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SAMANTHA.
An extract from the Diaries of Mistress Caroline.
Sam could either stand for Samuel or Samantha, which suited me fine, as Sam the male had asked if I would make him into Sam, the female. Normally this sort of request causes problems, the man being too tall, too big or too damn ugly, and usually all three put together. But Sam looked younger than his eighteen years and was petite, so that when dressed and made-up he was convincing enough as a female, even for me.
"Don't just stand there!" I told him, exerting my authority, "get undressed."
"Yes Mistress." he replied bashfully, which was all the conversation I required from him.
He hastily stripped off, then stood in the middle of the room as I fastened a neat little black bra around his flat chest, then adjusted matters by padding the cups out until I was satisfied with his shape arid size.
"And you can get rid of that," I said pointing to his erection. "Little girls don't have such things."
Using a long bandage, I wound it round and round his middle, until the wayward penis was secured, pressed up hard against his stomach with nowhere to go. I made him dress in black stockings, suspender belt and matching panties and as it wasn't a particularly warm day, I dressed him in a long woollen skirt, coming down to well below the knees. A plain woollen sweater covered his top half which went over the well rounded boobs and with knee length leather boots on his feet, he was dressed for the part.
Careful make-up and a long dark wig over his short hair converted Sam to Samantha and he looked in the hill length mirror, appreciating what he saw, then halted when he heard the front door bell ring.
"Well?" I asked indignantly. "Aren't you going to answer it?"
"What me?" he gasped.
"It will he a good test, to see if you &e acceptable as a girl," I said, knowing full well that it was my friend Meg. We had planned to go shopping together.
Sam went into the hallway very reluctantly arid opened the door. A blonde of about twenty stood there, a big grin on her face arid her well proportioned but generous figure was emphasised by a tightly belted, glossy black rubber mac; a sensible precaution from the look of the threatening weather.
"Hi" called Meg as she came bustling in, greeting me with a kiss, then turned to Sam, "And who have we here?"
"This is Sam" I explained, "if we meet anyone we know, whilst we

are out she can be your younger sister staying for a few days".
'Just don't open your pretty little mouth and say anything!" warned Meg wagging her finger at her new found relative. "You've lost your voice and can't make a sound, understand?"
With the sky getting darker by the minute. I slipped on my own black rubber mac then turned to Sam.
"I'm sure I've got something which will fit you." I said. But he shook his head and I told him that he was not to blame me if he got very wet. By the time we had driven into town, the sky looked really black and there were definitely a storm about to beak. Sam followed us about being very obedient and carrying all our purchases and enjoying his experience with a change of gender he trotted happily along behind us on his high-heeled boots and managing them quite well.
"I want to go for a pee." he mumbled suddenly.
"You what?" I yelled, forgetting where I was for a moment. "Why the hell didn't you go before we came out?"
I grabbed the pathetic creature and led him towards the Ladies toilets,
"I can't go in there!" he protested, trying to pull away from my grasp.
"Well you sure as hell can't go into the Gents dressed like that!" I replied and dragged him inside, into one of the cubicles. Struggling in the limited space, I managed to get his skirt and underwear down, then unravelled his bandaged cock allowing him to relieve himself.
"Forget the bandage." I told him pulling his clothes up again. "But for God's sake, don't you dare get a hard on!"
I shoved him out of the cubicle door just as a snooty bitch pushed past him. thinking she was stepping into a vacant toilet. To her amazement she came face to face with me on my way out!
"Excuse me." I said with a grin. "it's more fun to do it together'." She stood open mouthed muttering something about wondering what the world is coming to, as Sam and I beat a hasty retreat and stepped outside, to find it had at last begun to rain.
"I said you should have worn a mac." I called over my shoulder as we headed for the department store where I usually buy my macs. Making our way to the rainwear section. An assistant appeared, her long sombre dress emphasising her pasty white, even more sombre face.
"Can I help you?" she enquired straining to form her face into the semblance of a smile and rubbing her hands as if preparing for a funeral.
"We're looking for a raincoat for Sam." I informed the assistant.

"Something similar to our own"
and pointed to Meg's and my own mac.
"Of course" came the reply and within seconds had produced a long shiny black rubber mac."We'll try it on" she announced as she grabbed Sam and dragged him to a dressing room. Afraid to speak. Sam was stripped in seconds and without batting an eyelid she put the mac on him and fastened it up, wrapping the rubber around his penis as she began to masturbate him.

"Who's been a naughty' girl then?" She said.
Sam sucked in breath as the teasing masturbation increased in pace; closing his eyes and forgetting any embarrassment he may have had.
"Oh no" she said warily, the smile still on her face. "You aren't going to get your satisfaction out of me, She packed his clothes in a carrier bag then led him to where we were waiting. "It looks as if she enjoys wearing the mac" said the woman giving Meg and I a sly wink. "Do call again if your girl needs anything adjusted"
With the unfortunate Sam struggling along behind us, his rock hard penis thrusting the front of his mac out, I hoped it wouldn't find it's way out through any of the fastenings to tell the world what was hidden there - we hurried back through the rain.

"Do you think my little sister will be able to keep it up?" asked Meg, looking back at the hobbling Sam.
"I'm sure she'll keep it up without any problems" I replied with a big grin !!!

Mistress Caroline