Meet Jenny Raven… And MY Intimate Responses From The 2025 Crossdresser Survey

Jenny Raven’s 2025 Survey Answers

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.

Take the survey HERE….

And my results are below… (edited into a post).

Tell me about yourself?
My name is Jenny Raven and I am an erotic author and lifetime GenX crossdresser from the UK. As a child I was closer to my mother than father and I began my fascination with crossdressing and femininity at around age five. I am only attracted to genetic girls, but never say never, a trans girl could, I am sure, make me stray into new world.

What is life like for you as an adult now? Tell me about your intense feelings around crossdressing?
I really enjoy feminine connection, sharing, touching, kissing and playing slowly and sensually. Being dressed up with another gorgeous girl is so intoxicating. If I were to go out with a girlfriend, I would love to have some girly time, chat and make new friendships too, but I would enjoy it more if we got a room and we explored each others deepest fantasies.

How Often do you crossdress?
I dress weekly and black is my colour of choice. As for materials and textures, nylon, satin, lycra, sequins and lace all do it for me. Above all, black nylons with lace tops, and silky satin caressing those legs that have been recently shaved is a feeling that nothing can top. The sensual touch of the clothes and the way they look makes me almost want to pass out. And it’s black black black all the way, a black bodycon dress, stockings and my favourite girlfriends. Oh my! I also have a very soft, or rather hard spot, for sequins. I adore the glittery look.

I have long had the fantasy of actually being a woman. To be able to slip my fingers into my panties and find warm, damp lips waiting for my fingers. To share my body with other girls, to look deep into her eyes and she goes down on me. And while yes, I can orgasm more than once, the female ability to enjoy multiple orgasms is something I envy. And of course, I would LOVE to experience a female orgasm as I am sure it is different to male ones.

Do you recall your first orgasm while dressed as a girl? What happened? How did it feel?
Yes, I had managed to get hold of some fishnet stockings as I was going to Rocky Horror. I had to wait a long time to put them on while alone, and when I did it was a risk, but the orgasm was so intense. I of course had to do it right away again.

Do you recall the first time you had any sexual contact with someone, while dressed as a girl? What happened? How did it feel? How did they react?
Yes, and she was awesome. She filmed me while I dressed up and then she directed me to play with myself on camera for her. It was one of the three most erotic experiences of my entire life. She was so brave and compassionate. Oh my!

Do you crossdress in public?
Not too often but I do on occasion and I wish I could more. I wish we could all take a chill pill about this, it’s really no biggie and I adore it so much. I know many others feel the same too. I love going shopping with girls too, to buy something naughty for me. It’s SOOOOO exciting! It’s so thrilling, especially when the checkout girl, and its usually a girl, cottons on. Every so often I get that knowing smile. So delicious.

Can you describe your most vivid or exciting crossdressing fantasy?
To make translesbian porn with my favourite porn stars, and my bestie girlfriends behind camera filming us. Taking our time to get every shot perfect. Slow slow slow and an emphasis on clothes, stockings, heels, sequins, eyes and eyeshadow, hoop earrings, jewellery, red nails, kissing, licking, very slow sex.

If a fairy godmother waved her wand and you could body-swap with ANY person in the world for 24 hours, who would it be and what would you do? Pure fantasy with zero ties or consequences.
I would likely body swap with porn star Alex May from the naughties, so it would need to have some time travel too. And I would make lesbian porn.

And if you could become the object of someone’s deepest desire to serve your every need, for 24 hours, who would it be?
I think Sasha Foxxx, American pornstar who is the mistress of edging and POV porn. A day doing that and I may not survive! As I said earlier, I am only attracted to genetic girls and their feminine energy. Though again, I have been wondering about trans girls. Girl energy, MORE GIRL ENERGY please! I am most connected to my actual girlfriends who I know most intimately. As we have all grown up over he years though, we have got more sensible and have families, so to go back and revisit those times with them would be amazing.

This has been so much fun and I have adored sharing myself. I hope you can too.

If you would also like to take the survey, you can do that HERE. Results will be anonymised unless I contact you and you OK me sharing with your socials on my site.

JennyX

Now read what YOUR community said: explore the full 2025 Crossdresser Survey results, or meet individual respondents like Vinny Anna.