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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.

So here is a blast from my past... so all week me my BF and 2 of his friends planned a club nite for Friday we were all so amped all week, but then came Friday the weather turned out cold and miserable, so after work my bf and i got home not keen for the party anymore but very keen for each other decided to go for a shower together and off course we had what started to be a romantic shower but 5mins into this knock on the...

Crossdress Fun

The fun of dressing for a man

We have all had those experiences of meeting someone on-line and chatting and things really get hot and exciting and then the huge let down when the person leaves you hanging with a hard-on or even worse when the time comes to meet they don’t show. Well this story is one with a happy ending. I met Paul (not his real name), on line and we chatted for ages. He was from a town about an hour away so on-line chatting was reall...

me Mr 69 eat

i was busy in my garage and heard the maid sing soft in her outside room.i peeped through the key hole and saw she was naked busy cleaning up.i started mustetbating and she opend the door caught me peeping on her.i was imbarresed and said sorry.she smiled and said not to worry.she touched herself and started musterbating.i could not hold any longer and shoot my load of cum over her leg she swiped it up with her finger and...

Becoming Xdresser Samantha

Helping hand from Boy to Girl Transformation

My first true experience as Samantha. At the time I was living and working overseas. To the outside world I was just your normal 21 year old really skinny guy living and working and enjoying life on the islands. Of course I had my little secret which I kept hidden from my colleagues and friends. Although I wore panties a lot of the time, I did not own much else as far female attire for fear of being discovered. It happene...

BushBuns

It had been almost two years since my first m2m experience. That was the first time a man had sucked my cock. It was the first time I had touched another cock and the first time I had sucked a cock. That day was the birth of a new me. I no longer was a homophobe. Although, I did not look at men the same way I looked at women. I did not lust after them. What I did lust for was for a cock in my mouth, loads of cocks. My god...

Wolfman54

Now you have to remember that this was 35 years ago when the world was different in many ways, Gay was kept a secret as was the subject of cross-dressing. . I was only 21 and away on training for the company i worked for. I drove down to just outside London on the Sunday afternoon where the training was to take place. It was not far from where i stayed and in those days the traffic was not what it is now. I booked into th...

fetish

I have this fantasy of hooking up with a younger guy who is open to explore all angles of sensual ism. After we meet, I take him to my hotel and tell him that I want to blindfold him and turn him into a beautiful butterfly. I strip him of his male clothes and guide him to climb in the bath. I undress and bath him and am aroused by the sharp breaths he takes everytime my body comes in contact with his. I then proceed to sh...

Xdresser_Alexa

I reluctantly walked out to patio, for once happy about the city regulation that had required me to place a fence around the pool. I was hidden from the view of the neighbors, and in the back of my head I hoped that Jack would some how revert to his old irresponsible ways and not show up to clean the pool as planned. My wife laid me out on a reclining pool chair and ordered me to spread baby oil over my body so that I wou...

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