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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...

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Anonymous

Friends leaving party

My friends leaving party turns out to be a party indeed

Part 4 It had been several weeks since I'd been expertly fucked by Steven, my friend and I kept up our regular meetings although I desperately wanted another night with him, especially after what he did to me, and remembering how dominant he was which I r...

Anonymous

My introduction to anal

An unplanned stay over turns into a night of discovery

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long tim...

Anonymous

Sissyfication by my friend

My friend makes me his submissive slut

Part 2 After that incredible night with my friend, I tried to process it all in my head. I wasn't gay? I had a girlfriend and enjoyed sex with her but also enjoyed what I did that night with my friend. For a couple of days I avoided my friend, mainly out...

Anonymous

Stay over turns into fun night

The night I accidentally inseminated my friend

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long tim...

Anonymous

The night things changed

My friend turned the tables and I ended up a sissy slut

After that unexpected night with my friend, and what we did, I tried to process it all in my mind. I wasn't gay? I had a girlfriend and enjoyed sex with her but also enjoyed what I did that night with my friend. For a couple of days I avoided my friend, m...

Anonymous

8 into 1 does go

Steven arranges a gang bang party for me with a surprising ending

After that explosive meeting with Paul, I was lost within myself, reliving that moment in my head where he made me shoot my spunk literally everywhere , I tried edging myself but never came close to how Paul had expertly wanked me off, I knew I wanted mor...

Anonymous

Stevens friend takes me in hand

Stevens friend wanted to see if he could replicate his handiwork

So, my first gang bang behind me and my friend now down in London I was really at a loose end, Steven kept in touch via text messaging but no physical meets which I really needed, then out of the blue I got a call from the guy who so expertly wanked me of...