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Crossdressing Stories

crossdressing

Parting of the ways

Just another ‘ normal' party but with far reaching repercussions neither of us could've predicted

Since that session with Barry, our sex lives had changed into something unrecognisable from before, my wife's sex drive had increased to insatiable again, thankfully I was able to keep up with the help of my pills, well most of the time! and much too the...

My Sister’s Ex Pt1 - My Favourite Blue Dress

My sister’s bully ex notices me dressed and I can't resist

My name is Sophia and I’m a twenty-one-year-old sissy girl who loves to dress femme all the time. Over the past few years, I have got more and more daring with my feminine side, going out in public dressed. It was on one of those adventures I discovered a...

Always the bridesmaid

A change to dress up at a wedding goes slightly wrong

My wife, Hannah, and I drove from the North West to Reading for a wedding. My wife was going to be one of three bridesmaids for her best friend Claire. The wedding was on Saturday but we got down to the Motel, a coach house on London Road, mid-Friday. Hav...

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...

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The ultimate humiliation

Peter and his wife decide we were ready for the ultimate party

A couple of weeks later a parcel arrived, which my wife excitedly opened to reveal a his and hers bag containing clothing items and two letters, one for her, sealed I wasn't allowed to read with what would be required from us, but mainly her, a broad smil...

The invitation

A second meet with Peter really opened my eyes

Part 2 So several months had elapsed and our lives had got back to normal, sex between us had improved dramatically and my ED wasn't so much of a problem as before after our meeting with Peter and we're both now more comfortable with what happened, althou...

An unexpected turn of events for us

A trip to the local club has unexpected consequences for us with a cuckold session we wasn't expecting

Throughout our marriage, Ann was always the dominant partner when it came to sex with either me or other couples. we were well known at a club we'd frequent so finding suitable couples or potential bulls was uncomplicated. This particular night the club h...

Christine63

My partner introduces me to cuckolding

An evening with Ann's friends opens my eyes to the pleasure of cuckolding

I always told myself that the last gang bang would be my last now that I'd been claimed by Ann my future wife who also was my mistress so I was in heaven. By now things had quietened down and for a while Ann had me all to herself, our sex life was amazing...

Anonymous

8 into 1 dies go

Steven invites me to meet his friends with a surprising outcome

Part 6 After another explosive meeting with Paul,the man who had expertly made me cum hard at a previous party, 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 neve...