Shemales

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I Missed Myself

Date: 19.11.2008

Keywords: Missed, Myself, I,

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I sat at the makeup table and adjusted the lamp so that I had good light to apply my makeup. It still amazed me how quickly I had become adept at the feminine art of applying makeup!

First I applied the foundation and powder. My eyes I decided, would be in dark shades so I applied dark gray eye shadow and black eye liner. I underscored the eyeliner on my lower lids with a thin dark blue line for contrast. I applied lashings of mascara so that my lashes were almost caked with a thick black coating. I lightly applied a dark shade to my eyebrows with the eyebrow pencil and completed the look with a light pink shade of blush on my cheeks and only a slightly darker shade of pink lipstick. I decided to experiment this time and applied a coat of lip-gloss. I pulled on and adjusted my wig; just the look I wanted; I looked like a naughty schoolgirl with the lighter shades of makeup I had applied but with my dark eyes contrasting wonderfully.

Next I put on the long-sleeved cotton blouse, being careful to keep the pristine white garment free of makeup. I buttoned up the blouse, still finding trouble with the way women's clothing buttoned on the opposite side. I pulled the school uniform tunic over my head and adjusted it. It was a dark blue and green tartan. The dark colour emphasised my pale face and dark eyes. The bodice was tight against my torso; the skirts were pleated and came to just above my knees. Then I had an idea; the finishing touch!

I rummaged around in the drawers until I found what I was looking for. I sat on the edge of the bed and kicked off my court shoes. I pulled on a pair of white cotton anklets over my stockinged feet and then stepped back into the black patent leather court shoes. I looked fantastic! I left my ears unadorned but slipped a simple gold chain necklace around my neck.

I sat back down on the bed and started applying two coats of pale pink nailpolish to my nails. While I was doing this I had time to think and realised what I had done. 'My God! What the fuck was I doing!'

Not only was I capitulating with the crazy bastards who forced me to become a crossdressed prostitute; I was dressing like a woman as if it was a natural thing to do! I was working at looking good and even being innovative to achieve the 'look'. Fucking white anklets; what the fuck was I thinking of!!!! Had these sick fucks brainwashed me?

I was about to get up and do; I don't know what; remove my makeup and clothes? rebel? scream? then I heard the unmistakable sound of Eddie's voice as he approached.

"Oh fuck yeah Dave, you will love my latest acquisition! She's got an arse to die for; and with only a little bit of training she already knows how to suck cock like she was born to it."

"I don't trust the cunt though; she's too fucking smart by half," he added.

"Smart mouth on her; and you can tell she's planning something. You have to remember this twat ain't like Charlotte and the other dumb cunts in my stable; he was a businessman, pretty smart and well to do on the outside until he got done for running some kid over while drunk."

"She still thinks there's a way out of her job here, and I'm sure she's got ideas about getting outside or transferring to somewhere else, so be careful if you take a fancy to her; she might try it on, like I said, she's just too fucking smart!"

Eddie was obviously discussing me with the punter he was escorting to my cell. So Eddie knew I had plans to try and get out of the fucked up predicament I was in. So what! If I got my chance you can bet I'd be gone in a flash!

Then it dawned on me what Eddie had said, 'so be careful if you take a fancy to her'.

'Maybe that meant my first customer of the night might be a man of influence and power,' I thought.

'Maybe I could use him to my advantage? Better be careful though; I had fucked up royally when I tried it on with the Warden; best find out all I can about this guy before I try to use my newfound charms on him,' I considered.

"Well hello Michele; don't you look lovely this evening," Eddie said with an evil smirk on face as he stepped into my workroom cell.

A tall good looking man dressed in prison fatigues walked in behind Eddie and came to a complete stop in the cell doorway and looked me up and down where I sat on the edge of the bed.

"Christ Eddie she's a stunner all right; you weren't exaggerating on bit. Hi sweetie," he said pleasantly, walking all the way into the cell.

"Say hi to my best friend David, Michele; don't be rude!" Eddie smiled my way.

"Hi David," I said in my best attempt at a coquettish voice.

"Davy here is a very special friend of mine Michele, and I promised him that you would treat him very nice this evening; so you do that for me and maybe I'll be nice to you later ok?" Eddie said in a voice that left no doubt that if I wasn't nice to Eddie's friend I would be very sorry.

"Of course I will Eddie," I answered meekly.

