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3 years ago
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Crossdresser to Trans Escort Part 2

This is a continuation of my previous story 'Crossdress swaps clothes and gets assfucked in pub'.So after getting my asshole fucked by a horny French dude, barefoot in a park in the French town of Lille in the middle of the night, wearing only my sexy Ukrainian friend's slutty little dress, I inevitably missed my bus to the airport and subsequently my flight home.That turned out for the better. I decided to stay and with the encouragement of those around me, transition to living fully as a...

2 years ago
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Sebastian The Male Escort Part 2 of 6

Chapter 6 As I have already remarked earlier, by an extraordinary stroke of chance, I was born on January 1st , New Year’s Day, so my final term at Sheldon commenced more or less on my eighteenth birthday. I left the school forever in June of that year at the age of eighteen and a half. Sheldon had no career’s master or advisor and did not seem interested in what any of us would do once our schooldays were over. We all left Sheldon with or without our high school diploma, as the case may be...

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2 years ago
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Escort in Training Chapter 9

“I will keep these items, Miss Carling. You won’t be needing them in the near future.” It’s barely two minutes since Rupert pulled his fully erect dick out of my sopping sex. And now he’s telling me to get out – with all of my clothing bunched up in his fist. He snatches up my panties off the floor before I even have the chance to think of retrieving them. My mind is addled with a churn of mixed emotions. The euphoria of my orgasm, that wonderful release, is still there, but it’s draining away...

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3 years ago
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Confessions of a mature uk transsexual escort

THURSDAY 18th AUGUST 2016Just thought id tell you about one day last night …A client rang me and wanted me in a very short skirt high heels stockings and a very small thong ..lots of over the top make up ..and wanted me to greet him on my knees ….Id had a very quiet day so was so so so turned on when i dressing for him so this mature tranny was on her stockinged knees waiting for him to arrive ..Playing with my hard trans COCK …He arrived pushed me into my bedroom .unzzipped his cock and just...

3 years ago
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Escort in Training Chapter 8

Tuesday, 10am My mood is even more terrible when I wake up. Now I’m not just frustrated, I’m tired too. My first response to the morning is to frown and sigh. The Colin Firth-lookalike rouses us again, pulling back the curtains to more blazing sunshine and birds chirping merrily. I notice that it’s an hour later than yesterday, but the lie-in doesn’t seem to have made much difference. I’ve got a faintly fuzzy head after the champagne. I wonder if today will be another never-ending tease. I...

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3 years ago
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Escort in Training Chapter 6

CHAPTER SIX Miss Jackson leans back in her chair, offering me no further guidance. She’s all ears, it seems. I swallow hard. Suddenly being naked in front of her seems like the easy part. But speak of my sex life? My, that’s a broad question. I presume she isn’t going to judge me for anything I’ve done. More likely things I haven’t. “Uh…OK….” She smiles warmly at me, tilting her head to one side. But she just won’t offer me the crutch of a more direct question. I say the first thing that...

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1 year ago
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Escort in Training Chapter 5

CHAPTER FIVE Monday, 9am I wake with a ringing in my ears. Ding-ding-ding-ding-ding. Where is it coming from? And where am I? The infuriating sound stops. I groan as my brain slowly reassembles reality, comes to terms with its unfamiliar surroundings. Clearly my fears that I would not sleep well were unfounded. I’ve never known such a comfortable bed. Such soft linen, especially after that bath, must have lulled me into slumber in five minutes flat. Hooker school. It’s my first...

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2 years ago
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Escort in Training Chapter 3

Sunday, 6pm No way am I going to sleep. The train is a slow, relaxed one and it’s almost deserted. There’s sun pouring in, making my knees pleasantly warm as it bakes the denim of my jeans. I should be getting drowsy by now, but I can’t keep my thoughts from racing ahead of me. Instead, I sit with my hands clasped together, hunched forward and probably frowning. I look at the soft black travel bag I’ve brought, which sits on the seat opposite me. There’s really not a lot in there for two...

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