My recent updates... Do read alone...
Part 8: Fantasy time, when wishes DO come true!
I don’t mind admitting it. I was very young when I first had fantasies about having a fairy godmother show up and turn me into a gorgeous girl. If that happened, I could wear pretty frilly dresses, stockings, high heels, make-up, and jewelry every day, feeling confident that I would be accepted everywhere I went.
Part 7: My First Experience With Someone While Dressed En Femme
“The first time I got fucked while in full girl mode, I couldn’t believe how natural it felt. I finally felt like myself.” Chloe, Millennial, Sissy
Part 6: My First Orgasm En Femme
I was twelve or thirteen and it was the start of the summer holidays. And this specific summer break would be the time when I got to fully explore my feminine, sensual and erotic self. I don’t recall if I was dressed for my first orgasm, but I do know that I dressed as much as I could that summer, and always managed to play with myself and bring myself to earth shattering orgasms.
Part 5: Why, When And Is It Enough?
We do seem split kind of down the middle. Most of us finding sexual pleasure from dressing up, the rest because if makes us feel more feminine. It’s important to remember that the survey is skewed to an older demographic too. I suspect this indicates that for Millennials and older, dressing up was socially steered into being a kink in decades past, where now I suspect it would be explored more as an identity.
Ladies, Meet the Gorgeous Daisy Jenna from the UK, Answers from the 2025 Crossdresser Survey
I was 6 years old, it was my sister’s underwear and I enjoyed the comfort of the cotton panties. I would secretly wear them on days out. I also used to playfully wear my mother’s heels and loved the sound of them tapping on the wooden floor.
Part 4: Who Would You Love To Spend Intimate Time With?
Let me be clear, I firmly believe that we are all on a sexual spectrum. And that we can move along that spectrum. Sometimes slightly. Sometimes dramatically.
Part 3: Colours, Textures, Materials and Clothing… Oh my!
Nothing gets me hotter than black nylons on freshly shaved legs, or satin being caressed along my legs in nylons, or black patent heels, red calf length boots, lace trims, and fabrics that stretch and cling to my body sensually, erotically and femininely. For me, it’s all about the material, the colors, the textures, and the femminine clothing.
Part 2: Shall We Spend A Fantasy Gurl Night Together?
Welcome back gurls. This time, I wanted to ask a few specific questions (more on that in the analysis) and also to lean way more into fantasy. I wanted to lift up your skirt and have a peek inside your panties, you naughty little minx. And I can tell you, some people welcomed that rather delicious voyeuristic probing as they shared with me all their wicked dreams, desires, sometimes even needs. OK gurls, let’s get in bed together and explore each other. Intimately.
Part 1: Hello, Darlings, Here We Are For Our Second Date… The Results Of The 2025 Crossdressing All Gurl Survey
Welcome back gurls. This time, I wanted to ask a few specific questions (more on that in the analysis) and also to lean way more into fantasy. I wanted to lift up your skirt and have a peek inside your panties, you naughty little minx. And I can tell you, some people welcomed that rather delicious voyeuristic probing as they shared with me all their wicked dreams, desires, sometimes even needs. OK gurls, let’s get in bed together and explore each other. Intimately.
Oh The Trend On Socials For Girlies Dressing Up Is Divine!
Nothing makes me feel more amazing, confident, and feminine than wearing black nylons, especially ten denier ones.
Pair them with a cute miniskirt and black calf-length high-heeled boots, and I’m in heaven.
I love relaxing, crossing my legs, and enjoying the wonderful feeling of being Jenny Raven. It’s my absolute favorite thing in the world. I don’t know about you, but if I could dress like this all the time, I’d die happy.
Finding Megan: An Intimate Journey of All Gurl Self-Discovery and Desires
My recurring fantasy is being with another crossdresser and his wife or girlfriend. I’d love another gurl that dresses classy, with sexy lingerie underneath. I want to have slow, lingering foreplay, with lots of kissing and caressing. Slowly undressing to our lingerie and then becoming more intimate from there. I would love it if the wife/GF watched and encouraged us, or suggested what we do to each other. I’d be okay if she just watched, or wanted to get involved as well.
Desires, Dreams & Discoveries: Michelle’s Journey in Feminine Expression
An Intimate Conversation About Fantasy, Reality, and Self-Discovery
In our latest deep dive into the world of crossdressing taken from my survey, I meet Michelle, a GenX regular crossdresser who shares her intimate journey with remarkable honesty. From childhood discoveries to mature realizations, Michelle opens up about her experiences, desires, and the delicate balance between fantasy and reality.
