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Jenny London

Crossdresser Jenny London Femme name: Jenny London

Location: London, UK

How long you have been crossdressing: Like most of us, I started as a kid, “borrowing” items from my mother and sister. But I suppose the most meaningful milestone would be when I started buying my own clothes, makeup, wigs, etc. That was about 18 years ago now.



Say something about your crossdressing experience: I am mainly “in the closet”, apart from a very small circle of friends. I went to school in a shitty small town, in an era where transvestism was still seen as a joke, and “gay” was the school playground insult of choice.

This almost certainly contributed to my decision to keep it to myself, safely compartmentalized away. Over time, I gradually became a bit more confident and started enjoying getting out and about as Jenny. I am not paranoid about being recognized, but I keep it discreet.



Reason you crossdress: For many years, I was convinced it was purely a fetish. This was probably partly a coping mechanism (to convince myself I was “normal”), but it is true that I was turned on by lingerie, and silky/lacy fabrics from quite a young age. I suppose I was just obsessed with all things feminine. The more I did it, the more I enjoyed it. But the nature of that enjoyment started to change, and I found that I really started to love exploring this alter ego than eventually became “Jenny”.

And also… I realized that I actually looked pretty good! Those skinny arms and legs that I hated so much as a teenager were now an asset. As a guy I rarely get compliments about my looks.. I wear boring clothes and blend into the crowd. But as Jenny I can take pride in my appearance, express my sexuality, and have fun experimenting with different looks.



Things you like doing after dressing up: Where to start?!! I enjoy opening a bottle of wine and trying on different outfits, and taking photos. I like socializing with other girls, I enjoy eating out and drinking (mainly in Soho), and also clubbing – I’ve been going to The Wayout Club for many years. And I have a few gentleman friends who I like going out with for dinner and cocktails, before heading back to their hotel!

Flickr: https://www.flickr.com/photos/91219737@N08/

Photo Gallery: 

male to female transformation

Crossdresser Jenny

man to woman transformation


Crossdresser Jenny

crossdressing in skirt and heels

Jenny London

Facebook Comments

13 Comments

  1. Jenny, you are a beautiful girl and was glad to find out where you hand out. are there many other cute girls like you who hang out there?

  2. Great and sexy.

  3. Your very very lovely I’d love you as my girlfriend

  4. Absolutely stunning x

  5. Jenny you are beautiful girl I want meet you

  6. Beautiful 🥰🥰

  7. breathtaking and very seductive with class

    1. My god your gorgeous, want you so much

  8. Jenny you look stunning. it would be a pleasure to take you on an old fashioned date. Have a laugh. Watch a film or enjoy a meal x

  9. Jenny you are awsome wish i was 20 years younger x x

  10. When you say ” go back with them to there hotek”, is this to make love n enjoy an evening of sexual connections. Not being nosey, just inquisitive

  11. Jenny is absolutely stunning!

  12. Hi Jenny! This isn’t the first time I’ve looked at your great photos. I’ve been following you on Flickr for a long time. I think you are one of the most successful women like you on the internet. You have really good natural conditions to be a woman, because you are slim and have a beautiful face. I have to admit that as a man I have a crush on you and I have a lot of pictures of you in my secret archive.

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