent selecting just the right gift, and wrapping it with love. During these busy ti...
Hi ladies, It’s been a busy last few weeks for me. Between Christmas shopping, decorating and trying to snag some downtime from some rough days at work I’ve missed you girls! Thanks to all of you who submitted your Crossdresser Success Stories (If you have one youR...
On an earlier post I mentioned that I prefer heels under 3″. This inspired a flurry of comments, and I know that many ladies in the crossdressing community prefer to reach higher heights. As I venture out more dressed as Vanessa I’ve begun to place a higher premium on...
My mom always used to say, “If life hands you lemons, make lemonade.” At least I think it was my mom, or some other suitably sage adult who influenced my growing years. Here in the US we’re just a few days away from Thanksgiving. Apart from turkey, football (of ...
Wow! Almost 600 of you responded to last week’s poll, where I asked you – what’s your favorite shoe style? Pumps won out by an overwhelming margin, with almost 200 of you declaring them your all time favorite. Way to look sexy in sky scraper heels ladies! So in ...
It’s Monday, which means it must be time for another weekly crossdressing poll! This week I’m interested to hear from you ladies about your favorite footwear. As I mentioned in the last crossdressed outfit of the week, I absolutely adore boots. Ankle boots with a heel...
Halloween yesterday was a blast! I hope your crossdressing Halloween escapade was similarly awesome! I dressed up as a witch, and had fun sharing candy, scaring kids and looking wretchedly evil (in a feminine sort of way). Some of my friends remarked in glee at the dark purple / ...
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