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Crossdresser Stories


End game

Steven takes me dogging with disastrous consequences

The last 12 months had been anything but smooth! , my wife actually leaving me for Kev , I didn't expect that at all considering all we've been through, Gary and Steven, then splitting up, Steven then taking care of me . He was in the right place at the r...

Helpful Neighbour

My neighbour helps me so I help him too.

It was Friday morning and the first day of a fortnight's holiday from work. I woke with a very strong feminine urge and decided today was definitely a dress up day. I got up, had a bite to eat, and then ran myself a nice hot bubble bath. I added some rose...

Winning a Bet

When I was young and carefree

Regarding the picture of me nude under a leather coat wearing thighboots. About 15 years ago I used to teach (adult) nightclasses. One of the students was another mate who my partner and I had played with a few times, along with his wife. All of us bisexu...

This story is a continuation of my previous story “ I Confess” My brief career in shop work ended in my early twenties in another town. Shop management was all glory and low pay. I took a job in a local factory with much better wages. I was also living In...

First black cock I’m 47 and only had a little bi experience over the years . In the last few months I got chatting to an Indian guy hes 54 , vwe and very kinky . While chatting we got kinkier and I started to feel more and more slutty , wearing hold ups a...

Friend takes it one step further

After London , I was genuinely confused about what had happened but between him and my wife there would be no doubt what his intentions were

If you haven't read 'Stranded with a friend ' then I'd highly recommend you do first before continuing. Part 2 I was still reeling from the event in London with my friend as I had absolutely no idea he swung that way, however my wife and his were now acut...

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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...

The next morning

Unexpected early morning pleasure

Part 5 After that unexpected evening ending up as the party cum slut Steven said I could stay in the spare room to recuperate after taking his and his friends cocks. I was told everyone but Mike had left, a sudden slutty thought about the situation crosse...