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Cross Dressing Stories

Crossdressing, usually more common for men, is an interest that explores self-expression by wearing clothes from the opposite gender.

Often the clothes chosen will either belong to a spouse or a partner which unlocks a door for new erotic pleasures. Adapting the comfort of clothes that aren't normally worn can be an activity that takes place behind closed doors or be an exhilarating experience outside as well. Wearing a dress, high heeled shoes, feeling pleasure from wearing lace and satin, and choosing the name of the opposite gender, are all traits associated with cross dressing.

Have you become a crossdresser or are sexually attracted to crossdressing? Share your exciting discoveries by writing your own erotic encounter below.

A Wild Night Out in London

Lots of fun to be had at Legs in London.

I finally made it to London, and had an opportunity to get out and about, deciding to go to Legs in East London. I had been once before and had some serious fun, so was hoping for a repeat. I got my self all made up, and couldn’t decide on what outfit to wear for the night. In the end I dressed in stockings, bra and panties, high heels and a chemise over the top. I also applied a naughty little “Fuck Me” tattoo on my butt...

Dogging with a crossdresser part-2

The following meet up and the anticipation of the next meet

As I and Pete were waiting for coffee he then goes that was a hot session wasn’t it, i replied sure was! Well you know it got me into trouble with the wife Pete confesses! I go ooh doesn’t she know you cross dress? So how did she find out! Pete goes “Oh no she knows I like to dress up but doesn’t know that I go out in public! Well I thought I cleaned my self out and up! But when I got into bed I went onto my side and drif...

Dogging with a crossdresser

A meet with a cross dresser with a twist -Part 1

A mate contacted me to say would I be free to come dogging down Nelson’s notorious beach he had a friends couple who want to be watched and see what happens! I said yeh as it happens I’m free what time? Thinking to my self yeh yeh know how these friend of friends situation goes usually a none event ! My best dogging encounters unless directly contacted is spontaneous events right place right time ! That’s another story! A...

Outdoor kinky desires

Not bi, but have kinks I want to try

As I walk I can feel the sun as it filters through the trees, and I can feel my self stirring and hardening a little in my lacy panties as I see you in the distance, we have never met ... just some likeminded kinky people who can help each other satisfy some ķinky desires. Stopping briefly I bend down to tie my shoelace, you take off your cap .... and contact is made. I get up, feeling my butt plug inside me as I do, as I...

I woke on Saturday feeling fem and horny…I needed a man to complete my fem feelings. I took a nice long bath, shaved, perfumed and dressed myself in my sexiest G sting panties and bra. Over top a tight white tee that subtly showed the lace of the bra beneath and tight bike shorts. I tucked my boi clit in a Lacey G, put on some lip gloss and went to visit DVX. When I went in it was quite busy and I couldn’t find a glory ho...

Friday afternoon work is over for the week now it's time to play, I dressed nice skirt and top all the makeup and packed my case and into the car and I am on my way to Queenstown for the weekend and going to be female for the weekend, two and a half hours later I pull into the hotel a lovely young man took my case and we walked to the room it was nice a big bed a nice terrace looking out over the lake I am on the second f...

I’m Wearing the Missuses Panties

Her lover was gifted her panties last night.

This is a slightly exaggerated story that I love remembering. Last night my Mrs went on another date (around one or two a month). She is after all a hot Granny that so many young guys love to fuck! She’s usually out around 3 to 4 hours and returns home with a pussie full of man cum for my supper treat. Well last night turned out to be a little different as she phoned to say she wouldn’t be home until the morning! Obviousl...

The motel unit was simple, but comfortable. Slightly dark with the front curtains closed where I entered. I put my right foot behind the heel of my left and removed my shoes one by one without bending down. Unbuttoned my long sleeve shirt from the top going down. It was Hawkes Bay, so it wasn't cold, despite being autumn. I could hear 90s music playing softly from another room behind the lounge. As I unzipped my jeans and...

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They'd been talking for ages it seems... sometimes just talking, sometimes the conversation exploring the erotic. She knew his desires, his wants... knew that for years he wanted to explore this part of himself. For his whole life, he'd been interested in women who wore stunning lingerie, but that developed into an obsession... an obsession that gradually saw him explore further... first, to photographs of beautiful model...

meyouand who

my big wish for xmas is to meet and enjoy the love and fun of a trangender ,where we can spend endless hours over summer nake eating and covering each other with food,and paint,sucking and fucking all day through,dress to kill ,and just seeing peoples reaction when they find out the truth,i don't care what they think,if she on my arm down town xmas shopping for all involved,so come on all you lovely trans,make my Christma...