"So Davy, will she do; is the get-up ok?" Eddie asked.

David had been looking me up and down ever since he arrived in the cell; he hadn't taken his eyes off me. "Yes Eddie she's perfect, and I bet she can be a very naughty school girl too," David chuckled.

"Yes; and speaking of being naughty; Davy why don't you go and see Mabel and bring yourself back a bottle of something to drink while I have a little chat with Michele. Just give us five ok?"

There was no doubt that although Eddie was treating David with more respect than I had ever seen him treat anyone else, Eddie was still the one giving the orders.

"Sure; is scotch ok Michele?" David asked my way.

"Fine," I answered.

David ducked out the cell and I heard his footsteps disappear down the corridor. As soon as David left the cell Eddie strode over to me and held out his hands.

"Stand up sweetheart and give us a good look at you," Eddie said.

I allowed Eddie to assist me to my feet. He looked me up and down and smiled.

"Wonderful," he said. Then with lightning-quick speed he punched me in the stomach.

"You fucking cunt! What the fuck do you think you were playing at with the Warden? Me and you are going to have a little chat later and I'm going to remind you how things work around here!" Eddie barked.

I collapsed on to the bed, the wind completely taken out of me. I doubled over in pain as I tried to breathe. I felt like I was dying, I couldn't get any air in my lungs.

"Don't you start crying and ruin your face you fucking cunt bitch," Eddie snarled.

"You fucking soak up that pain and get yourself ready. David is my best friend in this shit-hole and I promised him you would treat him special, so you just get your pretty arse off that bed, breathe deep, and be ready when he gets back here."

I forced myself to stand and eventually I could breathe in shallow breaths but the pain in my stomach was excruciating. Even so I realised that I was lucky that Eddie had bought his best friend to see me otherwise he may not have cared about marking my face with his fists. I stood there looking down getting my breath back.

Eddie lifted my face to his,

"You try any of your fucking smart moves with Davy, Michele and I'll put you in hospital you bitch. I'll accept the loss of earnings while you recover; besides some cons in here like being sucked off by bitches with no teeth; slides in nice and easy so they say, so you fucking well behave," Eddie threatened.

He released my face just as David walked back through the door with a bottle of scotch in his hand.

"I'll leave you two kids alone to get acquainted ok?" Eddie sniggered.

He pulled the heavy curtains across the bars to my cell, slipped through them and slammed the door shut.

"Don't disturb them for a couple of hours Mabel," I heard Eddie yell at her as he walked off.

I was alone in the dimly lit cell with David; we had complete privacy. David looked me up and down again.

"Drink Michele?" he asked, a smile breaking out on his handsome face.

"Please," I smiled back suppressing a grimace of pain from where Eddie had punched me.

David half-filled two glasses with hefty shots of the dark amber liquid and handed me one.

"Michele you are one pretty lady if I may be so bold. And that schoolgirl outfit is just as kinky as hell," he said grinning at me with the confidence the way only men secure in their good looks seem to be able to do.

He suddenly came over serious.

"Don't get me wrong; I'm no noncer or anything. I like to take my fun with adults not juveniles; it's just that I love trannies when they get dressed up in sexy costumes like that."

"Oh fuck I've done it again; I'm sorry I didn't mean anything derogatory calling you a tranny."

"Shit, I'm behaving like it's my first date; let me start over."

We both looked at each other and suddenly burst out laughing. It was honest laughter bought about by David's embarrassment and stumbling apology. He was very handsome indeed; tall and slim with black wavy hair, deep blue eyes with laugh lines at the corners, white teeth and full sensuous lips. He was deeply tanned and obviously made the most of his allocated time in the exercise yard.

"Alright. Michele, I'm David but please call me Davy."

He took a big gulp of scotch and continued.

"I'm what you might call a business associate of Eddie's; let's just say I do him favours and he does me favours."

"I'm fourty something, single, bisexual and disease free," he laughed again.

"And oh; to be honest I do have penchant for transvestite hookers dressed up as school girls," he finished, laughing again in his easy way.

He had managed to put me at ease and I could see how he could easily win over any woman that took his fancy; or man for that matter, he did say he was bisexual after all!

"Hi Davy, I'm Michele and a woman never tells her age," I smiled back at him, taking a sip of the single malt.

"As for the rest.

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Keywords: Missed, Myself, I,

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