My recent updates... Do read alone...
How My Husband Became My Wife… And A Whole New Chapter Opened
I got to online texting with the rather amazing Jane, who runs a page on Instagram called sissy__wives696 and I asked if I could share her story here… so here it is! Here’s what she emailed me… I became an ally by accident. My husband Sam and I got married just over five years ago. We
Meet Catherine Noir: A Novelist In Waiting… and Nylons
Catherine Noir, a GenX crossdresser, opens up to Jenny Raven about her awakening, purging, desire when dressed, and her wildest European fantasy.
Episode Seventeen: The Five Stages Of Rachel Spring
Rachel’s wife discovered her cross-dressing years ago – and the hurt and disapproval still shape how Rachel lives today. In this candid conversation, she describes dressing only behind a locked door, the thrill of a past visit to a BDSM dungeon, and the fear that time is running out to experience more.
My Podcast Returns! Who Will Be My Next Guest?
I am thrilled to share that I am back podcasting after a forced hiatus due to, you know, adulting! Who will be my first guest? I am choosing to interview more of the people in our glorious community, to hear their stories, their truths and of course, their take on my books.
I have a wild, imaginative, very specific and deliciously erotic sense of sexual fantasy.
Jenny on the thrill and nerves of living out feminine fantasies, why the details matter, and how a simple cheat sheet helps partners say yes.
Gurl Talk With Jenny Raven Podcast Re-Heeled: Who Do YOU Want To Hear From?
Gurl Talk is coming back, and I am looking for guests. Experts, people working in the adjacent trades, and crossdressers with a story to tell.
Meet Author: Dyvia Etymon
Mind control and feminization author Mistress Dyvia on 20 years of writing, from her first story in 2002 to Patreon, and the kinks and craft behind her fiction.
Meet the Author: Isabella Marks
Literotica favourite Isabella Marks on kink, confidence and writing trans and crossdressing erotica, in this Meet the Author interview with Jenny Raven.
Rocky Horror, A Personal Memoir And Tribute To The Original Frank’n’furter, Tim Curry
With the very sad news of the passing of the icon, legend and king, or queen rather, of six inch platform heels, Tim Curry, I thought I would share as tribute, an as yet unpublished chapter (and unedited!) from a new book. About my own Rocky Horror adventures as a teen, then the seismic impact it had on me. Tim, we will never forget you.
Why I Write Erotica by Phoebe Pearl
Sissy hypnosis is a sub-genre of erotic hypnosis built around the fantasy of sissification, the deliberate progressive shift from a masculine identity into a more feminine, often hyper-feminine one.
I was so turned on, I immediately wanted to dress as her and… what happens when gurls take the survey
One question I asked at the end of the survey, a free-form question, was this. How did you feel answering these questions? The results are startling and drawn from just under 1,000 entries (and growing daily).
Hard Won: Top Ten Erotic Author Pitfalls and Mistakes to Avoid, by DK Masters and Jenny Raven
A few days ago I posted an interview as pat of my authors series, with author DK Masters. Such a brilliant read. She shared the mistakes she made in her career and what to do about them in the original interview, but I broke them out here. Here are her top five, and mine to make it ten!
Meet The Author: DK Masters
From magical transformations to deliciously wicked fantasies, D.K. Masters takes us inside a world where gender, desire and imagination collide. Our interview is bold, sexy, surprisingly heartfelt – and guaranteed to leave you a little hot under the collar.
Every So Often, Jenny Goes Away… And It’s A Mystery To Me
Right now Jenny is asleep. More like sleeping beauty in a coma to be fair. This happens every so often. I don’t know why and I do miss her. What do I mean?
Have your Tried Sissy Hypno? Meet One Of The Top Creators, Sissy Cloud
Sissy hypnosis is a sub-genre of erotic hypnosis built around the fantasy of sissification, the deliberate progressive shift from a masculine identity into a more feminine, often hyper-feminine one.
Meet Melissa Jones: A Millennial Australian Crossdresser on Nylon and Lycra and Mistress Worship
Melissa is a Millennial crossdresser from Australia. Read her honest Q&A on Nylon and Lycra and Mistress Worship from Jenny Raven’s 2025 Crossdresser Survey.
Meet Heather: Crossdresser Survey 2025 on Lace & Public Play
Heather is a Millennial trans crossdresser from the US. Read her honest Q&A on Lace and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Meet Andi: A Gen Z US Sissy on Leather and Lace, Chastity, and Neurodivergence
Andi is a Gen Z sissy from the US. Read her honest Q&A on Leather and Lace and Chastity from Jenny Raven’s 2025 Crossdresser Survey.
How Do You Feel Sharing Your Most Intimate…?