Meet Jenny Raven… And MY Intimate Responses From The 2025 Crossdresser Survey
As I share this, over 150 gorgeous gurlies like you have shared their stories via the 2025 crossdreser survey. All responses are anonymised, unless I contact you to edit your details into a post like this. The results will go live fully at the end of January, and you can see the results from the 2024 survey HERE.Please do share yourself with us, we all want to hear about YOUR story, your feelings, your fantasies, your truth. It helps us ALL understand better who we are and why we are who we are.
Crossdresser Survey 2025… I want to hear YOUR story AND fantasies…
Following the success of last years 2024 survey, I am running a second one, this time with a different focus, but ALL ABOUT YOU, you gorgeous gurlie! This survey is primarily to explore crossdressing, but I have found we are all on both a spectrum and journey of gender, sexuality and femininity, so please bear this in mind.
Meet Vanessa Nines… Gorgeous gurlie from our 2024 survey
Vanessa Nines. GenXer, born male in the USA, but now I fluctuate between male and female genders. I began crossdressing as a young adult and I’m romantically attracted to women (although I say I’m bisexual it’s because my female persona loves men). In reality I’ve not been with a man (hoping to change that soon). I found my way to this mostly through femdom, which I’ve always loved, but living more openly with my current partner is relatively new in my life.
Meet The Author: Anna Ritter
I started writing fantasy stories when I was eleven or twelve. Not long after that, I hit puberty and started writing out my first sexual fantasies. I was especially fascinated by bondage and different types of power exchange. Pretty soon, I realized I wanted to write about whole societies where men are subjugated and owned.
Meet The Author: Allyson Klipp
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.
Rebranding For My New Book
Ahead of my new book coming out, I decided to do a rebrand. What do you think? The old brand is first, the new one is second, with pink and purple text. Do you like the new feel? Do you prefer the old? Let me know in the comments.
Meet The Author: Hannah May
Hannah May lives for the weird and the sexy. Men becoming women through feminization, body modification or full blown transformations. I’ve been writing erotica off and on since around 2017 under different pen names. The shorter format drew me in, as well as the ease of selling copies without the need for advertisements. My primary motivation has always been to write down my own strange fantasies and the thought of others taking part of them has always been, ehum, exciting to me.
Meet The Author: Zoe Brown
Werewoman Curses. Gender Changing Pills. Futuristic Female Bodysuits. Virtual Reality LITRPG. Gynethropes. Magical Girl TG Transformations.
Zoe Brown writes lengthy, multi-part, slow-moving and richly detailed Gender-Bending serial stories and novels featuring Male to Female Gender Transformations which turn the main characters into women (either willingly, experimentally, or reluctantly) and help them to eventually discover that they are much happier being women in the long run. These stories range from Adventurous, Thrilling LITRPG Novels to Sensual, Steamy Romance Novels and Smutty, Self-insert Erotica.
Meet The Author: Milfy Erotica
When did you start writing erotica? I started writing erotica when I was 19, only a few short stories that I generally kept for myself. I then started writing on an old forum called Orgasm Denial Forum, generally writing taboo erotica with orgasm denial themes. I only did this as a hobby, writing a few hundred words every few days, but I enjoyed it. I felt that (at the time) there wasn’t much content online for edging, denial, cockteasing etc, and a lot of the stories available focused heavily on cbt, humiliation and hard femdom which was something (at the time) I wasn’t interested in, so I decided to create it for myself.
Meet The Author: Madeline Dusk
Madeline is a best selling Erotic Author, specializing in Futa themes storeis. She describes herslef as… ‘just a girl, dreaming of a girl, hoping she can love me like a boy. My darkest, sweetest dreams, I put on paper for others to enjoy.’
I could use a good plucking… In praise of sculpted eyebrows
Nothing drills deeper into my feminine soul deeper than the sustained gaze of a woman with heavy eyeshadow, eyeliner, lashes, and of course, plucked eyebrows.
Instagram thinks I am a very naughty gurl.: How I Got Banned Four Times… and Counting
I adore Instagram. Sharing all my very naughty thoughts, and on occasion, fantasies from my readers (along with their photos, or images that match their deliciously smutty desires). Sadly, Instagram does not feel the same about me. Instagram thinks I am a very naughty gurl.
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!