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legend and king, or queen rather, of six inch platform heels, Tim Curry, I thought I would share as tribute, an as yet unpublished chapter (and unedited!)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.
Meet Jessica, a gurl who I appear to have touched, and enjoyed every naughty second of it
I felt compelled to message you. I’m sure you get hundreds of messages like this, but I just wanted to drop you a quick note to say thank you for giving me one of the hottest orgasms I’ve had in ages this morning.
Who We Are: Deep Dive Analysis Of The 2025/6 Crossdresser Survey
A portrait of 1,600 crossdressers, across every age, identity, location and frequency. I am closing the 2025/6 survey, somewhat late, and about to open the new 2026 / 2027 survey. I have already done one deep analysis of this survey, the results HERE from last year, but I thought I would share the most up to date figures, comment on them and ask YOU what you make of these statistics.
Podcasts for Crossdressers, Sissies, and the Trans-Curious: A Listening Guide
A hand-picked guide to podcasts about crossdressing, sissification, gender play and trans experience, described honestly so you can find your fit.
What Are The Top Ten Trans P*rn Stars According To You?
You told me in the survey, and here they are, the top gurls in the adult industry who moisten your knickers.
Meet Dana: A Gen X US Sissy on Nylon and Satin, Public Play, and Group Play
Dana is a Gen X sissy from the US. Read her honest Q&A on Nylon and Satin and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Meet Jenny Anglia: A Gen X UK Trans Crossdresser on Satin and Lycra, Public Play, and Partner Play
Jenny is a Gen X trans crossdresser from the UK. Read her honest Q&A on Satin and Lycra and Public Play from Jenny Raven’s 2025 Crossdresser Survey.
Meet Katherine: A Boomer Sissy on Acting the Role, Cousin Fantasies and Sixty Years of Self-Discovery
Katherine is a Boomer sissy from the US who’s been quietly figuring herself out since the 1960s. Her answers are reflective, a little philosophical, and wonderfully candid about the lifelong relationship she has with her own femininity. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Meet Vinny Anna: A UK Crossdresser on Wolford Tights, Pink Punters and a First Time with a Trans Lover
Vinny Anna is a Gen X regular crossdresser from the UK who dresses daily. Her answers are warm, specific and beautifully written, with a story about a first time with a transwoman that’s both tender and properly hot. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Meet Aanya: An Indian Crossdresser on Sarees, Sissy Femininity and the Housewife Fantasy
Aanya is a Boomer occasional crossdresser from India whose answers are some of the most emotionally honest in the survey. She talks beautifully about femininity, the unmatched elegance of a saree, her first hands-free orgasm born from a housewife fantasy, and her hopes of finding a gentleman who will accept her as his secret girlfriend. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Meet Victoria: A Regular Crossdresser on Black PVC, Dominatrix Energy and a Fiancée Who Loves It
Victoria is a millennial regular crossdresser based in Germany who dresses weekly. She has a fiancée who is “both accepting and enthusiastic” about her crossdressing, an obsession with black PVC and a dominatrix outfit she’s been perfecting for years. Her answers to my 2025 Crossdresser Survey are confident, sensual and full of detail. Here’s her story, lightly edited into a Q and A.
Meet Stella: A Canadian Crossdresser, Sissy and Switch on Marriage, Chastity and Connection
Stella is a millennial occasional crossdresser from Canada whose answers blew me away. She’s married, monogamous, and exploring her sissy side with a supportive wife who sometimes initiates “Stella time.” Her responses are loving, articulate, sexually candid and beautifully self-aware. Here’s her story, lightly edited from her 2025 Crossdresser Survey responses into a Q and A.
Meet Veronica Vile: A Gen X Crossdresser on PVC, Public Play and Brutal Honesty
Veronica Vile is a Gen X crossdresser from the US with a sharp wit, an obsession with black PVC and nylon, and a refreshingly honest take on dressing, sex, identity and neurodivergence. Her answers to my 2025 Crossdresser Survey were so vivid and unfiltered I had to share them. What follows is her story, lightly edited into a Q and A so you can read her in her own words.