One of the last questions in my new Crossdresser Survey for 2027 is, how did it feel taking the survey. The results were almost unanimous, and here’s just a few… I just had the best time completing your survey. I love that i have a space to delve into my inner self and explore what
Part 3: Girly Colours, Textures, Feelings, Playtime and Revelations
The Hedonism Of Feminine Fabrics, How They Look and How They Feel Destroys Me.
Part 2: Why Do We Do It, How Often and Do We Go Out Into The World In Heels Enough?
It’s the big question. Why? Why am I the way that I am? And why have I felt so locked in for so long? The stats tell us everything.
Meet Agony Aunt Jenny… How Can I Help?
Do you have a burning question? Do you need advice? I am not a doctor, but I have lived a life. So life lessons in high heels is what you will get.
Announcing the 2027 All Gurl Crossdresser Survey
I want you to share your soul, to pull down your metaphorical panties so that I can get a good peek inside, and to open wide, invitingly. Let me explore you. Every inch of you darling.
Interim Live Results from the 2027 Crossdresser Survey
You can swing back and see the live results here (minus the written word results which needs deeper human analysis). So what do you think? Do you enjoy it? What do you make of the charts below? Please do leave a comment.
What Drives The Internet Trolls?
As my social presence has grown, astonishingly so in some ways, so have the negative comments I get daily. Over 99% of comments are lovely, playful, sometimes naughty, sometimes downright filthy. All good. But that one in a hundred toxic comment means that I am check all the time.
Crossdresser Community Survey
Hey Beautiful, Jenny Raven (your favorite trans erotic storyteller) and Emily Letts (our delightfully therapeutic kink witch) are cooking up something delicious, a new online platform for crossdressers and anyone who likes to blur the beautiful binary lines. Everyone is welcome in our home.
Episode Nine: Erotic Author Helene Noire
In episode nine of my podcast, I interview erotic author Hellene Noire about our journeys as writers of erotic fiction. We discuss Hellene’s inspirations, creative process, and the challenges of publishing erotica, including navigating Amazon’s restrictive content policies. Our conversation explores the differences between masculine and feminine erotica, the importance of authenticity, and the vulnerability of sharing personal fantasies.
Meet The Author: Naomi Matthews
How would you describe the niche and themes of your work? My niche is gender swap transformations that leave men confused and in increasingly arousing situations until they realize they are happier in their new bodies than their old ones. The themes revolve around men learning what makes them happy. Perhaps not surprisingly from my work, but I think that for most men, that thing is sex, and becoming a woman doesn’t change that. It just makes it easier and more fun for them as women.
How I overcame the fear of becoming the woman I knew I was, and have always dreamt of being
The morning of the shoot, I was petrified. My anxiety was so intense it gave me chest pains. Thankfully, my partner had agreed to come with me, something that proved essential to me actually making it to the studio. She tried to calm me as we set off, but even when we parked the car, I said I couldn’t go through with it. She reassured me again…
Halloween is the one night a year when a girl can dress like a total slut
‘In girl world, Halloween is the one night a year when a girl can dress like a total slut and no other girls can say anything about it.’ We all know the quote, but the question is ‘what would YOU wear?’
My Podcast Journey And What I Have Learned
I have just recorded my tenth podcast episode and what a journey I have been on. As of writing, eight are live on the podcast, and two are still being edited to be released in the coming weeks. What I have learned is that we as a community have remained in the shadows far too long. And by community, I mean (and by no means exclusively at all), older crossdressers, millennials and upward, but mostly GenX’ers, like me.
Episode Eight: LadyC and Me
This episode was such a joy to record. Sitting down with my dear friend LadyC, who has an endless curiosity about human sexuality, felt like two friends sharing secrets over coffee. We laughed, we reminisced, and we explored a subject that has shaped so much of my life: crossdressing.
I Made a Movie About the Girl Inside Me
So I made a film. About my childhood as a boy, but with the spirit of a girl inside me. I didn’t intend to make this little film. It happened by accident. Using AI, I have been making lots of clips for Instagram and TikTok…
How I Bared All, My Soul Kink with Emily Letts
I started my podcast about six months ago, my first recording being with trans porn star Jennifer Lunden. I don’t mind admitting I was terrified. I was on a journey of self discovery, self revelation and Jennifer would be the first active participant in the adult industry who is trans that I interacted with. Of
Episode Seven: Anna, The Crossdressers Wife
On this episode I talk with Anna about the night her husband revealed his desire to cross-dress and how that shocking moment grew into deeper love, intimacy, and acceptance. Together we explore her journey from fear to understanding, the spark it reignited in their marriage, and the supportive space they created for others through CrossDressed.uk.
The Cognitive Dissonance From Social Media Companies is Wild
I just had another video removed from TikTok for breaking community guidelines. While I do understand social media platforms want some regulation, the execution does seem random, punitive even, but most of all, completely unaware of it’s own rule breaking. All of this on the back of my socials continuing to grow at a massive rate. I am close to 10m views in the last month and one video getting over a million views.