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Michelle2023
2 days ago
Heteroflexible Male, 69
0 miles · Cockermouth

Stories

Series

The Rodeo Continues Part 1.

Well and truly... putting the sex in sexagenarian.

Linda received a text from Judy the following morning apologizing for Billy's behaviour. She also said in her text that she would love to get together with us, and Saturday night would be good for her. "She's keen." Linda laughed. "You doing anything Satu...

A Cross-dressers Dream!

It's been a long time fantasy of mine, to spend a day in the life as my wife... at her workplace.

The landline phone by my bed had been ringing for quite a while before I realised it was not in my dream. "Hello!" "Hi!" It was my wife. "Were you asleep?" "What! Well yeh!" I was still groggy. "What time is it?" "It's almost nine." "NINE!" I couldn't bel...

Maybe My Last Rodeo (Part Three)

The realization that I still have a few crossdressing years left!

As 'Michelle' outings go, It had been quite an evening. A milestone achievement in the life of a 'hanging on in there' cross-dresser. After fifty years of sporadic sessions, of pretending to be a female, and not since Michelle and Linda sauntered through...

Maybe My Last Rodeo (Part Two)

My crossdressing clock is still ticking and there's still one more thing on my 'fuckit' list.

One thing was for sure... there was no way on God's earth, that Bob's monster cock would slide inside my tight little man-pussy. But I could give him the best blow-job he's ever had, on that, I could be sure. In my time I've been on the receiving end of m...

Maybe My Last Rodeo (Part One)

My crossdressing clock is ticking and there was one more thing on my 'fuckit' list.

It had been over a year since my last dressing. As I enter my mid-60s, the phrase "mutton dressed as lamb" has extinguished any urges that I've had to dress en-femme. My legs were always my best feature, and I loved to show them off with a mini-skirt or d...