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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.

Turning a life around

Don’t leave your undies on your washing line over night

Part 1. It was going to be another hot night, my bedroom windows were open to try to let some breeze in. I didn’t know what else I would let in. I was laying on my bed in just a babydoll nightie with sheer panties dozing. It was about 2-3am when I was wok...

A visit to the Gym

Fictional short story about improving fitness

Short story. I was told to join a gym, to gain mobility, exercise and swimming increase my core strength, what ever that was, it would also increase my flexibility. The first week after a circuit of different apparatus, I went off for a swim. After the sw...

Christmas at the campsite

After Two nights of fun the summer bookings increased

Christmas at the camp site. We decided to send invitations to all this season’s campers on a first response basis. To a grand pre-Christmas event, of 3 nights. M.J and hubby were first to respond almost by return email. She definitely wanted a pitch. Our...

Crossdressing Journey: Tentative Steps - The Next Evening

The climax of two fun nights in Bath with a fellow bi guy

This continues after the exploits of the morning before breakfast. I spent the day with a heightened level of arousal in anticipation of what might unfold tonight. I didn’t set any expectations, so that I wouldn’t be disappointed, and instead just thought...

Crossdressing Journey: Tentative Steps - The Next Day

Finally, the follow up to my encounter with a new friend in a hotel

The next morning I woke with a pleasing memory of the previous evening. The thoughts of being played with whilst dressed as a girl were amazing and now a new day had dawned with the promise of more adventure. I got up and showered and douched in case thin...

It was Thursday and i had just been to my daughters house to collect my mail, Among the usual letters was a thick package, that set my heart Racing, I hadn't heard from Jeff for three weeks, If you had read my previous account you will know that jeff is t...

Camping 11

Unexpected and very welcome visitors, who get their ultimate pleasure

So here I am back at the camping site. Operation went smoothly, no more stick on boobs. I have a thought with what to do with them. I’m back to wearing my normal size lacy underwired bras, I have actually ordered some half cup bra’s to show off a little o...

Camping 10

Would I should I can I? My future with Lexi and the campsite.

Over the next few months, I had resigned my job, sold my house, and paid Tricia half the cost of the cottage including the improvements. Lexi and I grew even closer together. We still had an open relationship and Tricia and Linda still shared our love lif...

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Camping 9

Lexi and I get closer to moving in together and the Friday night barbecue’s become even more than we ever thought they could.

3 days later Tricia called to me. “What did you and Bob get up to?” She enquired in a whisper. “Not much, why?” I answered. “Did you promise him a blow job to keep the price down?” She continued. “Well no not really, but he discovered what extras I had in...

Camping 8

The dinner party

Silvia was first to unbutton her coat to reveal her black basque with red trim tiny triangle of black lace almost covered her pussy the six red trimmed suspender straps were taught holding her sheer black lace top stockings and her 5 inch heels accentuate...

Camping 7

The newlyweds arrive in style and are very pleased with the accommodation.

In the afternoon a police patrol car festooned with pink ribbon and pink balloons some tied rather suggestively two circular balloons with one long thin balloon arrived with two beautiful brides sat in the back. They both had stunning dresses on. As they...

How it all started

Following first story

A few folks asked for more after my other story so I’ve got a bit of time. Some of this is fact, other bits are my imagination to make it more fun for the readers. Stan, by asking me to wear mums pants which felt satiny and smooth compared to boring old y...

Camping 6

Another couple learn about this campsite with a difference

After we left Linda and Tricia enjoying each other. We had plans of our own. After our shower I placed a pillow under my hips to lift them slightly. With Lexi extremely rampant beside me I opened a condom and rolled it on her length. “Steady darling or I...

Camping 5

Our foursome get a visit from the girls in blue

The remaining part of the day was mostly uneventful. Lexi and I changed a couple of gas bottles on the static caravans. We did get some looks from the women, not sure if it was jealousy or envy. Perhaps it was just lust. We did inadvertently flash stockin...

Camping 4

Lexi finds her inner self

I thought I was first to wake, however Tricia and Linda were already up and serving in the shop. Lexi was still spooned against me, actually pressing herself back into me, my arm resting over her my hand close to her breast, deciding that perhaps I should...