Woman in a red sequin dress sits at a desk with a laptop, lamp, and steaming mug, against a dark background.

How Writing Crossdressing Fiction Unleashed The Girl In Me To Strut In Six Inch Heels, by Jenny Raven

Why I Started Writing Crossdressing Erotica

I adore language. Sensual. Erotic. Feminine. Delicious. Slow. Intentional. Relaxed. Desired. Free.

And like you girl, being a crossdresser, I become delirious at the mere mention of other words like… Stockings. Heels. Pink. Black. Red. Nylon. Lace. PVC. Satin. I could go on.

And what a divine combination they make too.

Use any of these words in an evocative sentence and you are on your way to becoming a best selling erotic author.

You really should try it.

I did.

I loved it.

And now I have a whole community of girls just like me, who I can connect with, chat to and exchange late night naughty texts with.

The pandemic was the moment it all shifted for me. Jenny Raven that is, my inner femme vixen who had been locked up for far too long (just like my male counterpart in 2020).

But she being the minx that she is, she was going to find a way to release herself.

It turned out that her route would be reliving some experiences and group of friends from decades past, part true, part fantasy, and writing it down as a story.

I was unable to dress as Jenny to write at the stage, being locked at home with the family all the time. But Jenny could roam freely in my mind, wear the highest black platform heels, the lushest ten denier lace top stockings, the most dazzling red sequin minidress, and have an army of girls to tend to her hair, make-up and wardrobe, as well as, yes, her other needs.

Such a slut.

A couple of weeks later and after a proof read from a trusted friend, who encouraged me to take the next step, I was researching how to publish on Amazon. Days later and ‘The Initiation Of Hannah Book One: An Erotic Translesbian Journey’ was live. Immediately I started getting reads, feedback and love from a delightfully queer community that I had lost touch with whilst you know, adulting.

Of course, Instagram had to follow. And an immediate ban. And then the second account. That lasted ten days longer. I am now on my fourth account, but I now have some good ideas of how to dodge the hilariously conservative InstaPolice. Jenny has just passed 20k users. Wow!

I am sure she will get banned again of course.

Then the website (https://jennyraven.com) was made, a place where Jenny could really share her imagery, thoughts and audio the way that SHE wanted, free of restrictive social media rules.

The first book centered around Hannah, a young an naive girl (or is she, you know, she?) who gets drawn into an erotically charged gang of sexual miscreants, headed up by Ruby, a hedonistic, androgenous and kinky leader whose dominant and feminine desire to explore taboos that know no bounds. At least not yet. The sequel followed quickly, ‘Rubys Rose’. Pure translesbian smut and seriously norty.

The initiation of hannah an erotic transsexual odyssey by jenny raven.

More books followed, blog posts, audiobooks, articles on medium and crossdresser surveys. Even a biography of Jenny is now in the works.

It seems Jenny had found her place in the world.

She also began venturing out. Well not outside yet. But out emotionally. He began telling HIS closest friends about HER. Some were shocked. Others surprised. But all leaned in with a grin and said ‘show me’.

What a feeling, for Jenny to be accepted. No, encouraged, by such amazing women. Oh my.

X Rated photo and video shoots followed with one super brave girlfriend, the tease of a possible Only Fans being a new and intoxicating possibility. More likely a fantasy right now. But dream or reality, Jenny didn’t care, she was out there living it in the flesh, ten denier stockings, heels and long red nails.

Oh my.

Then the podcast landed, and space where we, he and she, lovingly shared our deepest and most authentic selves with brilliant guests, all in the pursuit of the questions, ‘Why me? What does it mean? How can the ‘her’ in me be better integrated?’

Just like the multitude of colours you can get size 11 high heels on Amazon now, so I have discovered a similar diversity of people who want to embrace their feminine side. I mean I knew this queer sisterhood existed, but to connect, interact and share has been truly magical. Sissies, FML lovers, XDressers, Admirers, Trans girls and everyone in between in this gorgeous rainbow of acceptance, play and above all, authentic courage.

I continue to write, alongside a busy life and of course, the aforementioned adulting. And I now have a writing buddy too, Helene Noire who writes hetero smut.

She is filthy.

We make a good pairing in Starbucks every few weeks, writing eyebrow raising, engorging and moistening prose, all the while as others seem to be deeply involved in dreary emails and executive reports. How their lives would improve if they simply dipped their secrets into our debouched pool for even just a moment.

So girl. You should write YOUR fantasy down too.

It’s sexy as hell.

You will love it.

And don’t worry if you are not a ‘writer’.

Heads up, if you write any fictional words, you are now a writer.

There are tools like WordHippo that will help you expand your vocabulary. Grammarly that will fix your ‘O level grade C’ grammar like mine. And none of that matters anyway. If you can write with raw authenticity, your words will find an audience. Even if that’s just you at first. And that my lover, is utterly delicious.

So follow my instruction now if you feel the urge.

Slip on some ten denier lace top stockings, your favourite heels, that cute mini dress and start writing something deliriously raw, norty and girly. And no playing until you hit 1,000 words.

Then you can lie back and, well, we all know.

Slut.

Love it.

Just like me, Jenny Raven.

I can’t wait to read you fantasies too.

Want to write your own crossdresser story? Jenny’s 10-part erotica writing guide is the place to start. And read the real crossdresser community her fiction is rooted in — the 2025 Survey.

Leave a Comment

Your email address will not be published. Required fields are marked *